MiMeDB: Showing metabocard for Amylose (MMDBc0000299)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-10-28 17:47:07 UTC

Update Date

2024-04-30 19:31:46 UTC

Metabolite ID

MMDBc0000299

Metabolite Identification

Common Name

Amylose

Description

Amylose is defined as a linear molecule of (1→4) linked alpha-D-glucopyranosyl units, but it is today well established that some molecules are slightly branched by (1→6)-alpha-linkages. The oldest criteria for linearity consisted in the susceptibility of the molecule to complete hydrolysis by beta-amylase. This enzyme splits the (1→4) bonds from the non-reducing end of a chain releasing beta-maltosyl units, but cannot cleave the (1→6) bonds. When degraded by pure beta-amylase, linear macromolecules are completely converted into maltose, whereas branched chains give also one beta-limit dextrin consisting of the remaining inner core polysaccharide structure with its outer chains recessed. Starches of different botanical origins possess different granular sizes, morphology, polymorphism and enzyme digestibility. These characteristics are related to the chemical structures of the amylopectin and amylose and how they are arranged in the starch granule. (PMID 9730163 ).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652307191923422D          

 25 26  0  0  1  0            999 V2000
   13.6121   -9.5654    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.9134  -10.0041    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.9442  -10.8286    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.6735  -11.2141    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.3721  -10.7753    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.3425   -9.9527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7695   -9.9049    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.8020  -10.7319    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.5296  -11.1148    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.2281  -10.6758    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.1974   -9.8515    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.4701   -9.4659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1871   -9.6131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5876   -8.7407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6931   -8.2669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2425  -11.2620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6981  -12.0387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0985  -11.1664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0432   -9.5138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0187   -8.6909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5542  -11.9393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9546  -11.0670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8993   -9.4180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4838  -10.0474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6240   -9.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  1  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12  7  1  0  0  0  0
  2 13  1  6  0  0  0
  1 14  1  1  0  0  0
 14 15  1  0  0  0  0
  3 16  1  1  0  0  0
  4 17  1  6  0  0  0
  5 18  1  6  0  0  0
  8 18  1  6  0  0  0
  7 19  1  1  0  0  0
 19 20  1  0  0  0  0
  9 21  1  1  0  0  0
 10 22  1  6  0  0  0
 11 23  1  6  0  0  0
 24 13  1  6  0  0  0
 25 23  1  6  0  0  0
M  STY  1   1 SRU
M  SCN  1   1 HT 
M  SAL   1 15   1   2   3   4   5   6   7   8   9  10  11  12  13  14  15
M  SAL   1  8  16  17  18  19  20  21  22  23
M  SDI   1  4   11.8369  -10.5171   11.8369   -9.1423
M  SDI   1  4   18.2571   -8.9223   18.2571  -10.2971
M  SBL   1  2  25  26
M  SMT   1 n
M  END

HMDB0003403
     RDKit          3D
Amylose
 51 52  0  0  0  0  0  0  0  0999 V2000
    5.9686   -1.8927   -0.1097 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7117   -1.9388    0.5181 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8909   -0.9003    0.0111 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8096   -1.5182   -0.5536 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7900   -0.6665   -0.9543 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3390    0.2579   -2.0184 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3548    1.1386   -2.4718 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2002    0.1052    0.1851 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1596    0.0107    0.3072 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8590    1.1830    0.2090 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6976    1.0626   -0.9265 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5339   -0.0371   -0.7742 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9743   -0.6040   -2.1051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6673    0.3109   -2.8677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7164    0.4112    0.0636 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2077   -0.6903    0.7197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5153   -0.9934    0.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2279    1.4958    0.9864 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3057    2.7574    0.4001 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7848    1.2864    1.3965 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7039    0.1278    2.1986 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9378   -0.2922    1.4530 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5872    0.6132    2.4694 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4121   -0.0271    1.1508 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1780   -0.2609    2.2984 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4013   -0.8986    0.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7511   -2.0012   -1.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5973   -2.7292    0.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4817   -0.3411   -0.7453 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0557   -1.3174   -1.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7961   -0.2918   -2.8419 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0988    0.9168   -1.5085 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8235    1.9310   -2.8314 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4448    1.1776    0.0240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2624    2.0822    0.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0359   -0.8463   -0.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0658   -0.9245   -2.6409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6139   -1.4826   -1.8846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3495    0.3059   -3.8019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5031    0.8541   -0.6131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6823   -1.2104   -0.6661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2508   -0.2515    0.7181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7588   -1.9487    0.9554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8252    1.4708    1.9237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7273    3.3992    0.8578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5257    2.1337    2.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0897    0.3332    3.0896 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7738   -1.3324    1.7316 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9031    0.2669    3.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5394    1.0231    0.8450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1969   -1.2581    2.4231 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
  8 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24  3  1  0
 20 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  6
  5 30  1  6
  6 31  1  0
  6 32  1  0
  7 33  1  0
  8 34  1  6
 10 35  1  6
 12 36  1  1
 13 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  6
 17 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  1
 19 45  1  0
 20 46  1  1
 21 47  1  0
 22 48  1  1
 23 49  1  0
 24 50  1  6
 25 51  1  0
M  END


  Mrv1652307191923422D          

 25 26  0  0  1  0            999 V2000
   13.6121   -9.5654    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.9134  -10.0041    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.9442  -10.8286    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.6735  -11.2141    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.3721  -10.7753    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.3425   -9.9527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7695   -9.9049    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.8020  -10.7319    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.5296  -11.1148    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.2281  -10.6758    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.1974   -9.8515    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.4701   -9.4659    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1871   -9.6131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5876   -8.7407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6931   -8.2669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2425  -11.2620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6981  -12.0387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0985  -11.1664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0432   -9.5138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0187   -8.6909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5542  -11.9393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9546  -11.0670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8993   -9.4180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4838  -10.0474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6240   -9.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  1  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12  7  1  0  0  0  0
  2 13  1  6  0  0  0
  1 14  1  1  0  0  0
 14 15  1  0  0  0  0
  3 16  1  1  0  0  0
  4 17  1  6  0  0  0
  5 18  1  6  0  0  0
  8 18  1  6  0  0  0
  7 19  1  1  0  0  0
 19 20  1  0  0  0  0
  9 21  1  1  0  0  0
 10 22  1  6  0  0  0
 11 23  1  6  0  0  0
 24 13  1  6  0  0  0
 25 23  1  6  0  0  0
M  STY  1   1 SRU
M  SCN  1   1 HT 
M  SAL   1 15   1   2   3   4   5   6   7   8   9  10  11  12  13  14  15
M  SAL   1  8  16  17  18  19  20  21  22  23
M  SDI   1  4   11.8369  -10.5171   11.8369   -9.1423
M  SDI   1  4   18.2571   -8.9223   18.2571  -10.2971
M  SBL   1  2  25  26
M  SMT   1 n
M  END
> <DATABASE_ID>
MMDBc0000299

> <DATABASE_NAME>
MIME

> <SMILES>
CO[C@H]1O[C@H](CO)[C@@H](O[C@H]2O[C@H](CO)[C@@H](OC)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C14H26O11/c1-21-11-5(3-15)24-14(10(20)7(11)17)25-12-6(4-16)23-13(22-2)9(19)8(12)18/h5-20H,3-4H2,1-2H3/t5-,6-,7-,8-,9-,10-,11-,12-,13+,14-/m1/s1

> <INCHI_KEY>
PTHCMJGKKRQCBF-OLYDTGNASA-N

> <FORMULA>
(C12H20O11)nC2H6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <ALOGPS_LOGP>
-2.41

> <ALOGPS_LOGS>
-0.04

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.39e+02 g/l

$$$$

HMDB0003403
     RDKit          3D
Amylose
 51 52  0  0  0  0  0  0  0  0999 V2000
    5.9686   -1.8927   -0.1097 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7117   -1.9388    0.5181 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8909   -0.9003    0.0111 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8096   -1.5182   -0.5536 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7900   -0.6665   -0.9543 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3390    0.2579   -2.0184 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3548    1.1386   -2.4718 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2002    0.1052    0.1851 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1596    0.0107    0.3072 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8590    1.1830    0.2090 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6976    1.0626   -0.9265 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5339   -0.0371   -0.7742 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9743   -0.6040   -2.1051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6673    0.3109   -2.8677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7164    0.4112    0.0636 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2077   -0.6903    0.7197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5153   -0.9934    0.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2279    1.4958    0.9864 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3057    2.7574    0.4001 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7848    1.2864    1.3965 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7039    0.1278    2.1986 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9378   -0.2922    1.4530 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5872    0.6132    2.4694 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4121   -0.0271    1.1508 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1780   -0.2609    2.2984 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4013   -0.8986    0.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7511   -2.0012   -1.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5973   -2.7292    0.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4817   -0.3411   -0.7453 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0557   -1.3174   -1.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7961   -0.2918   -2.8419 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0988    0.9168   -1.5085 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8235    1.9310   -2.8314 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4448    1.1776    0.0240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2624    2.0822    0.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0359   -0.8463   -0.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0658   -0.9245   -2.6409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6139   -1.4826   -1.8846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3495    0.3059   -3.8019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5031    0.8541   -0.6131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6823   -1.2104   -0.6661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2508   -0.2515    0.7181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7588   -1.9487    0.9554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8252    1.4708    1.9237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7273    3.3992    0.8578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5257    2.1337    2.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0897    0.3332    3.0896 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7738   -1.3324    1.7316 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9031    0.2669    3.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5394    1.0231    0.8450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1969   -1.2581    2.4231 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
  8 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24  3  1  0
 20 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  6
  5 30  1  6
  6 31  1  0
  6 32  1  0
  7 33  1  0
  8 34  1  6
 10 35  1  6
 12 36  1  1
 13 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  6
 17 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  1
 19 45  1  0
 20 46  1  1
 21 47  1  0
 22 48  1  1
 23 49  1  0
 24 50  1  6
 25 51  1  0
M  END

HEADER    PROTEIN                                 19-JUL-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUL-19         0                                  
HETATM    1  C     n     1      25.409 -17.855   0.000  0.00  0.00           C+0
HETATM    2  C     n     1      24.105 -18.674   0.000  0.00  0.00           C+0
HETATM    3  C     n     1      24.163 -20.213   0.000  0.00  0.00           C+0
HETATM    4  C     n     1      25.524 -20.933   0.000  0.00  0.00           C+0
HETATM    5  C     n     1      26.828 -20.114   0.000  0.00  0.00           C+0
HETATM    6  O     n     1      26.773 -18.578   0.000  0.00  0.00           O+0
HETATM    7  C     n     1      29.436 -18.489   0.000  0.00  0.00           C+0
HETATM    8  C     n     1      29.497 -20.033   0.000  0.00  0.00           C+0
HETATM    9  C     n     1      30.855 -20.748   0.000  0.00  0.00           C+0
HETATM   10  C     n     1      32.159 -19.928   0.000  0.00  0.00           C+0
HETATM   11  C     n     1      32.102 -18.389   0.000  0.00  0.00           C+0
HETATM   12  O     n     1      30.744 -17.670   0.000  0.00  0.00           O+0
HETATM   13  O     n     1      22.749 -17.944   0.000  0.00  0.00           O+0
HETATM   14  C     n     1      25.364 -16.316   0.000  0.00  0.00           C+0
HETATM   15  O     n     1      23.694 -15.432   0.000  0.00  0.00           O+0
HETATM   16  O     n     1      22.853 -21.022   0.000  0.00  0.00           O+0
HETATM   17  O     n     1      25.570 -22.472   0.000  0.00  0.00           O+0
HETATM   18  O     n     1      28.184 -20.844   0.000  0.00  0.00           O+0
HETATM   19  C     n     1      28.081 -17.759   0.000  0.00  0.00           C+0
HETATM   20  O     n     1      28.035 -16.223   0.000  0.00  0.00           O+0
HETATM   21  O     n     1      30.901 -22.287   0.000  0.00  0.00           O+0
HETATM   22  O     n     1      33.515 -20.658   0.000  0.00  0.00           O+0
HETATM   23  O     n     1      33.412 -17.580   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      21.436 -18.755   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      34.765 -18.309   0.000  0.00  0.00           C+0
CONECT    1    2    6   14                                                  
CONECT    2    1    3   13                                                  
CONECT    3    2    4   16                                                  
CONECT    4    3    5   17                                                  
CONECT    5    4    6   18                                                  
CONECT    6    5    1                                                       
CONECT    7    8   12   19                                                  
CONECT    8    7    9   18                                                  
CONECT    9    8   10   21                                                  
CONECT   10    9   11   22                                                  
CONECT   11   10   12   23                                                  
CONECT   12   11    7                                                       
CONECT   13    2   24                                                       
CONECT   14    1   15                                                       
CONECT   15   14                                                            
CONECT   16    3                                                            
CONECT   17    4                                                            
CONECT   18    5    8                                                       
CONECT   19    7   20                                                       
CONECT   20   19                                                            
CONECT   21    9                                                            
CONECT   22   10                                                            
CONECT   23   11   25                                                       
CONECT   24   13                                                            
CONECT   25   23                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

COMPND    HMDB0003403
HETATM    1  C1  UNL     1       5.969  -1.893  -0.110  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.712  -1.939   0.518  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.891  -0.900   0.011  1.00  0.00           C  
HETATM    4  O2  UNL     1       2.810  -1.518  -0.554  1.00  0.00           O  
HETATM    5  C3  UNL     1       1.790  -0.666  -0.954  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.339   0.258  -2.018  1.00  0.00           C  
HETATM    7  O3  UNL     1       1.355   1.139  -2.472  1.00  0.00           O  
HETATM    8  C5  UNL     1       1.200   0.105   0.185  1.00  0.00           C  
HETATM    9  O4  UNL     1      -0.160   0.011   0.307  1.00  0.00           O  
HETATM   10  C6  UNL     1      -0.859   1.183   0.209  1.00  0.00           C  
HETATM   11  O5  UNL     1      -1.698   1.063  -0.926  1.00  0.00           O  
HETATM   12  C7  UNL     1      -2.534  -0.037  -0.774  1.00  0.00           C  
HETATM   13  C8  UNL     1      -2.974  -0.604  -2.105  1.00  0.00           C  
HETATM   14  O6  UNL     1      -3.667   0.311  -2.868  1.00  0.00           O  
HETATM   15  C9  UNL     1      -3.716   0.411   0.064  1.00  0.00           C  
HETATM   16  O7  UNL     1      -4.208  -0.690   0.720  1.00  0.00           O  
HETATM   17  C10 UNL     1      -5.515  -0.993   0.408  1.00  0.00           C  
HETATM   18  C11 UNL     1      -3.228   1.496   0.986  1.00  0.00           C  
HETATM   19  O8  UNL     1      -3.306   2.757   0.400  1.00  0.00           O  
HETATM   20  C12 UNL     1      -1.785   1.286   1.397  1.00  0.00           C  
HETATM   21  O9  UNL     1      -1.704   0.128   2.199  1.00  0.00           O  
HETATM   22  C13 UNL     1       1.938  -0.292   1.453  1.00  0.00           C  
HETATM   23  O10 UNL     1       1.587   0.613   2.469  1.00  0.00           O  
HETATM   24  C14 UNL     1       3.412  -0.027   1.151  1.00  0.00           C  
HETATM   25  O11 UNL     1       4.178  -0.261   2.298  1.00  0.00           O  
HETATM   26  H1  UNL     1       6.401  -0.899   0.122  1.00  0.00           H  
HETATM   27  H2  UNL     1       5.751  -2.001  -1.202  1.00  0.00           H  
HETATM   28  H3  UNL     1       6.597  -2.729   0.254  1.00  0.00           H  
HETATM   29  H4  UNL     1       4.482  -0.341  -0.745  1.00  0.00           H  
HETATM   30  H5  UNL     1       1.056  -1.317  -1.472  1.00  0.00           H  
HETATM   31  H6  UNL     1       2.796  -0.292  -2.842  1.00  0.00           H  
HETATM   32  H7  UNL     1       3.099   0.917  -1.508  1.00  0.00           H  
HETATM   33  H8  UNL     1       1.824   1.931  -2.831  1.00  0.00           H  
HETATM   34  H9  UNL     1       1.445   1.178   0.024  1.00  0.00           H  
HETATM   35  H10 UNL     1      -0.262   2.082   0.042  1.00  0.00           H  
HETATM   36  H11 UNL     1      -2.036  -0.846  -0.205  1.00  0.00           H  
HETATM   37  H12 UNL     1      -2.066  -0.924  -2.641  1.00  0.00           H  
HETATM   38  H13 UNL     1      -3.614  -1.483  -1.885  1.00  0.00           H  
HETATM   39  H14 UNL     1      -3.350   0.306  -3.802  1.00  0.00           H  
HETATM   40  H15 UNL     1      -4.503   0.854  -0.613  1.00  0.00           H  
HETATM   41  H16 UNL     1      -5.682  -1.210  -0.666  1.00  0.00           H  
HETATM   42  H17 UNL     1      -6.251  -0.251   0.718  1.00  0.00           H  
HETATM   43  H18 UNL     1      -5.759  -1.949   0.955  1.00  0.00           H  
HETATM   44  H19 UNL     1      -3.825   1.471   1.924  1.00  0.00           H  
HETATM   45  H20 UNL     1      -2.727   3.399   0.858  1.00  0.00           H  
HETATM   46  H21 UNL     1      -1.526   2.134   2.062  1.00  0.00           H  
HETATM   47  H22 UNL     1      -2.090   0.333   3.090  1.00  0.00           H  
HETATM   48  H23 UNL     1       1.774  -1.332   1.732  1.00  0.00           H  
HETATM   49  H24 UNL     1       0.903   0.267   3.067  1.00  0.00           H  
HETATM   50  H25 UNL     1       3.539   1.023   0.845  1.00  0.00           H  
HETATM   51  H26 UNL     1       4.197  -1.258   2.423  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3
CONECT    3    4   24   29
CONECT    4    5
CONECT    5    6    8   30
CONECT    6    7   31   32
CONECT    7   33
CONECT    8    9   22   34
CONECT    9   10
CONECT   10   11   20   35
CONECT   11   12
CONECT   12   13   15   36
CONECT   13   14   37   38
CONECT   14   39
CONECT   15   16   18   40
CONECT   16   17
CONECT   17   41   42   43
CONECT   18   19   20   44
CONECT   19   45
CONECT   20   21   46
CONECT   21   47
CONECT   22   23   24   48
CONECT   23   49
CONECT   24   25   50
CONECT   25   51
END

HMDB0003403
     RDKit          3D
Amylose
 51 52  0  0  0  0  0  0  0  0999 V2000
    5.9686   -1.8927   -0.1097 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7117   -1.9388    0.5181 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8909   -0.9003    0.0111 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8096   -1.5182   -0.5536 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7900   -0.6665   -0.9543 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3390    0.2579   -2.0184 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3548    1.1386   -2.4718 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2002    0.1052    0.1851 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1596    0.0107    0.3072 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8590    1.1830    0.2090 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6976    1.0626   -0.9265 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5339   -0.0371   -0.7742 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9743   -0.6040   -2.1051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6673    0.3109   -2.8677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7164    0.4112    0.0636 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2077   -0.6903    0.7197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5153   -0.9934    0.4083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2279    1.4958    0.9864 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3057    2.7574    0.4001 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7848    1.2864    1.3965 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7039    0.1278    2.1986 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9378   -0.2922    1.4530 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5872    0.6132    2.4694 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4121   -0.0271    1.1508 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1780   -0.2609    2.2984 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4013   -0.8986    0.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7511   -2.0012   -1.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5973   -2.7292    0.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4817   -0.3411   -0.7453 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0557   -1.3174   -1.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7961   -0.2918   -2.8419 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0988    0.9168   -1.5085 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8235    1.9310   -2.8314 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4448    1.1776    0.0240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2624    2.0822    0.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0359   -0.8463   -0.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0658   -0.9245   -2.6409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6139   -1.4826   -1.8846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3495    0.3059   -3.8019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5031    0.8541   -0.6131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6823   -1.2104   -0.6661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2508   -0.2515    0.7181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7588   -1.9487    0.9554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8252    1.4708    1.9237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7273    3.3992    0.8578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5257    2.1337    2.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0897    0.3332    3.0896 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7738   -1.3324    1.7316 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9031    0.2669    3.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5394    1.0231    0.8450 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1969   -1.2581    2.4231 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
  8 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24  3  1  0
 20 10  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  6
  5 30  1  6
  6 31  1  0
  6 32  1  0
  7 33  1  0
  8 34  1  6
 10 35  1  6
 12 36  1  1
 13 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  6
 17 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  1
 19 45  1  0
 20 46  1  1
 21 47  1  0
 22 48  1  1
 23 49  1  0
 24 50  1  6
 25 51  1  0
M  END

Synonyms

Value	Source
(1,4-alpha-D-Glucosyl)N	HMDB
(1,4-alpha-D-Glucosyl)n+1	HMDB
(1,4-alpha-D-Glucosyl)N-1	HMDB
(1,4-alpha-delta-Glucosyl)N	HMDB
(1,4-alpha-delta-Glucosyl)n+1	HMDB
(1,4-alpha-delta-Glucosyl)N-1	HMDB
1,4-alpha-D-Glucan	HMDB
1,4-alpha-delta-Glucan	HMDB
4-{(1,4)-alpha-D-glucosyl}(N-1)-D-glucose	HMDB
4-{(1,4)-alpha-delta-glucosyl}(N-1)-delta-glucose	HMDB
Amylose chain	HMDB
a-D-Mannose	HMDB
Α-D-mannose	HMDB

Molecular Formula

(C₁₂H₂₀O₁₁)nC₂H₆

Average Mass

Not Available

Monoisotopic Mass

Not Available

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

9005-82-7

SMILES

CO[C@H]1O[C@H](CO)[C@@H](O[C@H]2O[C@H](CO)[C@@H](OC)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C14H26O11/c1-21-11-5(3-15)24-14(10(20)7(11)17)25-12-6(4-16)23-13(22-2)9(19)8(12)18/h5-20H,3-4H2,1-2H3/t5-,6-,7-,8-,9-,10-,11-,12-,13+,14-/m1/s1

InChI Key

PTHCMJGKKRQCBF-OLYDTGNASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glycosyl compounds

Alternative Parents

Substituents

O-glycosyl compound
Disaccharide
Oxane
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Ether
Dialkyl ether
Acetal
Hydrocarbon derivative
Primary alcohol
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	339 g/L	ALOGPS
logP	-2.4	ALOGPS
logS	-0.04	ALOGPS
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0192035	Glycogen debranching enzyme	Enzyme	P35573	Homo sapiens
MMDBp0192037	Glycogen phosphorylase, liver form	Enzyme	P06737	Homo sapiens
MMDBp0192040	Glycogen phosphorylase, muscle form	Enzyme	P11217	Homo sapiens
MMDBp0192042	Glycogen phosphorylase, brain form	Enzyme	P11216	Homo sapiens
MMDBp0192697	Glycogen [starch] synthase, liver	Enzyme	P54840	Homo sapiens
MMDBp0192700	Glycogen [starch] synthase, muscle	Enzyme	P13807	Homo sapiens
MMDBp0194190	Glucan , branching enzyme 1 variant	Enzyme	Q59ET0	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0018333	Amylose	aldehydo-D-allose 6-phosphate	D-allose kinase	Phosphorylation	PathBank	31602464
MMDBr0018595	Amylose	Glycogen	Maltodextrin phosphorylase	Phosphorylation	PathBank	31602464
MMDBr0018596	Amylose	Glycogen	1,4-alpha-glucan-branching enzyme		PathBank	31602464
MMDBr0018599	Amylose	Amylose	Glycogen synthase	Synthesis	PathBank	31602464
MMDBr0019887	Uridine diphosphate glucose	Amylose	Glycogen [starch] synthase isoform 2	Synthesis	PathBank	31602464
MMDBr0019888	Amylose	Glycogen	1,4-alpha-glucan-branching enzyme		PathBank	31602464
MMDBr0019892	Amylose	Glycogen	Unknown Protein		PathBank	31602464
MMDBr0019894	Glycogen	Amylose	Unknown Protein		PathBank	31602464

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria/Eubacteria	Bacteroidetes	19	Human feces; Human stool; Human urine; Human saliva; Human	Microbial culture
Bacteria/Eubacteria	Firmicutes	56	Human stool; Human ; Human feces; Human supragingival plaque; Human urine; Human sputum; Human subgingival plaque; Human saliva; Human mucosa; Human vaginal fluid	Microbial culture
Bacteria/Eubacteria	Actinobacteria	8	Human ; Human feces; Human mucosa; Human saliva; Human supragingival plaque	Microbial culture
Bacteria/Eubacteria	Deinococcus-thermus	2		Microbial culture
Archaea	Crenarchaeota	1		Microbial culture
Bacteria/Eubacteria	Chloroflexi	1		Microbial culture
Bacteria/Eubacteria	Spirochaetes	1		Microbial culture
Eukaryota/Fungi	Ascomycota	2	Human feces; Human saliva	Microbial culture; Unknown
Bacteria/Eubacteria	Proteobacteria	1		Microbial culture
Eukaryota	Parabasalia	1		Microbial culture

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0003403

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001130

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C00718

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Amylose

METLIN ID

6917

PubChem Compound

53477771

PDB ID

Not Available

ChEBI ID

28102

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Traub WH: Studies on neutralization of human serum bactericidal activity by sodium amylosulfate. J Clin Microbiol. 1977 Aug;6(2):128-31. doi: 10.1128/jcm.6.2.128-131.1977. [PubMed:330560 ]
Klein B, Foreman JA: Amylolysis of a chromogenic substrate, Cibachron Blue F3GA-amylose: kinetics and mechanism. Clin Chem. 1980 Feb;26(2):250-3. [PubMed:6153298 ]
Topping DL, Gooden JM, Brown IL, Biebrick DA, McGrath L, Trimble RP, Choct M, Illman RJ: A high amylose (amylomaize) starch raises proximal large bowel starch and increases colon length in pigs. J Nutr. 1997 Apr;127(4):615-22. doi: 10.1093/jn/127.4.615. [PubMed:9109613 ]
Buleon A, Colonna P, Planchot V, Ball S: Starch granules: structure and biosynthesis. Int J Biol Macromol. 1998 Aug;23(2):85-112. doi: 10.1016/s0141-8130(98)00040-3. [PubMed:9730163 ]
Langkilde AM, Ekwall H, Bjorck I, Asp NG, Andersson H: Retrograded high-amylose corn starch reduces cholic acid excretion from the small bowel in ileostomy subjects. Eur J Clin Nutr. 1998 Nov;52(11):790-5. doi: 10.1038/sj.ejcn.1600648. [PubMed:9846590 ]

Showing metabocard for Amylose (MMDBc0000299)

MOL for #<Metabolite:0x00007f9234b8daf8>

3D MOL for #<Metabolite:0x00007f9234b8daf8>

3D SDF for #<Metabolite:0x00007f9234b8daf8>

3D-SDF for #<Metabolite:0x00007f9234b8daf8>

PDB for #<Metabolite:0x00007f9234b8daf8>

3D PDB for #<Metabolite:0x00007f9234b8daf8>

SMILES for #<Metabolite:0x00007f9234b8daf8>

INCHI for #<Metabolite:0x00007f9234b8daf8>

Structure for #<Metabolite:0x00007f9234b8daf8>

3D Structure for #<Metabolite:0x00007f9234b8daf8>