Showing metabocard for Fumitremorgin C (MMDBc0020457)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-05-15 10:34:08 UTC
Update Date2025-01-16 05:43:39 UTC
Metabolite IDMMDBc0020457
Metabolite Identification
Common NameFumitremorgin C
DescriptionFumitremorgin C is produced by Aspergillus fumigatus and Neosartorya fischeri.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f92019add38>


  Mrv0541 02241221442D          

 28 32  0  0  1  0            999 V2000
    5.5187   -3.1036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5186   -3.9285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2330   -4.3410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2330   -5.1661    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5185   -5.5785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5184   -6.4035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8041   -5.1659    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0895   -5.5784    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3751   -5.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3752   -4.3409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5906   -4.0859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2551   -3.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4346   -3.2458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9497   -3.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1291   -3.8269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2064   -3.0733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2852   -4.6670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1056   -4.7533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5904   -5.4207    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0897   -3.9285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8042   -4.3409    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0895   -6.4034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3750   -6.8158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6606   -6.4033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3749   -7.6408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0176   -5.4211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5026   -4.7537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0177   -4.0862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  2  0  0  0  0
 11 18  1  0  0  0  0
 18 19  1  0  0  0  0
  9 19  1  0  0  0  0
 10 20  1  0  0  0  0
 20 21  1  0  0  0  0
  7 21  1  0  0  0  0
 21  2  1  1  0  0  0
  8 22  1  1  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
  4 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
  3 28  1  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007f92019add38>

HMDB0038642
     RDKit          3D
Fumitremorgin C
 53 57  0  0  0  0  0  0  0  0999 V2000
    7.1825   -1.0528    1.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1783   -0.0880    1.5006 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9700   -0.1952    0.8277 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7322   -1.2243   -0.0580 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5360   -1.3310   -0.7246 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5479   -0.3949   -0.5097 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2768   -0.2498   -1.0248 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7679    0.8837   -0.4273 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6813    1.4000    0.4066 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7959    0.6415    0.3865 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9944    0.7520    1.0569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6301    1.2579   -0.8329 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0770    2.3466    0.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7521    3.4020   -0.3044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1777    3.6592   -1.7083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1265    4.4112    0.7193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4142    0.0677   -0.7588 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5584    0.0023    0.0857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8501    0.9420    0.8710 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3626   -1.2430   -0.0356 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2848   -1.4440    1.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1271   -2.8876    1.5384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9469   -3.4303    0.7964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4186   -2.3505   -0.0075 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1815   -2.2776   -0.7054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2900   -3.1624   -0.6148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9951   -1.0598   -1.5748 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4375   -0.9833   -1.9852 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3547   -1.1320    0.1967 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8317   -1.9994    1.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0945   -0.6860    1.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5169   -1.9516   -0.2166 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3537   -2.1487   -1.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5326    2.2589    0.9755 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1769    1.5668    1.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5778    1.6013   -1.8859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8032    2.2297    1.0978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2191    2.7336   -2.3174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2283    4.0564   -1.7033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5511    4.4492   -2.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8760    5.1357    0.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2353    5.0184    1.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4849    3.9354    1.6695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8804   -1.2144   -1.0024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3240   -1.2421    0.8402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0053   -0.7392    1.9403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9763   -2.9048    2.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0128   -3.4994    1.2431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1729   -3.7694    1.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1858   -4.3224    0.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6124   -1.1388   -2.4989 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5572   -0.5854   -3.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8197   -2.0434   -2.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
  8 12  1  0
 12 13  1  0
 13 14  2  3
 14 15  1  0
 14 16  1  0
 12 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 11  3  1  0
 27 17  1  0
 10  6  1  0
 24 20  1  0
 28  7  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  5 33  1  0
  9 34  1  0
 11 35  1  0
 12 36  1  6
 13 37  1  0
 15 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
 16 43  1  0
 20 44  1  6
 21 45  1  0
 21 46  1  0
 22 47  1  0
 22 48  1  0
 23 49  1  0
 23 50  1  0
 27 51  1  6
 28 52  1  0
 28 53  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007f92019add38>


  Mrv0541 02241221442D          

 28 32  0  0  1  0            999 V2000
    5.5187   -3.1036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5186   -3.9285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2330   -4.3410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2330   -5.1661    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5185   -5.5785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5184   -6.4035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8041   -5.1659    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0895   -5.5784    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3751   -5.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3752   -4.3409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5906   -4.0859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2551   -3.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4346   -3.2458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9497   -3.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1291   -3.8269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2064   -3.0733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2852   -4.6670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1056   -4.7533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5904   -5.4207    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0897   -3.9285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8042   -4.3409    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0895   -6.4034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3750   -6.8158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6606   -6.4033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3749   -7.6408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0176   -5.4211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5026   -4.7537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0177   -4.0862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  2  0  0  0  0
 11 18  1  0  0  0  0
 18 19  1  0  0  0  0
  9 19  1  0  0  0  0
 10 20  1  0  0  0  0
 20 21  1  0  0  0  0
  7 21  1  0  0  0  0
 21  2  1  1  0  0  0
  8 22  1  1  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
  4 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
  3 28  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0020457

> <DATABASE_NAME>
MIME

> <SMILES>
COC1=CC=C2C(NC3=C2C[C@@H]2N([C@H]3C=C(C)C)C(=O)[C@@H]3CCCN3C2=O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H25N3O3/c1-12(2)9-18-20-15(14-7-6-13(28-3)10-16(14)23-20)11-19-21(26)24-8-4-5-17(24)22(27)25(18)19/h6-7,9-10,17-19,23H,4-5,8,11H2,1-3H3/t17-,18-,19-/m0/s1

> <INCHI_KEY>
DBEYVIGIPJSTOR-FHWLQOOXSA-N

> <FORMULA>
C22H25N3O3

> <MOLECULAR_WEIGHT>
379.4522

> <EXACT_MASS>
379.189591681

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
42.52010047530972

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,12S,15S)-7-methoxy-12-(2-methylprop-1-en-1-yl)-10,13,19-triazapentacyclo[11.7.0.0³,¹¹.0⁴,⁹.0¹⁵,¹⁹]icosa-3(11),4,6,8-tetraene-14,20-dione

> <ALOGPS_LOGP>
2.20

> <JCHEM_LOGP>
2.1129623283333334

> <ALOGPS_LOGS>
-2.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.79052044285027

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.106837658497426

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6415973374064436

> <JCHEM_POLAR_SURFACE_AREA>
65.64000000000001

> <JCHEM_REFRACTIVITY>
106.56979999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.90e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,12S,15S)-7-methoxy-12-(2-methylprop-1-en-1-yl)-10,13,19-triazapentacyclo[11.7.0.0³,¹¹.0⁴,⁹.0¹⁵,¹⁹]icosa-3(11),4,6,8-tetraene-14,20-dione

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007f92019add38>

HMDB0038642
     RDKit          3D
Fumitremorgin C
 53 57  0  0  0  0  0  0  0  0999 V2000
    7.1825   -1.0528    1.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1783   -0.0880    1.5006 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9700   -0.1952    0.8277 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7322   -1.2243   -0.0580 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5360   -1.3310   -0.7246 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5479   -0.3949   -0.5097 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2768   -0.2498   -1.0248 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7679    0.8837   -0.4273 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6813    1.4000    0.4066 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7959    0.6415    0.3865 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9944    0.7520    1.0569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6301    1.2579   -0.8329 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0770    2.3466    0.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7521    3.4020   -0.3044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1777    3.6592   -1.7083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1265    4.4112    0.7193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4142    0.0677   -0.7588 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5584    0.0023    0.0857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8501    0.9420    0.8710 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3626   -1.2430   -0.0356 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2848   -1.4440    1.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1271   -2.8876    1.5384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9469   -3.4303    0.7964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4186   -2.3505   -0.0075 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1815   -2.2776   -0.7054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2900   -3.1624   -0.6148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9951   -1.0598   -1.5748 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4375   -0.9833   -1.9852 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3547   -1.1320    0.1967 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8317   -1.9994    1.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0945   -0.6860    1.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5169   -1.9516   -0.2166 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3537   -2.1487   -1.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5326    2.2589    0.9755 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1769    1.5668    1.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5778    1.6013   -1.8859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8032    2.2297    1.0978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2191    2.7336   -2.3174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2283    4.0564   -1.7033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5511    4.4492   -2.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8760    5.1357    0.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2353    5.0184    1.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4849    3.9354    1.6695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8804   -1.2144   -1.0024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3240   -1.2421    0.8402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0053   -0.7392    1.9403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9763   -2.9048    2.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0128   -3.4994    1.2431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1729   -3.7694    1.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1858   -4.3224    0.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6124   -1.1388   -2.4989 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5572   -0.5854   -3.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8197   -2.0434   -2.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
  8 12  1  0
 12 13  1  0
 13 14  2  3
 14 15  1  0
 14 16  1  0
 12 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 11  3  1  0
 27 17  1  0
 10  6  1  0
 24 20  1  0
 28  7  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  5 33  1  0
  9 34  1  0
 11 35  1  0
 12 36  1  6
 13 37  1  0
 15 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
 16 43  1  0
 20 44  1  6
 21 45  1  0
 21 46  1  0
 22 47  1  0
 22 48  1  0
 23 49  1  0
 23 50  1  0
 27 51  1  6
 28 52  1  0
 28 53  1  0
M  END
Download

PDB for #<Metabolite:0x00007f92019add38>

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0      10.302  -5.793   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      10.301  -7.333   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      11.635  -8.103   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      11.635  -9.643   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.301 -10.413   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      10.301 -11.953   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0       8.968  -9.643   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       7.634 -10.413   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.300  -9.643   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.300  -8.103   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.836  -7.627   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.210  -6.220   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.678  -6.059   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.773  -7.305   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.241  -7.144   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -0.385  -5.737   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.399  -8.712   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.930  -8.873   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       4.835 -10.119   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       7.634  -7.333   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.968  -8.103   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.634 -11.953   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.300 -12.723   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.966 -11.953   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.300 -14.263   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      13.100 -10.119   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      14.005  -8.874   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      13.100  -7.628   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   21                                                  
CONECT    3    2    4   28                                                  
CONECT    4    3    5   26                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   21                                                  
CONECT    8    7    9   22                                                  
CONECT    9    8   10   19                                                  
CONECT   10    9   11   20                                                  
CONECT   11   10   12   18                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17   14   18                                                       
CONECT   18   17   11   19                                                  
CONECT   19   18    9                                                       
CONECT   20   10   21                                                       
CONECT   21   20    7    2                                                  
CONECT   22    8   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26    4   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27    3                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   64    0
END
Download

3D PDB for #<Metabolite:0x00007f92019add38>

COMPND    HMDB0038642
HETATM    1  C1  UNL     1       7.182  -1.053   1.272  1.00  0.00           C  
HETATM    2  O1  UNL     1       6.178  -0.088   1.501  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.970  -0.195   0.828  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.732  -1.224  -0.058  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.536  -1.331  -0.725  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.548  -0.395  -0.510  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.277  -0.250  -1.025  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.768   0.884  -0.427  1.00  0.00           C  
HETATM    9  N1  UNL     1       1.681   1.400   0.407  1.00  0.00           N  
HETATM   10  C8  UNL     1       2.796   0.642   0.387  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.994   0.752   1.057  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.630   1.258  -0.833  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.077   2.347   0.055  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.752   3.402  -0.304  1.00  0.00           C  
HETATM   15  C13 UNL     1      -2.178   3.659  -1.708  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.126   4.411   0.719  1.00  0.00           C  
HETATM   17  N2  UNL     1      -1.414   0.068  -0.759  1.00  0.00           N  
HETATM   18  C15 UNL     1      -2.558   0.002   0.086  1.00  0.00           C  
HETATM   19  O2  UNL     1      -2.850   0.942   0.871  1.00  0.00           O  
HETATM   20  C16 UNL     1      -3.363  -1.243  -0.036  1.00  0.00           C  
HETATM   21  C17 UNL     1      -4.285  -1.444   1.134  1.00  0.00           C  
HETATM   22  C18 UNL     1      -4.127  -2.888   1.538  1.00  0.00           C  
HETATM   23  C19 UNL     1      -2.947  -3.430   0.796  1.00  0.00           C  
HETATM   24  N3  UNL     1      -2.419  -2.350  -0.007  1.00  0.00           N  
HETATM   25  C20 UNL     1      -1.182  -2.278  -0.705  1.00  0.00           C  
HETATM   26  O3  UNL     1      -0.290  -3.162  -0.615  1.00  0.00           O  
HETATM   27  C21 UNL     1      -0.995  -1.060  -1.575  1.00  0.00           C  
HETATM   28  C22 UNL     1       0.437  -0.983  -1.985  1.00  0.00           C  
HETATM   29  H1  UNL     1       7.355  -1.132   0.197  1.00  0.00           H  
HETATM   30  H2  UNL     1       6.832  -1.999   1.732  1.00  0.00           H  
HETATM   31  H3  UNL     1       8.095  -0.686   1.827  1.00  0.00           H  
HETATM   32  H4  UNL     1       5.517  -1.952  -0.217  1.00  0.00           H  
HETATM   33  H5  UNL     1       3.354  -2.149  -1.425  1.00  0.00           H  
HETATM   34  H6  UNL     1       1.533   2.259   0.976  1.00  0.00           H  
HETATM   35  H7  UNL     1       4.177   1.567   1.755  1.00  0.00           H  
HETATM   36  H8  UNL     1      -0.578   1.601  -1.886  1.00  0.00           H  
HETATM   37  H9  UNL     1      -0.803   2.230   1.098  1.00  0.00           H  
HETATM   38  H10 UNL     1      -2.219   2.734  -2.317  1.00  0.00           H  
HETATM   39  H11 UNL     1      -3.228   4.056  -1.703  1.00  0.00           H  
HETATM   40  H12 UNL     1      -1.551   4.449  -2.156  1.00  0.00           H  
HETATM   41  H13 UNL     1      -2.876   5.136   0.343  1.00  0.00           H  
HETATM   42  H14 UNL     1      -1.235   5.018   1.010  1.00  0.00           H  
HETATM   43  H15 UNL     1      -2.485   3.935   1.670  1.00  0.00           H  
HETATM   44  H16 UNL     1      -3.880  -1.214  -1.002  1.00  0.00           H  
HETATM   45  H17 UNL     1      -5.324  -1.242   0.840  1.00  0.00           H  
HETATM   46  H18 UNL     1      -4.005  -0.739   1.940  1.00  0.00           H  
HETATM   47  H19 UNL     1      -3.976  -2.905   2.649  1.00  0.00           H  
HETATM   48  H20 UNL     1      -5.013  -3.499   1.243  1.00  0.00           H  
HETATM   49  H21 UNL     1      -2.173  -3.769   1.542  1.00  0.00           H  
HETATM   50  H22 UNL     1      -3.186  -4.322   0.194  1.00  0.00           H  
HETATM   51  H23 UNL     1      -1.612  -1.139  -2.499  1.00  0.00           H  
HETATM   52  H24 UNL     1       0.557  -0.585  -3.031  1.00  0.00           H  
HETATM   53  H25 UNL     1       0.820  -2.043  -2.037  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3
CONECT    3    4    4   11
CONECT    4    5   32
CONECT    5    6    6   33
CONECT    6    7   10
CONECT    7    8    8   28
CONECT    8    9   12
CONECT    9   10   34
CONECT   10   11   11
CONECT   11   35
CONECT   12   13   17   36
CONECT   13   14   14   37
CONECT   14   15   16
CONECT   15   38   39   40
CONECT   16   41   42   43
CONECT   17   18   27
CONECT   18   19   19   20
CONECT   20   21   24   44
CONECT   21   22   45   46
CONECT   22   23   47   48
CONECT   23   24   49   50
CONECT   24   25
CONECT   25   26   26   27
CONECT   27   28   51
CONECT   28   52   53
END
Download

SMILES for #<Metabolite:0x00007f92019add38>

COC1=CC=C2C(NC3=C2C[C@@H]2N([C@H]3C=C(C)C)C(=O)[C@@H]3CCCN3C2=O)=C1
Download

INCHI for #<Metabolite:0x00007f92019add38>

InChI=1S/C22H25N3O3/c1-12(2)9-18-20-15(14-7-6-13(28-3)10-16(14)23-20)11-19-21(26)24-8-4-5-17(24)22(27)25(18)19/h6-7,9-10,17-19,23H,4-5,8,11H2,1-3H3/t17-,18-,19-/m0/s1
Download
Synonyms
ValueSource
TryptoquivalineChEBI
Tryproquivaline D (2's-(2'alpha,9'alpha(4R*(s*)),9'abeta))-isomerMeSH
Tryproquivaline L (9'r-(9'alpha(r*),9'abeta))-isomerMeSH
Tryproquivaline L (9'r-(9'alpha(s*),9'abeta))-isomerMeSH
Tryproquivaline m (2's-(2'alpha,9'alpha(4R*(s*)),9'abeta))-isomerMeSH
Tryproquivaline m (2's-(2'alpha,9'alpha(4S*(s*)),9'abeta))-isomerMeSH
Tryproquivaline N (2's-(2'alpha,9'alpha(r*),9'abeta))-isomerMeSH
SM-QHMDB
Molecular FormulaC22H25N3O3
Average Mass379.4522
Monoisotopic Mass379.189591681
IUPAC Name(1S,12S,15S)-7-methoxy-12-(2-methylprop-1-en-1-yl)-10,13,19-triazapentacyclo[11.7.0.0³,¹¹.0⁴,⁹.0¹⁵,¹⁹]icosa-3(11),4,6,8-tetraene-14,20-dione
Traditional Name(1S,12S,15S)-7-methoxy-12-(2-methylprop-1-en-1-yl)-10,13,19-triazapentacyclo[11.7.0.0³,¹¹.0⁴,⁹.0¹⁵,¹⁹]icosa-3(11),4,6,8-tetraene-14,20-dione
CAS Registry NumberNot Available
SMILES
COC1=CC=C2C(NC3=C2C[C@@H]2N([C@H]3C=C(C)C)C(=O)[C@@H]3CCCN3C2=O)=C1
InChI Identifier
InChI=1S/C22H25N3O3/c1-12(2)9-18-20-15(14-7-6-13(28-3)10-16(14)23-20)11-19-21(26)24-8-4-5-17(24)22(27)25(18)19/h6-7,9-10,17-19,23H,4-5,8,11H2,1-3H3/t17-,18-,19-/m0/s1
InChI KeyDBEYVIGIPJSTOR-FHWLQOOXSA-N