MiMeDB: Showing metabocard for Sterenin K (MMDBc0005577)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-14 23:07:38 UTC

Update Date

2022-08-31 06:24:01 UTC

Metabolite ID

MMDBc0005577

Metabolite Identification

Common Name

Sterenin K

Description

Sterenin K belongs to the class of organic compounds known as p-hydroxybenzoic acid esters. These are benzoic acid esters where the benzene ring is para-substituted with a hydroxy group. Based on a literature review very few articles have been published on Sterenin K.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152101072D          

 34 36  0  0  0  0            999 V2000
    9.2806   -3.4736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2806   -2.0446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8056    0.8133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8334   -3.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1190   -3.4491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0431   -2.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6306   -2.0446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5479   -3.4491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0431    1.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2806    0.8133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5681   -1.3301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0161   -3.3722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8681   -2.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6306    0.8133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8681    1.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8056   -2.0446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1556   -2.0446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5681   -2.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8681    0.0988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3931   -1.3301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4045   -3.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0431    0.0988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3931   -2.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3486   -2.2161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6306   -0.6157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2624   -3.0366    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2806    2.2422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2806   -0.6157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6900   -3.4491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4045   -2.2116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8056   -3.4736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7355   -1.6641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0431   -1.3301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8056   -0.6157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  7  6  1  0  0  0  0
  8  4  1  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13  6  2  0  0  0  0
 14  3  1  0  0  0  0
 14  9  2  0  0  0  0
 15  9  1  0  0  0  0
 15 10  2  0  0  0  0
 16  7  1  0  0  0  0
 17 11  2  0  0  0  0
 18 12  1  0  0  0  0
 18 17  1  0  0  0  0
 19 10  1  0  0  0  0
 20 11  1  0  0  0  0
 20 16  2  0  0  0  0
 21  5  1  0  0  0  0
 22 14  1  0  0  0  0
 22 19  2  0  0  0  0
 23 16  1  0  0  0  0
 23 18  2  0  0  0  0
 24 17  1  0  0  0  0
 25 22  1  0  0  0  0
 26  8  1  0  0  0  0
 26 12  1  0  0  0  0
 26 24  1  0  0  0  0
 27 15  1  0  0  0  0
 28 19  1  0  0  0  0
 29 21  2  0  0  0  0
 30 21  1  0  0  0  0
 31 23  1  0  0  0  0
 32 24  2  0  0  0  0
 33 25  2  0  0  0  0
 34 20  1  0  0  0  0
 34 25  1  0  0  0  0
M  END


  Mrv1652305152101072D          

 34 36  0  0  0  0            999 V2000
    9.2806   -3.4736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2806   -2.0446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8056    0.8133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8334   -3.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1190   -3.4491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0431   -2.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6306   -2.0446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5479   -3.4491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0431    1.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2806    0.8133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5681   -1.3301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0161   -3.3722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8681   -2.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6306    0.8133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8681    1.5277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8056   -2.0446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1556   -2.0446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5681   -2.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8681    0.0988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3931   -1.3301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4045   -3.0366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0431    0.0988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3931   -2.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3486   -2.2161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6306   -0.6157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2624   -3.0366    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2806    2.2422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2806   -0.6157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6900   -3.4491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4045   -2.2116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8056   -3.4736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7355   -1.6641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0431   -1.3301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8056   -0.6157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  7  6  1  0  0  0  0
  8  4  1  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13  6  2  0  0  0  0
 14  3  1  0  0  0  0
 14  9  2  0  0  0  0
 15  9  1  0  0  0  0
 15 10  2  0  0  0  0
 16  7  1  0  0  0  0
 17 11  2  0  0  0  0
 18 12  1  0  0  0  0
 18 17  1  0  0  0  0
 19 10  1  0  0  0  0
 20 11  1  0  0  0  0
 20 16  2  0  0  0  0
 21  5  1  0  0  0  0
 22 14  1  0  0  0  0
 22 19  2  0  0  0  0
 23 16  1  0  0  0  0
 23 18  2  0  0  0  0
 24 17  1  0  0  0  0
 25 22  1  0  0  0  0
 26  8  1  0  0  0  0
 26 12  1  0  0  0  0
 26 24  1  0  0  0  0
 27 15  1  0  0  0  0
 28 19  1  0  0  0  0
 29 21  2  0  0  0  0
 30 21  1  0  0  0  0
 31 23  1  0  0  0  0
 32 24  2  0  0  0  0
 33 25  2  0  0  0  0
 34 20  1  0  0  0  0
 34 25  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0005577

> <DATABASE_NAME>
MIME

> <SMILES>
CC(C)=CCC1=C(OC(=O)C2=C(O)C=C(O)C=C2C)C=C2C(=O)N(CCCC(O)=O)CC2=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C25H27NO8/c1-13(2)6-7-16-20(34-25(33)22-14(3)9-15(27)10-19(22)28)11-17-18(23(16)31)12-26(24(17)32)8-4-5-21(29)30/h6,9-11,27-28,31H,4-5,7-8,12H2,1-3H3,(H,29,30)

> <INCHI_KEY>
SBMMCNVNQWPEAI-UHFFFAOYSA-N

> <FORMULA>
C25H27NO8

> <MOLECULAR_WEIGHT>
469.49

> <EXACT_MASS>
469.173666833

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
48.782663768710286

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[6-(2,4-dihydroxy-6-methylbenzoyloxy)-4-hydroxy-5-(3-methylbut-2-en-1-yl)-1-oxo-2,3-dihydro-1H-isoindol-2-yl]butanoic acid

> <ALOGPS_LOGP>
2.49

> <JCHEM_LOGP>
4.668850629

> <ALOGPS_LOGS>
-4.67

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.76112922315174

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3596249542180123

> <JCHEM_PKA_STRONGEST_BASIC>
-1.4880063155958116

> <JCHEM_POLAR_SURFACE_AREA>
144.6

> <JCHEM_REFRACTIVITY>
126.05299999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.01e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[6-(2,4-dihydroxy-6-methylbenzoyloxy)-4-hydroxy-5-(3-methylbut-2-en-1-yl)-1-oxo-3H-isoindol-2-yl]butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0      17.324  -6.484   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      17.324  -3.817   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.704   1.518   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.289  -5.668   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.955  -6.438   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      15.014  -5.150   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.244  -3.817   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.623  -6.438   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      15.014   2.852   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      17.324   1.518   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.394  -2.483   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.363  -6.295   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      16.554  -5.150   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.244   1.518   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      16.554   2.852   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.704  -3.817   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.624  -3.817   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.394  -5.150   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      16.554   0.184   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.934  -2.483   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.622  -5.668   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      15.014   0.184   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.934  -5.150   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.117  -4.137   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      14.244  -1.149   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0       7.956  -5.668   0.000  0.00  0.00           N+0
HETATM   27  O   UNK     0      17.324   4.185   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      17.324  -1.149   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       1.288  -6.438   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       2.622  -4.128   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      12.704  -6.484   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       6.973  -3.106   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      15.014  -2.483   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      12.704  -1.149   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   13                                                            
CONECT    3   14                                                            
CONECT    4    5    8                                                       
CONECT    5    4   21                                                       
CONECT    6    7   13                                                       
CONECT    7    6   16                                                       
CONECT    8    4   26                                                       
CONECT    9   14   15                                                       
CONECT   10   15   19                                                       
CONECT   11   17   20                                                       
CONECT   12   18   26                                                       
CONECT   13    1    2    6                                                  
CONECT   14    3    9   22                                                  
CONECT   15    9   10   27                                                  
CONECT   16    7   20   23                                                  
CONECT   17   11   18   24                                                  
CONECT   18   12   17   23                                                  
CONECT   19   10   22   28                                                  
CONECT   20   11   16   34                                                  
CONECT   21    5   29   30                                                  
CONECT   22   14   19   25                                                  
CONECT   23   16   18   31                                                  
CONECT   24   17   26   32                                                  
CONECT   25   22   33   34                                                  
CONECT   26    8   12   24                                                  
CONECT   27   15                                                            
CONECT   28   19                                                            
CONECT   29   21                                                            
CONECT   30   21                                                            
CONECT   31   23                                                            
CONECT   32   24                                                            
CONECT   33   25                                                            
CONECT   34   20   25                                                       
MASTER        0    0    0    0    0    0    0    0   34    0   72    0
END

Synonyms

Not Available

Molecular Formula

C₂₅H₂₇NO₈

Average Mass

469.49

Monoisotopic Mass

469.173666833

IUPAC Name

4-[6-(2,4-dihydroxy-6-methylbenzoyloxy)-4-hydroxy-5-(3-methylbut-2-en-1-yl)-1-oxo-2,3-dihydro-1H-isoindol-2-yl]butanoic acid

Traditional Name

4-[6-(2,4-dihydroxy-6-methylbenzoyloxy)-4-hydroxy-5-(3-methylbut-2-en-1-yl)-1-oxo-3H-isoindol-2-yl]butanoic acid

CAS Registry Number

Not Available

SMILES

CC(C)=CCC1=C(OC(=O)C2=C(O)C=C(O)C=C2C)C=C2C(=O)N(CCCC(O)=O)CC2=C1O

InChI Identifier

InChI=1S/C25H27NO8/c1-13(2)6-7-16-20(34-25(33)22-14(3)9-15(27)10-19(22)28)11-17-18(23(16)31)12-26(24(17)32)8-4-5-21(29)30/h6,9-11,27-28,31H,4-5,7-8,12H2,1-3H3,(H,29,30)

InChI Key

SBMMCNVNQWPEAI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as p-hydroxybenzoic acid esters. These are benzoic acid esters where the benzene ring is para-substituted with a hydroxy group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

p-Hydroxybenzoic acid esters

Alternative Parents

Substituents

Dihydroxybenzoic acid
P-hydroxybenzoic acid ester
O-hydroxybenzoic acid ester
Isoindolone
Phenol ester
Salicylic acid or derivatives
Isoindoline
Isoindole
Isoindole or derivatives
Benzoyl
Resorcinol
M-cresol
Toluene
1-hydroxy-4-unsubstituted benzenoid
Phenol
1-hydroxy-2-unsubstituted benzenoid
Vinylogous acid
Tertiary carboxylic acid amide
Carboxamide group
Carboxylic acid ester
Lactam
Azacycle
Organoheterocyclic compound
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.01 g/L	ALOGPS
logP	2.49	ALOGPS
logP	4.67	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	3.36	ChemAxon
pKa (Strongest Basic)	-1.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	144.6 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	126.05 m³·mol⁻¹	ChemAxon
Polarizability	48.78 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

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
Eukaryota/Fungi	Basidiomycota	1	Human feces	Metabolic reconstruction

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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78435338

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

77461067

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for Sterenin K (MMDBc0005577)

MOL for #<Metabolite:0x00005645c85086b0>

3D MOL for #<Metabolite:0x00005645c85086b0>

3D SDF for #<Metabolite:0x00005645c85086b0>

3D-SDF for #<Metabolite:0x00005645c85086b0>

PDB for #<Metabolite:0x00005645c85086b0>

3D PDB for #<Metabolite:0x00005645c85086b0>

SMILES for #<Metabolite:0x00005645c85086b0>

INCHI for #<Metabolite:0x00005645c85086b0>

Structure for #<Metabolite:0x00005645c85086b0>

3D Structure for #<Metabolite:0x00005645c85086b0>