MiMeDB: Showing metabocard for Ergophilone B (MMDBc0019988)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-15 09:58:54 UTC

Update Date

2025-10-07 16:07:03 UTC

Metabolite ID

MMDBc0019988

Metabolite Identification

Common Name

Ergophilone B

Description

Ergophilone B is a secondary metabolite belonging to the class of polyketides. There is limited literature available on Ergophilone B, indicating that further research may be needed to fully understand its properties and potential applications.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152111582D          

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M  END


  Mrv1652305152111582D          

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 25 63  1  6  0  0  0
 29 64  1  1  0  0  0
 31 65  1  6  0  0  0
 32 66  1  6  0  0  0
 34 67  1  1  0  0  0
 35 68  1  1  0  0  0
 41 69  1  6  0  0  0
 42 70  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0019988

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(=C(\[H])[C@@]([H])(C)[C@@]1([H])C[C@@]2([H])C3=C4[C@]([H])(CC[C@]13C)[C@@]1(C)CC[C@]([H])(O)CC1=C[C@@]4([H])[C@@]([H])(C1=CC3=CC(=O)[C@@](C)(OC(=O)C4=C(O)C=C(O)C=C4C)C(=O)C3=CO1)[C@]2([H])C(O)=O)[C@]([H])(C)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C49H58O10/c1-23(2)24(3)9-10-25(4)35-21-32-42(45(55)56)41(31-19-28-18-29(50)11-13-47(28,6)34-12-14-48(35,7)43(32)40(31)34)37-16-27-17-38(53)49(8,44(54)33(27)22-58-37)59-46(57)39-26(5)15-30(51)20-36(39)52/h9-10,15-17,19-20,22-25,29,31-32,34-35,41-42,50-52H,11-14,18,21H2,1-8H3,(H,55,56)/b10-9+/t24-,25+,29-,31+,32+,34-,35+,41-,42+,47-,48+,49+/m0/s1

> <INCHI_KEY>
ODAAVVLSJCNFIV-RDQDZTDASA-N

> <FORMULA>
C49H58O10

> <MOLECULAR_WEIGHT>
806.993

> <EXACT_MASS>
806.402998068

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
117

> <JCHEM_AVERAGE_POLARIZABILITY>
89.0902050587566

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,5S,9S,10R,11R,12R,14R,15R)-10-[(7R)-7-(2,4-dihydroxy-6-methylbenzoyloxy)-7-methyl-6,8-dioxo-7,8-dihydro-6H-isochromen-3-yl]-14-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-5-hydroxy-2,15-dimethylpentacyclo[10.5.2.0^{2,7}.0^{9,18}.0^{15,19}]nonadeca-7,18-diene-11-carboxylic acid

> <ALOGPS_LOGP>
6.26

> <JCHEM_LOGP>
8.427671082333333

> <ALOGPS_LOGS>
-5.99

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.682551364378433

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.2390835045276525

> <JCHEM_PKA_STRONGEST_BASIC>
-1.397192186013779

> <JCHEM_POLAR_SURFACE_AREA>
167.65999999999994

> <JCHEM_REFRACTIVITY>
228.27020000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.25e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,5S,9S,10R,11R,12R,14R,15R)-10-[(7R)-7-(2,4-dihydroxy-6-methylbenzoyloxy)-7-methyl-6,8-dioxoisochromen-3-yl]-14-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-5-hydroxy-2,15-dimethylpentacyclo[10.5.2.0^{2,7}.0^{9,18}.0^{15,19}]nonadeca-7,18-diene-11-carboxylic 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      -4.318   0.587   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.563   2.596   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.998  -1.440   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.809   4.089   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.406 -14.014   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.518   2.502   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.683   3.332   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.697 -10.003   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.243   0.569   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.054   2.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.528   1.852   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.012   2.827   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.023   2.177   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.507   3.152   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.741 -13.912   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.864  -4.179   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.841  -5.970   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.966  -0.755   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.427  -1.571   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.496 -11.554   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.506   0.034   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.796  -6.461   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.861   1.085   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.701   0.071   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.511   2.578   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.103 -13.194   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.335  -5.645   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       9.461  -0.430   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      12.000   0.386   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.437 -13.092   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       6.921  -1.247   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.911  -0.597   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       7.302  -6.786   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       7.484   1.361   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       2.671   1.565   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       7.858 -10.835   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       6.359  -3.854   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      10.312  -7.436   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       9.161 -11.655   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       6.450   0.219   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       5.887  -2.388   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       4.382  -2.063   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       4.944   0.544   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       7.773  -8.252   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       3.348  -3.204   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      10.523 -10.936   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       8.989   1.036   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       4.473   2.010   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       9.278  -8.577   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      13.505   0.062   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0       5.076 -13.811   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0       7.916  -9.296   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      11.818  -7.760   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0       6.739  -9.393   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0       3.819  -4.670   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0       1.843  -2.880   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      11.827 -11.756   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0       5.325  -4.995   0.000  0.00  0.00           O+0
HETATM   59  O   UNK     0      10.582  -9.397   0.000  0.00  0.00           O+0
HETATM   60  H   UNK     0       0.916  -0.444   0.000  0.00  0.00           H+0
HETATM   61  H   UNK     0      -1.106   3.093   0.000  0.00  0.00           H+0
HETATM   62  H   UNK     0      -0.541  -0.942   0.000  0.00  0.00           H+0
HETATM   63  H   UNK     0       0.352   3.591   0.000  0.00  0.00           H+0
HETATM   64  H   UNK     0      12.471  -1.080   0.000  0.00  0.00           H+0
HETATM   65  H   UNK     0       5.416  -0.922   0.000  0.00  0.00           H+0
HETATM   66  H   UNK     0       2.763  -1.624   0.000  0.00  0.00           H+0
HETATM   67  H   UNK     0       7.955  -0.105   0.000  0.00  0.00           H+0
HETATM   68  H   UNK     0       3.034   3.061   0.000  0.00  0.00           H+0
HETATM   69  H   UNK     0       4.853  -3.529   0.000  0.00  0.00           H+0
HETATM   70  H   UNK     0       2.904  -2.496   0.000  0.00  0.00           H+0
CONECT    1   23                                                            
CONECT    2   23                                                            
CONECT    3   24                                                            
CONECT    4   25                                                            
CONECT    5   26                                                            
CONECT    6   47                                                            
CONECT    7   48                                                            
CONECT    8   49                                                            
CONECT    9   10   24   60                                                  
CONECT   10    9   25   61                                                  
CONECT   11   13   29                                                       
CONECT   12   14   34                                                       
CONECT   13   11   47                                                       
CONECT   14   12   48                                                       
CONECT   15   26   30                                                       
CONECT   16   27   37                                                       
CONECT   17   27   38                                                       
CONECT   18   28   29                                                       
CONECT   19   28   31                                                       
CONECT   20   30   36                                                       
CONECT   21   32   35                                                       
CONECT   22   33   58                                                       
CONECT   23    1    2   24                                                  
CONECT   24    3    9   23   62                                             
CONECT   25    4   10   35   63                                             
CONECT   26    5   15   39                                                  
CONECT   27   16   17   33                                                  
CONECT   28   18   19   47                                                  
CONECT   29   11   18   50   64                                             
CONECT   30   15   20   51                                                  
CONECT   31   19   40   41   65                                             
CONECT   32   21   42   43   66                                             
CONECT   33   22   27   44                                                  
CONECT   34   12   40   47   67                                             
CONECT   35   21   25   48   68                                             
CONECT   36   20   39   52                                                  
CONECT   37   16   41   58                                                  
CONECT   38   17   49   53                                                  
CONECT   39   26   36   46                                                  
CONECT   40   31   34   43                                                  
CONECT   41   31   37   42   69                                             
CONECT   42   32   41   45   70                                             
CONECT   43   32   40   48                                                  
CONECT   44   33   49   54                                                  
CONECT   45   42   55   56                                                  
CONECT   46   39   57   59                                                  
CONECT   47    6   13   28   34                                             
CONECT   48    7   14   35   43                                             
CONECT   49    8   38   44   59                                             
CONECT   50   29                                                            
CONECT   51   30                                                            
CONECT   52   36                                                            
CONECT   53   38                                                            
CONECT   54   44                                                            
CONECT   55   45                                                            
CONECT   56   45                                                            
CONECT   57   46                                                            
CONECT   58   22   37                                                       
CONECT   59   46   49                                                       
CONECT   60    9                                                            
CONECT   61   10                                                            
CONECT   62   24                                                            
CONECT   63   25                                                            
CONECT   64   29                                                            
CONECT   65   31                                                            
CONECT   66   32                                                            
CONECT   67   34                                                            
CONECT   68   35                                                            
CONECT   69   41                                                            
CONECT   70   42                                                            
MASTER        0    0    0    0    0    0    0    0   70    0  154    0
END

Synonyms

Not Available

Molecular Formula

C₄₉H₅₈O₁₀

Average Mass

806.993

Monoisotopic Mass

806.402998068

IUPAC Name

(1R,2R,5S,9S,10R,11R,12R,14R,15R)-10-[(7R)-7-(2,4-dihydroxy-6-methylbenzoyloxy)-7-methyl-6,8-dioxo-7,8-dihydro-6H-isochromen-3-yl]-14-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-5-hydroxy-2,15-dimethylpentacyclo[10.5.2.0^{2,7}.0^{9,18}.0^{15,19}]nonadeca-7,18-diene-11-carboxylic acid

Traditional Name

(1R,2R,5S,9S,10R,11R,12R,14R,15R)-10-[(7R)-7-(2,4-dihydroxy-6-methylbenzoyloxy)-7-methyl-6,8-dioxoisochromen-3-yl]-14-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-5-hydroxy-2,15-dimethylpentacyclo[10.5.2.0^{2,7}.0^{9,18}.0^{15,19}]nonadeca-7,18-diene-11-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H]\C(=C(\[H])[C@@]([H])(C)[C@@]1([H])C[C@@]2([H])C3=C4[C@]([H])(CC[C@]13C)[C@@]1(C)CC[C@]([H])(O)CC1=C[C@@]4([H])[C@@]([H])(C1=CC3=CC(=O)[C@@](C)(OC(=O)C4=C(O)C=C(O)C=C4C)C(=O)C3=CO1)[C@]2([H])C(O)=O)[C@]([H])(C)C(C)C

InChI Identifier

InChI=1S/C49H58O10/c1-23(2)24(3)9-10-25(4)35-21-32-42(45(55)56)41(31-19-28-18-29(50)11-13-47(28,6)34-12-14-48(35,7)43(32)40(31)34)37-16-27-17-38(53)49(8,44(54)33(27)22-58-37)59-46(57)39-26(5)15-30(51)20-36(39)52/h9-10,15-17,19-20,22-25,29,31-32,34-35,41-42,50-52H,11-14,18,21H2,1-8H3,(H,55,56)/b10-9+/t24-,25+,29-,31+,32+,34-,35+,41-,42+,47-,48+,49+/m0/s1

InChI Key

ODAAVVLSJCNFIV-RDQDZTDASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Ergostane-skeleton
Anthracene carboxylic acid
Anthracene carboxylic acid or derivatives
Steroid
Azaphilone
P-hydroxybenzoic acid alkyl ester
P-hydroxybenzoic acid ester
O-hydroxybenzoic acid ester
Dihydroxybenzoic acid
Salicylic acid or derivatives
Benzoate ester
Benzoic acid or derivatives
Resorcinol
M-cresol
Benzoyl
Phenol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Cyclohexenone
Toluene
Monocyclic benzene moiety
Pyran
Dicarboxylic acid or derivatives
Benzenoid
Vinylogous ester
Cyclic alcohol
Vinylogous acid
Cyclic ketone
Carboxylic acid ester
Ketone
Secondary alcohol
Carboxylic acid
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Organic oxide
Organic oxygen compound
Carbonyl group
Alcohol
Hydrocarbon derivative
Organooxygen 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	0.00082 g/L	ALOGPS
logP	6.26	ALOGPS
logP	8.43	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	4.24	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	167.66 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	228.27 m³·mol⁻¹	ChemAxon
Polarizability	89.09 Å³	ChemAxon
Number of Rings	8	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (void)	2025-10-23	29.7
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	67.8
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	889.0
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	1183.2
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	1285.8
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	239.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	4698.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	110.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	389.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	922.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	221.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	160.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	305.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	9.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	119.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	261.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	731.8
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	2538.8
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	2002.4

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Ergophilone B_TMS_1	CC1=CC(O)=CC(O)=C1C(=O)O[C@]1(C)C(=O)C=C2C=C([C@@H]3[C@@H]4C=C5C[C@@H](O[Si](C)(C)C)CC[C@]5(C)[C@H]5CC[C@@]6(C)C(=C45)[C@H](C[C@@H]6[C@H](C)/C=C/[C@H](C)C(C)C)[C@H]3C(=O)O)OC=C2C1=O	standard non polar	2025-10-23	3644.73
Gas Chromatography	Ergophilone B_TMS_2	CC1=CC(O)=CC(O[Si](C)(C)C)=C1C(=O)O[C@]1(C)C(=O)C=C2C=C([C@@H]3[C@@H]4C=C5C[C@@H](O)CC[C@]5(C)[C@H]5CC[C@@]6(C)C(=C45)[C@H](C[C@@H]6[C@H](C)/C=C/[C@H](C)C(C)C)[C@H]3C(=O)O)OC=C2C1=O	standard non polar	2025-10-23	2276.61
Gas Chromatography	Ergophilone B_TMS_3	CC1=CC(O[Si](C)(C)C)=CC(O)=C1C(=O)O[C@]1(C)C(=O)C=C2C=C([C@@H]3[C@@H]4C=C5C[C@@H](O)CC[C@]5(C)[C@H]5CC[C@@]6(C)C(=C45)[C@H](C[C@@H]6[C@H](C)/C=C/[C@H](C)C(C)C)[C@H]3C(=O)O)OC=C2C1=O	standard non polar	2025-10-23	2879.95
Gas Chromatography	Ergophilone B_TMS_4	CC1=CC(O)=CC(O)=C1C(=O)O[C@]1(C)C(=O)C=C2C=C([C@@H]3[C@@H]4C=C5C[C@@H](O)CC[C@]5(C)[C@H]5CC[C@@]6(C)C(=C45)[C@H](C[C@@H]6[C@H](C)/C=C/[C@H](C)C(C)C)[C@H]3C(=O)O[Si](C)(C)C)OC=C2C1=O	standard non polar	2025-10-23	2516.77
Gas Chromatography	Ergophilone B_TMS_1	CC1=CC(O)=CC(O)=C1C(=O)O[C@]1(C)C(=O)C=C2C=C([C@@H]3[C@@H]4C=C5C[C@@H](O[Si](C)(C)C)CC[C@]5(C)[C@H]5CC[C@@]6(C)C(=C45)[C@H](C[C@@H]6[C@H](C)/C=C/[C@H](C)C(C)C)[C@H]3C(=O)O)OC=C2C1=O	standard polar	2025-10-23	1536.48
Gas Chromatography	Ergophilone B_TMS_2	CC1=CC(O)=CC(O[Si](C)(C)C)=C1C(=O)O[C@]1(C)C(=O)C=C2C=C([C@@H]3[C@@H]4C=C5C[C@@H](O)CC[C@]5(C)[C@H]5CC[C@@]6(C)C(=C45)[C@H](C[C@@H]6[C@H](C)/C=C/[C@H](C)C(C)C)[C@H]3C(=O)O)OC=C2C1=O	standard polar	2025-10-23	2675.43
Gas Chromatography	Ergophilone B_TMS_3	CC1=CC(O[Si](C)(C)C)=CC(O)=C1C(=O)O[C@]1(C)C(=O)C=C2C=C([C@@H]3[C@@H]4C=C5C[C@@H](O)CC[C@]5(C)[C@H]5CC[C@@]6(C)C(=C45)[C@H](C[C@@H]6[C@H](C)/C=C/[C@H](C)C(C)C)[C@H]3C(=O)O)OC=C2C1=O	standard polar	2025-10-23	2394.79
Gas Chromatography	Ergophilone B_TMS_4	CC1=CC(O)=CC(O)=C1C(=O)O[C@]1(C)C(=O)C=C2C=C([C@@H]3[C@@H]4C=C5C[C@@H](O)CC[C@]5(C)[C@H]5CC[C@@]6(C)C(=C45)[C@H](C[C@@H]6[C@H](C)/C=C/[C@H](C)C(C)C)[C@H]3C(=O)O[Si](C)(C)C)OC=C2C1=O	standard polar	2025-10-23	1896.75

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

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated 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	Ascomycota	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

C00053006

Chemspider ID

8072930

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9897269

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

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 Ergophilone B (MMDBc0019988)

MOL for #<Metabolite:0x00007f2e506ec410>

3D MOL for #<Metabolite:0x00007f2e506ec410>

3D SDF for #<Metabolite:0x00007f2e506ec410>

3D-SDF for #<Metabolite:0x00007f2e506ec410>

PDB for #<Metabolite:0x00007f2e506ec410>

3D PDB for #<Metabolite:0x00007f2e506ec410>

SMILES for #<Metabolite:0x00007f2e506ec410>

INCHI for #<Metabolite:0x00007f2e506ec410>

Structure for #<Metabolite:0x00007f2e506ec410>

3D Structure for #<Metabolite:0x00007f2e506ec410>