MiMeDB: Showing metabocard for Desmethylsulochrin (MMDBc0003885)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-14 22:08:06 UTC

Update Date

2025-10-07 16:04:47 UTC

Metabolite ID

MMDBc0003885

Metabolite Identification

Common Name

Desmethylsulochrin

Description

Desmethylsulochrin is a secondary metabolite belonging to the class of benzophenones. It is produced through the enzymatic cleavage of the anthraquinone questin, facilitated by the atypical cofactor-free dioxygenase GedK, which cleaves the C-10-C-4a bond to yield desmethylsulochrin (PMID:34586791 ). This compound has been detected in various studies utilizing ultra-high performance liquid chromatography coupled with mass spectrometry, where it was identified alongside other metabolites such as mevinolinic acid and butyrolactone I (PMID:26603760 ). Additionally, desmethylsulochrin's formation was confirmed in the cell-free extract of Aspergillus terreus, a known producer of (+)-geodin, where enzyme activity catalyzed the ring cleavage of questin (PMID:3182756 ). The identification of desmethylsulochrin was achieved through high-resolution mass spectroscopy and chemical carrier dilution analysis, further supporting its characterization within the metabolic pathways of certain fungal species (PMID:3182756 ). The biosynthesis of desmethylsulochrin highlights its potential significance in the ecological and biological roles of fungi, particularly in the context of secondary metabolite production.

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004161503232D          

 23 24  0  0  0  0            999 V2000
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2494    0.0862    0.0000 O   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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  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
  9 11  1  0  0  0  0
  8 12  2  0  0  0  0
  3 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 15 22  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0003885

> <DATABASE_NAME>
MIME

> <SMILES>
COC1=CC(O)=CC(C(O)=O)=C1C(=O)C1=C(O)C=C(C)C=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C16H14O7/c1-7-3-10(18)14(11(19)4-7)15(20)13-9(16(21)22)5-8(17)6-12(13)23-2/h3-6,17-19H,1-2H3,(H,21,22)

> <INCHI_KEY>
XMNMFMYKFRXRFH-UHFFFAOYSA-N

> <FORMULA>
C16H14O7

> <MOLECULAR_WEIGHT>
318.281

> <EXACT_MASS>
318.073952791

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
30.56430725846878

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(2,6-dihydroxy-4-methylbenzoyl)-5-hydroxy-3-methoxybenzoic acid

> <ALOGPS_LOGP>
2.41

> <JCHEM_LOGP>
3.8352359199999997

> <ALOGPS_LOGS>
-3.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
7.011662984708457

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.788791787116773

> <JCHEM_PKA_STRONGEST_BASIC>
-4.896999064769536

> <JCHEM_POLAR_SURFACE_AREA>
124.29000000000002

> <JCHEM_REFRACTIVITY>
81.3368

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.32e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
desmethylsulochrin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       6.668  -5.390   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       4.199   0.161   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   12                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    8    3   13                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   22                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   15   23                                                  
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

Synonyms

Value	Source
Desmethylsulochrin	ChEBI

Molecular Formula

C₁₆H₁₄O₇

Average Mass

318.281

Monoisotopic Mass

318.073952791

IUPAC Name

2-(2,6-dihydroxy-4-methylbenzoyl)-5-hydroxy-3-methoxybenzoic acid

Traditional Name

desmethylsulochrin

CAS Registry Number

Not Available

SMILES

COC1=CC(O)=CC(C(O)=O)=C1C(=O)C1=C(O)C=C(C)C=C1O

InChI Identifier

InChI=1S/C16H14O7/c1-7-3-10(18)14(11(19)4-7)15(20)13-9(16(21)22)5-8(17)6-12(13)23-2/h3-6,17-19H,1-2H3,(H,21,22)

InChI Key

XMNMFMYKFRXRFH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzophenones

Direct Parent

Benzophenones

Alternative Parents

Substituents

Benzophenone
Diphenylmethane
Aryl-phenylketone
M-methoxybenzoic acid or derivatives
Hydroxybenzoic acid
Methoxyphenol
Benzoic acid or derivatives
Benzoic acid
Phenoxy compound
Benzoyl
M-cresol
Anisole
Methoxybenzene
Phenol ether
Resorcinol
Aryl ketone
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Toluene
Vinylogous acid
Ketone
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Carboxylic acid
Organooxygen compound
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

benzoic acids (CHEBI:48948 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.13 g/L	ALOGPS
logP	2.41	ALOGPS
logP	3.84	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	2.79	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	124.29 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	81.34 m³·mol⁻¹	ChemAxon
Polarizability	30.56 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-09	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-23	View Spectrum

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 (eluted)	2025-10-23	40.7
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (void)	2025-10-23	25.9
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	449.3
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	644.8
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	654.5
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	283.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	2311.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	73.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	395.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	315.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	126.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	166.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	132.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	167.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	389.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	167.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	439.9
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	1577.3
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	998.6

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Desmethylsulochrin_TMS_1	COC1=CC(O[Si](C)(C)C)=CC(C(=O)O)=C1C(=O)C1=C(O)C=C(C)C=C1O	standard non polar	2025-10-23	2386.14
Gas Chromatography	Desmethylsulochrin_TMS_2	COC1=CC(O)=CC(C(=O)O[Si](C)(C)C)=C1C(=O)C1=C(O)C=C(C)C=C1O	standard non polar	2025-10-23	2303.09
Gas Chromatography	Desmethylsulochrin_TMS_3	COC1=CC(O)=CC(C(=O)O)=C1C(=O)C1=C(O)C=C(C)C=C1O[Si](C)(C)C	standard non polar	2025-10-23	1232.01
Gas Chromatography	Desmethylsulochrin_TMS_4	COC1=CC(O[Si](C)(C)C)=CC(C(=O)O[Si](C)(C)C)=C1C(=O)C1=C(O)C=C(C)C=C1O	standard non polar	2025-10-23	1937.35
Gas Chromatography	Desmethylsulochrin_TMS_5	COC1=CC(O[Si](C)(C)C)=CC(C(=O)O)=C1C(=O)C1=C(O)C=C(C)C=C1O[Si](C)(C)C	standard non polar	2025-10-23	2281.76
Gas Chromatography	Desmethylsulochrin_TMS_6	COC1=CC(O)=CC(C(=O)O[Si](C)(C)C)=C1C(=O)C1=C(O)C=C(C)C=C1O[Si](C)(C)C	standard non polar	2025-10-23	1319.36
Gas Chromatography	Desmethylsulochrin_TMS_7	COC1=CC(O)=CC(C(=O)O)=C1C(=O)C1=C(O[Si](C)(C)C)C=C(C)C=C1O[Si](C)(C)C	standard non polar	2025-10-23	1644.12
Gas Chromatography	Desmethylsulochrin_TMS_8	COC1=CC(O[Si](C)(C)C)=CC(C(=O)O[Si](C)(C)C)=C1C(=O)C1=C(O)C=C(C)C=C1O[Si](C)(C)C	standard non polar	2025-10-23	2531.53
Gas Chromatography	Desmethylsulochrin_TMS_9	COC1=CC(O[Si](C)(C)C)=CC(C(=O)O)=C1C(=O)C1=C(O[Si](C)(C)C)C=C(C)C=C1O[Si](C)(C)C	standard non polar	2025-10-23	2035.52
Gas Chromatography	Desmethylsulochrin_TMS_10	COC1=CC(O)=CC(C(=O)O[Si](C)(C)C)=C1C(=O)C1=C(O[Si](C)(C)C)C=C(C)C=C1O[Si](C)(C)C	standard non polar	2025-10-23	2696.24
Gas Chromatography	Desmethylsulochrin_TMS_11	COC1=CC(O[Si](C)(C)C)=CC(C(=O)O[Si](C)(C)C)=C1C(=O)C1=C(O[Si](C)(C)C)C=C(C)C=C1O[Si](C)(C)C	standard non polar	2025-10-23	2296.11
Gas Chromatography	Desmethylsulochrin_TMS_1	COC1=CC(O[Si](C)(C)C)=CC(C(=O)O)=C1C(=O)C1=C(O)C=C(C)C=C1O	standard polar	2025-10-23	1881.05
Gas Chromatography	Desmethylsulochrin_TMS_2	COC1=CC(O)=CC(C(=O)O[Si](C)(C)C)=C1C(=O)C1=C(O)C=C(C)C=C1O	standard polar	2025-10-23	2272.95
Gas Chromatography	Desmethylsulochrin_TMS_3	COC1=CC(O)=CC(C(=O)O)=C1C(=O)C1=C(O)C=C(C)C=C1O[Si](C)(C)C	standard polar	2025-10-23	2745.18
Gas Chromatography	Desmethylsulochrin_TMS_4	COC1=CC(O[Si](C)(C)C)=CC(C(=O)O[Si](C)(C)C)=C1C(=O)C1=C(O)C=C(C)C=C1O	standard polar	2025-10-23	2482.17
Gas Chromatography	Desmethylsulochrin_TMS_5	COC1=CC(O[Si](C)(C)C)=CC(C(=O)O)=C1C(=O)C1=C(O)C=C(C)C=C1O[Si](C)(C)C	standard polar	2025-10-23	1035.28
Gas Chromatography	Desmethylsulochrin_TMS_6	COC1=CC(O)=CC(C(=O)O[Si](C)(C)C)=C1C(=O)C1=C(O)C=C(C)C=C1O[Si](C)(C)C	standard polar	2025-10-23	2004.78
Gas Chromatography	Desmethylsulochrin_TMS_7	COC1=CC(O)=CC(C(=O)O)=C1C(=O)C1=C(O[Si](C)(C)C)C=C(C)C=C1O[Si](C)(C)C	standard polar	2025-10-23	1846.3
Gas Chromatography	Desmethylsulochrin_TMS_8	COC1=CC(O[Si](C)(C)C)=CC(C(=O)O[Si](C)(C)C)=C1C(=O)C1=C(O)C=C(C)C=C1O[Si](C)(C)C	standard polar	2025-10-23	2585.05
Gas Chromatography	Desmethylsulochrin_TMS_9	COC1=CC(O[Si](C)(C)C)=CC(C(=O)O)=C1C(=O)C1=C(O[Si](C)(C)C)C=C(C)C=C1O[Si](C)(C)C	standard polar	2025-10-23	1846.15
Gas Chromatography	Desmethylsulochrin_TMS_10	COC1=CC(O)=CC(C(=O)O[Si](C)(C)C)=C1C(=O)C1=C(O[Si](C)(C)C)C=C(C)C=C1O[Si](C)(C)C	standard polar	2025-10-23	1339.29
Gas Chromatography	Desmethylsulochrin_TMS_11	COC1=CC(O[Si](C)(C)C)=CC(C(=O)O[Si](C)(C)C)=C1C(=O)C1=C(O[Si](C)(C)C)C=C(C)C=C1O[Si](C)(C)C	standard polar	2025-10-23	1468.48

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	2	Human feces	Metabolic reconstruction
Eukaryota/Fungi	nah	1		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

C00000571

Chemspider ID

Not Available

KEGG Compound ID

C15504

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11954191

PDB ID

Not Available

ChEBI ID

48948

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for Desmethylsulochrin (MMDBc0003885)

MOL for #<Metabolite:0x00007f9af1118d50>

3D MOL for #<Metabolite:0x00007f9af1118d50>

3D SDF for #<Metabolite:0x00007f9af1118d50>

3D-SDF for #<Metabolite:0x00007f9af1118d50>

PDB for #<Metabolite:0x00007f9af1118d50>

3D PDB for #<Metabolite:0x00007f9af1118d50>

SMILES for #<Metabolite:0x00007f9af1118d50>

INCHI for #<Metabolite:0x00007f9af1118d50>

Structure for #<Metabolite:0x00007f9af1118d50>

3D Structure for #<Metabolite:0x00007f9af1118d50>