MiMeDB: Showing metabocard for 9-demethyl FR-901235 (MMDBc0016983)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-15 07:28:41 UTC

Update Date

2025-10-07 16:06:37 UTC

Metabolite ID

MMDBc0016983

Metabolite Identification

Common Name

9-demethyl FR-901235

Description

9-demethyl FR-901235 is a polyketide metabolite described in biomedical literature. This compound features a complex chemical structure characterized by a series of carbon chains and functional groups typical of polyketides, which are synthesized through the polyketide synthase pathway. The biosynthesis of 9-demethyl FR-901235 involves the condensation of acetyl-CoA and malonyl-CoA units, leading to the formation of its unique carbon skeleton. In addition to its structural attributes, 9-demethyl FR-901235 is part of a broader metabolic context, where it is isolated alongside other polyketides such as leptosphaerone C, penicillenone, and arugosin I from the Penicillium sp. (PMID:18067932 ). These compounds are known to participate in various biochemical pathways, contributing to the ecological interactions and secondary metabolite production in fungi. The study of 9-demethyl FR-901235 and its related compounds provides insights into the diversity of polyketide biosynthesis and the potential roles these metabolites may play in microbial ecology.

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004241502392D          

 24 26  0  0  0  0            999 V2000
    1.3650   -4.9267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8953   -4.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7077   -4.4380    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6131   -3.5195    0.0000 C   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
    2.6737   -3.5195    0.0000 O   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 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
    1.4289   -0.0000    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
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   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   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
  5 22  1  0  0  0  0
 22 23  2  0  0  0  0
 21 24  1  0  0  0  0
  9 24  2  0  0  0  0
 15 24  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0016983

> <DATABASE_NAME>
MIME

> <SMILES>
CC(=O)CC1(O)C(=O)C2=C3C(=C(C)C=C2O)C(O)=CC(O)=C3C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H14O7/c1-6-3-8(19)12-14-11(6)9(20)4-10(21)13(14)16(23)17(24,15(12)22)5-7(2)18/h3-4,19-21,24H,5H2,1-2H3

> <INCHI_KEY>
TZARUQGWUTUJCN-UHFFFAOYSA-N

> <FORMULA>
C17H14O7

> <MOLECULAR_WEIGHT>
330.292

> <EXACT_MASS>
330.073952791

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
31.247332397101065

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,4,6,9-tetrahydroxy-7-methyl-2-(2-oxopropyl)-2,3-dihydro-1H-phenalene-1,3-dione

> <ALOGPS_LOGP>
2.49

> <JCHEM_LOGP>
2.501738232666667

> <ALOGPS_LOGS>
-2.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.081495977759538

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.995352819396822

> <JCHEM_PKA_STRONGEST_BASIC>
-4.5799110743565175

> <JCHEM_POLAR_SURFACE_AREA>
132.13

> <JCHEM_REFRACTIVITY>
83.63609999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.87e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,4,6,9-tetrahydroxy-7-methyl-2-(2-oxopropyl)phenalene-1,3-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       2.548  -9.197   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.538  -8.017   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       5.054  -8.284   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       3.011  -6.570   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       4.991  -6.570   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       6.668  -5.390   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7   22                                             
CONECT    6    5                                                            
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   24                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   24                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   24                                                  
CONECT   22   21    5   23                                                  
CONECT   23   22                                                            
CONECT   24   21    9   15                                                  
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

Synonyms

Not Available

Molecular Formula

C₁₇H₁₄O₇

Average Mass

330.292

Monoisotopic Mass

330.073952791

IUPAC Name

2,4,6,9-tetrahydroxy-7-methyl-2-(2-oxopropyl)-2,3-dihydro-1H-phenalene-1,3-dione

Traditional Name

2,4,6,9-tetrahydroxy-7-methyl-2-(2-oxopropyl)phenalene-1,3-dione

CAS Registry Number

Not Available

SMILES

CC(=O)CC1(O)C(=O)C2=C3C(=C(C)C=C2O)C(O)=CC(O)=C3C1=O

InChI Identifier

InChI=1S/C17H14O7/c1-6-3-8(19)12-14-11(6)9(20)4-10(21)13(14)16(23)17(24,15(12)22)5-7(2)18/h3-4,19-21,24H,5H2,1-2H3

InChI Key

TZARUQGWUTUJCN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenalanes. These are aromatic hydrocarbons containing a cyclohexene ring fused to both benzenes of a naphthalene ring system, so as to form a triad.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenalanes

Sub Class

Not Available

Direct Parent

Phenalanes

Alternative Parents

Substituents

Phenalane
2-naphthol
1-naphthol
Naphthalene
Aryl ketone
Aryl alkyl ketone
Phenol
1-hydroxy-2-unsubstituted benzenoid
Acyloin
Beta-hydroxy ketone
Tertiary alcohol
Vinylogous acid
Ketone
Polyol
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Carbonyl group
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.99 g/L	ALOGPS
logP	2.49	ALOGPS
logP	2.5	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	7	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	132.13 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	83.64 m³·mol⁻¹	ChemAxon
Polarizability	31.25 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	No	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	27.6
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (void)	2025-10-23	24.2
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	461.0
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	718.2
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	651.0
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	316.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	2632.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	78.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	526.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	332.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	121.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	175.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	125.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (void)	2025-10-23	164.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	503.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	190.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	480.3
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	1729.4
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	1045.9

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	9-demethyl FR-901235_TMS_1	CC(=O)CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O)C=C(O)C3=C(C)C=C2O)C1=O	standard non polar	2025-10-23	2248.64
Gas Chromatography	9-demethyl FR-901235_TMS_2	CC(=O)CC1(O)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(C)C3=C(O)C=C2O)C1=O	standard non polar	2025-10-23	2111.32
Gas Chromatography	9-demethyl FR-901235_TMS_3	CC(=O)CC1(O)C(=O)C2=C3C(=C(O)C=C(O[Si](C)(C)C)C3=C(C)C=C2O)C1=O	standard non polar	2025-10-23	1760.69
Gas Chromatography	9-demethyl FR-901235_TMS_4	CC(=O)CC1(O)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O)C3=C(C)C=C2O)C1=O	standard non polar	2025-10-23	2454.72
Gas Chromatography	9-demethyl FR-901235_TMS_5	CC(=CC1(O)C(=O)C2=C3C(=C(O)C=C(O)C3=C(C)C=C2O)C1=O)O[Si](C)(C)C	standard non polar	2025-10-23	2616.48
Gas Chromatography	9-demethyl FR-901235_TMS_6	C=C(CC1(O)C(=O)C2=C3C(=C(O)C=C(O)C3=C(C)C=C2O)C1=O)O[Si](C)(C)C	standard non polar	2025-10-23	1450.69
Gas Chromatography	9-demethyl FR-901235_TMS_7	CC(=O)CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(C)C3=C(O)C=C2O)C1=O	standard non polar	2025-10-23	2780.04
Gas Chromatography	9-demethyl FR-901235_TMS_8	CC(=O)CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O)C=C(O[Si](C)(C)C)C3=C(C)C=C2O)C1=O	standard non polar	2025-10-23	1307.2
Gas Chromatography	9-demethyl FR-901235_TMS_9	CC(=O)CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O)C3=C(C)C=C2O)C1=O	standard non polar	2025-10-23	1830.79
Gas Chromatography	9-demethyl FR-901235_TMS_10	CC(=CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O)C=C(O)C3=C(C)C=C2O)C1=O)O[Si](C)(C)C	standard non polar	2025-10-23	1256.99
Gas Chromatography	9-demethyl FR-901235_TMS_11	C=C(CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O)C=C(O)C3=C(C)C=C2O)C1=O)O[Si](C)(C)C	standard non polar	2025-10-23	2234.44
Gas Chromatography	9-demethyl FR-901235_TMS_12	CC(=O)CC1(O)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O)C3=C(C)C=C2O[Si](C)(C)C)C1=O	standard non polar	2025-10-23	1961.49
Gas Chromatography	9-demethyl FR-901235_TMS_13	CC(=O)CC1(O)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(C)C3=C(O[Si](C)(C)C)C=C2O)C1=O	standard non polar	2025-10-23	1535.16
Gas Chromatography	9-demethyl FR-901235_TMS_14	CC(=CC1(O)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(C)C3=C(O)C=C2O)C1=O)O[Si](C)(C)C	standard non polar	2025-10-23	1636.99
Gas Chromatography	9-demethyl FR-901235_TMS_15	C=C(CC1(O)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(C)C3=C(O)C=C2O)C1=O)O[Si](C)(C)C	standard non polar	2025-10-23	1649.22
Gas Chromatography	9-demethyl FR-901235_TMS_16	CC(=O)CC1(O)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C3=C(C)C=C2O)C1=O	standard non polar	2025-10-23	3187.3
Gas Chromatography	9-demethyl FR-901235_TMS_17	CC(=CC1(O)C(=O)C2=C3C(=C(O)C=C(O[Si](C)(C)C)C3=C(C)C=C2O)C1=O)O[Si](C)(C)C	standard non polar	2025-10-23	2044.72
Gas Chromatography	9-demethyl FR-901235_TMS_18	C=C(CC1(O)C(=O)C2=C3C(=C(O)C=C(O[Si](C)(C)C)C3=C(C)C=C2O)C1=O)O[Si](C)(C)C	standard non polar	2025-10-23	1942.72
Gas Chromatography	9-demethyl FR-901235_TMS_19	CC(=CC1(O)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O)C3=C(C)C=C2O)C1=O)O[Si](C)(C)C	standard non polar	2025-10-23	1862.73
Gas Chromatography	9-demethyl FR-901235_TMS_20	C=C(CC1(O)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O)C3=C(C)C=C2O)C1=O)O[Si](C)(C)C	standard non polar	2025-10-23	2149.46
Gas Chromatography	9-demethyl FR-901235_TMS_21	CC(=O)CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O)C3=C(C)C=C2O[Si](C)(C)C)C1=O	standard non polar	2025-10-23	1555.61
Gas Chromatography	9-demethyl FR-901235_TMS_22	CC(=O)CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(C)C3=C(O[Si](C)(C)C)C=C2O)C1=O	standard non polar	2025-10-23	3345.81
Gas Chromatography	9-demethyl FR-901235_TMS_23	CC(=CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(C)C3=C(O)C=C2O)C1=O)O[Si](C)(C)C	standard non polar	2025-10-23	1423.85
Gas Chromatography	9-demethyl FR-901235_TMS_24	C=C(CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(C)C3=C(O)C=C2O)C1=O)O[Si](C)(C)C	standard non polar	2025-10-23	1755.57
Gas Chromatography	9-demethyl FR-901235_TMS_25	CC(=O)CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C3=C(C)C=C2O)C1=O	standard non polar	2025-10-23	2719.86
Gas Chromatography	9-demethyl FR-901235_TMS_26	CC(=CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O)C=C(O[Si](C)(C)C)C3=C(C)C=C2O)C1=O)O[Si](C)(C)C	standard non polar	2025-10-23	1927.88
Gas Chromatography	9-demethyl FR-901235_TMS_27	C=C(CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O)C=C(O[Si](C)(C)C)C3=C(C)C=C2O)C1=O)O[Si](C)(C)C	standard non polar	2025-10-23	2097.13
Gas Chromatography	9-demethyl FR-901235_TMS_28	CC(=CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O)C3=C(C)C=C2O)C1=O)O[Si](C)(C)C	standard non polar	2025-10-23	2259.81
Gas Chromatography	9-demethyl FR-901235_TMS_29	C=C(CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O)C3=C(C)C=C2O)C1=O)O[Si](C)(C)C	standard non polar	2025-10-23	1313.14
Gas Chromatography	9-demethyl FR-901235_TMS_30	CC(=O)CC1(O)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C3=C(C)C=C2O[Si](C)(C)C)C1=O	standard non polar	2025-10-23	2204.57
Gas Chromatography	9-demethyl FR-901235_TMS_31	CC(=CC1(O)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O)C3=C(C)C=C2O[Si](C)(C)C)C1=O)O[Si](C)(C)C	standard non polar	2025-10-23	1510.02
Gas Chromatography	9-demethyl FR-901235_TMS_32	C=C(CC1(O)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O)C3=C(C)C=C2O[Si](C)(C)C)C1=O)O[Si](C)(C)C	standard non polar	2025-10-23	1699.46
Gas Chromatography	9-demethyl FR-901235_TMS_33	CC(=CC1(O)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(C)C3=C(O[Si](C)(C)C)C=C2O)C1=O)O[Si](C)(C)C	standard non polar	2025-10-23	2540.92
Gas Chromatography	9-demethyl FR-901235_TMS_34	C=C(CC1(O)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(C)C3=C(O[Si](C)(C)C)C=C2O)C1=O)O[Si](C)(C)C	standard non polar	2025-10-23	1935.26
Gas Chromatography	9-demethyl FR-901235_TMS_35	CC(=CC1(O)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C3=C(C)C=C2O)C1=O)O[Si](C)(C)C	standard non polar	2025-10-23	1533.89
Gas Chromatography	9-demethyl FR-901235_TMS_36	C=C(CC1(O)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C3=C(C)C=C2O)C1=O)O[Si](C)(C)C	standard non polar	2025-10-23	1591.71
Gas Chromatography	9-demethyl FR-901235_TMS_37	CC(=O)CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C3=C(C)C=C2O[Si](C)(C)C)C1=O	standard non polar	2025-10-23	3092.45
Gas Chromatography	9-demethyl FR-901235_TMS_38	CC(=CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O)C3=C(C)C=C2O[Si](C)(C)C)C1=O)O[Si](C)(C)C	standard non polar	2025-10-23	1783.93
Gas Chromatography	9-demethyl FR-901235_TMS_39	C=C(CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O)C3=C(C)C=C2O[Si](C)(C)C)C1=O)O[Si](C)(C)C	standard non polar	2025-10-23	905.412
Gas Chromatography	9-demethyl FR-901235_TMS_40	CC(=CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(C)C3=C(O[Si](C)(C)C)C=C2O)C1=O)O[Si](C)(C)C	standard non polar	2025-10-23	1274.54
Gas Chromatography	9-demethyl FR-901235_TMS_41	C=C(CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(C)C3=C(O[Si](C)(C)C)C=C2O)C1=O)O[Si](C)(C)C	standard non polar	2025-10-23	1519.46
Gas Chromatography	9-demethyl FR-901235_TMS_42	CC(=CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C3=C(C)C=C2O)C1=O)O[Si](C)(C)C	standard non polar	2025-10-23	2115.58
Gas Chromatography	9-demethyl FR-901235_TMS_43	C=C(CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C3=C(C)C=C2O)C1=O)O[Si](C)(C)C	standard non polar	2025-10-23	2669.81
Gas Chromatography	9-demethyl FR-901235_TMS_44	CC(=CC1(O)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C3=C(C)C=C2O[Si](C)(C)C)C1=O)O[Si](C)(C)C	standard non polar	2025-10-23	2427.58
Gas Chromatography	9-demethyl FR-901235_TMS_45	C=C(CC1(O)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C3=C(C)C=C2O[Si](C)(C)C)C1=O)O[Si](C)(C)C	standard non polar	2025-10-23	2058.2
Gas Chromatography	9-demethyl FR-901235_TMS_46	CC(=CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C3=C(C)C=C2O[Si](C)(C)C)C1=O)O[Si](C)(C)C	standard non polar	2025-10-23	2488.33
Gas Chromatography	9-demethyl FR-901235_TMS_47	C=C(CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C3=C(C)C=C2O[Si](C)(C)C)C1=O)O[Si](C)(C)C	standard non polar	2025-10-23	2509.48
Gas Chromatography	9-demethyl FR-901235_TMS_1	CC(=O)CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O)C=C(O)C3=C(C)C=C2O)C1=O	standard polar	2025-10-23	1397.13
Gas Chromatography	9-demethyl FR-901235_TMS_2	CC(=O)CC1(O)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(C)C3=C(O)C=C2O)C1=O	standard polar	2025-10-23	2799.06
Gas Chromatography	9-demethyl FR-901235_TMS_3	CC(=O)CC1(O)C(=O)C2=C3C(=C(O)C=C(O[Si](C)(C)C)C3=C(C)C=C2O)C1=O	standard polar	2025-10-23	1971.99
Gas Chromatography	9-demethyl FR-901235_TMS_4	CC(=O)CC1(O)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O)C3=C(C)C=C2O)C1=O	standard polar	2025-10-23	2126.73
Gas Chromatography	9-demethyl FR-901235_TMS_5	CC(=CC1(O)C(=O)C2=C3C(=C(O)C=C(O)C3=C(C)C=C2O)C1=O)O[Si](C)(C)C	standard polar	2025-10-23	1248.74
Gas Chromatography	9-demethyl FR-901235_TMS_6	C=C(CC1(O)C(=O)C2=C3C(=C(O)C=C(O)C3=C(C)C=C2O)C1=O)O[Si](C)(C)C	standard polar	2025-10-23	2102.55
Gas Chromatography	9-demethyl FR-901235_TMS_7	CC(=O)CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(C)C3=C(O)C=C2O)C1=O	standard polar	2025-10-23	2219.97
Gas Chromatography	9-demethyl FR-901235_TMS_8	CC(=O)CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O)C=C(O[Si](C)(C)C)C3=C(C)C=C2O)C1=O	standard polar	2025-10-23	2755.56
Gas Chromatography	9-demethyl FR-901235_TMS_9	CC(=O)CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O)C3=C(C)C=C2O)C1=O	standard polar	2025-10-23	1003.07
Gas Chromatography	9-demethyl FR-901235_TMS_10	CC(=CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O)C=C(O)C3=C(C)C=C2O)C1=O)O[Si](C)(C)C	standard polar	2025-10-23	2197.36
Gas Chromatography	9-demethyl FR-901235_TMS_11	C=C(CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O)C=C(O)C3=C(C)C=C2O)C1=O)O[Si](C)(C)C	standard polar	2025-10-23	1655.23
Gas Chromatography	9-demethyl FR-901235_TMS_12	CC(=O)CC1(O)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O)C3=C(C)C=C2O[Si](C)(C)C)C1=O	standard polar	2025-10-23	2101.53
Gas Chromatography	9-demethyl FR-901235_TMS_13	CC(=O)CC1(O)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(C)C3=C(O[Si](C)(C)C)C=C2O)C1=O	standard polar	2025-10-23	1419.42
Gas Chromatography	9-demethyl FR-901235_TMS_14	CC(=CC1(O)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(C)C3=C(O)C=C2O)C1=O)O[Si](C)(C)C	standard polar	2025-10-23	1482.52
Gas Chromatography	9-demethyl FR-901235_TMS_15	C=C(CC1(O)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(C)C3=C(O)C=C2O)C1=O)O[Si](C)(C)C	standard polar	2025-10-23	2096.62
Gas Chromatography	9-demethyl FR-901235_TMS_16	CC(=O)CC1(O)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C3=C(C)C=C2O)C1=O	standard polar	2025-10-23	957.532
Gas Chromatography	9-demethyl FR-901235_TMS_17	CC(=CC1(O)C(=O)C2=C3C(=C(O)C=C(O[Si](C)(C)C)C3=C(C)C=C2O)C1=O)O[Si](C)(C)C	standard polar	2025-10-23	2132.17
Gas Chromatography	9-demethyl FR-901235_TMS_18	C=C(CC1(O)C(=O)C2=C3C(=C(O)C=C(O[Si](C)(C)C)C3=C(C)C=C2O)C1=O)O[Si](C)(C)C	standard polar	2025-10-23	503.64
Gas Chromatography	9-demethyl FR-901235_TMS_19	CC(=CC1(O)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O)C3=C(C)C=C2O)C1=O)O[Si](C)(C)C	standard polar	2025-10-23	1949.1
Gas Chromatography	9-demethyl FR-901235_TMS_20	C=C(CC1(O)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O)C3=C(C)C=C2O)C1=O)O[Si](C)(C)C	standard polar	2025-10-23	2919.15
Gas Chromatography	9-demethyl FR-901235_TMS_21	CC(=O)CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O)C3=C(C)C=C2O[Si](C)(C)C)C1=O	standard polar	2025-10-23	1879.71
Gas Chromatography	9-demethyl FR-901235_TMS_22	CC(=O)CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(C)C3=C(O[Si](C)(C)C)C=C2O)C1=O	standard polar	2025-10-23	973.634
Gas Chromatography	9-demethyl FR-901235_TMS_23	CC(=CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(C)C3=C(O)C=C2O)C1=O)O[Si](C)(C)C	standard polar	2025-10-23	3405.1
Gas Chromatography	9-demethyl FR-901235_TMS_24	C=C(CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(C)C3=C(O)C=C2O)C1=O)O[Si](C)(C)C	standard polar	2025-10-23	1947.92
Gas Chromatography	9-demethyl FR-901235_TMS_25	CC(=O)CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C3=C(C)C=C2O)C1=O	standard polar	2025-10-23	1767.31
Gas Chromatography	9-demethyl FR-901235_TMS_26	CC(=CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O)C=C(O[Si](C)(C)C)C3=C(C)C=C2O)C1=O)O[Si](C)(C)C	standard polar	2025-10-23	1602.84
Gas Chromatography	9-demethyl FR-901235_TMS_27	C=C(CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O)C=C(O[Si](C)(C)C)C3=C(C)C=C2O)C1=O)O[Si](C)(C)C	standard polar	2025-10-23	2486.98
Gas Chromatography	9-demethyl FR-901235_TMS_28	CC(=CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O)C3=C(C)C=C2O)C1=O)O[Si](C)(C)C	standard polar	2025-10-23	2774.96
Gas Chromatography	9-demethyl FR-901235_TMS_29	C=C(CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O)C3=C(C)C=C2O)C1=O)O[Si](C)(C)C	standard polar	2025-10-23	1792.82
Gas Chromatography	9-demethyl FR-901235_TMS_30	CC(=O)CC1(O)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C3=C(C)C=C2O[Si](C)(C)C)C1=O	standard polar	2025-10-23	2393.76
Gas Chromatography	9-demethyl FR-901235_TMS_31	CC(=CC1(O)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O)C3=C(C)C=C2O[Si](C)(C)C)C1=O)O[Si](C)(C)C	standard polar	2025-10-23	3356.36
Gas Chromatography	9-demethyl FR-901235_TMS_32	C=C(CC1(O)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O)C3=C(C)C=C2O[Si](C)(C)C)C1=O)O[Si](C)(C)C	standard polar	2025-10-23	1213.61
Gas Chromatography	9-demethyl FR-901235_TMS_33	CC(=CC1(O)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(C)C3=C(O[Si](C)(C)C)C=C2O)C1=O)O[Si](C)(C)C	standard polar	2025-10-23	2436.76
Gas Chromatography	9-demethyl FR-901235_TMS_34	C=C(CC1(O)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(C)C3=C(O[Si](C)(C)C)C=C2O)C1=O)O[Si](C)(C)C	standard polar	2025-10-23	1711.04
Gas Chromatography	9-demethyl FR-901235_TMS_35	CC(=CC1(O)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C3=C(C)C=C2O)C1=O)O[Si](C)(C)C	standard polar	2025-10-23	2162.5
Gas Chromatography	9-demethyl FR-901235_TMS_36	C=C(CC1(O)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C3=C(C)C=C2O)C1=O)O[Si](C)(C)C	standard polar	2025-10-23	1675.35
Gas Chromatography	9-demethyl FR-901235_TMS_37	CC(=O)CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C3=C(C)C=C2O[Si](C)(C)C)C1=O	standard polar	2025-10-23	555.923
Gas Chromatography	9-demethyl FR-901235_TMS_38	CC(=CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O)C3=C(C)C=C2O[Si](C)(C)C)C1=O)O[Si](C)(C)C	standard polar	2025-10-23	2935.96
Gas Chromatography	9-demethyl FR-901235_TMS_39	C=C(CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O)C3=C(C)C=C2O[Si](C)(C)C)C1=O)O[Si](C)(C)C	standard polar	2025-10-23	1865.78
Gas Chromatography	9-demethyl FR-901235_TMS_40	CC(=CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(C)C3=C(O[Si](C)(C)C)C=C2O)C1=O)O[Si](C)(C)C	standard polar	2025-10-23	1855.97
Gas Chromatography	9-demethyl FR-901235_TMS_41	C=C(CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(C)C3=C(O[Si](C)(C)C)C=C2O)C1=O)O[Si](C)(C)C	standard polar	2025-10-23	1427.6
Gas Chromatography	9-demethyl FR-901235_TMS_42	CC(=CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C3=C(C)C=C2O)C1=O)O[Si](C)(C)C	standard polar	2025-10-23	1947.37
Gas Chromatography	9-demethyl FR-901235_TMS_43	C=C(CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C3=C(C)C=C2O)C1=O)O[Si](C)(C)C	standard polar	2025-10-23	1458.11
Gas Chromatography	9-demethyl FR-901235_TMS_44	CC(=CC1(O)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C3=C(C)C=C2O[Si](C)(C)C)C1=O)O[Si](C)(C)C	standard polar	2025-10-23	1489.66
Gas Chromatography	9-demethyl FR-901235_TMS_45	C=C(CC1(O)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C3=C(C)C=C2O[Si](C)(C)C)C1=O)O[Si](C)(C)C	standard polar	2025-10-23	1800.4
Gas Chromatography	9-demethyl FR-901235_TMS_46	CC(=CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C3=C(C)C=C2O[Si](C)(C)C)C1=O)O[Si](C)(C)C	standard polar	2025-10-23	161.96
Gas Chromatography	9-demethyl FR-901235_TMS_47	C=C(CC1(O[Si](C)(C)C)C(=O)C2=C3C(=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C3=C(C)C=C2O[Si](C)(C)C)C1=O)O[Si](C)(C)C	standard polar	2025-10-23	2157.17

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 sputum; Human ; 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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24854385

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 9-demethyl FR-901235 (MMDBc0016983)

MOL for #<Metabolite:0x00007fc95d4545d8>

3D MOL for #<Metabolite:0x00007fc95d4545d8>

3D SDF for #<Metabolite:0x00007fc95d4545d8>

3D-SDF for #<Metabolite:0x00007fc95d4545d8>

PDB for #<Metabolite:0x00007fc95d4545d8>

3D PDB for #<Metabolite:0x00007fc95d4545d8>

SMILES for #<Metabolite:0x00007fc95d4545d8>

INCHI for #<Metabolite:0x00007fc95d4545d8>

Structure for #<Metabolite:0x00007fc95d4545d8>

3D Structure for #<Metabolite:0x00007fc95d4545d8>