MiMeDB: Showing metabocard for Emodic acid (MMDBc0020108)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-15 10:04:04 UTC

Update Date

2025-10-07 16:07:03 UTC

Metabolite ID

MMDBc0020108

Metabolite Identification

Common Name

Emodic acid

Description

Emodic acid is a member of the anthraquinone chemical class, characterized by a three-ring structure with hydroxyl groups that contribute to its reactivity and biological activity. This compound is involved in various biochemical pathways, including the polyketide biosynthetic pathway, where it is synthesized alongside other metabolites such as emodin and its derivatives (PMID:20158243 ). Emodic acid has been shown to interact with type II polyketide synthases, highlighting its role in the acyl carrier protein's ability to internalize polar molecules (PMID:21268653 ). Additionally, it has demonstrated inhibitory effects on matrix metalloproteinases, specifically MMP-2, MMP-9, and MMP-13, indicating its potential influence on extracellular matrix remodeling (PMID:19152226 ). Moreover, emodic acid has been identified as a scaffold for developing novel JAK2 inhibitors, showcasing its significance in medicinal chemistry (PMID:25038528 ). Its presence in various plant extracts further emphasizes its diverse roles in phytochemistry (PMID:29698774 ). Overall, emodic acid exemplifies the intricate interplay between chemical structure and biological function in natural products.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652310101703282D          

 22 24  0  0  0  0            999 V2000
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    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
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    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
    3.5724    1.2375    0.0000 C   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
    4.2868    2.4750    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
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    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
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  2  0  0  0  0
  5  2  1  0  0  0  0
  6  3  2  0  0  0  0
  6  4  1  0  0  0  0
  7  1  1  0  0  0  0
  8  3  1  0  0  0  0
  9  2  2  0  0  0  0
 10  4  2  0  0  0  0
 11  7  2  0  0  0  0
 11  9  1  0  0  0  0
 12  8  2  0  0  0  0
 12 10  1  0  0  0  0
 13  7  1  0  0  0  0
 13  8  1  0  0  0  0
 14 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15  5  1  0  0  0  0
 16  6  1  0  0  0  0
 17  9  1  0  0  0  0
 18 10  1  0  0  0  0
 19 13  2  0  0  0  0
 20 14  2  0  0  0  0
 21 15  2  0  0  0  0
 22 15  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0020108

> <DATABASE_NAME>
MIME

> <SMILES>
OC(=O)C1=CC2=C(C(O)=C1)C(=O)C1=C(C=C(O)C=C1O)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H8O7/c16-6-3-8-12(10(18)4-6)14(20)11-7(13(8)19)1-5(15(21)22)2-9(11)17/h1-4,16-18H,(H,21,22)

> <INCHI_KEY>
ZJXVNNSMRGTDBI-UHFFFAOYSA-N

> <FORMULA>
C15H8O7

> <MOLECULAR_WEIGHT>
300.222

> <EXACT_MASS>
300.027002598

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
27.687762146598985

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4,5,7-trihydroxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid

> <ALOGPS_LOGP>
1.99

> <JCHEM_LOGP>
2.9655930176666665

> <ALOGPS_LOGS>
-2.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.274803628165132

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.399011521731737

> <JCHEM_PKA_STRONGEST_BASIC>
-5.3599474960957805

> <JCHEM_POLAR_SURFACE_AREA>
132.12999999999997

> <JCHEM_REFRACTIVITY>
74.34989999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.31e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
emodic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-OCT-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-OCT-17         0                                  
HETATM    1  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.000   1.540   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       8.002   6.160   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      12.003   2.310   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      10.669   0.000   0.000  0.00  0.00           O+0
CONECT    1    5    7                                                       
CONECT    2    5    9                                                       
CONECT    3    6    8                                                       
CONECT    4    6   10                                                       
CONECT    5    1    2   15                                                  
CONECT    6    3    4   16                                                  
CONECT    7    1   11   13                                                  
CONECT    8    3   12   13                                                  
CONECT    9    2   11   17                                                  
CONECT   10    4   12   18                                                  
CONECT   11    7    9   14                                                  
CONECT   12    8   10   14                                                  
CONECT   13    7    8   19                                                  
CONECT   14   11   12   20                                                  
CONECT   15    5   21   22                                                  
CONECT   16    6                                                            
CONECT   17    9                                                            
CONECT   18   10                                                            
CONECT   19   13                                                            
CONECT   20   14                                                            
CONECT   21   15                                                            
CONECT   22   15                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

Synonyms

Value	Source
Emodate	Generator
4,5,7-Trihydroxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylate	Generator

Molecular Formula

C₁₅H₈O₇

Average Mass

300.222

Monoisotopic Mass

300.027002598

IUPAC Name

4,5,7-trihydroxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid

Traditional Name

emodic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C1=CC2=C(C(O)=C1)C(=O)C1=C(C=C(O)C=C1O)C2=O

InChI Identifier

InChI=1S/C15H8O7/c16-6-3-8-12(10(18)4-6)14(20)11-7(13(8)19)1-5(15(21)22)2-9(11)17/h1-4,16-18H,(H,21,22)

InChI Key

ZJXVNNSMRGTDBI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anthracenecarboxylic acids. These are organic compounds containing a carboxylic acid group attached to an anthracene ring system.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Anthracenes

Sub Class

Anthracenecarboxylic acids and derivatives

Direct Parent

Anthracenecarboxylic acids

Alternative Parents

Substituents

Anthracene carboxylic acid
9,10-anthraquinone
Anthraquinone
Hydroxyanthraquinone
2-naphthalenecarboxylic acid
2-naphthalenecarboxylic acid or derivatives
Hydroxybenzoic acid
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Vinylogous acid
Ketone
Monocarboxylic acid or derivatives
Polyol
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
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	0.33 g/L	ALOGPS
logP	1.99	ALOGPS
logP	2.97	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	3.4	ChemAxon
pKa (Strongest Basic)	-5.4	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	1	ChemAxon
Refractivity	74.35 m³·mol⁻¹	ChemAxon
Polarizability	27.69 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

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0lz9-0692000000-0aee7be0d83e617f12f3	2018-04-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0ue9-0089000000-dfd4f64303242516316d	2018-04-05	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001r-0792000000-253b1d1e54b3b5c8b95e	2018-04-05	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-008j-1970000000-29a602a5f6fa0f5e20cd	2018-04-05	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0090000000-66327f80dca410040d17	2018-04-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4j-0090000000-9a792a051512f873afe8	2018-04-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-0190000000-0a836b2ee06317b0e884	2018-04-06	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	130.6
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	48.5
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	316.6
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	558.3
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	488.4
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (void)	2025-10-23	278.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	2283.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	102.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	527.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	210.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	166.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	169.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	89.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	299.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	593.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	132.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	387.6
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	1436.2
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	754.0

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Emodic acid_TMS_1	C[Si](C)(C)OC(=O)C1=CC(O)=C2C(=O)C3=C(O)C=C(O)C=C3C(=O)C2=C1	standard non polar	2025-10-23	1131.16
Gas Chromatography	Emodic acid_TMS_2	C[Si](C)(C)OC1=CC(C(=O)O)=CC2=C1C(=O)C1=C(O)C=C(O)C=C1C2=O	standard non polar	2025-10-23	2287.68
Gas Chromatography	Emodic acid_TMS_3	C[Si](C)(C)OC1=CC(O)=C2C(=O)C3=C(O)C=C(C(=O)O)C=C3C(=O)C2=C1	standard non polar	2025-10-23	1600.36
Gas Chromatography	Emodic acid_TMS_4	C[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)C1=C(O)C=C(C(=O)O)C=C1C2=O	standard non polar	2025-10-23	1931.56
Gas Chromatography	Emodic acid_TMS_5	C[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C)=C2C(=O)C3=C(O)C=C(O)C=C3C(=O)C2=C1	standard non polar	2025-10-23	2020.29
Gas Chromatography	Emodic acid_TMS_6	C[Si](C)(C)OC(=O)C1=CC(O)=C2C(=O)C3=C(O)C=C(O[Si](C)(C)C)C=C3C(=O)C2=C1	standard non polar	2025-10-23	1864.18
Gas Chromatography	Emodic acid_TMS_7	C[Si](C)(C)OC(=O)C1=CC(O)=C2C(=O)C3=C(O[Si](C)(C)C)C=C(O)C=C3C(=O)C2=C1	standard non polar	2025-10-23	2595.57
Gas Chromatography	Emodic acid_TMS_8	C[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C=C(C(=O)O)C=C1C2=O	standard non polar	2025-10-23	2414.75
Gas Chromatography	Emodic acid_TMS_9	C[Si](C)(C)OC1=CC(O)=C2C(=O)C3=C(O[Si](C)(C)C)C=C(C(=O)O)C=C3C(=O)C2=C1	standard non polar	2025-10-23	2490.7
Gas Chromatography	Emodic acid_TMS_10	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C(=O)C3=C(O)C=C(C(=O)O)C=C3C(=O)C2=C1	standard non polar	2025-10-23	2479.47
Gas Chromatography	Emodic acid_TMS_11	C[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C)=C2C(=O)C3=C(O)C=C(O[Si](C)(C)C)C=C3C(=O)C2=C1	standard non polar	2025-10-23	3303.44
Gas Chromatography	Emodic acid_TMS_12	C[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C)=C2C(=O)C3=C(O[Si](C)(C)C)C=C(O)C=C3C(=O)C2=C1	standard non polar	2025-10-23	2123.8
Gas Chromatography	Emodic acid_TMS_13	C[Si](C)(C)OC(=O)C1=CC(O)=C2C(=O)C3=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C=C3C(=O)C2=C1	standard non polar	2025-10-23	2109.59
Gas Chromatography	Emodic acid_TMS_14	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C(=O)C3=C(O[Si](C)(C)C)C=C(C(=O)O)C=C3C(=O)C2=C1	standard non polar	2025-10-23	2103.03
Gas Chromatography	Emodic acid_TMS_15	C[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C)=C2C(=O)C3=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C=C3C(=O)C2=C1	standard non polar	2025-10-23	1071.28
Gas Chromatography	Emodic acid_TMS_1	C[Si](C)(C)OC(=O)C1=CC(O)=C2C(=O)C3=C(O)C=C(O)C=C3C(=O)C2=C1	standard polar	2025-10-23	1944.26
Gas Chromatography	Emodic acid_TMS_2	C[Si](C)(C)OC1=CC(C(=O)O)=CC2=C1C(=O)C1=C(O)C=C(O)C=C1C2=O	standard polar	2025-10-23	2500.42
Gas Chromatography	Emodic acid_TMS_3	C[Si](C)(C)OC1=CC(O)=C2C(=O)C3=C(O)C=C(C(=O)O)C=C3C(=O)C2=C1	standard polar	2025-10-23	2026.37
Gas Chromatography	Emodic acid_TMS_4	C[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)C1=C(O)C=C(C(=O)O)C=C1C2=O	standard polar	2025-10-23	1399.95
Gas Chromatography	Emodic acid_TMS_5	C[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C)=C2C(=O)C3=C(O)C=C(O)C=C3C(=O)C2=C1	standard polar	2025-10-23	1905.43
Gas Chromatography	Emodic acid_TMS_6	C[Si](C)(C)OC(=O)C1=CC(O)=C2C(=O)C3=C(O)C=C(O[Si](C)(C)C)C=C3C(=O)C2=C1	standard polar	2025-10-23	1768.26
Gas Chromatography	Emodic acid_TMS_7	C[Si](C)(C)OC(=O)C1=CC(O)=C2C(=O)C3=C(O[Si](C)(C)C)C=C(O)C=C3C(=O)C2=C1	standard polar	2025-10-23	2561.32
Gas Chromatography	Emodic acid_TMS_8	C[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)C1=C(O[Si](C)(C)C)C=C(C(=O)O)C=C1C2=O	standard polar	2025-10-23	1736.41
Gas Chromatography	Emodic acid_TMS_9	C[Si](C)(C)OC1=CC(O)=C2C(=O)C3=C(O[Si](C)(C)C)C=C(C(=O)O)C=C3C(=O)C2=C1	standard polar	2025-10-23	1941.59
Gas Chromatography	Emodic acid_TMS_10	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C(=O)C3=C(O)C=C(C(=O)O)C=C3C(=O)C2=C1	standard polar	2025-10-23	2234.28
Gas Chromatography	Emodic acid_TMS_11	C[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C)=C2C(=O)C3=C(O)C=C(O[Si](C)(C)C)C=C3C(=O)C2=C1	standard polar	2025-10-23	1666.43
Gas Chromatography	Emodic acid_TMS_12	C[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C)=C2C(=O)C3=C(O[Si](C)(C)C)C=C(O)C=C3C(=O)C2=C1	standard polar	2025-10-23	1520.1
Gas Chromatography	Emodic acid_TMS_13	C[Si](C)(C)OC(=O)C1=CC(O)=C2C(=O)C3=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C=C3C(=O)C2=C1	standard polar	2025-10-23	2515.4
Gas Chromatography	Emodic acid_TMS_14	C[Si](C)(C)OC1=CC(O[Si](C)(C)C)=C2C(=O)C3=C(O[Si](C)(C)C)C=C(C(=O)O)C=C3C(=O)C2=C1	standard polar	2025-10-23	2616.6
Gas Chromatography	Emodic acid_TMS_15	C[Si](C)(C)OC(=O)C1=CC(O[Si](C)(C)C)=C2C(=O)C3=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C=C3C(=O)C2=C1	standard polar	2025-10-23	1657.05

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	5	Human feces	Metabolic reconstruction; Microbial culture

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

HMDB0174949

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

361510

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

ZJXVNNSMRGTDBI-UHFFFAOYSA-N

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 Emodic acid (MMDBc0020108)

MOL for #<Metabolite:0x00007f9acd3fc090>

3D MOL for #<Metabolite:0x00007f9acd3fc090>

3D SDF for #<Metabolite:0x00007f9acd3fc090>

3D-SDF for #<Metabolite:0x00007f9acd3fc090>

PDB for #<Metabolite:0x00007f9acd3fc090>

3D PDB for #<Metabolite:0x00007f9acd3fc090>

SMILES for #<Metabolite:0x00007f9acd3fc090>

INCHI for #<Metabolite:0x00007f9acd3fc090>

Structure for #<Metabolite:0x00007f9acd3fc090>

3D Structure for #<Metabolite:0x00007f9acd3fc090>