Showing chemical card for Xerocomic acid (CFc000010699)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:58:13 UTC

Chemfont ID

CFc000010699

Molecule Identification

Common Name

Xerocomic acid

Definition

Xerocomic acid is found in mushrooms. Xerocomic acid is isolated from Boletus erythropus (dotted-stem bolete) and Gomphidius glutinosus (spike cap

Structure

MOL SDF PDB SMILES InChI

SMILES for CFc000010699 (Xerocomic acid)

OC(=O)C(=C1\OC(=O)C(=C1O)C1=CC=C(O)C(O)=C1)\C1=CC=C(O)C=C1

Download

INCHI for CFc000010699 (Xerocomic acid)

InChI=1S/C18H12O8/c19-10-4-1-8(2-5-10)14(17(23)24)16-15(22)13(18(25)26-16)9-3-6-11(20)12(21)7-9/h1-7,19-22H,(H,23,24)/b16-14+

Download

Structure for CFc000010699 (Xerocomic acid)

Download

3D Structure for CFc000010699 (Xerocomic acid)

Synonyms

Value	Source
Xerocomate	Generator
2-[(2E)-4-(3,4-Dihydroxyphenyl)-3-hydroxy-5-oxo-2,5-dihydrofuran-2-ylidene]-2-(4-hydroxyphenyl)acetate	HMDB

Chemical Formula

C₁₈H₁₂O₈

Average Molecular Weight

356.2831

Monoisotopic Molecular Weight

356.05321736

IUPAC Name

2-[(2E)-4-(3,4-dihydroxyphenyl)-3-hydroxy-5-oxo-2,5-dihydrofuran-2-ylidene]-2-(4-hydroxyphenyl)acetic acid

Traditional Name

[(2E)-4-(3,4-dihydroxyphenyl)-3-hydroxy-5-oxofuran-2-ylidene](4-hydroxyphenyl)acetic acid

CAS Registry Number

25287-88-1

SMILES

OC(=O)C(=C1\OC(=O)C(=C1O)C1=CC=C(O)C(O)=C1)\C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C18H12O8/c19-10-4-1-8(2-5-10)14(17(23)24)16-15(22)13(18(25)26-16)9-3-6-11(20)12(21)7-9/h1-7,19-22H,(H,23,24)/b16-14+

InChI Key

LJVSOLKVNIGBDE-JQIJEIRASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as catechols. Catechols are compounds containing a 1,2-benzenediol moiety.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

1-hydroxy-4-unsubstituted benzenoids
1-hydroxy-2-unsubstituted benzenoids
Dicarboxylic acids and derivatives
Butenolides
Benzene and substituted derivatives
Vinylogous acids
Enol esters
Enoate esters
Lactones
Oxacyclic compounds
Enols
Carboxylic acids
Organic oxides
Hydrocarbon derivatives
Carbonyl compounds

Substituents

Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
2-furanone
Dicarboxylic acid or derivatives
Vinylogous acid
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Dihydrofuran
Enol ester
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Enol
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Carbonyl group
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0029460)
Cell membrane (HMDB: HMDB0029460)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029460)

Source

Endogenous

Endogenous (HMDB: HMDB0029460)

Plant

Plant (HMDB: HMDB0029460)

Exogenous

Food

Food (HMDB: HMDB0029460)

Vegetable

Mushroom

Common mushroom (FooDB: FOOD00547)
Oyster mushroom (FooDB: FOOD00553)
Mushrooms (FooDB: FOOD00853)

Exogenous (HMDB: HMDB0029460)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.057 g/L	ALOGPS
logP	2.53	ALOGPS
logP	1.94	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	2.48	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	144.52 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	90.06 m³·mol⁻¹	ChemAxon
Polarizability	34.17 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

External Links

HMDB ID

HMDB0029460

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB000581

KNApSAcK ID

C00041220

Chemspider ID

30776773

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Xerocomic acid

METLIN ID

Not Available

PubChem Compound

54730624

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Xerocomic acid (CFc000010699)

MOL for CFc000010699 (Xerocomic acid)

3D MOL for CFc000010699 (Xerocomic acid)

3D SDF for CFc000010699 (Xerocomic acid)

3D-SDF for CFc000010699 (Xerocomic acid)

PDB for CFc000010699 (Xerocomic acid)

3D PDB for CFc000010699 (Xerocomic acid)

SMILES for CFc000010699 (Xerocomic acid)

INCHI for CFc000010699 (Xerocomic acid)

Structure for CFc000010699 (Xerocomic acid)

3D Structure for CFc000010699 (Xerocomic acid)