ChemFOnt: Showing chemical card for 20-Hydroxy-3,7,11,15,23-pentaoxolanost-8-en-26-oic acid (CFc000016889)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:06:39 UTC

Chemfont ID

CFc000016889

Molecule Identification

Common Name

20-Hydroxy-3,7,11,15,23-pentaoxolanost-8-en-26-oic acid

Definition

20-Hydroxy-3,7,11,15,23-pentaoxolanost-8-en-26-oic acid is found in mushrooms. 20-Hydroxy-3,7,11,15,23-pentaoxolanost-8-en-26-oic acid is a constituent of Ganoderma lucidum (reishi)

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
6-b-D-Glucopyranosyl-8-b-D-ribopyranosylapigenin	Generator
6-Β-D-glucopyranosyl-8-β-D-ribopyranosylapigenin	Generator
20-Hydroxy-3,7,11,15,23-pentaoxo-5alpha-lanost-8-en-26-Oic acid	HMDB
Ganoderic acid o??	HMDB
6-Hydroxy-2-methyl-4-oxo-6-{2,6,6,11,15-pentamethyl-5,9,12,17-tetraoxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl}heptanoate	Generator
20-Hydroxy-3,7,11,15,23-pentaoxolanost-8-en-26-Oate	Generator

Chemical Formula

C₃₀H₄₀O₈

Average Molecular Weight

528.6338

Monoisotopic Molecular Weight

528.272318256

IUPAC Name

6-hydroxy-2-methyl-4-oxo-6-{2,6,6,11,15-pentamethyl-5,9,12,17-tetraoxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl}heptanoic acid

Traditional Name

6-hydroxy-2-methyl-4-oxo-6-{2,6,6,11,15-pentamethyl-5,9,12,17-tetraoxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl}heptanoic acid

CAS Registry Number

110241-21-9

SMILES

CC(CC(=O)CC(C)(O)C1CC(=O)C2(C)C3=C(C(=O)CC12C)C1(C)CCC(=O)C(C)(C)C1CC3=O)C(O)=O

InChI Identifier

InChI=1S/C30H40O8/c1-15(25(36)37)10-16(31)13-29(6,38)20-12-22(35)30(7)24-17(32)11-19-26(2,3)21(34)8-9-27(19,4)23(24)18(33)14-28(20,30)5/h15,19-20,38H,8-14H2,1-7H3,(H,36,37)

InChI Key

QXAZRJVLUHRKJT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid 8-c-glycosides. Flavonoid 8-C-glycosides are compounds containing a carbohydrate moiety which is C-glycosidically linked to 8-position of a 2-phenylchromen-4-one flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid 8-C-glycosides

Alternative Parents

Substituents

Flavonoid-8-c-glycoside
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Phenolic glycoside
C-glycosyl compound
Chromone
Glycosyl compound
Benzopyran
1-benzopyran
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Pyran
Monocyclic benzene moiety
Oxane
Monosaccharide
Benzenoid
Heteroaromatic compound
Vinylogous acid
Secondary alcohol
Polyol
Oxacycle
Dialkyl ether
Ether
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Primary alcohol
Organic oxide
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035895)

Source

Endogenous

Endogenous (HMDB: HMDB0035895)

Plant

Plant (HMDB: HMDB0035895)

Animal

Animal (HMDB: HMDB0035895)

Exogenous

Food

Food (HMDB: HMDB0035895)

Vegetable

Mushroom

Exogenous (HMDB: HMDB0035895)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0035895)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0035895)

Lipid metabolism pathway (HMDB: HMDB0035895)

Cellular process

Cell signaling (HMDB: HMDB0035895)

Biochemical process

Lipid transport (HMDB: HMDB0035895)

Role

Biological role

Energy source (HMDB: HMDB0035895)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035895)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.017 g/L	ALOGPS
logP	3.27	ALOGPS
logP	3.27	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	4.21	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	142.88 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	138.81 m³·mol⁻¹	ChemAxon
Polarizability	55.46 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0033571

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB011643

KNApSAcK ID

Not Available

Chemspider ID

2788145

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3550102

PDB ID

Not Available

ChEBI ID

139467

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 20-Hydroxy-3,7,11,15,23-pentaoxolanost-8-en-26-oic acid (CFc000016889)

MOL for CFc000016889 (20-Hydroxy-3,7,11,15,23-pentaoxolanost-8-en-26-oic acid)

3D MOL for CFc000016889 (20-Hydroxy-3,7,11,15,23-pentaoxolanost-8-en-26-oic acid)

3D SDF for CFc000016889 (20-Hydroxy-3,7,11,15,23-pentaoxolanost-8-en-26-oic acid)

3D-SDF for CFc000016889 (20-Hydroxy-3,7,11,15,23-pentaoxolanost-8-en-26-oic acid)

PDB for CFc000016889 (20-Hydroxy-3,7,11,15,23-pentaoxolanost-8-en-26-oic acid)

3D PDB for CFc000016889 (20-Hydroxy-3,7,11,15,23-pentaoxolanost-8-en-26-oic acid)

SMILES for CFc000016889 (20-Hydroxy-3,7,11,15,23-pentaoxolanost-8-en-26-oic acid)

INCHI for CFc000016889 (20-Hydroxy-3,7,11,15,23-pentaoxolanost-8-en-26-oic acid)

Structure for CFc000016889 (20-Hydroxy-3,7,11,15,23-pentaoxolanost-8-en-26-oic acid)

3D Structure for CFc000016889 (20-Hydroxy-3,7,11,15,23-pentaoxolanost-8-en-26-oic acid)