ChemFOnt: Showing chemical card for 7,12-Dihydroxy-3,11,15,23-tetraoxolanost-8-en-26-oic acid (CFc000014122)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:02:43 UTC

Chemfont ID

CFc000014122

Molecule Identification

Common Name

7,12-Dihydroxy-3,11,15,23-tetraoxolanost-8-en-26-oic acid

Definition

7,12-Dihydroxy-3,11,15,23-tetraoxolanost-8-en-26-oic acid is found in mushrooms. 7,12-Dihydroxy-3,11,15,23-tetraoxolanost-8-en-26-oic acid is a constituent of Ganoderma lucidum (reishi).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3,4',5,7-Tetrahydroxyflavylium(1+), 8ci	HMDB
3-O-[4-Hydroxy-3-methoxy-e-cinnamoyl-(->4)-a-L-rhamnopyranosyl-(1->6)-b-D-glucopyranoside], 5-O-b-D-glucopyranoside	HMDB
7,12-Dihydroxy-3,11,15,23-tetraoxo-(7beta,12beta)-lanost-8-en-26-Oic acid	HMDB
6-{9,16-dihydroxy-2,6,6,11,15-pentamethyl-5,12,17-trioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl}-2-methyl-4-oxoheptanoate	Generator
7,12-Dihydroxy-3,11,15,23-tetraoxolanost-8-en-26-Oate	Generator

Chemical Formula

C₃₀H₄₂O₈

Average Molecular Weight

530.6497

Monoisotopic Molecular Weight

530.28796832

IUPAC Name

6-{9,16-dihydroxy-2,6,6,11,15-pentamethyl-5,12,17-trioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl}-2-methyl-4-oxoheptanoic acid

Traditional Name

6-{9,16-dihydroxy-2,6,6,11,15-pentamethyl-5,12,17-trioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl}-2-methyl-4-oxoheptanoic acid

CAS Registry Number

97653-94-6

SMILES

CC(CC(=O)CC(C)C(O)=O)C1CC(=O)C2(C)C3=C(C(=O)C(O)C12C)C1(C)CCC(=O)C(C)(C)C1CC3O

InChI Identifier

InChI=1S/C30H42O8/c1-14(10-16(31)11-15(2)26(37)38)17-12-21(34)30(7)22-18(32)13-19-27(3,4)20(33)8-9-28(19,5)23(22)24(35)25(36)29(17,30)6/h14-15,17-19,25,32,36H,8-13H2,1-7H3,(H,37,38)

InChI Key

LCIUOVOXWPIXOR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
Hydroxycinnamic acid or derivatives
Hydroxycinnamic acid
Coumaric acid or derivatives
Cinnamic acid or derivatives
Cinnamic acid
O-glycosyl compound
Disaccharide
1-benzopyran
Methoxyphenol
Benzopyran
Anisole
P-quinomethane
Styrene
Quinomethane
Phenoxy compound
Phenol ether
Methoxybenzene
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Oxane
Ketone
Cyclic ketone
Secondary alcohol
Monocarboxylic acid or derivatives
Polyol
Acetal
Oxacycle
Carboximidic acid
Carboxylic acid derivative
Organoheterocyclic compound
Ether
Organic oxide
Hydrocarbon derivative
Alcohol
Primary alcohol
Carbonyl group
Organic cation
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: HMDB0033023)

Source

Endogenous

Endogenous (HMDB: HMDB0033023)

Plant

Plant (HMDB: HMDB0033023)

Animal

Animal (HMDB: HMDB0033023)

Exogenous

Food

Food (HMDB: HMDB0033023)

Vegetable

Mushroom

Exogenous (HMDB: HMDB0033023)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0033023)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0033023)

Lipid metabolism pathway (HMDB: HMDB0033023)

Cellular process

Cell signaling (HMDB: HMDB0033023)

Biochemical process

Lipid transport (HMDB: HMDB0033023)

Role

Biological role

Energy source (HMDB: HMDB0033023)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0033023)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.024 g/L	ALOGPS
logP	3.06	ALOGPS
logP	3.15	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	4.16	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	146.04 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	139.45 m³·mol⁻¹	ChemAxon
Polarizability	57.39 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

HMDB0033021

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB011013

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

74976916

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 7,12-Dihydroxy-3,11,15,23-tetraoxolanost-8-en-26-oic acid (CFc000014122)

MOL for CFc000014122 (7,12-Dihydroxy-3,11,15,23-tetraoxolanost-8-en-26-oic acid)

3D MOL for CFc000014122 (7,12-Dihydroxy-3,11,15,23-tetraoxolanost-8-en-26-oic acid)

3D SDF for CFc000014122 (7,12-Dihydroxy-3,11,15,23-tetraoxolanost-8-en-26-oic acid)

3D-SDF for CFc000014122 (7,12-Dihydroxy-3,11,15,23-tetraoxolanost-8-en-26-oic acid)

PDB for CFc000014122 (7,12-Dihydroxy-3,11,15,23-tetraoxolanost-8-en-26-oic acid)

3D PDB for CFc000014122 (7,12-Dihydroxy-3,11,15,23-tetraoxolanost-8-en-26-oic acid)

SMILES for CFc000014122 (7,12-Dihydroxy-3,11,15,23-tetraoxolanost-8-en-26-oic acid)

INCHI for CFc000014122 (7,12-Dihydroxy-3,11,15,23-tetraoxolanost-8-en-26-oic acid)

Structure for CFc000014122 (7,12-Dihydroxy-3,11,15,23-tetraoxolanost-8-en-26-oic acid)

3D Structure for CFc000014122 (7,12-Dihydroxy-3,11,15,23-tetraoxolanost-8-en-26-oic acid)