ChemFOnt: Showing chemical card for Ganoderic acid W (CFc000014177)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:02:47 UTC

Chemfont ID

CFc000014177

Molecule Identification

Common Name

Ganoderic acid W

Definition

Ganoderic acid W is found in mushrooms. Ganoderic acid W is a constituent of Ganoderma lucidum (reishi).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2Z)-6-[5,12-Bis(acetyloxy)-9-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl]-2-methylhept-2-enoate	Generator
Ganoderate W	Generator

Chemical Formula

C₃₄H₅₂O₇

Average Molecular Weight

572.7725

Monoisotopic Molecular Weight

572.371304018

IUPAC Name

(2Z)-6-[5,12-bis(acetyloxy)-9-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl]-2-methylhept-2-enoic acid

Traditional Name

(2Z)-6-[5,12-bis(acetyloxy)-9-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl]-2-methylhept-2-enoic acid

CAS Registry Number

86377-49-3

SMILES

CC(CC\C=C(\C)C(O)=O)C1CC(OC(C)=O)C2(C)C3=C(CCC12C)C1(C)CCC(OC(C)=O)C(C)(C)C1CC3O

InChI Identifier

InChI=1S/C34H52O7/c1-19(11-10-12-20(2)30(38)39)24-17-28(41-22(4)36)34(9)29-23(13-16-33(24,34)8)32(7)15-14-27(40-21(3)35)31(5,6)26(32)18-25(29)37/h12,19,24-28,37H,10-11,13-18H2,1-9H3,(H,38,39)/b20-12-

InChI Key

DIXZQXARJMRUPX-NDENLUEZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as scalarane sesterterpenoids. These are sesterterpenoids with a structure based on the scalarane backbone. Scalarane is a tetracyclic compound, which is similar the homoandrostane with five methyl groups at the 4-, 4-, 8-, 17-, 17a-positions.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesterterpenoids

Direct Parent

Scalarane sesterterpenoids

Alternative Parents

Substituents

Scalarane sesterterpenoid
Ether
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033078)

Source

Endogenous

Endogenous (HMDB: HMDB0033078)

Plant

Plant (HMDB: HMDB0033078)

Animal

Animal (HMDB: HMDB0033078)

Exogenous

Food

Food (HMDB: HMDB0033078)

Vegetable

Mushroom

Exogenous (HMDB: HMDB0033078)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0033078)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0033078)

Lipid metabolism pathway (HMDB: HMDB0033078)

Cellular process

Cell signaling (HMDB: HMDB0033078)

Biochemical process

Lipid transport (HMDB: HMDB0033078)

Role

Biological role

Energy source (HMDB: HMDB0033078)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0033078)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.001 g/L	ALOGPS
logP	5.97	ALOGPS
logP	5.32	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	4.62	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	110.13 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	157.6 m³·mol⁻¹	ChemAxon
Polarizability	65.48 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0029494

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB000627

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

131750878

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Ganoderic acid W (CFc000014177)

MOL for CFc000014177 (Ganoderic acid W)

3D MOL for CFc000014177 (Ganoderic acid W)

3D SDF for CFc000014177 (Ganoderic acid W)

3D-SDF for CFc000014177 (Ganoderic acid W)

PDB for CFc000014177 (Ganoderic acid W)

3D PDB for CFc000014177 (Ganoderic acid W)

SMILES for CFc000014177 (Ganoderic acid W)

INCHI for CFc000014177 (Ganoderic acid W)

Structure for CFc000014177 (Ganoderic acid W)

3D Structure for CFc000014177 (Ganoderic acid W)