ChemFOnt: Showing chemical card for Ganolucidic acid D (CFc000016310)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:05:49 UTC

Chemfont ID

CFc000016310

Molecule Identification

Common Name

Ganolucidic acid D

Definition

Ganolucidic acid D is found in mushrooms. Ganolucidic acid D is a metabolite of Ganoderma lucidum (reishi).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(+)-Ganolucidic acid D	ChEBI
(15alpha,23S,24E)-15,23-Dihydroxy-3,11-dioxolanosta-8,24-dien-26-Oic acid	ChEBI
(2E,4S,6R)-4-Hydroxy-6-[(1R,3S,3ar,5ar,9as,11ar)-3-hydroxy-3a,6,6,9a,11a-pentamethyl-7,10-dioxo-2,3,3a,4,5,5a,6,7,8,9,9a,10,11,11a-tetradecahydro-1H-cyclopenta[a]phenanthren-1-yl]-2-methylhept-2-enoic acid	ChEBI
(+)-Ganolucidate D	Generator
(15a,23S,24E)-15,23-Dihydroxy-3,11-dioxolanosta-8,24-dien-26-Oate	Generator
(15a,23S,24E)-15,23-Dihydroxy-3,11-dioxolanosta-8,24-dien-26-Oic acid	Generator
(15alpha,23S,24E)-15,23-Dihydroxy-3,11-dioxolanosta-8,24-dien-26-Oate	Generator
(15Α,23S,24E)-15,23-dihydroxy-3,11-dioxolanosta-8,24-dien-26-Oate	Generator
(15Α,23S,24E)-15,23-dihydroxy-3,11-dioxolanosta-8,24-dien-26-Oic acid	Generator
(2E,4S,6R)-4-Hydroxy-6-[(1R,3S,3ar,5ar,9as,11ar)-3-hydroxy-3a,6,6,9a,11a-pentamethyl-7,10-dioxo-2,3,3a,4,5,5a,6,7,8,9,9a,10,11,11a-tetradecahydro-1H-cyclopenta[a]phenanthren-1-yl]-2-methylhept-2-enoate	Generator
Ganolucidate D	Generator
15alpha,23-Dihydroxy-3,11-dioxo-5alpha-lanosta-8,24E-dien-26-Oic acid	HMDB
(2E)-4-Hydroxy-6-{12-hydroxy-2,6,6,11,15-pentamethyl-5,17-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl}-2-methylhept-2-enoate	Generator

Chemical Formula

C₃₀H₄₄O₆

Average Molecular Weight

500.6668

Monoisotopic Molecular Weight

500.31378914

IUPAC Name

(2E)-4-hydroxy-6-{12-hydroxy-2,6,6,11,15-pentamethyl-5,17-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl}-2-methylhept-2-enoic acid

Traditional Name

(2E)-4-hydroxy-6-{12-hydroxy-2,6,6,11,15-pentamethyl-5,17-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl}-2-methylhept-2-enoic acid

CAS Registry Number

102607-22-7

SMILES

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

InChI Identifier

InChI=1S/C30H44O6/c1-16(12-18(31)13-17(2)26(35)36)20-14-24(34)30(7)19-8-9-22-27(3,4)23(33)10-11-28(22,5)25(19)21(32)15-29(20,30)6/h13,16,18,20,22,24,31,34H,8-12,14-15H2,1-7H3,(H,35,36)/b17-13+

InChI Key

AUAXRALNWSHMRJ-GHRIWEEISA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Dihydroxy bile acid, alcohol, or derivatives
Hydroxy bile acid, alcohol, or derivatives
23-hydroxysteroid
Bile acid, alcohol, or derivatives
Steroid acid
3-oxosteroid
15-hydroxysteroid
14-alpha-methylsteroid
Hydroxysteroid
11-oxosteroid
Oxosteroid
3-oxo-5-alpha-steroid
Steroid
Medium-chain hydroxy acid
Medium-chain fatty acid
Cyclohexenone
Hydroxy fatty acid
Fatty acid
Fatty acyl
Unsaturated fatty acid
Cyclic alcohol
Secondary alcohol
Cyclic ketone
Ketone
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Carbonyl group
Organic oxide
Alcohol
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: HMDB0035299)

Source

Endogenous

Endogenous (HMDB: HMDB0035299)

Plant

Plant (HMDB: HMDB0035299)

Animal

Animal (HMDB: HMDB0035299)

Exogenous

Food

Food (HMDB: HMDB0035299)

Vegetable

Mushroom

Exogenous (HMDB: HMDB0035299)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0035299)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0035299)

Lipid metabolism pathway (HMDB: HMDB0035299)

Cellular process

Cell signaling (HMDB: HMDB0035299)

Biochemical process

Lipid transport (HMDB: HMDB0035299)

Role

Biological role

Energy source (HMDB: HMDB0035299)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035299)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.0043 g/L	ALOGPS
logP	4.14	ALOGPS
logP	4.33	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	4.52	ChemAxon
pKa (Strongest Basic)	-0.44	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	111.9 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	139.16 m³·mol⁻¹	ChemAxon
Polarizability	56.83 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	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00023873

Chemspider ID

58828535

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

122201289

PDB ID

Not Available

ChEBI ID

156195

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Ganolucidic acid D (CFc000016310)

MOL for CFc000016310 (Ganolucidic acid D)

3D MOL for CFc000016310 (Ganolucidic acid D)

3D SDF for CFc000016310 (Ganolucidic acid D)

3D-SDF for CFc000016310 (Ganolucidic acid D)

PDB for CFc000016310 (Ganolucidic acid D)

3D PDB for CFc000016310 (Ganolucidic acid D)

SMILES for CFc000016310 (Ganolucidic acid D)

INCHI for CFc000016310 (Ganolucidic acid D)

Structure for CFc000016310 (Ganolucidic acid D)

3D Structure for CFc000016310 (Ganolucidic acid D)