ChemFOnt: Showing chemical card for 3-Epimasticadienolic acid (CFc000021843)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:13:48 UTC

Chemfont ID

CFc000021843

Molecule Identification

Common Name

3-Epimasticadienolic acid

Definition

Masticadienolic acid is found in fruits. Masticadienolic acid is isolated from terebinth (Pistacia terebinthus).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-Epimasticadienolate	Generator
(2E)-6-{5-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-14-yl}-2-methylhept-2-enoate	Generator

Chemical Formula

C₃₀H₄₈O₃

Average Molecular Weight

456.7003

Monoisotopic Molecular Weight

456.360345402

IUPAC Name

(2E)-6-{5-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-14-yl}-2-methylhept-2-enoic acid

Traditional Name

(2E)-6-{5-hydroxy-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-14-yl}-2-methylhept-2-enoic acid

CAS Registry Number

None

SMILES

CC(CC\C=C(/C)C(O)=O)C1CCC2(C)C3=CCC4C(C)(C)C(O)CCC4(C)C3CCC12C

InChI Identifier

InChI=1S/C30H48O3/c1-19(9-8-10-20(2)26(32)33)21-13-17-30(7)23-11-12-24-27(3,4)25(31)15-16-28(24,5)22(23)14-18-29(21,30)6/h10-11,19,21-22,24-25,31H,8-9,12-18H2,1-7H3,(H,32,33)/b20-10+

InChI Key

UILQHUKSFUOOLH-KEBDBYFISA-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
Hydroxy bile acid, alcohol, or derivatives
Monohydroxy bile acid, alcohol, or derivatives
Cholane-skeleton
Bile acid, alcohol, or derivatives
Steroid acid
3-hydroxy-delta-7-steroid
3-hydroxysteroid
Hydroxysteroid
Steroid
Delta-7-steroid
Medium-chain fatty acid
Hydroxy fatty acid
Unsaturated fatty acid
Fatty acyl
Fatty acid
Cyclic alcohol
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Carbonyl group
Organic oxygen compound
Alcohol
Organooxygen compound
Organic oxide
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: HMDB0040976)

Source

Exogenous

Exogenous (HMDB: HMDB0040976)

Food

Food (HMDB: HMDB0040976)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Endogenous (HMDB: HMDB0040976)

Plant

Plant (HMDB: HMDB0040976)

Animal

Animal (HMDB: HMDB0040976)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0040976)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0040976)

Lipid metabolism pathway (HMDB: HMDB0040976)

Cellular process

Cell signaling (HMDB: HMDB0040976)

Biochemical process

Lipid transport (HMDB: HMDB0040976)

Role

Biological role

Energy source (HMDB: HMDB0040976)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0040976)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.00033 g/L	ALOGPS
logP	7.46	ALOGPS
logP	6.94	ChemAxon
logS	-6.1	ALOGPS
pKa (Strongest Acidic)	4.81	ChemAxon
pKa (Strongest Basic)	-0.81	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	136.53 m³·mol⁻¹	ChemAxon
Polarizability	54.77 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

HMDB0040976

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB020831

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

15560131

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3-Epimasticadienolic acid (CFc000021843)

MOL for CFc000021843 (3-Epimasticadienolic acid)

3D MOL for CFc000021843 (3-Epimasticadienolic acid)

3D SDF for CFc000021843 (3-Epimasticadienolic acid)

3D-SDF for CFc000021843 (3-Epimasticadienolic acid)

PDB for CFc000021843 (3-Epimasticadienolic acid)

3D PDB for CFc000021843 (3-Epimasticadienolic acid)

SMILES for CFc000021843 (3-Epimasticadienolic acid)

INCHI for CFc000021843 (3-Epimasticadienolic acid)

Structure for CFc000021843 (3-Epimasticadienolic acid)

3D Structure for CFc000021843 (3-Epimasticadienolic acid)