ChemFOnt: Showing chemical card for 7-Oxo-8,15-isopimaradien-18-oic acid (CFc000017749)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:07:53 UTC

Chemfont ID

CFc000017749

Molecule Identification

Common Name

7-Oxo-8,15-isopimaradien-18-oic acid

Definition

7-Oxo-8,15-isopimaradien-18-oic acid is found in fruits. 7-Oxo-8,15-isopimaradien-18-oic acid is isolated from Juniperus communis (juniper).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
7-oxo-8,15-Isopimaradien-18-Oate	Generator
7-Ethenyl-1,4a,7-trimethyl-9-oxo-1,2,3,4,4a,5,6,7,8,9,10,10a-dodecahydrophenanthrene-1-carboxylate	HMDB

Chemical Formula

C₂₀H₂₈O₃

Average Molecular Weight

316.4345

Monoisotopic Molecular Weight

316.203844762

IUPAC Name

7-ethenyl-1,4a,7-trimethyl-9-oxo-1,2,3,4,4a,5,6,7,8,9,10,10a-dodecahydrophenanthrene-1-carboxylic acid

Traditional Name

7-ethenyl-1,4a,7-trimethyl-9-oxo-2,3,4,5,6,8,10,10a-octahydrophenanthrene-1-carboxylic acid

CAS Registry Number

114191-62-7

SMILES

CC1(CCC2=C(C1)C(=O)CC1C(C)(CCCC21C)C(O)=O)C=C

InChI Identifier

InChI=1S/C20H28O3/c1-5-18(2)10-7-14-13(12-18)15(21)11-16-19(14,3)8-6-9-20(16,4)17(22)23/h5,16H,1,6-12H2,2-4H3,(H,22,23)

InChI Key

MKABKMLRRKPPCP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Pimarane diterpenoid
Diterpenoid
Phenanthrene
Hydrophenanthrene
Cyclohexenone
Ketone
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Biological location

Cellular substructure

Route of exposure

Ingestion (HMDB: HMDB0036812)

Endogenous (HMDB: HMDB0036812)

Plant (HMDB: HMDB0036812)

Animal (HMDB: HMDB0036812)

Food (HMDB: HMDB0036812)

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0036812)

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0036812)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0036812)

Lipid metabolism pathway (HMDB: HMDB0036812)

Cellular process

Cell signaling (HMDB: HMDB0036812)

Biochemical process

Lipid transport (HMDB: HMDB0036812)

Biological role

Energy source (HMDB: HMDB0036812)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant (HMDB: HMDB0036812)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.012 g/L	ALOGPS
logP	3.79	ALOGPS
logP	4.36	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	4.58	ChemAxon
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	90.76 m³·mol⁻¹	ChemAxon
Polarizability	36.22 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available