ChemFOnt: Showing chemical card for Dehydroabietic acid (CFc000042340)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:44:48 UTC

Chemfont ID

CFc000042340

Molecule Identification

Common Name

Dehydroabietic acid

Definition

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

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(-)-Dehydroabietic acid	ChEBI
1,2,3,4,4a,9,10,10a-Octahydro-1,4a-dimethyl-7-(1-methylethyl)-1-phenanthrenecarboxylic acid	ChEBI
13-Isopropylpodocarpa-8,11,13-trien-15-Oic acid	ChEBI
Abieta-8,11,13-trien-18-Oic acid	ChEBI
Dehydroabietate	ChEBI
(-)-Dehydroabietate	Generator
1,2,3,4,4a,9,10,10a-Octahydro-1,4a-dimethyl-7-(1-methylethyl)-1-phenanthrenecarboxylate	Generator
13-Isopropylpodocarpa-8,11,13-trien-15-Oate	Generator
Abieta-8,11,13-trien-18-Oate	Generator
(+)-Dehydroabietic acid	PhytoBank

Chemical Formula

C₂₀H₂₈O₂

Average Molecular Weight

300.442

Monoisotopic Molecular Weight

300.208930142

IUPAC Name

(1R,4aS,10aR)-1,4a-dimethyl-7-(propan-2-yl)-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-1-carboxylic acid

Traditional Name

(-)-dehydroabietic acid

CAS Registry Number

1740-19-8

SMILES

[H][C@@]12CCC3=CC(=CC=C3[C@@]1(C)CCC[C@@]2(C)C(O)=O)C(C)C

InChI Identifier

InChI=1S/C20H28O2/c1-13(2)14-6-8-16-15(12-14)7-9-17-19(16,3)10-5-11-20(17,4)18(21)22/h6,8,12-13,17H,5,7,9-11H2,1-4H3,(H,21,22)/t17-,19-,20-/m1/s1

InChI Key

NFWKVWVWBFBAOV-MISYRCLQSA-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

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Diterpenoid
Abietane diterpenoid
Phenanthrene
Hydrophenanthrene
Tetralin
Benzenoid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

monocarboxylic acid (CHEBI:29571 )
abietane diterpenoid (CHEBI:29571 )
carbotricyclic compound (CHEBI:29571 )
Abietane diterpenoids (C12078 )
Podocarpanes (C12078 )
Abietane diterpenoids (LMPR0104050005 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Saliva (HMDB: HMDB0061925)

Source

Exogenous

Exogenous (HMDB: HMDB0061925)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.00045 g/L	ALOGPS
logP	5.45	ALOGPS
logP	5.75	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	4.55	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	89.44 m³·mol⁻¹	ChemAxon
Polarizability	35.86 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	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

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

94391

PDB ID

Not Available

ChEBI ID

29571

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Dehydroabietic acid (CFc000042340)

MOL for CFc000042340 (Dehydroabietic acid)

3D MOL for CFc000042340 (Dehydroabietic acid)

3D SDF for CFc000042340 (Dehydroabietic acid)

3D-SDF for CFc000042340 (Dehydroabietic acid)

PDB for CFc000042340 (Dehydroabietic acid)

3D PDB for CFc000042340 (Dehydroabietic acid)

SMILES for CFc000042340 (Dehydroabietic acid)

INCHI for CFc000042340 (Dehydroabietic acid)

Structure for CFc000042340 (Dehydroabietic acid)

3D Structure for CFc000042340 (Dehydroabietic acid)