ChemFOnt: Showing chemical card for Punicic acid (CFc000012167)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:00:09 UTC

Chemfont ID

CFc000012167

Molecule Identification

Common Name

Punicic acid

Definition

alpha-Eleostearic acid is found in bitter gourd. alpha-Eleostearic acid is isolated from seed oil of Momordica charantia (bitter melon

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(9E,11Z,13E)-9,11,13-Octadecatrienoic acid	ChEBI
(e,Z,e)-9,11,13-Octadecatrienoic acid	ChEBI
9-trans,11-cis,13-trans-Octadecatrienoic acid	ChEBI
9t,11C,13t-CLN	ChEBI
9t,11C,13t-CLnA	ChEBI
9t,11C,13t-Conjugated linolenic acid	ChEBI
9t,11C,13t-Linolenic acid	ChEBI
9trans,11-cis,13trans-Octadecatrienoic acid	ChEBI
C18:3 N-5 trans, 7 cis, 9 trans	ChEBI
Octadeca-9t,11C,13t-trienoic acid	ChEBI
Octadeca-9t,11C,13t-triensaeure	ChEBI
t9,C11,t13-CLN	ChEBI
t9,C11,t13-CLnA	ChEBI
t9,C11,t13-Conjugated linolenic acid	ChEBI
t9,C11,t13-Linolenic acid	ChEBI
(9E,11Z,13E)-9,11,13-Octadecatrienoate	Generator
(e,Z,e)-9,11,13-Octadecatrienoate	Generator
9-trans,11-cis,13-trans-Octadecatrienoate	Generator
9t,11C,13t-Conjugated linolenate	Generator
9t,11C,13t-Linolenate	Generator
9trans,11-cis,13trans-Octadecatrienoate	Generator
Octadeca-9t,11C,13t-trienoate	Generator
t9,C11,t13-Conjugated linolenate	Generator
t9,C11,t13-Linolenate	Generator
Punicate	Generator
(9Z,11E,13Z)-Octadeca-9,11,13-trienoic acid	HMDB
cis-9,trans-11,cis-13-Octadecatrienoic acid	HMDB
Eleostearic acid	HMDB
Punicinic acid	HMDB
Trichosanic acid	HMDB
9E,11Z,13E-Octadecatrienoate	Generator
9,11,13-CLN	MeSH
9C,11t,13t-CLN	MeSH
Eleostearic acid, (e,Z,e)-isomer	MeSH
9,11,13-Octadecatrienoic acid	MeSH
9cis,11trans,13trans-Conjugated linolenic acid	MeSH
Eleostearic acid, (e,e,e)-isomer	MeSH
9,11,13-Conjugated linolenic acid	MeSH
Eleostearic acid, (Z,e,e)-isomer	MeSH
Eleostearic acid, (Z,Z,e)-isomer	MeSH
a-Eleostearate	Generator
a-Eleostearic acid	Generator
alpha-Eleostearate	Generator
Α-eleostearate	Generator
Α-eleostearic acid	Generator

Chemical Formula

C₁₈H₃₀O₂

Average Molecular Weight

278.4296

Monoisotopic Molecular Weight

278.224580204

IUPAC Name

(9E,11Z,13E)-octadeca-9,11,13-trienoic acid

Traditional Name

9t,11c,13t-linolenic acid

CAS Registry Number

544-72-9

SMILES

CCCC\C=C\C=C/C=C/CCCCCCCC(O)=O

InChI Identifier

InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h5-10H,2-4,11-17H2,1H3,(H,19,20)/b6-5+,8-7-,10-9+

InChI Key

CUXYLFPMQMFGPL-MRZTUZPCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Lineolic acids and derivatives

Direct Parent

Lineolic acids and derivatives

Alternative Parents

Substituents

Octadecanoid
Long-chain fatty acid
Fatty acid
Unsaturated fatty acid
Straight chain fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

9,11,13-octadecatrienoic acid (CHEBI:38383 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0030963)
Membrane (HMDB: HMDB0030963)

Source

Endogenous

Endogenous (HMDB: HMDB0030963)

Exogenous

Exogenous (HMDB: HMDB0030963)

Food

Fruit

Tropical fruit

Pomegranate (FooDB: FOOD00151)

Fruits (FooDB: FOOD00871)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Not Available

Cyclooxygenase 1 inhibitor (HMDB: HMDB0030963)
Cyclooxygenase 2 inhibitor (HMDB: HMDB0030963)
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor (HMDB: HMDB0030963)

Enzyme inhibitor

Cyclooxygenase inhibitor (HMDB: HMDB0030963)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.00024 g/L	ALOGPS
logP	6.65	ALOGPS
logP	6.06	ChemAxon
logS	-6.1	ALOGPS
pKa (Strongest Acidic)	4.99	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	13	ChemAxon
Refractivity	89.64 m³·mol⁻¹	ChemAxon
Polarizability	35.91 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon