CAS 1783-84-2|Star GLA (GNC)|(Z,Z,Z)-8,11,14-Eicosatrienoic acid|Tona-lean 1000 CLA (Action Labs) |(8Z,11Z,14Z)-icosa-8,11,14-trienoic acid|8,11,14-Eicosatrienoic Acid|gamma-Homolinolenic acid|cis-8...

General Information

Structure

Molecular Formula

C₂₀H₃₄O₂

Molecular Mass

306.48276

Exact Mass

306.25588033

Charge

InChI

InChI=1S/C20H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13H,2-5,8,11,14-19H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-

InChIKey

HOBAELRKJCKHQD-QNEBEIHSSA-N

Canonic Smiles

CCCCC/C=C\C/C=C\C/C=C\CCCCCCC(=O)O

Isomeric Smiles

OC(=O)CCCCCC/C=C\C/C=C\C/C=C\CCCCC

Calculated Properties

JChem

LogD (pH = 7.4)

4.47

LogD (pH = 5.5)

6.24

Log P

6.95

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

false

Acid pKa

4.89

Polar Surface Area

37.30

Polarizability

39.02

Molar Refractivity

98.84

LOG S

-8.17

Data Source

Academic Data

Commercial Catalog

Data Source

Names and Identifiers

Brand Name

Star GLA (GNC)Tona-lean 1000 CLA (Action Labs)

Synonyms

(Z,Z,Z)-8,11,14-Eicosatrienoic acid8,11,14-Eicosatrienoic Acidgamma-Homolinolenic acidcis-8,11,14-Eicosatrienoic acidDihomo-gamma-linolenic acid(8E,11E,14E)-8,11,14-Icosatrienoic acidDGLAHomo-gamma-linolenic acid顺式-8，11，14-二十烷三烯酸甲酯cis-8,11,14-Eicosatrienoic acid顺式-8,11,14-二十碳三烯酸Homo-γ-linolenic acidall-cis-8,11,14-Eicosatrienoic Acid8,11,14-all-cis-Eicosatrienoic acidRo 12-1989γ-Homolinolenic AcidDihomo-γ-linolenic Acid(8Z,11Z,14Z)-8,11,14-Eicosatrienoic AcidBishomo-γ-linolenic Acidcis-8,cis-11,cis-14-Eicosatrienoic Acidcis-8,11,14-Eicosatrienoic Acidall-cis-eicosa-8,11,14-trienoic acidDihomo-gamma-linolenic acid8c,11c,14c-EicosatriensaeureHomo-gamma-linolensaeure(8Z,11Z,14Z)-Icosatrienoic acidall-cis-8,11,14-icosatrienoic acid20:3, n-6,9,12 all-cis8c,11c,14c-eicosatrienoic acid(Z,Z,Z)-8,11,14-Eicosatrienoic acid(Z,Z,Z)-8,11,14-IcosatrienoateC20:3, n-6,9,12 all-cisHomo-gamma-linolenic aciddihomo-gamma-linolenic acidcis,cis,cis-8,11,14-eicosatrienoic acidall-cis-8,11,14-eicosatrienoic acidall-cis-icosa-8,11,14-trienoic acidgamma-Homolinolenic acid8Z,11Z,14Z-eicosatrienoic acid8,11,14-Eicosatrienoic Acideicosa-8Z,11Z,14Z-trienoic acid(Z,Z,Z)-8,11,14-Icosatrienoic acidall-cis-Eicosa-8,11,14-triensaeureDGLA

IUPAC name

(8Z,11Z,14Z)-icosa-8,11,14-trienoic acid

IUPAC Traditional name

gamma-homolinolenic acid dihomo-gamma-linolenic acid

Names and Identifiers

Registration numbers

Properties

Physical Property

Hydrophobicity(logP)

6.8

Flash Point

62 °C

143.6 °F

Refractive Index

n20/D 1.478(lit.)

Solubility

chloroform: soluble50 mg/mL, clear, colorless

Safety Information

German water hazard class

Storage Temperature

-20°C

Personal Protective Equipment

Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)

Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

MSDS Link

Download link

Product Information

Properties

Related Proteins

PDB Bank

1FE2

Related Proteins

Molecular Spectra

No Data Available

Click here to submit data

Molecule Details

DrugBank

DB00154

Drug Groups

approved; nutraceutical

Description

A 20-carbon-chain fatty acid, unsaturated at positions 8, 11, and 14. It differs from arachidonic acid, 5,8,11,14-eicosatetraenoic acid, only at position 5. [PubChem]

Indication

For nutritional supplementation, also for treating dietary shortage or imbalance

Pharmacology

Dihomo gamma-linolenic acid or DHLA is an n-6 (omega-6) polyunsaturated fatty acid. It is comprised of 20 carbon atoms and three double bonds. DHLA is a byproduct of the 18 carbon gamma-linolenic acid (GLA). DHLA is then converted into prostaglandin E1 (PGE1). PGE1 inhibits platelet aggregation and also exerts a vasodilatory effect.

Affected Organisms

Humans and other mammals

External Links

• [PDRhealth]

Sigma Aldrich

E4504

包装
100 mg in ampule
Sealed ampule.

TRC

E477930

cis-8,11,14-Eicosatrienoic acid is a fatty acid which has selective tumoricidal action.

ChEBI

CHEBI:53486

An icosatrienoic acid having three cis double bonds at positions 8, 11 and 14.

Molecule Details

References

PubChem Literature

From Data Sources

• Rudra, P., et al.: Anticancer Res., 21, 29 (1991)

• Menendez, J., et al.: Breast Cancer Res. Treat., 72, 203 (1991)

• Das, U., et al.: Cancer Lett., 56, 235 (1991)

References

Bioactivity

PubChem BioAssay

Bioactivity

Data Source

Academic Data

Commercial Catalog

Names and Identifiers

Brand Name

Star GLA (GNC)Tona-lean 1000 CLA (Action Labs)

Synonyms

IUPAC name

(8Z,11Z,14Z)-icosa-8,11,14-trienoic acid

IUPAC Traditional name

gamma-homolinolenic acid dihomo-gamma-linolenic acid

Properties

Physical Property

Hydrophobicity(logP)

6.8

Flash Point

62 °C

143.6 °F

Refractive Index

n20/D 1.478(lit.)

Solubility

chloroform: soluble50 mg/mL, clear, colorless

Safety Information

German water hazard class

Storage Temperature

-20°C

Personal Protective Equipment

Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)

Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

MSDS Link

Download link

Product Information

Related Proteins

PDB Bank

1FE2

Molecule Details

DrugBank

DB00154

Drug Groups

approved; nutraceutical

Description

A 20-carbon-chain fatty acid, unsaturated at positions 8, 11, and 14. It differs from arachidonic acid, 5,8,11,14-eicosatetraenoic acid, only at position 5. [PubChem]

Indication

For nutritional supplementation, also for treating dietary shortage or imbalance

Pharmacology

Affected Organisms

Humans and other mammals

External Links

• [PDRhealth]

Sigma Aldrich

E4504

包装
100 mg in ampule
Sealed ampule.

TRC

E477930