CAS 463-40-1|linolenate|Alpha-Linolenic Acid|α-linolenic acid|alpha-Linolenate|9,12,15-Octadecatrienoic acid|ALA|(9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid|(9Z,12Z,15Z)-Octadecatrienoic acid|(Z,Z,...

基本信息

化学结构

分子式

C₁₈H₃₀O₂

分子量

278.4296

精确质量

278.2245802

电荷

InChI

InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-4,6-7,9-10H,2,5,8,11-17H2,1H3,(H,19,20)/b4-3-,7-6-,10-9-

InChIKey

DTOSIQBPPRVQHS-PDBXOOCHSA-N

Canonic Smiles

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

Isomeric Smiles

OC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC

计算属性

JChem

LogD (pH = 7.4)

3.68

LogD (pH = 5.5)

5.43

Log P

6.06

可自由旋转的化学键

质子供体

质子受体

里宾斯基五规则

false

Acid pKa

4.99

极化表面积

37.30

极化性

35.00

摩尔折射率

89.64

LOG S

-7.17

数据来源

学术数据

产品目录

数据来源

名称和标识

别名

Alpha-Linolenic Acidalpha-Linolenate9,12,15-Octadecatrienoic acid(9Z,12Z,15Z)-Octadecatrienoic acidlinolenateALALinolenic Acid(Z,Z,Z)-Octadeca-9,12,15-trienoic Acid9,12,15-all-cis-Octadecatrienoic Acidall-cis-9,12,15-Octadecatrienoic Acid(9Z,12Z,15Z)-9,12,15-Octadecatrienoic Acidα-Linolenic Acid(all-Z)-9,12,15-Octadecatrienoic Acidcis-Δ9,12,15-Octadecatrienoic acidALA(9Z,12Z,15Z)-Octadecatrienoic acidall-cis-9,12,15-octadecatrienoic acidcis-Delta(9,12,15)-octadecatrienoic acidalpha-linolenic acidlinolenic acidalpha-linolenic acidALPHA-LINOLENIC ACID9-cis,12-cis,15-cis-octadecatrienoic acid(9,12,15)-linolenic acidcis,cis,cis-9,12,15-octadecatrienoic acid9,12,15-Octadecatrienoic acid(Z,Z,Z)-9,12,15-octadecatrienoic acidalpha-Linolenic acid

IUPAC传统名

α-linolenic acid α linolenic acid

IUPAC标准名

(9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid

名称和标识

数据登录号

PubChem CID

5280934

CAS号

463-40-1

PubChem SID

465076201609634818144514

BKMS React数据库

90146228720262066964453134393045938426075522461144893439355572101867432932469697614481413263

BRENDA数据库

1.13.11.404.2.2.56.2.1.31.7.2.51.13.11.451.14.18.41.3.99.51.14.19.263.1.1.133.5.1.141.13.11.581.14.99.11.13.11.773.1.1.118

PubMed文献链接

113041271023262519269799246390122485565524320056

BRENDA Ligand数据库

69761018675522669644260714134329901464393026326204531345938228720

UniProt数据库

Q99P63O76324A8FCX8A0K483A1K3U3P24653P0DD35A9KGD2Q39JX3A1R5F5Q89FU4Q87WY7Q2RJD5A3PEE0Q3SZP7

KNApSAcK数据库

C00007247

MetaboLights数据库

MTBLS287MTBLS1693MTBLS2597MTBLS334MTBLS4507MTBLS2096MTBLS363MTBLS297MTBLS1796MTBLS129MTBLS399MTBLS699MTBLS494MTBLS4012MTBLS93

SABIO-RK数据库

149631616413583985014688

CompTox数据库

PDB数据库

MetaCyc数据库

SureChEMBL数据库

CHEMBL

KEGG ID

LIPID MAPS Instance

Reaxys Registry

Reactom Database

R-HSA-1989753R-HSA-1989765R-HSA-1989778R-HSA-1989750R-HSA-1989746R-HSA-1989751R-HSA-560517R-HSA-1801587R-HSA-1989777R-HSA-383313R-HSA-1592238R-HSA-1989756R-HSA-1989767R-HSA-1989747R-HSA-1989764

专利号

US2008166781EP1685834EP1676488EP1961311US2007196445US2008176956US2007265341US2008058418EP1854462US2006035350US2004131648US2005014826

PDBeChem数据库

LNL

EnzymePortal数据库

Q84K11

CHEBI ID

CHEBI:27432CHEBI:43891CHEBI:22462CHEBI:10298

Golm数据库

9c8cfa58-38c1-48a2-87c4-219bbe2863d681c9c091-4174-424d-a7c7-cd2077aab955034f849b-18a4-4a6a-97e3-1d03df4704e6381c4fb1-00a1-45b4-af41-56c94f9b40eabc4ee730-9980-4c61-8608-0b60886eafe7

HMDB数据库

DrugBank ID

Beilstein号

维基百科标题

Drug Central Database

4,618

Gmelin ID

57558

BindingDB数据库

50240347

数据登录号

化合物性质

理化性质

产品相关信息

质检报告

下载链接

安全信息

Refrigerator

下载链接

化合物性质

分子相关蛋白质

分子相关蛋白质

分子图谱

暂无数据

点击上传数据

描述信息

DrugBank

DB00132

Drug Groups

approved; nutraceutical

Description

Alpha-linolenic acid (ALA) is a polyunsaturated omega-3 fatty acid. It is a component of many common vegetable oils and is important to human nutrition. [Wikipedia]

Indication

For nutritional supplementation and for treating dietary shortage or imbalance.

Pharmacology

Alpha Linolenic Acid (ALA) is an 18-carbon polyunsaturated fatty acid with three double bonds. It is also called an omega-3 fatty acid, and is essential for all mammals. Alpha-linolenic acid (or omega 3 fatty acid) intake can decrease the risk of cardiovascular diseases by 1) preventing arrhythmias that can lead to sudden cardiac death, 2) decreasing the risk of thrombosis (blood clot formation) that can lead to heart attack or stroke, 3) decreasing serum triglyceride levels, 4) slowing the growth of atherosclerotic plaque, 5) improving vascular endothelial function, 6) lowering blood pressure slightly, and 7) decreasing inflammation. ALA deficiencies can lead to visual problems and sensory neuropathy. Scaly and hemorrhagic skin or scalp inflammations may also develop.

Affected Organisms

Humans and other mammals

References

• Kris-Etherton PM, Harris WS, Appel LJ: Fish consumption, fish oil, omega-3 fatty acids, and cardiovascular disease. Circulation. 2002 Nov 19;106(21):2747-57. [Pubmed]

• Connor WE: Importance of n-3 fatty acids in health and disease. Am J Clin Nutr. 2000 Jan;71(1 Suppl):171S-5S. [Pubmed]

• Brouwer IA, Katan MB, Zock PL: Dietary alpha-linolenic acid is associated with reduced risk of fatal coronary heart disease, but increased prostate cancer risk: a meta-analysis. J Nutr. 2004 Apr;134(4):919-22. [Pubmed]

• Cho E, Hung S, Willett WC, Spiegelman D, Rimm EB, Seddon JM, Colditz GA, Hankinson SE: Prospective study of dietary fat and the risk of age-related macular degeneration. Am J Clin Nutr. 2001 Feb;73(2):209-18. [Pubmed]

• Lauritzen I, Blondeau N, Heurteaux C, Widmann C, Romey G, Lazdunski M: Polyunsaturated fatty acids are potent neuroprotectors. EMBO J. 2000 Apr 17;19(8):1784-93. [Pubmed]

External Links

• [Wikipedia]

TRC

L467650

An essential fatty acid. Occurs as the glyceride in most drying oils. Nutrient.

ChEBI

CHEBI:27432

A linolenic acid with cis-double bonds at positions 9, 12 and 15. Shown to have an antithrombotic effect.

描述信息

参考文献

PubChem文献

数据源提供

• Connor WE: Importance of n-3 fatty acids in health and disease. Am J Clin Nutr. 2000 Jan;71(1 Suppl):171S-5S. Pubmed

• Lauritzen I, Blondeau N, Heurteaux C, Widmann C, Romey G, Lazdunski M: Polyunsaturated fatty acids are potent neuroprotectors. EMBO J. 2000 Apr 17;19(8):1784-93. Pubmed

• Kris-Etherton PM, Harris WS, Appel LJ: Fish consumption, fish oil, omega-3 fatty acids, and cardiovascular disease. Circulation. 2002 Nov 19;106(21):2747-57. Pubmed

• Orban, E., et al.: J. Food Sci., 68, 128 (1957)

• Folch, J., et al.: J. Biol. Chem., 226, 497 (1957)

• Tritt, K., et al.: J. Agric. Food Chem., 53, 5304 (1957)

参考文献

生物活性

PubChem BioAssay

生物活性

导航

基本信息

计算属性

• RDKit

• JChem