Punicic Acid

HCID 5281126
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Basic information

CAS
544-72-9
Standard SMILES
CCCC\C=C/C=C/C=C\CCCCCCCC(=O)O
InChIKey
CUXYLFPMQMFGPL-BGDVVUGTSA-N
Molecular formula
C18H30O2
Average molar mass
278.4 g/mol
Monoisotopic mass
278.2245802

Names & identifiers

Preferred name
Punicic Acid
IUPAC
(9Z,11E,13Z)-octadeca-9,11,13-trienoic acid
English name
Punicic acid
Molecular formula
C18H30O2
Molecular weight
278.43

Names & synonyms

Punicic acidTrichosanic acid544-72-9Trichosanoic acid9-cis,11-trans,13-cis-octadecatrienoic acidcis-9,trans-11,cis-13-Octadecatrienoic acidVFQ03H211O9,11,13-Octadecatrienoic acid, (9Z,11E,13Z)-9,11,13-Octadecatrienoic acid, (Z,Z,E)-9Z,11E,13Z-octadecatrienoic acidcis,trans,cis-9,11,13-Octadecatrienoic acid9Z,11E,13Z-octadeca-9,11,13-trienoic acid
Show more names
9(Z),11(E),13(Z)-OCTADECATRIENOIC ACIDpunicicaciTrichosanic acid【C18】(9Z,11E,13Z)-9,11,13-Octadecatrienoic acid
CHEBI:8638DTXSID10897463RefChem:46672Fatty Acid 18:3 n-5DTXCID801326803Cis,trans,cis-octadeca-9,11,13-trienoic acid(9Z,11E,13Z)-octadeca-9,11,13-trienoic acid(9Z,11E,13Z)-octadecatrienoic acid

Database identifiers

CAS
544-72-9
PubChem CID
5281126
DTXSID
DTXSID10897463
ChEMBL
CHEMBL5205249
ChEBI
CHEBI:8638
UNII
VFQ03H211O
Nikkaji
J13.207A

Properties

Computed structural properties

XLogP
6.4
Topological polar surface area
37.3 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
2
Rotatable bonds
13
Heavy atoms
20

Physicochemical properties

Melting point
62 °C · 62°C
Boiling point
361.24 °C · 361.24°C (rough estimate)
Density
0.9027 · 0.9027
refractive index
1.5114 · 1.5114
solubility
30 mg/mL; · DMF: 30 mg/mL; DMSO: 10 mg/mL; Ethanol: 20 mg/mL
form
Liquid

Safety & regulation

Safety data

Signal word
Danger
Symbol(GHS)
GHS02,GHS08

Chemistry & industry

Applications · 1 item

UsesPunicic acid is a bioactive compound of pomegranate seed oil. Punicic acid is an isomer of conjugated α-linolenic acid and ω-5 polyunsaturated fatty acids. Punicic acid has anti-inflammatory and antioxidant activities and can inhibit the expression of inflammatory mediators such as tumor necrosis factor α (TNF-α). Punicic acid can also reduce the formation of β-amyloid deposits and hyperphosphorylation of tau by increasing the expression of GLUT4 protein and inhibiting the overactivation of calpain, and is used to prevent and treat neurodegenerative diseases. In addition, punicic acid also has breast cancer inhibitor properties that depend on lipid peroxidation and PKC pathways[1][2][3][4].

Suppliers22 total

陕西缔都医药有限责任公司029-81124775 17791530730 · [email protected]
成都彼样生物科技有限公司18108052721 · [email protected]
宜昌众意泰贸易有限公司0717-6449896 13886658719 · [email protected]
上海瀚鸿科技股份有限公司021-54306202 13764082696 · [email protected]
成都普思生物科技股份有限公司028-85370565-229 18080489829 · [email protected]

Additional notes

DefinitionChEBI: A 9,11,13-octadecatrienoic acid having its double bonds in cis, trans and cis configurations, respectively. It has been isolated from pomegranate (Punica granatum).

Related reactions

2 records
New reaction record

Compound notes

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