Metabolite Card

Formula: C16H30O2 (254.2246)
SMILES: CCCCCC\C=C/CCCCCCCC(O)=O

Synonyms [en]

palmitoleic acid; (9Z)-Hexadecenoic acid; cis-9-Hexadecenoic acid; cis-9-palmitoleic acid; (Z)-Hexadec-9-enoic acid; Zoomeric acid

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

(9Z)-Hexadecenoic acid. 数据之源,洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000000725). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Palmitoleic acid, or (9Z)-hexadec-9-enoic acid, is an omega-7 monounsaturated fatty acid (16:1n-7) with the formula CH3(CH2)5CH=CH(CH2)7COOH that is a common constituent of the glycerides of human adipose tissue. Present in all tissues, it is generally found in higher concentrations in the liver. Macadamia oil (Macadamia integrifolia) and sea buckthorn oil (Hippophae rhamnoides) are botanical sources of palmitoleic acid, containing 22 and 40% respectively. Palmitoleic acid is found to be associated with isovaleric acidemia, which is an inborn error of metabolism.

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 2091-29-4
  • CAS Registry Number: 373-49-9
  • PubChem: 445638
  • PubChem: 4668
  • PubChem: 5282745
  • ChEBI: ChEBI:28716
  • ChEBI: ChEBI:59265
  • HMDB: HMDB0003229
  • HMDB: HMDB0012328
  • HMDB: HMDB03229
  • LipidMaps: LMFA01030056
  • LipidMaps: LMFA01030057
  • KEGG: C08362
  • NCBI MeSH: palmitoleic acid
  • Wikipedia: Palmitoleic acid
  • Wikipedia: Palmitoleic_acid
  • DrugBank: DB04257
  • RefMet: RM0153617
  • RefMet: RM0153618
  • MoNA: BAF_UVA_POS000142
  • MoNA: BAF_UVA_POS000812
  • MoNA: CCMSLIB00000479725
  • MoNA: FiehnHILIC002912
  • MoNA: FiehnLib000704
  • MoNA: HMDB0003229_c_ms_1741
  • MoNA: HMDB0003229_ms_ms_285697
  • MoNA: HMDB0003229_ms_ms_285698
  • MoNA: HMDB0003229_ms_ms_285699
  • MoNA: KO001626
  • MoNA: KO001627
  • MoNA: KO001628
  • MoNA: KO001629
  • MoNA: KO001630
  • MoNA: LipidBlast2022_953875
  • MoNA: LipidBlast417784
  • MoNA: LU090051
  • MoNA: LU090052
  • MoNA: LU090053
  • MoNA: LU090054
  • MoNA: LU090055
  • MoNA: LU090056
  • MoNA: LU105251
  • MoNA: LU105252
  • MoNA: LU105253
  • MoNA: LU105254
  • MoNA: LU105255
  • MoNA: LU105256
  • MoNA: LU138251
  • MoNA: LU138252
  • MoNA: LU138253
  • MoNA: LU138254
  • MoNA: LU138255
  • MoNA: LU138256
  • MoNA: MetaboBASE0994
  • MoNA: MetaboBASE0995
  • MoNA: MetaboBASE0996
  • MoNA: MetaboBASE0997
  • MoNA: MT000064
  • MoNA: OUF00412
  • MoNA: PS056601
  • MoNA: PS056602
  • Metlin: METLIN_188
  • Metlin: METLIN_34744

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R08162 3.1.2.14 hexadecenoyl-[acyl-carrier protein] hydrolase
KEGG:R11202 3.1.1.98 [Wnt]-O-(9Z)-hexadec-9-enoyl-L-serine acylhydrolase
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
PathBank:SMP0000808 Inner Membrane Transport
PathBank:SMP0000817 Fatty Acid Metabolism
WikiPathways:WP4491 Elongation of (very) long chain fatty acids
WikiPathways:WP4724 Omega-9 fatty acid synthesis
WikiPathways:WP5241 Mitochondrial beta-oxidation
WikiPathways:WP1307 Fatty acid beta-oxidation
WikiPathways:WP419 Mitochondrial LC-Fatty Acid Beta-Oxidation
WikiPathways:WP4351 Omega-9 fatty acid synthesis
WikiPathways:WP4718 Cholesterol metabolism with Bloch and Kandutsch-Russell pathways
WikiPathways:WP4346 Cholesterol metabolism with Bloch and Kandutsch-Russell pathways
PathBank:SMP0121270 Inner Membrane Transport
PathBank:SMP0121278 Fatty Acid Metabolism
View All Pathways