(9Z)-Hexadecenoic acid (BioCAD00000000725)
blood cerebrospinal fluid (csf) feces saliva urine adipose tissue placenta prostate skeletal muscle
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
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.
DBLinks
- CAS Registry Number: 373-49-9
- PubChem CID: 445638
- ChEBI: 28716
- HMDB: HMDB0003229
- LipidMaps: LMFA01030057
- KEGG: C08362
- BioCyc:
- NCBI MeSH: palmitoleic acid
- Wikipedia: Palmitoleic acid
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
- WishartLab ClassyFire: [Fatty acids and conjugates] Fatty acids and conjugates
- RefMet: [Unsaturated FA] Unsaturated FA
- LipidMaps: [Unsaturated fatty acids [FA0103]] Unsaturated fatty acids [FA0103]
- ChEBI: [CHEBI:28716] palmitoleic acid
| 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 |
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 |