General Information of MET (ID: META00504)
Name Palmitoleic acid
Synonyms   Click to Show/Hide Synonyms of This Metabolite
(9Z)-9-Hexadecenoic acid; (9Z)-Hexadec-9-enoate; (9Z)-Hexadec-9-enoic acid; (9Z)-Hexadecenoate; (9Z)-Hexadecenoic acid; (Z)-9-Hexadecenoate; (Z)-9-Hexadecenoic acid; (Z)-Hexadec-9-enoate; (Z)-Hexadec-9-enoic acid; 16:1DElta9; 9-Hexadecenoate; 9-Hexadecenoic acid; 9-cis-Hexadecenoate; 9-cis-Hexadecenoic acid; 9Z-Hexadecenoic acid; C16:1; C16:1 trans-9; FA(16:1(9Z)); FA(16:1n7); Hexadecenoate; Hexadecenoate (N-C16:1); Hexadecenoic acid; Oleopalmitate; Oleopalmitic acid; Palmitelaidic acid; Palmitoleate; Palmitoleic acid; Palmitoleic acid, (Z)-isomer; Palmitoleic acid, (e)-isomer; Palmitolinoleate; Palmitolinoleic acid; Zoomarate; Zoomaric acid; Zoomerate; Zoomeric acid; cis-9-Hexadecenoate; cis-9-Hexadecenoic acid; cis-9-Palmitoleic acid; cis-Delta(9)-Hexadecenoic acid; cis-Palmitoleate; cis-Palmitoleic acid; cis-delta-9-Hexadecenoate; cis-delta-9-Hexadecenoic acid
Source Endogenous;Escherichia Coli Metabolite;Yeast Metabolite;Fatty acyls;Food;TCM Ingredients;Microbial
Structure Type   Fatty acids and conjugates  (Click to Show/Hide the Complete Structure Type Hierarchy)
Lipids and lipid-like molecules
Fatty Acyls
Fatty acids and conjugates
PubChem CID
445638
HMDB ID
HMDB0003229
Formula
C16H30O2
Structure
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3D MOL 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
KEGG ID
C08362
DrugBank ID
DB04257
ChEBI ID
28716
FooDB ID
FDB031085
ChemSpider ID
393216
METLIN ID
188
Physicochemical Properties Molecular Weight 254.41 Topological Polar Surface Area 37.3
XlogP 6.4 Complexity 209
Heavy Atom Count 18 Rotatable Bond Count 13
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 2
Function
Palmitoleic acid, or 9-hexadecenoic acid, is an unsaturated fatty acid 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.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Hydrolases (EC 3)
            Sulfatase sulf-1 (SULF1) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [1]
                      Introduced Variation Knockdown (shRNA) of SULF1
                      Induced Change Palmitoleic acid concentration: increase (FC = 1.25)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Ovarian cancer [ICD-11: 2C73]
                      Details It is reported that knockdown of SULF1 leads to the increase of palmitoleic acid levels compared with control group.
References
1 Erratum to: Loss of HSulf-1 promotes altered lipid metabolism in ovarian cancer. Cancer Metab. 2014 Nov 4;2:24.

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