Palmitoleic acid | CAS#373-49-9 | EC 3.1.1.1

Palmitoleic acid
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WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 122449

CAS#: 373-49-9

Description: Palmitoleic acid is a hexadec-9-enoic acid in which the double bond at position C-9 has cis configuration. It has a role as an EC 3.1.1.1 (carboxylesterase) inhibitor.

Chemical Structure

Palmitoleic acid

CAS# 373-49-9

Instruction

Theoretical Analysis

MedKoo Cat#: 122449
Name: Palmitoleic acid
CAS#: 373-49-9
Chemical Formula: C16H30O2
Exact Mass: 254.22
Molecular Weight: 254.410
Elemental Analysis: C, 75.54; H, 11.89; O, 12.58

Price and Availability

Size	Price	Availability
500mg	USD 450	2 Weeks
1g	USD 750	2 Weeks
5g	USD 1150	2 Weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Synonym: palmitoleic acid; 373-49-9; (Z)-Hexadec-9-enoic acid; cis-9-Hexadecenoic acid; 9-cis-Hexadecenoic acid; cis-Palmitoleic acid

IUPAC/Chemical Name: (Z)-hexadec-9-enoic acid

InChi Key: SECPZKHBENQXJG-FPLPWBNLSA-N

InChi Code: InChI=1S/C16H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h7-8H,2-6,9-15H2,1H3,(H,17,18)/b8-7-

SMILES Code: CCCCCC/C=C\CCCCCCCC(O)=O

Appearance: To be determined

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: To be determined

Shelf Life: >2 years if stored properly

Drug Formulation: To be determined

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Instruction:

View handling instruction

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 254.41 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:
In vitro protocol:
In vivo protocol:

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*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

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1: Bermúdez MA, Pereira L, Fraile C, Valerio L, Balboa MA, Balsinde J. Roles of
Palmitoleic Acid and Its Positional Isomers, Hypogeic and Sapienic Acids, in
Inflammation, Metabolic Diseases and Cancer. Cells. 2022 Jul 8;11(14):2146. doi:
10.3390/cells11142146. PMID: 35883589; PMCID: PMC9319324.

2: de Souza CO, Vannice GK, Rosa Neto JC, Calder PC. Is Palmitoleic Acid a
Plausible Nonpharmacological Strategy to Prevent or Control Chronic Metabolic
and Inflammatory Disorders? Mol Nutr Food Res. 2018 Jan;62(1). doi:
10.1002/mnfr.201700504. Epub 2017 Dec 11. PMID: 28980402.

3: Guillocheau E, Legrand P, Rioux V. Trans-palmitoleic acid (trans-9-C16:1, or
trans-C16:1 n-7): Nutritional impacts, metabolism, origin, compositional data,
analytical methods and chemical synthesis. A review. Biochimie. 2020
Feb;169:144-160. doi: 10.1016/j.biochi.2019.12.004. Epub 2019 Dec 16. PMID:
31837411.

4: Tsai YW, Lu CH, Chang RC, Hsu YP, Ho LT, Shih KC. Palmitoleic acid
ameliorates palmitic acid-induced proinflammation in J774A.1 macrophages via
TLR4-dependent and TNF-α-independent signallings. Prostaglandins Leukot Essent
Fatty Acids. 2021 Jun;169:102270. doi: 10.1016/j.plefa.2021.102270. Epub 2021
Mar 24. PMID: 33930845.

5: Tang J, Yang B, Yan Y, Tong W, Zhou R, Zhang J, Mi J, Li D. Palmitoleic Acid
Protects against Hypertension by Inhibiting NF-κB-Mediated Inflammation. Mol
Nutr Food Res. 2021 Jun;65(12):e2001025. doi: 10.1002/mnfr.202001025. Epub 2021
May 10. PMID: 33865240.

6: Guo X, Jiang X, Chen K, Liang Q, Zhang S, Zheng J, Ma X, Jiang H, Wu H, Tong
Q. The Role of Palmitoleic Acid in Regulating Hepatic Gluconeogenesis through
SIRT3 in Obese Mice. Nutrients. 2022 Apr 1;14(7):1482. doi: 10.3390/nu14071482.
PMID: 35406095; PMCID: PMC9003329.

7: Cheng X, Huang Y, Yang Z, Wang T, Wang X. Enrichment of Palmitoleic Acid by a
Combination of Two-step Solvent Crystallization and Molecular Distillation. J
Oleo Sci. 2021;70(5):599-606. doi: 10.5650/jos.ess20273. PMID: 33952786.

8: Chen L, Zhang G, Li G, Wang W, Ge Z, Yang Y, He X, Liu Z, Zhang Z, Mai Q,
Chen Y, Chen Z, Pi J, Yang S, Cui J, Liu H, Shen L, Zeng L, Zhou L, Chen X, Ge
B, Chen ZW, Zeng G. Ifnar gene variants influence gut microbial production of
palmitoleic acid and host immune responses to tuberculosis. Nat Metab. 2022
Mar;4(3):359-373. doi: 10.1038/s42255-022-00547-3. Epub 2022 Mar 14. PMID:
35288721.

9: Chávaro-Ortiz LI, Tapia BD, Rico-Hidalgo M, Gutiérrez-Aguilar R, Frigolet ME.
Trans-palmitoleic acid reduces adiposity via increased lipolysis in a
rodent model of diet-induced obesity. Br J Nutr. 2022 Mar 28;127(6):801-809.
doi: 10.1017/S0007114521001501. Epub 2021 May 7. PMID: 33958011.

10: Ku L, Lee J, Lim JW, Jin L, Seo JT, Kim H. Docosahexaenoic acid inhibits
ethanol/palmitoleic acid-induced necroptosis in AR42J cells. J Physiol
Pharmacol. 2020 Jun;71(3). doi: 10.26402/jpp.2020.3.15. Epub 2020 Oct 15. PMID:
33077696.

11: Frigolet ME, Gutiérrez-Aguilar R. The Role of the Novel Lipokine Palmitoleic
Acid in Health and Disease. Adv Nutr. 2017 Jan 17;8(1):173S-181S. doi:
10.3945/an.115.011130. PMID: 28096141; PMCID: PMC5227969.

12: Nunes EA, Rafacho A. Implications of Palmitoleic Acid (Palmitoleate) On
Glucose Homeostasis, Insulin Resistance and Diabetes. Curr Drug Targets.
2017;18(6):619-628. doi: 10.2174/1389450117666151209120345. PMID: 26648072.

13: Mohammad K, Dakik P, Medkour Y, McAuley M, Mitrofanova D, Titorenko VI.
Yeast Cells Exposed to Exogenous Palmitoleic Acid Either Adapt to Stress and
Survive or Commit to Regulated Liponecrosis and Die. Oxid Med Cell Longev. 2018
Jan 31;2018:3074769. doi: 10.1155/2018/3074769. PMID: 29636840; PMCID:
PMC5831759.

14: Takenouchi Y, Seki Y, Shiba S, Ohtake K, Nobe K, Kasono K. Effects of
dietary palmitoleic acid on vascular function in aorta of diabetic mice. BMC
Endocr Disord. 2022 Apr 18;22(1):103. doi: 10.1186/s12902-022-01018-2. PMID:
35436932; PMCID: PMC9014575.

15: Jin G, Liu L, Yang Y, Zhang Y, Zhao P, Yu D, Zhou Y, Guo Z, Wang H, Liang X.
Preparative chromatography behavior of palmitoleic acid on octadecyl stationary
phases with different densities. J Sep Sci. 2022 Jun;45(11):1866-1873. doi:
10.1002/jssc.202101021. Epub 2022 Apr 10. PMID: 35324071.

16: Huang W, Zhang Y, Zhong L, Sun C, Zhang Z. Simultaneous determination of
cis- and trans-palmitoleic acid in rat serum by UPLC-MS/MS. Sci Rep. 2022 Oct
5;12(1):16637. doi: 10.1038/s41598-022-20739-x. PMID: 36198714; PMCID:
PMC9535024.

17: de Souza CO, Teixeira AAS, Biondo LA, Lima Junior EA, Batatinha HAP, Rosa
Neto JC. Palmitoleic Acid Improves Metabolic Functions in Fatty Liver by PPARα-
Dependent AMPK Activation. J Cell Physiol. 2017 Aug;232(8):2168-2177. doi:
10.1002/jcp.25715. Epub 2017 Mar 24. PMID: 27925195.

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Palmitoleic acid featured