A monounsaturated fatty acid
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cis-6-Hexadecenoic Acid

Item No. 9001845

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6Z-hexadecenoic acid
CAS Number
17004-51-2
Synonyms
  • C16:1(6Z)
  • C16:1Δ6
  • C16:1ω10
  • FA 16:1
  • Sapienic Acid
Molecular Formula
C16H30O2
Formula Weight
254.4
Purity
≥99%
Formulation (Request formulation change)
A solution in ethanol
Solubility(Learn about Variance in Solubility)
Chloroform: solubleEthanol: solubleEther: solubleMethanol: soluble
SMILES
CCCCCCCCC/C=C\CCCCC(O)=O
InChi Code
InChI=1S/C16H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h10-11H,2-9,12-15H2,1H3,(H,17,18)/b11-10-
InChi Key
NNNVXFKZMRGJPM-KHPPLWFESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    5 mg

    $130

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    10 mg

    $182

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    25 mg

    $322

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    Product Description

    cis-6-Hexadecenoic acid is a monounsaturated fatty acid and is one of the primary fatty acids in human skin.1 cis-6-Hexadecenoic acid levels are increased in isolated sebum from the face and back of patients with acne.2 In contrast, levels are decreased in the non-lesional skin and isolated sebum of atopic dermatitis patients, which correlates with an increase in S. aureus in the sebum.1 It is active against S. aureus in vitro when used at a concentration of 5 µg/ml at pH 5.5.3 cis-6-Hexadecenoic acid disrupts membrane integrity, the proton motive force, increases membrane fluidity, and inhibits the electron transport chain in S. aureus. [Matreya, LLC. Catalog No. 1243]

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Takigawa, H., Nakagawa, H., Kuzukawa, M., et al. Deficient production of hexadecenoic acid in the skin is associated in part with the vulnerability of atopic dermatitis patients to colonization by Staphylococcus aureus. Dermatology 211(3), 240-248 (2005).

    2. Li, W.-H., Zhang, Q., Flach, C.R., et al. In vitro modeling of unsaturated free fatty acid-mediated tissue impairments seen in acne lesions. Arch. Dermatol. Res. 309(7), 529-540 (2017).

    3. Cartron, M.L., England, S.R., Chiriac, A.I., et al. Bactericidal activity of the human skin fatty acid cis-6-hexadecanoic acid on Staphylococcus aureus. Antimicrob. Agents Chemother. 58(7), 3599-3609 (2014).