cis-6-hexadecenoic acid
sapienic acid
 
Notes:
None found
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    • BOC Sciences
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      Product(s):
      17004-51-2 cis-6-Hexadecenoic acid ≥99%
      Cis-6-Hexadecenoic acid is a monounsaturated fatty acid and is one of the primary fatty acids in human skin. Cis-6-Hexadecenoic
       
       
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CAS Number: 17004-51-2Picture of molecule3D/inchi
FDA UNII: 6460S1EJ28
Nikkaji Web: J1.257.605F
XlogP3-AA: 6.20 (est)
Molecular Weight: 254.41350000
Formula: C16 H30 O2
NMR Predictor: Predict (works with chrome or firefox)
Category: emollients, skin conditioning
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Soluble in:
 water, 0.1334 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: skin conditioning
skin conditioning - emollient
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Suppliers:
BOC Sciences
For experimental / research use only.
cis-6-Hexadecenoic acid ≥99%
Odor: characteristic
Use: Cis-6-Hexadecenoic acid is a monounsaturated fatty acid and is one of the primary fatty acids in human skin. Cis-6-Hexadecenoic
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Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: emollients, skin conditioning
Recommendation for cis-6-hexadecenoic acid usage levels up to:
 not for fragrance use.
 
Recommendation for cis-6-hexadecenoic acid flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 5312419
National Institute of Allergy and Infectious Diseases: Data
 (Z)-hexadec-6-enoic acid
Chemidplus: 0017004512
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References:
 (Z)-hexadec-6-enoic acid
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 5312419
Pubchem (sid): 163639706
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
HMDB (The Human Metabolome Database): Search
FooDB: FDB004036
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 buckwheat pollen
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 cantaloupe seed
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 corn seed
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 dandelion pollen
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 papaya seed
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 papaya seed oil
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 parsley leaf
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 peanut plant
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 sesame seed
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 walnut black walnut nut
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Synonyms:
(Z)-hexadec-6-enoic acid
 hexadecenoic acid
(6Z)-6-hexadecenoic acid
(Z)-6-hexadecenoic acid
6-hexadecenoic acid, (6Z)-
 lunac HD
16:1omega10
 sapienic acid
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Articles:
PubMed: Hexadecenoic Fatty Acid Isomers in Human Blood Lipids and Their Relevance for the Interpretation of Lipidomic Profiles.
PubMed: Quantification of Phytochemicals from Commercial Spirulina Products and Their Antioxidant Activities.
PubMed: Palmitic acid (16:0) competes with omega-6 linoleic and omega-3 ɑ-linolenic acids for FADS2 mediated Δ6-desaturation.
PubMed: Protein Analysis of Sapienic Acid-Treated Porphyromonas gingivalis Suggests Differential Regulation of Multiple Metabolic Pathways.
PubMed: The effect of skin fatty acids on Staphylococcus aureus.
PubMed: Synthesis of novel lipoamino acid conjugates of sapienic acid and evaluation of their cytotoxicity activities.
PubMed: Bactericidal activity of the human skin fatty acid cis-6-hexadecanoic acid on Staphylococcus aureus.
PubMed: Hexadecenoic fatty acid isomers: a chemical biology approach for human plasma biomarker development.
PubMed: The roles of cutaneous lipids in host defense.
PubMed: Oral mucosal lipids are antibacterial against Porphyromonas gingivalis, induce ultrastructural damage, and alter bacterial lipid and protein compositions.
PubMed: Induction of the staphylococcal proteolytic cascade by antimicrobial fatty acids in community acquired methicillin resistant Staphylococcus aureus.
PubMed: Host- and microbe determinants that may influence the success of S. aureus colonization.
PubMed: Antibacterial activity of sphingoid bases and fatty acids against Gram-positive and Gram-negative bacteria.
PubMed: Identification of Δ6-monounsaturated fatty acids in human hair and nail samples by gas-chromatography-mass-spectrometry using ionic-liquid coated capillary column.
PubMed: Chemometric approach for investigating the skin surface lipids (SSLs) composition: influence of geographical localization.
PubMed: Biosynthesis of unusual moth pheromone components involves two different pathways in the navel orangeworm, Amyelois transitella.
PubMed: Hyperproduction of sebaceous cis-6-hexadecenoic acid by esterase-reduced mutant of Rhodococcus sp. strain.
PubMed: Thematic review series: skin lipids. Antimicrobial lipids at the skin surface.
PubMed: Deficient production of hexadecenoic acid in the skin is associated in part with the vulnerability of atopic dermatitis patients to colonization by Staphylococcus aureus.
PubMed: Production of isopropyl cis-6-hexadecenoate by regiospecific desaturation of isopropyl palmitate by a double mutant of a Rhodococcus strain.
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