Basic information
- CAS
17004-51-2- Standard SMILES
CCCCCCCCC/C=C\CCCCC(=O)O- InChIKey
NNNVXFKZMRGJPM-KHPPLWFESA-N- Molecular formula
- C16H30O2
- Average molar mass
- 254.41 g/mol
- Monoisotopic mass
- 254.2245802
Overview
Sapienic acid is a hexadecenoic acid in which the double bond is located at position 6 (the Z-geoisomer). A major component of human sebaceous lipids that is involved in skin self-sterilisation and atopic dermatitis amelioration. It has a role as a metabolite, an antibacterial agent and an antipsoriatic. It is a conjugate acid of a sapienate.
Names & identifiers
- Preferred name
- Sapienic acid
- IUPAC
- (Z)-hexadec-6-enoic acid
- English name
- HEXADECENOIC ACID
- Molecular formula
- C16H30O2
- Molecular weight
- 254.41
Names & synonyms
Sapienic acid(Z)-hexadec-6-enoic acid6Z-hexadecenoic acid(6Z)-hexadec-6-enoic acid16:1omega106460S1EJ28UNII-6460S1EJ28(6Z)-Hexadecenoic acidC16:1n-10CHEBI:76244DTXSID5090458416:1.OMEGA.10
Show more names
cis-6-Hexadecenoic acid, Monounsaturated fatty acid
Hexadecenoic Acid cisFatty Acid 16:1 cisRefChem:18122016:1 Omega-10DTXCID001333713cis-6-Hexadecenoic acid17004-51-26-Hexadecenoic acid, (6Z)-
Database identifiers
- CAS
17004-51-2、373-49-9- PubChem CID
- 5312419
- DTXSID
DTXSID50904584- ChEBI
CHEBI:76244- UNII
- 6460S1EJ28
- Nikkaji
- J1.257.605F
Properties
Computed structural properties
- XLogP
- 6.2
- Topological polar surface area
- 37.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 13
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 209
Experimental & physicochemical properties
LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Unsaturated fatty acids [FA0103]
Physicochemical properties
- Boiling point
- 369.8 · 369.8±11.0 °C(Predicted)
- Density
- 0.905 · 0.905±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · Store at -20°C
- solubility
- Chloroform: soluble; Ethanol: soluble; Ether: soluble; Methanol: soluble
- pka
- 4.75 · 4.75±0.10(Predicted)
- Cosmetics Ingredients Functions
- SKIN CONDITIONING - EMOLLIENTSKIN CONDITIONING
- FDA UNII
- 6460 S1EJ28 · 6460S1EJ28
- Symbol(GHS)
- 2 · GHS02,GHS07
- Signal word
- Danger
- Hazard statements
- 225 · H225-H319
- Precautionary statements
- 210 · P210-P233-P240-P241-P242-P243-P264-P280-P303+P361+P353-P305+P351+P338-P337+P313-P370+P378-P403+P235-P501
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- Signal word
- Danger
- Symbol(GHS)
- GHS02,GHS07
- Hazard statements
- H225-H319
- Precautionary statements
- P210-P233-P240-P241-P242-P243-P264-P280-P303+P361+P353-P305+P351+P338-P337+P313-P370+P378-P403+P235-P501
Chemistry & industry
Applications
UsesSapienic acid is a fatty acid commonly found on the skin and in mucosa. Sapienic acid has variable antimicrobial activities against Gram-positive and Gram-negative bacteria found on the skin and in the oral cavity. Sapienic acid is active against Streptococcus sanguinis, Streptococcus mitis and Fusobacterium nucleatum with MBC values of 31.3 μg/mL, 375.0 μg/mL and 93.8 μg/mL, respectively[1].
Suppliers24 total
郑州汇聚化工有限公司0371-53399770 18037166334 · [email protected]
Shanghai Materials Electronics Co.,Ltd+86-18901586919 · [email protected]
武汉丰泰威远科技有限公司027-87465837 19945049750 · [email protected]
Alfa Chemistry1-516-6625404 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD+8613676922317 · [email protected]
上海阿拉丁生化科技股份有限公司6206333 13167063860 · [email protected]
上海源叶生物科技有限公司18916372613 · [email protected]
BOC Sciences[email protected]
安徽宏瀚研新药业有限公司0551-62626652 19334025048 · [email protected]
Related reactions
1 records
Compound notes
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