Basic information
- CAS
2601-90-3- Standard SMILES
CCCCCCCC/C=C\CCCCCCCC(=O)NCC(=O)O- InChIKey
HPFXACZRFJDURI-KTKRTIGZSA-N- Molecular formula
- C20H37NO3
- Average molar mass
- 339.5 g/mol
- Monoisotopic mass
- 339.27734404
Overview
N-oleoylglycine is a fatty acid derivative that is the 9Z-octadecenoyl derivative of glycine. It is believed to be an intermediate in oleamide biosynthesis. It has a role as a metabolite. It is a N-acylglycine 18:1 and a fatty amide. It is functionally related to an oleic acid. It is a conjugate acid of a N-oleoylglycinate.
Names & identifiers
- Preferred name
- N-Oleoylglycine
- IUPAC
- 2-[[(Z)-octadec-9-enoyl]amino]acetic acid
- English name
- N-Oleoylglycine
- Molecular formula
- C20H37NO3
- Molecular weight
- 339.51
Names & synonyms
N-oleoylglycine2601-90-32-[[(Z)-octadec-9-enoyl]amino]acetic acidN-(9Z-octadecenoyl)-glycineCHEBI:73723EMA-1(Z)-N-(1-Oxo-9-octadecenyl)glycineDTXSID201317121728944BZ3B2-(((Z)-octadec-9-enoyl)amino)acetic acidRefChem:927301DTXCID001746938
Show more names
N-Oleoyl-Gly-OHOleoylglycine, N-N-Oleoylglycine >=98%N-Oleoyl glycine, 10 mM in DMSON-[(Z)-1-Oxo-9-octadecenyl]glycine
220-009-5N-oleoyl glycineoleoyl glycineoleoylglycine2-Oleamidoacetic acid2-[(9Z)-octadec-9-enamido]acetic acidGlycine, N-[(9Z)-1-oxo-9-octadecen-1-yl]-N-[(9Z)-octadec-9-enoyl]glycine
Database identifiers
- CAS
2601-90-3- PubChem CID
- 6436908
- DTXSID
DTXSID201317121- ChEMBL
CHEMBL226118- ChEBI
CHEBI:73723
Properties
Computed structural properties
- XLogP
- 6.6
- Topological polar surface area
- 66.4 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 17
- Heavy atoms
- 24
- Formal charge
- 0
- Complexity
- 340
Experimental & physicochemical properties
LipidsFatty Acyls [FA] -> Fatty amides [FA08] -> N-acyl amino acids [FA0805]
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 77 · 77-78 °C
- Boiling point
- 525.6 · 525.6±43.0 °C(Predicted)
- Density
- 0.962 · 0.962±0.06 g/cm3(Predicted)
- storage temp.
- 20 °C · −20°C
- solubility
- 10 mg/ml; · DMF: 10 mg/ml; DMSO: 12 mg/ml; Ethanol: 12 mg/ml; Ethanol:PBS (pH 7.2) (1:4): 200 μg/ml
- form
- A crystalline solid
- pka
- 3.59 · 3.59±0.10(Predicted)
- color
- White to off-white
- Cosmetics Ingredients Functions
- SURFACTANT - CLEANSING
- InChI
- 1S/C20H37NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-19(22)21-18-20(23)24/h9-10H,2-8,11-18H2,1H3,(H,21,22)(H,23,24)/b10-9-
Safety & regulation
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P280-P301+P312-P302+P352-P305+P351+P338
Chemistry & industry
Pharmacology
Cellular LocationsMembrane
Applications
DescriptionN-Oleoyl glycine is a putative substrate for peptidyl glycine α-amidating enzyme in the biosynthesis of oleoyl amide.
UsesN-Oleoyl glycine is a lipoamino acid, which stimulates adipogenesis associated with activation of CB1 receptor and Akt signaling pathway in 3T3-L1 adipocyte.
Suppliers39 total
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
陕西格列弗生物科技研究有限责任公司13892423764 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
河南多贝化工有限公司0370-6999054 17550096163 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
杭州摩库生物医药科技有限公司+86-057181025280; +8617767106207 · [email protected]
上海赛可锐生物科技有限公司021-58000709 13120558703 · [email protected]
Aladdin Scientific[email protected]
MedBio脉铂医药021-69568360 18916172912 · [email protected]
Related reactions
3 records
Compound notes
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