17-Octadecynoic acid

HCID 1449

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Basic information

CAS: 34450-18-5
Standard SMILES: C#CCCCCCCCCCCCCCCCC(=O)O
InChIKey: DZIILFGADWDKMF-UHFFFAOYSA-N
Molecular formula: C18H32O2
Average molar mass: 280.4 g/mol
Monoisotopic mass: 280.24023026

Overview

Octadec-17-ynoic acid is an acetylenic fatty acid that is octadecanoi acid (stearic acid) which has been doubly dehydrogenated at positions 17 and 18 to give the corresponding alkynoic acid. It has a role as an EC 1.14.14.94 (leukotriene-B4 20-monooxygenase) inhibitor, an EC 1.14.15.3 (alkane 1-monooxygenase) inhibitor and a P450 inhibitor. It is a long-chain fatty acid, an acetylenic fatty acid, a monounsaturated fatty acid and a terminal acetylenic compound.

Names & identifiers

Preferred name: 17-Octadecynoic acid
IUPAC: octadec-17-ynoic acid
English name: 17-Octadecynoic acid
Molecular formula: C18H32O2
Molecular weight: 280.45

Names & synonyms

17-octadecynoic acid34450-18-517-ODYAOctadec-17-ynoic acidL8WPG7CL86DTXSID50188024CHEBI:142447RefChem:79260DTXCID80110515995-921-6Alkynyl Stearic AcidTocris-0607

Show more names

ODYA17-ODAP450sccAlkyne-stearic acid17-ODYA, 10 mM in DMSODZIILFGADWDKMF-UHFFFAOYSA-N

MFCD00077382KBioSS_000087Bio1_001260Bio2_000087Bio2_000567HMS1989E09HMS3649J09LMFA01030575

Database identifiers

CAS: 34450-18-5
PubChem CID: 1449
DTXSID: DTXSID50188024
ChEMBL: CHEMBL182310
ChEBI: CHEBI:142447
UNII: L8WPG7CL86
EC Number: 995-921-6
Nikkaji: J573.419C

Properties

Computed structural properties

XLogP: 7.1
Topological polar surface area: 37.3 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 2
Rotatable bonds: 15
Heavy atoms: 20
Formal charge: 0
Complexity: 262

Experimental & physicochemical properties

LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Unsaturated fatty acids [FA0103]

Physicochemical properties

Boiling point: 400.8 · 400.8±18.0 °C(Predicted)
Density: 0.922 · 0.922±0.06 g/cm3(Predicted)
storage temp.: Store at RT
solubility: 50 mM · Soluble to 50 mM in ethanol and to 100 mM in DMSO
form: White solid.
pka: 4.78 · 4.78±0.10(Predicted)
color: White to off-white
InChI: 1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h1H,3-17H2,(H,19,20)
InChIKey: DZIILFGADWDKMF-UHFFFAOYSA-N
SMILES: C#CCCCCCCCCCCCCCCCC(O)=O
CAS DataBase Reference: 34450 · 34450-18-5(CAS DataBase Reference)
FDA UNII

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

Warning

H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesEye Irrit. 2 (100%)

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
Hazard Classifications: Eye Irrit. 2
Precautionary statements: P261-P305+P351+P338

Chemistry & industry

Applications

DescriptionAlkynyl stearic acid can be used to identify and characterize the post-translational acylation of proteins with powerful Click Chemistry.

Uses17-ODYA (17-Octadecynoic acid) is a potent suicide inhibitor of LTB4 ω-oxidase.

Suppliers67 total

陕西缔都医药有限责任公司029-81124775 17791530730 · [email protected]

汇智和源生物技术(苏州)有限公司010-59755330 13701268334 · [email protected]

上海优宁维生物科技股份有限公司15921930842 15921930842 · [email protected]

杭州摩库生物医药科技有限公司+86-057181025280; +8617767106207 · [email protected]

武汉鑫喆诚科技有限公司17720588118 · [email protected]

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Compound notes

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