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2-[[(5Z,8Z,11Z,14Z)-1-Oxo-5,8,11,14-eicosatetraen-1-yl]amino]ethanesulfonic acid

HCID 42607331
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Basic information

CAS
119959-65-8
Standard SMILES
CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)NCCS(=O)(=O)O
InChIKey
YUNYSWCRLRYOPO-DOFZRALJSA-N
Molecular formula
C22H37NO4S
Average molar mass
411.608 g/mol
Monoisotopic mass
411.24432966

Names & identifiers

Preferred name
2-[[(5Z,8Z,11Z,14Z)-1-Oxo-5,8,11,14-eicosatetraen-1-yl]amino]ethanesulfonic acid
IUPAC
2-{[(5Z,8Z,11Z,14Z)-Icosa-5,8,11,14-tetraenoyl]amino}ethane-1-sulfonic acid
English name
2-[(1-Oxo-5z,8z,11z,14z-eicosatetraenyl)amino]-ethane sulfonic acid
Molecular formula
C22H37NO4S
Molecular weight
411.6

Names & synonyms

N-ARACHIDONOYL TAURINEN-Arachidonoyl Taurine Exclusive2-[(1-Oxo-5z,8z,11z,14z-eicosatetraenyl)amino]-ethane sulfonic acidEthanesulfonic acid, 2-[[(5Z,8Z,11Z,14Z)-1-oxo-5,8,11,14-eicosatetraen-1-yl]amino]-

Database identifiers

CAS
119959-65-8
PubChem CID
42607331
DTXSID
DTXSID701134033
ChEBI
CHEBI:132506
Nikkaji
J2.355.716I

Properties

Physicochemical properties

storage temp.
-20 °C · Store at -20°C
solubility
10 mg/ml; · DMF: 10 mg/ml; DMSO: 20 mg/ml; PBS (pH 7.2): 1.5 mg/ml
form
A crystalline solid
color
Light yellow to brown

Chemistry & industry

Applications · 2 items

DescriptionN-Arachidonoyl taurine is an arachidonoyl amino acid. It is oxygenated by 12(S)- and 15(S)-lipoxygenase and is converted to 12-HETE-taurine (12-HETE-T) in murine resident peritoneal macrophages. N-Arachidonoyl taurine is an activator of the transient receptor potential vanilloid (TRPV) channels TRPV1 and TRPV4 (EC50s = 28 and 21 μM, respectively). It increases calcium flux in HIT-T15 pancreatic β-cells and INS-1 rat islet cells when used at a concentration of 10 μM and increases insulin secretion from 832/13 INS-1 pancreatic β-cells. The levels of N-arachidonoyl taurine are changed in mouse brain following administration of Δ9-tetrahydrocannabinol (Δ9-THC).

UsesN-Arachidonoyltaurine is a polyunsaturated lipid that inhibits the Cav3.3 current in T-type calcium channels.

Suppliers13 total

杭州摩库生物医药科技有限公司+86-057181025280; +8617767106207 · [email protected]
MedBio脉铂医药021-69568360 18916172912 · [email protected]
BOC Sciences1-631-485-4226; 16314854226 · [email protected]
杭州杰恒化工有限公司0571-87396432 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
安耐吉化学&3A(安徽泽升科技股份有限公司)400-0056266 · [email protected]
上海宏叶生物科技有限公司400-9205774 400-920-5774 · [email protected]
TargetMol中国(陶术生物)4008200310 15002144251 · [email protected]

Related reactions

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Compound notes

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On this pageBasic informationNames & identifiersPropertiesChemistry & industryRelated reactionsCompound notes
ChemeGen 中国
18818260767 · [email protected]
上海一飞生物科技有限公司021-65675885 18964387627 · [email protected]
DAYANG CHEM (HANGZHOU) CO.,LTD+86-88938639 +86-17705817739 · [email protected]
上海甄准生物科技有限公司18019219489 18901678489 · [email protected]
Shaanxi Dideu Medichem Co. Ltd+86-17392712779 · [email protected]

Additional notes

DefinitionChEBI: A fatty acid-taurine conjugate derived from arachidonic acid.