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(R)-lipoamide

HCID 6992093
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Basic informationOverviewNames & identifiersPropertiesChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
122999-10-4
Standard SMILES
NC(=O)CCCC[C@@H]1CCSS1
InChIKey
FCCDDURTIIUXBY-SSDOTTSWSA-N
Molecular formula
C8H15NOS2
Average molar mass
205.3 g/mol
Monoisotopic mass
205.05950645

Overview

(R)-lipoamide is a lipoamide obtained by condensation of the carboxy group of (R)-lipoic acid with ammonia. It is functionally related to a (R)-lipoic acid.

Names & identifiers

Preferred name
(R)-lipoamide
IUPAC
5-[(3R)-dithiolan-3-yl]pentanamide
English name
thioctic acid amide
Molecular formula
C8H15NOS2
Molecular weight
205.34

Names & synonyms

(R)-lipoamide5-[(3R)-dithiolan-3-yl]pentanamide5-[(3R)-1,2-dithiolan-3-yl]pentanamideCHEBI:830945-((3R)-dithiolan-3-yl)pentanamide5-((3R)-1,2-dithiolan-3-yl)pentanamideRefChem:70311122999-10-4(R)-5-(1,2-Dithiolan-3-yl)pentanamide(R)-(+)-alpha-Lipoic Amide(R)-(+)-?-Lipoic AmideLipoylprotein
Show more names
-LipoicAmide(R)-(+)-α-Lipoic Amide1,2-Dithiolane-3-pentanamide, (R)- (9CI)
alpha.-Lipoamide5-(1,2-dithiolan-3-yl)-pentanamideDL-.alpha.-Lipoamide[H-protein]-lipoyllysine6,8-dithiooctanoic amideSCHEMBL41833[GcvH]-N6-lipoyl-L-lysine[GCSH]-N6-lipoyl-L-lysine

Database identifiers

CAS
122999-10-4
PubChem CID
6992093
DTXSID
DTXSID101372493
ChEBI
CHEBI:83094
Nikkaji
J231.682J

Properties

Computed structural properties

XLogP
1
Topological polar surface area
93.7 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
3
Rotatable bonds
5
Heavy atoms
12
Formal charge
0
Complexity
152

Physicochemical properties

Melting point
122 °C · 122 °C(Solvent: Carbon tetrachloride)
Boiling point
399.216 · 399.216±11.00 °C(Press: 760.00 Torr)(predicted)
Density
1.17 · 1.170±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
pka
16.589 · 16.589±0.40(predicted)
InChI
InChI=1S/C8H15NOS2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H2,9,10)
InChIKey
FCCDDURTIIUXBY-UHFFFAOYSA-N
SMILES
C(N)(=O)CCCCC1CCSS1

Chemistry & industry

Applications

Uses(R)-(+)-α-Lipoic Amide is amide form of rac α-Lipoic Acid (L468725) and is useful for the prevention of primary hypertension.

Suppliers6 total

上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
安耐吉化学&3A(安徽泽升科技股份有限公司)400-0056266 · [email protected]
山东领海生物科技有限公司15092083467 · [email protected]
常州汇瀚生物科技有限公司15380463325 15380463325 · [email protected]
常州英飒医药科技有限公司15151934985 · [email protected]
DAYANG CHEM (HANGZHOU) CO.,LTD+86-88938639 +86-17705817739 · [email protected]

Related reactions

2 records
New reaction record
HRID 925474 reaction equation
HRID 925474As productuspto-grants-2016_03
HRID 2400228 reaction equation
HRID 2400228As productuspto-grants-2014_08

Compound notes

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