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(R)-lipoamide

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EntityQ312205· pop 16· linked from 18 articles

(R)-lipoamide

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Also known as lipoamide, 6,8-dithiooctanoic amide, 5-(1,2-dithiolan-3-yl)pentanamide, Thioctamide

Lipoamide is a trivial name for 6,8-dithiooctanoic amide. It is the functional form of lipoic acid, i.e the carboxyl group is attached to protein via an amine with an amide linkage. Illustrative of the biochemical role of lipoamide is in the conversion of pyruvate to acetyl lipoamide.

Chemical data

Formula
C8H15NOS2
Molecular weight
205.3 g/mol
IUPAC name
5-[(3R)-dithiolan-3-yl]pentanamide
SMILES
C1CSS[C@@H]1CCCCC(=O)N
InChIKey
FCCDDURTIIUXBY-SSDOTTSWSA-N
XLogP
1
Polar surface area
93.7 Ų
H-bond donors
1
H-bond acceptors
3
Formal charge
0

via PubChem

Wikidata facts

Mass
205.06
Show 5 more facts
isomeric SMILES
C1CSS[C@@H]1CCCCC(=O)N
chemical formula
C₈H₁₅NOS₂
canonical SMILES
C1CSSC1CCCCC(=O)N
found in taxon
Homo sapiens
Commons category
Lipoamide
Sources (1)

via Wikidata · CC0

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Encyclopedic overview

3 sections
Contents
  • See also
  • References
  • External links

Lipoamide is a trivial name for 6,8-dithiooctanoic amide. It is the functional form of lipoic acid, i.e the carboxyl group is attached to protein via an amine with an amide linkage. Illustrative of the biochemical role of lipoamide is in the conversion of pyruvate to acetyl lipoamide. |left|500px

Lipoamide is found in a large number of plant and animal-based foods.

Excerpted from Wikipedia’s “(R)-lipoamide” article, available under the CC BY-SA 4.0 licence.

Gallery (3)