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InChI=1S/CH4O/c1-2/h2H,1H3
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ChEBI
> Main
CHEBI:43796 - (
S
)-lipoic acid
Main
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ChEBI Name
(
S
)-lipoic acid
ChEBI ID
CHEBI:43796
ChEBI ASCII Name
(S)-lipoic acid
Definition
The (
S
)-enantiomer of lipoic acid. Not found in nature, it may exert detrimental effects on biosystems.
Stars
This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs
CHEBI:43790, CHEBI:30315
Supplier Information
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Molfile
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Molfile
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Formula
C8H14O2S2
Net Charge
0
Average Mass
206.32756
Monoisotopic Mass
206.04352
InChI
InChI=1S/C8H14O2S2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H,9,10)/t7-/m0/s1
InChIKey
AGBQKNBQESQNJD-ZETCQYMHSA-N
SMILES
OC(=O)CCCC[C@H]1CCSS1
Roles Classification
Chemical Role
(s):
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Br
o
nsted base).
(via
oxoacid
)
Biological Role
(s):
fundamental metabolite
Any metabolite produced by all living cells.
(via
lipoic acid
)
Application
(s):
geroprotector
Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
(via
lipoic acid
)
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
(
S
)-lipoic acid (
CHEBI:43796
)
has functional parent
octanoic acid (
CHEBI:28837
)
(
S
)-lipoic acid (
CHEBI:43796
)
is a
dithiolanes (
CHEBI:39192
)
(
S
)-lipoic acid (
CHEBI:43796
)
is a
heterocyclic fatty acid (
CHEBI:48847
)
(
S
)-lipoic acid (
CHEBI:43796
)
is a
lipoic acid (
CHEBI:16494
)
(
S
)-lipoic acid (
CHEBI:43796
)
is a
thia fatty acid (
CHEBI:59643
)
(
S
)-lipoic acid (
CHEBI:43796
)
is enantiomer of
(
R
)-lipoic acid (
CHEBI:30314
)
Incoming
(
R
)-lipoic acid (
CHEBI:30314
)
is enantiomer of
(
S
)-lipoic acid (
CHEBI:43796
)
(
S
)-lipoyl group (
CHEBI:38233
)
is substituent group from
(
S
)-lipoic acid (
CHEBI:43796
)
IUPAC Name
5-[(3
S
)-1,2-dithiolan-3-yl]pentanoic acid
Synonyms
Sources
(
S
)-(−)-lipoic acid
ChEBI
(
S
)-1,2-dithiolane-3-pentanoic acid
ChemIDplus
(
S
)-alpha-lipoic acid
ChEBI
L
-1,2-dithiolane 3-valeric acid
ChEBI
L
-6,8-thioctic acid
ChEBI
L
-6-thioctic acid
ChEBI
LIPOIC ACID
PDBeChem
S-LA
ChEBI
SLA
ChEBI
thioctic acid
l
-form
ChemIDplus
Manual Xrefs
Databases
HMDB0014312
HMDB
LPA
PDBeChem
View more database links
Registry Numbers
Types
Sources
1077-27-6
CAS Registry Number
ChemIDplus
81852
Beilstein Registry Number
Beilstein
Citations
Types
Sources
10218658
PubMed citation
Europe PMC
14991456
PubMed citation
Europe PMC
15157071
PubMed citation
Europe PMC
9252495
PubMed citation
Europe PMC
Last Modified
26 August 2014