Compound Summary
Compound Information
lipoic acid
Compound Name: | lipoic acid |
Compound CID: | 6112 |
Synonyms: | lipoic acid 1200-22-2 (R)-lipoic acid (R)-5-(1,2-Dithiolan-3-yl)pentanoic acid R-(+)-alpha-Lipoic acid More... |
Iupac Name: | 5-[(3R)-dithiolan-3-yl]pentanoic acid |
InChI: | InChI=1S/C8H14O2S2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H,9,10)/t7-/m1/s1 |
InChIKey: | AGBQKNBQESQNJD-SSDOTTSWSA-N |
Canonical Smiles: | C1CSSC1CCCCC(=O)O |
Isomeric Smiles: | C1CSS[C@@H]1CCCCC(=O)O |
Molecular Weight: | 206.3 |
Molecular Formula: | C8H14O2S2 |
Compound Structure
2D Structure:
3D Structure:
Computed Properties
lipoic acid
Molecular Weight: | 206.3 |
Molecular Formula: | C8H14O2S2 |
Hydrogen Bond Donor Count: | 1 |
Hydrogen Bond Acceptor Count: | 4 |
Rotatable Bond Count: | 5 |
Heavy Atom Count: | 12 |
Complexity: | 150 |
Synonyms
lipoic acid
| lipoic acid | lipoic acid |
|---|---|
lipoic acid |
1200-22-2 |
(R)-lipoic acid |
(R)-5-(1,2-Dithiolan-3-yl)pentanoic acid |
R-(+)-alpha-Lipoic acid |
(R)-alpha-Lipoic acid |
(+)-alpha-Lipoic acid |
Thioctic acid d-form |
(R)-(+)-1,2-Dithiolane-3-pentanoic acid |
R-(+)-Thioctic acid |
R-alpha-Lipoic acid |
(R)-1,2-Dithiolane-3-pentanoic acid |
Tioctic Acid |
D-Thioctic acid |
R-Lipoic acid |
(R)-(+)-lipoic acid |
(R)-6,8-thioctic acid |
5-(3R)-1,2-dithiolan-3-ylpentanoic acid |
(R)-1,2-Dithiolane-3-valeric Acid |
(R)-(+)-Lipoate |
5-(3R)-dithiolan-3-ylpentanoic acid |
UNII-VLL71EBS9Z |
1,2-Dithiolane-3R-pentanoic acid |
1,2-Dithiolane-3-pentanoic acid, (3R)- |
(r)-(+)-alpha-lipoic acid |
(+)-thioctic acid |
R-(+)-Lipoic acid |
R-LA |
VLL71EBS9Z |
(R)-(+)-a-Lipoic acid |
Berlition |
Thiogamma |
CHEMBL134342 |
Heparlipon |
CHEBI:30314 |
MFCD01631142 |
(+/-)-alpha-Lipoic acid |
Thioderm |
Lipoec |
Tiobec |
Tiobec Retard |
.alpha.-Lipoic acid |
R-Lipoate |
Byodinoral 300 |
alpha-(+)-Lipoic acid |
Thioctanoic acid |
(R)-Thioctic Acid |
(+)-a-Lipoic acid |
Thioctic acid, d form |
(y)-alpha-Lipoic Acid |
1,2-Dithiolane-3-pentanoic acid, (R)- |
R-(+)-1,2-Dithiolane-3-pentanoic acid |
(+)-|A-Lipoic acid |
(?)-alpha-Lipoic Acid |
R)-(+)--Lipoic acid |
SCHEMBL7924 |
Lopac0_001129 |
(R)-( )-|A-Lipoic acid |
GTPL4822 |
DTXSID20152651 |
HMS3263B19 |
ACT02368 |
ZINC1544807 |
Tox21_501129 |
BDBM50106731 |
LMFA01130001 |
s3998 |
(+)-1,2-Dithiolane-3-valeric Acid |
(R)-6,8-DITHIOOCTANOIC ACID |
AKOS015892879 |
AC-8133 |
CCG-205204 |
CS-5076 |
DB00166 |
EBD2198043 |
LP01129 |
MCULE-3939318333 |
SDCCGSBI-0051097.P002 |
5-(3R)-3-dithiolanylpentanoic acid |
(3R)-1,2-Dithiolane-3-pentanoic Acid |
NCGC00094396-01 |
NCGC00094396-02 |
NCGC00094396-03 |
NCGC00094396-04 |
NCGC00094396-05 |
NCGC00094396-06 |
NCGC00261814-01 |
AC-11124 |
AS-11009 |
H452 |
HY-18733 |
AB0008544 |
( inverted question mark)-alpha-Lipoic Acid |
EU-0101129 |
L0207 |
T 5625 |
(R)-(+)-alpha-Lipoic acid, analytical standard |
A804416 |
SR-01000076163 |
(R)-(+)-1,2-Dithiolane-3-pentanoic acid, 97% |
(R)-(+)-alpha-Lipoic acid, >=98.0% (HPLC) |
J-004243 |
Q-201824 |
SR-01000076163-1 |
Q27887203 |
( inverted question mark)-1,2-Dithiolane-3-pentanoic acid |
UNII-73Y7P0K73Y component AGBQKNBQESQNJD-SSDOTTSWSA-N |
Experimental Data
lipoic acid
| Species | Dosage | Unit | CG Lifespan(AVG/MED days) | TG Lifespan(AVG/MED days) | Lifespan Change(AVG/MED%) | CG Lifespan(MAX days) | TG Lifespan(MAX days) | Lifespan Change(MAX%) | Significant | Strain | Gender | PubMed | Active Label |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Caenorhabditis elegans | 24 | umol/L | 12.4 | 15 | 0.21 | 21 | 24 | 0.14 | S | N2 | 17156833 | Active | |
| Drosophila melanogaster | 0.005 | % | 4 | Unclear | Canton-S | MALES | 15328413 | ||||||
| Drosophila melanogaster | 0.005 | % | 12 | Unclear | Canton-S | FEMALES | 15328413 |
Experimental Data Visualization
lipoic acid
Statistics Data
lipoic acid
| Species | Lifespan Change(AVG/MED%) | Lifespan Change(MAX%) | Count Reference | Count Data point |
|---|---|---|---|---|
| Caenorhabditis elegans | 0.21 | 0.14 | 1 | 1 |
| Drosophila melanogaster | 12 | 1 | 2 |
Statistics Data Visualization
lipoic acid
