Marvin  11170500052D          

 12 12  0  0  0  0            999 V2000
   -0.0308    0.7026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3817   -0.5669    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6982    0.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4433   -0.5669    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.6366    0.2177    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3511    0.6302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0656    0.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7801    0.6302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4945    0.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2090    0.6302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2090    1.4552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9235    0.2177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  5  2  1  0  0  0  0
  1  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  4  1  0  0  0  0
  5  6  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 12  1  0  0  0  0
 10 11  2  0  0  0  0
M  END
> <ID>
CHEBI:43796

> <NAME>
(S)-lipoic acid

> <DEFINITION>
The (S)-enantiomer of lipoic acid. Not found in nature, it may exert detrimental effects on biosystems.

> <STAR>
3

> <SECONDARY_ID>
CHEBI:43790; CHEBI:30315

> <SYNONYM>
thioctic acid l-form; SLA; S-LA; LIPOIC ACID; L-6-thioctic acid; L-6,8-thioctic acid; L-1,2-dithiolane 3-valeric acid; (S)-alpha-lipoic acid; (S)-1,2-dithiolane-3-pentanoic acid; (S)-(-)-lipoic acid

> <IUPAC_NAME>
5-[(3S)-1,2-dithiolan-3-yl]pentanoic acid

> <FORMULA>
C8H14O2S2

> <MASS>
206.32756

> <MONOISOTOPIC_MASS>
206.04352

> <CHARGE>
0

> <SMILES>
OC(=O)CCCC[C@H]1CCSS1

> <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

> <BEILSTEIN_REGISTRY_NUMBER>
81852

> <CAS_REGISTRY_NUMBER>
1077-27-6

> <CHEMIDPLUS>
1077-27-6

> <PDBECHEM_ACCESSION>
LPA

> <PUBMED_CITATION>
10218658; 14991456; 15157071; 9252495

$$$$