LPA

LIPOIC ACID

Created:	1999-07-08
Last modified:	2024-09-27

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8 entries where LPA is found as a standalone ligand2 entries where LPA is covalently linked to polymer or other heterogen groups

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Chemical Details
Formal Charge	0
Atom Count	26
Chiral Atom Count	1
Bond Count	26
Aromatic Bond Count	0

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Chemical Component Summary
Name	LIPOIC ACID
Synonyms	5-[(3R)-1,2-dithiolan-3-yl]pentanoic acid
Systematic Name (OpenEye OEToolkits)	5-[(3R)-1,2-dithiolan-3-yl]pentanoic acid
Formula	C₈ H₁₄ O₂ S₂
Molecular Weight	206.326
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	12.01	O=C(O)CCCCC1SSCC1
SMILES	CACTVS	3.370	OC(=O)CCCC[CH]1CCSS1
SMILES	OpenEye OEToolkits	1.7.2	C1CSSC1CCCCC(=O)O
Canonical SMILES	CACTVS	3.370	OC(=O)CCCC[C@@H]1CCSS1
Canonical SMILES	OpenEye OEToolkits	1.7.2	C1CSS[C@@H]1CCCCC(=O)O
InChI	InChI	1.03	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	InChI	1.03	AGBQKNBQESQNJD-SSDOTTSWSA-N

Drug Info: DrugBank

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License

DrugBank ID	DB00166
Name	Lipoic acid
Groups	approved investigational nutraceutical
Description	A vitamin-like antioxidant.
Synonyms	(R)-1,2-Dithiolane-3-pentanoic acid (R)-1,2-dithiolane-3-valeric acid Arlipoic acid alpha-Liponsäure Alpha lipoic acid (R)-(+)-Lipoate (R)-lipoic acid Lipoic acid R-alpha-lipoic acid Thioctic acid R-(+)-thioctic acid α-lipoic acid (+)-alpha-Lipoic acid (R)-6,8-thioctic acid alpha-Lipoic acid D-thioctic acid Thioctic acid D-form (R)-(+)-lipoic acid 1,2-dithiolane-3-pentanoic acid
Brand Names	Corvite Free Protect Plus SO 60 Protect Cardio AF Corvite Dyzbac Noxicare Strovite One Caplets Nicadan Medi Tab Folica-V Folic-K Methazel Medi-10 Tru-micin PureVita Alpha Lipoic Acid Oveeza Dayavite Fibrik Vita-Rx Diabetic Vitamin Corvita Mebolex
Indication	For nutritional supplementation, also for treating dietary shortage or imbalance.
Categories	Alimentary Tract and Metabolism Antioxidants Biological Factors Coenzymes Compounds used in a research, industrial, or household setting Dietary Supplements Enzymes and Coenzymes Fatty Acids Hypoglycemia-Associated Agents Lipids Micronutrients Protective Agents Sulfur Compounds Supplements Thiophenes Various Alimentary Tract and Metabolism Products Vitamin B Complex Vitamins
ATC-Code	A16AX01
CAS number	1200-22-2

Drug Targets

DrugBank data are sourced from datasets licensed under a Creative Common's Attribution-NonCommercial 4.0 International License

Name	Target Sequence	Pharmacological Action	Actions
Lipoyl amidotransferase LIPT1, mitochondrial	MLIPFSMKNCFQLLCNCQVPAAGFKKTVKNGLILQSISNDVYQNLAVEDW...	unknown
Acetylcholinesterase	MRPPQCLLHTPSLASPLLLLLLWLLGGGVGAEGREDAELLVTVRGGRLRG...	unknown	inhibitor
Prostaglandin G/H synthase 2	MLARALLLCAVLALSHTANPCCSHPCQNRGVCMSVGFDQYKCDCTRTGFY...	unknown	inhibitor
Sodium-dependent multivitamin transporter	MSVGVSTSAPLSPTSGTSVGMSTFSIMDYVVFVLLLVLSLAIGLYHACRG...	unknown
Lipoyl synthase, mitochondrial	MSLRCGDAARTLGPRVFGRYFCSPVRPLSSLPDKKKELLQNGPDLQDFVS...	unknown
NADPH--cytochrome P450 reductase	MGDSHVDTSSTVSEAVAEEVSLFSMTDMILFSLIVGLLTYWFLFRKKKEE...	unknown	inhibitor
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Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682