MetaNetX
Automated Model Construction and Genome Annotation for Large-Scale Metabolic Networks

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(R)-lipoate

	Properties	Image
MNX_ID	MNXM1371179
reference	chebi:83088
formula	C₈H₁₃O₂S₂
global charge	-1
mol weight	205.324
InChIKey	AGBQKNBQESQNJD-SSDOTTSWSA-M
InChI	InChI=1S/C8H14O2S2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H,9,10)/p-1/t7-/m1/s1
SMILES	O=C([O-])CCCC[C@@H]1CCSS1

MNX internals

InChI (mnx)	InChI=1/C8H14O2S2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H,9,10)/t7-/m1/s1
SMILES (mnx)	[CH2:1]([CH2:2][CH2:4][C:8](=[O:9])[OH:10])[CH2:3][C@@H:7]1[CH2:5][CH2:6][S:11][S:12]1

Parent-child relations graph

Occurences in reactions	#reac
in my sandbox	0
in MNXref (generic)	44
in models (compartimentalized)	20

Similar chemical compounds in external resources
Identifier	Description
CHEBI:83088 chebi:83088 AGBQKNBQESQNJD-SSDOTTSWSA-M	(R)-lipoate 5-[(3R)-1,2-dithiolan-3-yl]pentanoate
kegg.compound:C16241 keggC:C16241 AGBQKNBQESQNJD-SSDOTTSWSA-N	(R)-Lipoate (R)-(+)-Lipoate (R)-Lipoic acid 1,2-Dithiolane-3R-pentanoic acid R-(+)-Lipoic acid
hmdb:HMDB0001451 AGBQKNBQESQNJD-SSDOTTSWSA-N	(R)-Lipoic acid (+)-a-Lipoate (+)-a-Lipoic acid (+)-alpha-Lipoate (+)-alpha-Lipoic acid (+)-alpha-lipoate (+)-alpha-lipoic acid (3R)-1,2-Dithiolane-3-pentanoic acid (R)-(+)-1,2-Dithiolane-3-pentanoic acid (R)-(+)-Lipoate (R)-(+)-Lipoic acid (R)-(+)-alpha-Lipoic acid (R)-1,2-Dithiolane-3-pentanoate (R)-1,2-Dithiolane-3-pentanoic acid (R)-1,2-Dithiolane-3-valerate (R)-1,2-Dithiolane-3-valeric acid (R)-5-(1,2-Dithiolan-3-yl)pentanoicacid (R)-6,8-Thioctate (R)-6,8-Thioctic acid (R)-Lipoate (R)-alpha-Lipoic acid 1,2-Dithiolane-3-valeric acid 1,2-Dithiolane-3R-pentanoate 1,2-Dithiolane-3R-pentanoic acid 5-(1,2-Dithiolan-3-yl)pentanoic acid 5-(1,2-Dithiolan-3-yl)valeric acid 5-[(3R)-1,2-dithiolan-3-yl]pentanoic acid 6,8-Thioctic acid 6-Thioctic acid ALA Acid, alpha-lipoic Lipoate Lipoic acid R-(+)-Lipoate R-(+)-Lipoic acid R-LA RLA Thioctate Thioctate D-form Thioctic acid Thioctic acid D-form a-Lipoate a-Lipoic acid alpha Lipoic acid alpha-(+)-Lipoic acid alpha-Lipoate alpha-Lipoic acid alpha-lipoate lipoic acid
seed.compound:cpd14958 seedM:cpd14958 AGBQKNBQESQNJD-SSDOTTSWSA-M	(R)-Lipoic acid (R)-(+)-Lipoate (R)-lipoate 1,2-Dithiolane-3R-pentanoic acid 1,2-dithiolane-3-pentanoic acid 5-(1,2-dithiolan-3-yl)-pentanoate 6,8-thioctate 6,8-thioctic acid DL-thioctate DL-thioctic acid R-(+)-Lipoic acid alpha-liponic acid lipoic acid
sabiork.compound:31137 sabiorkM:31137 AGBQKNBQESQNJD-SSDOTTSWSA-N	(R)-Lipoic acid (R)-Lipoate
metacyc.compound:LIPOIC-ACID metacycM:LIPOIC-ACID AGBQKNBQESQNJD-SSDOTTSWSA-M	(R)-lipoate 1,2-dithiolane-3-pentanoic acid 5-(1,2-dithiolan-3-yl)-pentanoate 6,8-thioctate 6,8-thioctic acid D-thioctate D-thioctic acid alpha-liponic acid lipoic acid
CHEBI:30314 chebi:30314 AGBQKNBQESQNJD-SSDOTTSWSA-N	(R)-lipoic acid (+)-alpha-Lipoic acid (R)-(+)-Lipoate (R)-(+)-lipoic acid (R)-1,2-Dithiolane-3-pentanoic acid (R)-1,2-dithiolane-3-valeric acid (R)-6,8-thioctic acid 5-[(3R)-1,2-dithiolan-3-yl]pentanoic acid Lipoic acid R-(+)-Lipoic acid R-LA RLA Thioctic acid Thioctic acid d-form alpha-Lipoic acid
bigg.metabolite:lipoate biggM:lipoate bigg.metabolite:lipt biggM:lipt AGBQKNBQESQNJD-SSDOTTSWSA-M AGBQKNBQESQNJD-SSDOTTSWSA-N	Lipoate
sabiork.compound:5201 sabiorkM:5201 AGBQKNBQESQNJD-UHFFFAOYSA-M	Lipoate 1,2-Dithiolane-3R-pentanoic acid Lipoic acid Thioctic acid alpha-Lipoic acid
kegg.compound:C00725 keggC:C00725 AGBQKNBQESQNJD-UHFFFAOYSA-N	Lipoate DL-Thioctic acid Lipoic acid Thioctic acid dl-alpha-Lipoic acid
seed.compound:cpd00541 seedM:cpd00541 AGBQKNBQESQNJD-UHFFFAOYSA-M	Lipoate Lipoic acid Thioctic acid alpha-Lipoic acid lipt
lipidmaps:LMFA01130001 lipidmapsM:LMFA01130001 AGBQKNBQESQNJD-SSDOTTSWSA-N	Lipoic acid 1,2-dithiolane-3R-pentanoic acid R-Lipoic acid
kegg.drug:D00086 keggD:D00086 AGBQKNBQESQNJD-UHFFFAOYSA-N	Thioctic acid (JAN) Thiotomin (TN)
hmdb:HMDB0251530 AGBQKNBQESQNJD-UHFFFAOYSA-N	Thioctic acid (R)-Lipoate 1,2-Dithiolane-3-pentanoate 1,2-Dithiolane-3-pentanoic acid 1,2-Dithiolane-3-valerate 1,2-Dithiolane-3-valeric acid 5-(1,2-Dithiolan-3-yl)valerate 5-(1,2-Dithiolan-3-yl)valeric acid 5-(1,2-dithiolan-3-yl)pentanoic acid 5-(Dithiolan-3-yl)valerate 5-(Dithiolan-3-yl)valeric acid 5-[3-(1,2-Dithiolanyl)]pentanoate 5-[3-(1,2-Dithiolanyl)]pentanoic acid 6,8-Thioctate 6,8-Thioctic acid 6,8-Thiotate 6,8-Thiotic acid 6,8-thioctic acid 6-Thioctate 6-Thioctic acid 6-Thiotate 6-Thiotic acid Acetate-replacing factor Acetic acid-replacing factor Acid, alpha-lipoic Aliud brand OF thioctic acid Alpha Lipogamma Alpha Lipon stada Alpha Liponsaure sofotec Alpha Lippon al Alpha-Lipogamma Alpha-Lipon stada Alpha-Liponsaure sofotec Alpha-Lippon al AlphaLipogamma AlphaLipon stada AlphaLiponaure heumann AlphaLiponsaure sofotec AlphaLiponsaure von CT AlphaLippon al AlphaVibolex Alphaflam Azulipont Azupharma brand OF thioctic acid Biletan Biomo lipon Biomo-lipon Biomolipon CT Arzneimittel brand OF thioctic acid CT-Arzneimittel brand OF thioctic acid DL-Thioctate DL-Thioctic acid DL-a-Lipoate DL-a-Lipoic acid DL-alpha-Lipoate DL-alpha-Lipoic acid DL-alpha-lipoate DL-alpha-lipoic acid Duralipon Espa lipon Espa-lipon Espalipon Esparma brand OF thioctic acid Fenint Generosan brand OF thioctic acid Heumann brand OF thioctic acid Hexal brand OF thioctic acid Illa brand OF thioctic acid Illa brand OF thioctic acid tromethamine Injekt, thiogamma Juta brand OF thioctic acid Juthiac Lichtenstein brand OF thioctic acid Lipoic acid Liponate Liponic acid Liponsaure ratiopharm Liponsaure-ratiopharm Liponsaureratiopharm MTW Alphaliponsaure MTW Brand OF thioctic acid MTW-Alphaliponsaure MTWAlphaliponsaure Merck dura brand OF thioctic acid Neurium Pharmacia brand OF thioctic acid Pleomix Alpha Pleomix Alpha N Pleomix-Alpha Pleomix-Alpha N PleomixAlpha PleomixAlpha N Q Pharm brand OF thioctic acid Q-Pharm brand OF thioctic acid Ratiopharm brand OF thioctic acid Rosen brand OF thioctic acid Sofotec brand OF thioctic acid Stadapharm brand OF thioctic acid Thioctacid Thioctacide T Thioctansaeure Thioctate Thioctsaeure Thiogamma injekt Thiogamma oral Thioktsaeure Thiotomin Tromlipon Trommsdorgg brand OF thioctic acid Verla brand OF thioctic acid Verla lipon Verla-lipon VerlaLipon Viatris brand OF thioctic acid Viatris brand OF thioctic acid tromethamine Worwag brand OF thioctic acid Worwag brand OF thioctic acid meglumine a-Lipoate a-Lipoic acid a-Liponsaeure alpha Lipoic acid alpha Liponaure heumann alpha Liponsaure von CT alpha Vibolex alpha-Lipoate alpha-Lipoic acid alpha-Liponaure heumann alpha-Liponsaeure alpha-Liponsaure von CT alpha-Vibolex alpha-lipoate alpha-lipoic acid alpha-liponsaeure biomo Brand OF thioctic acid
CHEBI:30313 chebi:30313 AGBQKNBQESQNJD-UHFFFAOYSA-M	lipoate 1,2-dithiolane-3-pentanoate 1,2-dithiolane-3-valerate 5-(1,2-dithiolan-3-yl)pentanoate 5-(1,2-dithiolan-3-yl)valerate 5-(dithiolan-3-yl)valerate 5-[1,2]Dithiolan-3-yl-pentanoate 5-[3-(1,2-dithiolanyl)]pentanoate 6,8-thioctate 6,8-thiotate 6-thioctate 6-thiotate liponate thioctate
vmhM:lipoate vmhmetabolite:lipoate AGBQKNBQESQNJD-SSDOTTSWSA-N	lipoate 5-[(3R)-1,2-dithiolan-3-yl]pentanoic acid
reactome:R-ALL-429590 reactomeM:R-ALL-429590 reactome:R-ALL-429608 reactomeM:R-ALL-429608 CHEBI:16494 chebi:16494 AGBQKNBQESQNJD-UHFFFAOYSA-N	lipoic acid 1,2-dithiolane-3-pentanoic acid 1,2-dithiolane-3-valeric acid 5-(1,2-dithiolan-3-yl)pentanoic acid 5-(1,2-dithiolan-3-yl)valeric acid 5-(dithiolan-3-yl)valeric acid 5-[3-(1,2-dithiolanyl)]pentanoic acid 6,8-thioctic acid 6,8-thiotic acid 6-thioctic acid 6-thiotic acid Acetate-replacing factor Biletan Lipoic acid Thioctansaeure Thioctic acid Thioctsaeure Thioktsaeure alpha-Lipoic acid alpha-Liponsaeure alpha-lipoic acid liponic acid
hmdb:HMDB01451 chebi:14519 chebi:146958 chebi:25056 chebi:25058 chebi:6492 biggM:M_lipoate biggM:M_lipt keggC:M_C00725 keggC:M_C16241 keggD:M_D00086 seedM:M_cpd00541 seedM:M_cpd14958 vmhM:M_lipoate	secondary/obsolete/fantasy identifier