Thioctic Acid
PubChem CID: 864
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| Compound Synonyms | thioctic acid, dl-Thioctic acid, 1077-28-7, alpha-Lipoic acid, 5-(1,2-Dithiolan-3-yl)pentanoic acid, DL-alpha-Lipoic acid, 1,2-dithiolane-3-pentanoic acid, Biletan, 6,8-Thioctic acid, alpha Lipoic Acid, 62-46-4, Thioctacid, DL-6,8-Thioctic acid, 6-Thioctic acid, Lipothion, dl-Lipoic acid, Thioctsan, Tioctacid, Liposan, Rac-lipoate, 5-(dithiolan-3-yl)pentanoic acid, alpha-Liponsaeure, 1,2-Dithiolane-3-valeric acid, 6,8-Dithiooctanoic acid, Thioctic acid dl-form, alpha-liponic acid, Thioktsaeure, Tioctidasi, espa-lipon, (RS)-Lipoic acid, DL-6-Thioctic acid, 5-(1,2-Dithiolan-3-yl)valeric acid, Acetate-replacing factor, Protogen A, 5-(Dithiolan-3-yl)valeric acid, 6,8-Thiotic acid, Thioctansaeure, Alipure, Thiotacid, (+-)-Lipoic acid, Thiooctic acid, Thioktsaeure [German], Thioctic acid [JAN], Tioctic Acid, DL-1,2-Dithiolane 3-valeric acid, 6-Thiotic acid, Pyruvate oxidation factor, Lip(S2), DL-.alpha.-Lipoic acid, alpha-lipon 300, alpha-Liponsaeure [German], (+/-)-1,2-Dithiolane-3-pentanoic acid, .alpha.-Lipoic acid, DL-1,2-Dithiolane-3-valeric acid, MFCD00005474, NSC 90788, thioctate, (+-)-Thioctic acid, Thioctsaeure, Thiocacid, Thioctan, liponic acid, NSC 628502, (+-)-1,2-Dithiolane-3-pentanoic acid, (RS)-alpha-Lipoic acid, a-lipoic acid, (+-)-alpha-lipoic acid, Acidum thiocticum, Tioctidasi acetate replacing factor, A-lipoicum acidum, DL-1,2-Dithiolan-3-valeriansaeure, EINECS 200-534-6, EINECS 214-071-2, lipoate, Lipoic acid, alpha, Lipoic acid, dl-, BRN 0081853, BRN 0122410, Thioctic acid [INN:BAN:JAN], .alpha.-Liponic acid, CHEBI:16494, Thioctic acid (JAN), HSDB 7818, Thioctic acid, dl-form, DL-1,2-Dithiolan-3-valeriansaeure [German], C8H14O2S2, (.+-.)-Lipoic acid, NSC-90788, 1,2-DITHIOLANE-3-VALERIC ACID, (+-)-, (.+/-.)-Lipoic acid, THIOCTIC ACID [MI], (RS)-.alpha.-Lipoic acid, 5-[3-(1,2-dithiolanyl)]pentanoic acid, THIOCTIC ACID [HSDB], CHEMBL33864, 1,2-Dithiolane-3-pentanoic acid, (+-)-, THIOCTIC ACID [WHO-DD], DTXSID7025508, (.+-.)-.alpha.-Lipoic acid, 73Y7P0K73Y, 5-19-07-00237 (Beilstein Handbook Reference), NSC90788, rac a-Lipoic Acid, THIOCTIC ACID DL-FORM [MI], dl-1,2-Dithiolane-3-pentanoic acid, NSC-628502, NCGC00016032-06, 1,2-Dithiolane-3-valeric acid, (.+/-.)-, 1,2-Dithiolane-3-pentanoic acid, (.+/-.)-, DTXCID705508, biomolipon, duralipon, AlphaLipogamma, biomo lipon, espa lipon, Thiogamma oral, Alpha Lipogamma, Alpha-Lipogamma, Pleomix Alpha, Thioctacide T, Verla Lipon, AlphaLipon Stada, Alpha Lippon AL, Alpha Lipon Stada, Alpha-Lipon Stada, Liponsaureratiopharm, SMR000058198, Acid, alpha-Lipoic, CAS-1077-28-7, Liponsaure-ratiopharm, 5-(3-(1,2-DITHIOLANYL))PENTANOIC ACID, alpha Liponsaure von ct, (R)-(+)-alpha-Lipoic acid, R-(+)-Thioctic acid, SR-01000737460, DL-6,8-DITHIOOCTANOIC ACID, UNII-73Y7P0K73Y, Alphalipoic-acid, D,L-Lipoic acid, DL-a-Lipoic acid, D,L-Thioctic acid, lipoic acid (LA), alpha -Lipoic Acid, rac ?-Lipoic Acid, (RS)-thioctic acid, (R)-a-Lipoic acid, LIPOIC-ACID, rac alpha-Lipoic Acid, ()-alpha-Lipoic acid, Spectrum_001618, (+/-)-Lipoic acid, Spectrum2_001605, Spectrum3_001188, Spectrum4_000217, Spectrum5_001298, (+/-)-a-Lipoic acid, cid_864, (.+-.)-Thioctic acid, Lipoic acid, alpha [NF], bmse000542, Epitope ID:150922, R)-(+)-alpha-Lipoic acid, SCHEMBL51065, BSPBio_002835, KBioGR_000853, KBioSS_002098, THIOCTIC ACID [INCI], MLS000069736, MLS001332379, MLS001332380, MLS002153365, DivK1c_000912, SPECTRUM1503941, SPBio_001609, THIOCTIC ACID [MART.], BDBM10515, HMS502N14, HY-N0492R, KBio1_000912, KBio2_002098, KBio2_004666, KBio2_007234, KBio3_002335, A-LIPOICUM ACIDUM [HPUS], ALPHA LIPOIC ACID [VANDF], ALPHA-LIPOIC ACID [VANDF], NINDS_000912, thioctic acid (alpha-lipoic acid), GLXC-15365, HMS1922M22, HMS3649H08, HMS3885I16, Pharmakon1600-01503941, THIOCTIC ACID, (+/-)-, ALBB-030318, ALPHA LIPOIC ACID [USP-RS], BCP13221, BCP14048, BCP18944, HY-N0492, MSK10003, Tox21_110285, Tox21_201808, Tox21_303092, AC7875, BBL013878, CCG-39063, NSC628502, NSC758651, s3996, STK801969, THIOCTIC ACID [EP MONOGRAPH], ()-1,2-Dithiolane-3-pentanoic acid, AKOS000121582, AKOS016339634, Tox21_110285_1, AB09328, CS-4370, FL00461, KS-1322, NSC-758651, SB49517, IDI1_000912, ALPHA LIPOIC ACID [USP IMPURITY], NCGC00016032-02, NCGC00016032-03, NCGC00016032-04, NCGC00016032-05, NCGC00016032-07, NCGC00016032-08, NCGC00016032-09, NCGC00016032-11, NCGC00016032-14, NCGC00090872-01, NCGC00090872-02, NCGC00090872-03, NCGC00090872-04, NCGC00090872-05, NCGC00256970-01, NCGC00259357-01, (+/-)-alpha-Lipoic acid, >=98.0%, .ALPHA.-LIPOIC ACID, (+/-)-, 1ST10003, AC-22673, BP-31070, NCI60_042014, R)-(+)-, A-Lipoic acid OOEthyAoEthAEa, R-(+)-1,2-Dithiolane-3-pentanoic acid, SY010902, SY070695, (R)-(+)-(c) paragraph sign-Lipoic acid, SBI-0051871.P002, 1,2-Dithiolane-3-valeric acid, (+/-)-, 5-(1,2-Dithiolan-3-yl)pentanoic acid #, DB-050522, 1,2-Dithiolane-3-pentanoic acid, (+/-)-, 1,2-Dithiolane-3-valeric acid, (.+-.)-, CS-0694773, L0058, NS00001602, 1,2-Dithiolane-3-pentanoic acid, (.+-.)-, EN300-17612, C00725, D00086, AB00052393_09, Q312229, 1,2-Dithiolane-3-pentanoic acid, (+-)- (9CI), SR-01000737460-2, SR-01000737460-6, 5-((3RS)-1,2-DITHIOLAN-3-YL)PENTANOIC ACID, BRD-A16347691-001-13-1, Z56969297, F2191-0208, .DELTA.-(3-(1,2-DITHIACYCLOPENTYL))PENTANOIC ACID, Thioctic acid, European Pharmacopoeia (EP) Reference Standard, (+/-)-alpha-Lipoic acid, BioReagent, cell culture tested, >=99%, (+/-)-alpha-Lipoic acid, synthetic, >=99% (titration), powder, 1,2-Dithiolane-3-pentanoic acid, 5-(1,2-Dithiolan-3-yl)valeric acid, Alpha Lipoic Acid, United States Pharmacopeia (USP) Reference Standard, (R)-(+)-1,2-Dithiolane-3-pentanoic acid, R-(+)-Thioctic acid, R-(+)-alpha-Lipoic acid, AfAE'A centa' notA inverted exclamation markAfasA'A, AfAE'Adaggeratrade mark?-Lipoic Acid, Thioctic acid containing impurity B, European Pharmacopoeia (EP) Reference Standard, Thioctic acid for system suitability, European Pharmacopoeia (EP) Reference Standard, Thioctic Acid, 1,2-Dithiolane-3-pentanoic acid, 5-(1,2-Dithiolan-3-yl)valeric acid, (+/-)-Thioctic acid, (+/-)-1,2-Dithiolane-3-pentanoic acid, (+/-)-1,2-Dithiolane-3-valeric acid, 200-534-6 |
|---|---|
| Ghose Rule | True |
| Classyfire Kingdom | Organic compounds |
| Topological Polar Surface Area | 87.9 |
| Hydrogen Bond Donor Count | 1.0 |
| Pfizer 3 75 Rule | False |
| Scaffold Graph Level | C1CCCC1 |
| Np Classifier Class | Thia fatty acids |
| Deep Smiles | OC=O)CCCCCSSCC5 |
| Heavy Atom Count | 12.0 |
| Classyfire Class | Dithiolanes |
| Description | Lipoate, also known as lipoic acid or 6,8-thioctate, belongs to lipoic acids and derivatives class of compounds. Those are compounds containing a lipoic acid moiety (or a derivative thereof), which consists of a pentanoic acid (or derivative) attached to the C3 carbon atom of a 1,2-dithiolane ring. Lipoate is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Lipoate can be synthesized from octanoic acid. Lipoate can also be synthesized into lipoamide and lipoyl-AMP. Lipoate can be found in broccoli and spinach, which makes lipoate a potential biomarker for the consumption of these food products. Lipoate may be a unique E.coli metabolite. Lipoate is a non-carcinogenic (not listed by IARC) potentially toxic compound. |
| Scaffold Graph Node Level | C1CSSC1 |
| Classyfire Subclass | Lipoic acids and derivatives |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 150.0 |
| Database Name | fooddb_chem_all;hmdb_chem_all;imppat_phytochem;pubchem |
| Defined Atom Stereocenter Count | 0.0 |
| Iupac Name | 5-(dithiolan-3-yl)pentanoic acid |
| Class | Dithiolanes |
| Veber Rule | True |
| Classyfire Superclass | Organoheterocyclic compounds |
| Xlogp | 1.7 |
| Superclass | Organoheterocyclic compounds |
| Subclass | Lipoic acids and derivatives |
| Gsk 4 400 Rule | True |
| Molecular Formula | C8H14O2S2 |
| Scaffold Graph Node Bond Level | C1CSSC1 |
| Inchi Key | AGBQKNBQESQNJD-UHFFFAOYSA-N |
| Silicos It Class | Soluble |
| Rotatable Bond Count | 5.0 |
| Synonyms | 1,2-Dithiolane-3-pentanoic acid, 1,2-Dithiolane-3-valeric 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, alpha-Lipoic acid, alpha-Liponsaeure, Biletan, Liponic acid, Thioctansaeure, Thioctic acid, Thioctsaeure, Thioktsaeure, Thiotomin, Lipoic acid, DL-alpha-Lipoic acid, DL-Thioctic acid, 1,2-Dithiolane-3-pentanoate, 1,2-Dithiolane-3-valerate, 5-(1,2-Dithiolan-3-yl)valerate, 5-(Dithiolan-3-yl)valerate, 5-[3-(1,2-Dithiolanyl)]pentanoate, 6,8-Thioctate, 6,8-Thiotate, 6-Thioctate, 6-Thiotate, Acetic acid-replacing factor, a-Lipoate, a-Lipoic acid, alpha-Lipoate, Α-lipoate, Α-lipoic acid, a-Liponsaeure, Α-liponsaeure, Liponate, Thioctate, DL-a-Lipoate, DL-a-Lipoic acid, DL-alpha-Lipoate, DL-Α-lipoate, DL-Α-lipoic acid, DL-Thioctate, Acid, alpha-lipoic, 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, AlphaLiponsaure sofotec, AlphaLippon al, Alphaflam, Azulipont, Fenint, Injekt, thiogamma, Juthiac, Liponsaure ratiopharm, Liponsaure-ratiopharm, Liponsaureratiopharm, MTW Alphaliponsaure, MTW-Alphaliponsaure, MTWAlphaliponsaure, Neurium, Pleomix Alpha, Pleomix Alpha N, Pleomix-Alpha, Pleomix-Alpha N, PleomixAlpha, PleomixAlpha N, Thioctacid, Thioctacide T, Thiogamma injekt, Thiogamma oral, Tromlipon, Verla lipon, Verla-lipon, VerlaLipon, alpha Lipoic acid, alpha Liponaure heumann, alpha Liponsaure von CT, alpha Vibolex, alpha-Liponaure heumann, alpha-Liponsaure von CT, alpha-Vibolex, AlphaLiponaure heumann, AlphaLiponsaure von CT, AlphaVibolex, Biomo lipon, Biomo-lipon, Biomolipon, Duralipon, Espa lipon, Espa-lipon, Espalipon, (R)-Lipoate, Generosan brand OF thioctic acid, Merck dura brand OF thioctic acid, Rosen brand OF thioctic acid, Trommsdorgg brand OF thioctic acid, Viatris brand OF thioctic acid tromethamine, Esparma brand OF thioctic acid, Hexal brand OF thioctic acid, Stadapharm brand OF thioctic acid, Viatris brand OF thioctic acid, Ratiopharm brand OF thioctic acid, Aliud brand OF thioctic acid, Illa brand OF thioctic acid, Illa brand OF thioctic acid tromethamine, MTW Brand OF thioctic acid, Pharmacia brand OF thioctic acid, Q Pharm brand OF thioctic acid, Q-Pharm brand OF thioctic acid, Azupharma brand OF thioctic acid, Heumann brand OF thioctic acid, Juta brand OF thioctic acid, Lichtenstein brand OF thioctic acid, Sofotec brand OF thioctic acid, Verla brand OF thioctic acid, Worwag brand OF thioctic acid, Worwag brand OF thioctic acid meglumine, biomo Brand OF thioctic acid, CT Arzneimittel brand OF thioctic acid, CT-Arzneimittel brand OF thioctic acid, alpha-lipoic-acid |
| Esol Class | Very soluble |
| Functional Groups | CC(=O)O, CSSC |
| Compound Name | Thioctic Acid |
| Kingdom | Organic compounds |
| Exact Mass | 206.044 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 206.044 |
| Hydrogen Bond Acceptor Count | 4.0 |
| Molecular Weight | 206.3 |
| Gi Absorption | True |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 1.0 |
| Total Bond Stereocenter Count | 0.0 |
| Molecular Framework | Aliphatic heteromonocyclic compounds |
| Lipinski Rule Of 5 | True |
| Inchi | InChI=1S/C8H14O2S2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H,9,10) |
| Smiles | C1CSSC1CCCCC(=O)O |
| Np Classifier Biosynthetic Pathway | Fatty acids |
| Defined Bond Stereocenter Count | 0.0 |
| Egan Rule | True |
| Taxonomy Direct Parent | Lipoic acids and derivatives |
| Np Classifier Superclass | Fatty Acids and Conjugates |
- 1. Outgoing r'ship
FOUND_INto/from Brassica Oleracea (Plant) Rel Props:Source_db:fooddb_chem_all - 2. Outgoing r'ship
FOUND_INto/from Spinacia Oleracea (Plant) Rel Props:Source_db:fooddb_chem_all