Standard Compound Records

Database Entry: cq_00491

2D-Structure

3D-Structure

(Powered by ChemAxon Marvin)

Basic Information

Name:Lipoate;Lipoic acid;alpha-Lipoic acid;Thioctic acid;1,2-Dithiolane-3R-pentanoic acid
Synonyms:Lipoate;Lipoic acid;alpha-Lipoic acid;Thioctic acid;1,2-Dithiolane-3R-pentanoic acid;1,2-DITHIOLANE-3-PENTANOIC ACID;1,2-Dithiolane-3-valeric acid;5-(1,2-Dithiolan-3-yl)valeric acid;5-19-07-00237 (Beilstein Handbook Reference);6,8-Dithiooctanoic acid;6,8-Thioctic acid;6,8-Thiotic acid;6-Thioctic acid;6-Thiotic acid;62-46-4;Acetate-replacing factor;BRN 0122410;Biletan;DRG-0236;EINECS 200-534-6;Heparlipon;Liposan;Lipothion;Protogen A;Pyruvate oxidation factor;Thioctacid;Thioctic acid [JAN];Thioctidase;Thioctsan;Thioktsaeure [German];Thiooctanoic acid;Tioctacid;Tioctidasi;Tioctidasi acetate replacing factor;alpha-Liponic acid;alpha-Liponsaeure [German];5-[(3S)-dithiolan-3-yl]pentanoic acid;HMDB01451;;(+)-alpha-Lipoate;(+)-alpha-Lipoic acid;(+-)-1,2-Dithiolane-3-pentanoate;(+-)-1,2-Dithiolane-3-pentanoic acid;(+-)-1,2-Dithiolane-3-valerate;(+-)-1,2-Dithiolane-3-valeric acid;(R)-1,2-Dithiolane-3-pentanoate;(R)-1,2-Dithiolane-3-pentanoic acid;(RS)-Lipoate;(RS)-Lipoic acid;(RS)-alpha-Lipoate;(RS)-alpha-Lipoic acid;1,2-Dithiolane-3-pentanoate;1,2-Dithiolane-3-valerate;1,2-Dithiolane-3R-pentanoate;5-(1,2-Dithiolan-3-yl)pentanoate;5-(1,2-Dithiolan-3-yl)pentanoic acid;5-(1,2-Dithiolan-3-yl)valerate;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-Dithiooctanoate;6,8-Thioctate;6,8-Thiotate;6-Thioctate;6-Thiotate;DL-1,2-Dithiolane 3-valerate;DL-1,2-Dithiolane 3-valeric acid;DL-6,8-Dithiooctanoate;DL-6,8-Dithiooctanoic acid;DL-6,8-Thioctate;DL-6,8-Thioctic acid;DL-6-Thioctate;DL-6-Thioctic acid;DL-Thioctic acid > 98%;DL-alpha-Lipoate;DL-alpha-Lipoic acid;LPA;Lip;Lipoicin;R-Lipoate;R-Lipoic acid;Rac-lipoate;Thioctan;Thioctate;Thioctic acid d-form;Thioctic acid dl-form;Thioktsaeure;Thiooctanoate;Thiotomin;Tioctan;acetate replacing factor;alpha Lipoate;alpha Lipoic acid;alpha-Lipoate;alpha-Liponate;alpha-Liponsaeure;delta-[3-(1,2-dithiacyclopentyl)]pentanoate;delta-[3-(1,2-dithiacyclopentyl)]pentanoic acid;dl-Lipoate;dl-Lipoic acid;dl-Thioctate;dl-Thioctic acid;liponate;liponic acid;5-(dithiolan-3-yl)pentanoic acid
Molecular Weight:206.32556
Formula:C8H14O2S2
CAS:62-46-4
Isomeric SMILES:C1CSS[C@@H]1CCCCC(=O)O
Canonical SMILES:C1CSSC1CCCCC(=O)O
InChI: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
Experimental Water Solubility:
Predicted Water Solubility:0.127 mg/mL at 25 oC [MEYLAN,WM et al. (1996)]; 0.224 mg/mL [Predicted by ALOGPS]
Experimental LogP(octanol-water):
Predicted LogP(octanol-water):2.75 [Predicted by ALOGPS]; 2.1 [Predicted by PubChem via XLOGP]; 3.40 [MEYLAN,WM & HOWARD,PH (1995)]

Biology and Chemistry related

KEGG Compound ID:C00725
PubChem SID:149003
PubChem CID:6112
ChemIDplus:000062464
CHEBI:30314
HMDB:|HMDB01451|
PDB Component ID:|LPA|
MetaCyc ID:|LIPOIC-ACID|
UM-BBD ID:
BMRB ID:|alpha_lipoic_acid|

NMR related

MMCD Experimental_NMR: expnmr_00565 ||

Atom IDAtom TypeSMILES Canonical IDSMILES Symmetry ClassNeighborsInChI Canonical IDInChI Symmetry ClassEmpirical Chemical ShiftTheoretical Chemical ShiftExperimental Chemical ShiftLiterature NMR Data
1O161019,199N_AN_AN_AN_A
2C4191316,15,2188177.5N_AN_AN_A
3O15919109N_AN_AN_AN_A
4C2211519,22,4,54436.1N_AN_AN_A
5C2221621,24,6,72224.3N_AN_AN_A
6C2241822,25,10,111125.0N_AN_AN_A
7C2251924,26,12,133331.5N_AN_AN_A
8C3262025,23,18,147756.3N_AN_AN_A
9C2231726,20,8,95540.2N_AN_AN_A
10C2201423,17,2,36635.2N_AN_AN_A
11S171120,181111N_AN_AN_AN_A
12S181226,171212N_AN_AN_AN_A
13H14826N_AN_A2.52N_AN_AN_A
14H4321N_AN_A2.23N_AN_AN_A
15H5321N_AN_A2.23N_AN_AN_A
16H6422N_AN_A1.56N_AN_AN_A
17H7422N_AN_A1.56N_AN_AN_A
18H10624N_AN_A1.29N_AN_AN_A
19H11624N_AN_A1.29N_AN_AN_A
20H12725N_AN_A1.55N_AN_AN_A
21H13725N_AN_A1.55N_AN_AN_A
22H8523N_AN_A1.725N_AN_AN_A
23H9523N_AN_A1.975N_AN_AN_A
24H2220N_AN_A2.51N_AN_AN_A
25H3220N_AN_A2.61N_AN_AN_A
26H1116N_AN_A12.35N_AN_AN_A

Mass Spectra related

HMDB_MASS_SPEC: HMDB01451||

C12N14 Mass data:206.043521074
C13N14 Mass data:214.070359776
C12N15 Mass data:206.043521074
C13N15 Mass data:214.070359776

Miscellanea

Order_Status:DONE
Organism:hsa; aaeo63363; afer243159; amar234826; anae240017; apha212042; asp62977; asp76114; avar240292; baph224915; bbac264462; bbro518; bflo203907; bfra295405; bhal86665; bjap224911; bmal243160; bmel359391; bpar519; bper520; bpse28450; bsp107806; bsub1423; bsui204722; bthe226186; cblo203907; cblo291272; cbur227377; cdip1717; ceff196164; cglu196627-1; cglu196627; cjei306537; cpel335992; cpne115713; cpne138677; cpne182082; ctep194439; ctet212717; cvio243365; dvul882; ecan269484; echa205920; ecol83334-1; erum254945; frant; gkau235909; goxy290633; gsul35554; hinf281310; hmar272569; iloi283942; laci272621; lint189518; llac1360; lmon265669; lpla220668; lpne272624; mcap243233; mgen2097; mhyo295358; mjan243232; mmob267748; mmyc44101; mpen28227; mpul2107; mxan246197; neur228410; ngon242231; nmen491; nmen65699; noce323261; npha348780; nsen222891; nwin323098; oihe182710; pacn267747; parc259536; past100379; pfa; pfur186497; pgin242619; pint246198; pmar167539; pmar59919; pmar74547; ppro298386; psp117; ptor263820; rcon781; reut264198; rfel315456; rsph272943; rtyp257363; saur158878; saur158879; saur282458; saur282459; saur93062; save227882; sboy300268; scoe1902; sdys300267; sent209261; sent295319; sent90370; sepi176279; sepi176280; sfle198214; smel382; sone211586; spne1313; spne170187; spom246200; spyo160490; spyo186103; spyo295319; ssol2287; ssp1131-1; ssp84588; sthe264199; sthe299768; tcru317025; tden243275; tmar2336; tten119072; tthe300852; tvol50339; twhi203267; uure2130; vcho243277; vfis312309; vpar223926; vvul216895; wpip955; wsp80849; wsuc844; xaxo190486; xcam314565; ypes187410; ypes632; ypse273123; zmob264203; aae; aau; afm; ago; aha; ana; ani; aor; ape; art; ava; ayw; baa; bad; ban; bar; bat; bba; bbr; bca; bce; bcl; bcz; bfl; bfr; bfs; bha; bld; bli; blo; bpa; bpe; bpn; bsu; bth; btk; btl; cab; cal; cca; cch; cdf; cef; cfe; cgb; cgl; chy; cme; cmu; cne; cpa; cpj; cpn; cpt; cta; ctc; cte; ctr; cya; cyb; daga; dame; dbmo; dcbr; dcin; dcnb; ddi; dfru; dkwa; dncr; dpkn; dps; dpyo; dsba; dsmi; dspd; dsy; dtni; dyli; ecc; ece; eci; ecj; eco; ecp; ecs; ecv; efa; eosa; epba; espu; ftf; fth; ftl; ftn; ftu; gka; gme; gsu; gvi; hal; hbu; hma; ilo; ko; lbj; lbl; lbr; lca; lic; lil; lin; lla; llc; llm; lma; lme; lmf; lmo; lpl; lsa; lsl; lwe; map; mcp; mfl; mga; mge; mhj; mhp; mhy; mmo; mmy; mpe; mpn; mpu; msu; msy; mta; nph; oih; ooe; pab; pcr; pcu; pfu; pho; pic; plt; pma; pmb; pmc; pme; pmf; pmg; pmi; pmm; pmn; pmt; poy; ppd; ppe; ppr; rba; rxy; saa; sab; sac; sag; sai; sak; sam; san; sao; sar; sas; sau; sav; sbo; sce; sco; sdy; sec; sen; sep; ser; sha; smr; smu; spa; spb; spd; spg; sph; spi; spj; spk; spm; spn; spo; spr; sps; spt; spy; spz; sru; ssa; ssn; sso; ssp; stc; ste; sth; stl; stm; sto; stt; sty; swo; syc; syd; sye; syf; syg; syn; syw; tac; tan; tbr; tcr; tde; tel; ter; tko; tma; tpv; tte; tva; tvo; vch; yen; ypa; ype; ypk; ypm; ypn; ypp; yps
Location:Fridge C UW Box 1 G4
Isomer:
Salt:
Data Source:kegg;hmdb;pdb;biocyc
Similar Structure:
Comments: