UCSF

ZINC01532729

Substance Information

In ZINC since Heavy atoms Benign functionality
October 6th, 2004 12 No

Other Names:

"()--Lipoic acid, 98%"

()-1,2-Dithiolane-3-pentanoic acid; ()-alpha-Lipoic acid; (+-)-1,2-Dithiolane-3-pentanoic acid; (+/-)-1,2-Dithiolane-3-pentanoic acid; (.+-.)-.alpha.-Lipoic acid; (.+-.)-Lipoic acid; (RS)-.alpha.-Lipoic acid; (RS)-Lipoic acid; .alpha.-Liponic acid; 1,2-DI

(+-)-1,2-Dithiolane-3-pentanoic acid; 1,2-Dithiolane-3-pentanoic acid; 1,2-Dithiolane-3-pentanoic acid, (+-)-; 1,2-Dithiolane-3-valeric acid, (+-)-; 5-(Dithiolan-3-yl)valeric acid; ALPHA-LIPOIC ACID; BRN 0081853; DL-1,2-Dithiolan-3-valeriansaeure [German]

(+/-)-1,2-DITHIOLANE-3-PENTANOIC ACID

(R)-1,2-Dithiolane-3-ValericAcid

(S)-(−)-lipoic acid;(S)-1,2-dithiolane-3-pentanoic acid;(S)-alpha-lipoic acid;L-1,2-dithiolane 3-valeric acid;L-6,8-thioctic acid;L-6-thioctic acid;Lipoic acid;S-LA;SLA;thioctic acid l-form

(S)-5-(1,2-Dithiolan-3-yl)pentanoic acid

(S)-5-(1,2-Dithiolan-3-yl)pentanoicacid

(S)-alpha-lipoic acid

(S)-lipoic acid

1,2-Dithiolane-3-pentanoic acid

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-replac

1,2-Dithiolane-3-pentanoic acid; 1,2-Dithiolane-3-valeric acid; 5-(1,2-Dithiolan-3-yl)valeric acid; 6,8-Dithiooctanoic acid; 6,8-Thioctic acid; 6,8-Thiotic acid; 6-Thioctic acid; Acetate-replacing factor; BRN 0122410; Biletan; C8H14O2S2; EINECS 200-534-6

1,2-Dithiolane-3-valeric acid

1,2-Dithiolane-3R-pentanoic acid

5-(1,2-Dithiolan-3-yl)pentanoic acid

5-[ -Dithiolan-3-yl]pentanoicacid

5-[(3S)-Dithiolan-3-yl]pentanoic acid

62-46-4; C00725; Lipoate; Lipoic acid; Thioctic acid; alpha-Lipoic acid

62-46-4; D00086; Thioctic acid (JAN); Thiotomin (TN)

Alpha (NF); Thioctic Acid (JAN)

Alpha Lipoic acid

ALPHA-LIPOIC ACID

Berlition

Biletan

CHEBI:146958; CHEBI:25058; CHEBI:6492

DITHIOLANYLPENTANOICACI

DL-.alpha.-Lipoic Acid

DL-6,8-Dithiooctanoic acid

DL-ALPHA-LIPOIC ACID

DL-Thioctic acid

DL-Thioctic acid, 98%

DL-Thioctic acid, 98+%

Heparlipon

��-Lipoic Acid

L-Thioctic acid

Lipoate

Lipoic acid

MFCD00005474

MFCD00243000

MFCD01863481

N/A

NA

OR-4010

QA-9652

R()Alpha lipoic Acid Tromethamine salt

Sodium thioctate

Sodiumthioctate

Thioctacid

Thioctsan

Thiogamma

-Lipoic Acid

Download: MOL2 SDF SMILES Flexibase

Annotations

Vendors

Physical Representations

Type pH range xlogP Des A‑Pol Apolar desolvation (kcal/mol) Des Pol Polar desolvation (kcal/mol) H Don H-bond donors H Acc H-bond acceptors Chg Net charge tPSA (Ų) MWT Molecular weight (g/mol) RB Rotatable bonds DL
Ref Reference (pH 7) 2.25 8.46 -48.23 0 2 -1 40 205.324 5
Lo Low (pH 4.5-6) 2.25 6.48 -10.28 1 2 0 37 206.332 5

Vendor Notes

Note Type Comments Provided By
BP [°C] 160 - 165 Acros Organics
Boiling_Point 160-165? Alfa-Aesar
Boiling_Point 160-165° Alfa-Aesar
ALOGPS_SOLUBILITY 2.24e-01 g/l DrugBank-nutriceuticals
Melting_Point 59-63? Alfa-Aesar
Melting_Point 59-63° Alfa-Aesar
Mp [°C] 60 - 63 Acros Organics
MP 60...63 Enamine Building Blocks
MP 60° Oakwood Chemical
MP 62 TCI
purity 9.500000000000000e+001 Enamine Building Blocks Enamine Building Blocks
Purity 95% Fluorochem
Purity 95+% Matrix Scientific
Indications antioxidant KeyOrganics Bioactives
Target Brain-derived neurotrophic factor(P23560)&Glucocorticoid receptor(P04150)&Transforming growth factor beta-1(P01137)&Collagen alpha-1(III) chain(P02461)&Collagen alpha-1(VII) chain(Q02388)&Interleukin-1 beta(P01584)&Interstitial collagenase(P03956)&Metallo Herbal Ingredients Targets
Patent Database Links EP1214933; EP1486495; EP1502597; EP1574521; EP1597973; EP1598060; EP1609462; EP1630164; EP1671653; EP1690534; EP1707217; EP1728506; EP1731517; EP1762271; EP1772767; EP1774973; EP1779858; EP1790238; EP1800666; EP1875816; EP1897539; EP1935407; EP1938803; EP ChEBI
UniProt Database Links FABF_COXBU; FABF_ECO57; FABF_ECOL6; FABF_ECOLI; FABF_RHIME; FABF_SHIFL; FABF_VIBCH; FABF_VIBHA; GCSH_BACSU; HFA1_YEAS1; HFA1_YEAS2; HFA1_YEAS7; HFA1_YEAS8; HFA1_YEAST; LIAS1_DROYA; LIAS1_PEA; LIAS2_DROYA; LIAS2_PEA; LIAS_AEDAE; LIAS_ARATH; LIAS_BOVIN; LIA ChEBI
H phrase H315: Causes skin irritation Acros Organics
H phrase H315: Causes skin irritation; H319: Causes serious eye irritation; H335: May cause respiratory irritation; H302: Harmful if swallowed Acros Organics
Therapy hepatoprotectant SMDC Iconix
Warnings IRRITANT Matrix Scientific
P phrase P261: Avoid breathing dust/fume/gas/mist/vapors/spray Acros Organics
P phrase P261: Avoid breathing dust/fume/gas/mist/vapors/spray; P301+ P312: IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell; P302+ P352: IF ON SKIN: Wash with plenty of soap and water; P280: Wear protective gloves/protective clothing/eye Acros Organics
R phrase R22: Harmful if swallowed. Acros Organics
R phrase R22: Harmful if swallowed.; R36/37/38: Irritating to eyes, respiratory system and skin. Acros Organics
Reactome Database Links REACT_22320 ChEBI
S phrase S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Acros Organics
S phrase S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S37/39: Wear suitable gloves and eye/face protection. Acros Organics
Hazard XN: Harmful Acros Organics

Activity (Go SEA)

Direct Reactome Annotations (via ChEBI)

Description Species
Transport of vitamins, nucleosides, and related molecules

Analogs ( Draw Identity 99% 90% 80% 70% )