| In ZINC since | Heavy atoms | Benign functionality |
|---|---|---|
| October 6th, 2004 | 12 | No |
Popular Name: Lipoic acid Lipoic acid
Find On: PubMed — Wikipedia — Google
CAS Numbers: 1077-24-7 , 1077-27-6 , 1077-28-7 , 1200-22-2 , 14358-90-8 , 2319-84-8 , 4547-02-8 , 62-46-4 , [1077-27-6] , [1200-22-2] , [2319-84-8] , [4547-02-8]
(+/-)-1,2-DITHIOLANE-3-PENTANOIC ACID
(R)-(+)-1,2-Dithiolane-3-pentanoic acid
(R)-1,2-dithiolane-3-pentanoic acid
(R)-1,2-Dithiolane-3-ValericAcid
(R)-5-(1,2-Dithiolan-3-yl)pentanoic acid
(S)-5-(1,2-Dithiolan-3-yl)pentanoicacid
1,2-Dithiolane-3-pentanoic acid
1,2-Dithiolane-3R-pentanoic acid
5-(1,2-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)
7-Chloro-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepine-2-thione
Alpha (NF); Thioctic Acid (JAN)
CHEBI:146958; CHEBI:25058; CHEBI:6492
R-(+)-1,2-Dithiolane-3-pentanoic acid
| 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 | 8.4 | -47.34 | 0 | 2 | -1 | 40 | 205.324 | 5 | ↓ |
| Lo Low (pH 4.5-6) | 2.25 | 6.42 | -9.4 | 1 | 2 | 0 | 37 | 206.332 | 5 | ↓ |
| 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 |
| MP | 48-52° | Oakwood Chemical |
| MP | 49 | TCI |
| 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 |
| Purity | 98% | Fluorochem |
| Purity | 99% | APIChem |
| UniProt Database Links | ACSM1_BOVIN; ACSM1_HUMAN; ACSM1_MOUSE; FABF_COXBU; FABF_ECO57; FABF_ECOL6; FABF_ECOLI; FABF_RHIME; FABF_SHIFL; FABF_VIBCH; FABF_VIBHA; GCSH_BACSU; HA1A_RABIT; HA1B_RABIT; HA2P_RABIT; HB2P_RABIT; HFA1_YEAS1; HFA1_YEAS2; HFA1_YEAS7; HFA1_YEAS8; HFA1_YEAST | ChEBI |
| 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 |
| Patent Database Links | EP1666092; EP1897539; US2005101669; US2005215622; WO2006014219 | 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 |
| Code | Description | Organism Class | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| ACES-6-E | Acetylcholinesterase (cluster #6 Of 12), Eukaryotic | Eukaryotes | 1 | 1.05 | Binding ≤ 10μM |
| PGH2-6-E | Cyclooxygenase-2 (cluster #6 Of 8), Eukaryotic | Eukaryotes | 0 | 0.00 | Binding ≤ 10μM |
| Uniprot | Swissprot | Description | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| ACES_HUMAN | P22303 | Acetylcholinesterase, Human | 1 | 1.05 | Binding ≤ 1μM |
| PGH2_HUMAN | P35354 | Cyclooxygenase-2, Human | 0.1 | 1.17 | Binding ≤ 1μM |
| ACES_HUMAN | P22303 | Acetylcholinesterase, Human | 1 | 1.05 | Binding ≤ 10μM |
| PGH2_HUMAN | P35354 | Cyclooxygenase-2, Human | 0.1 | 1.17 | Binding ≤ 10μM |
| Description | Species |
|---|---|
| Transport of vitamins, nucleosides, and related molecules |
| Description | Species |
|---|---|
| Neurotransmitter Clearance In The Synaptic Cleft | |
| Nicotinamide salvaging | |
| Synthesis of 15-eicosatetraenoic acid derivatives | |
| Synthesis of PC | |
| Synthesis of Prostaglandins (PG) and Thromboxanes (TX) | |
| Synthesis, secretion, and deacylation of Ghrelin |
