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Home > Encyclopedia > (S)-Thioctic acid

(S)-Thioctic acid

(S)-Thioctic acid structure

(S)-Thioctic acid 

structure
  • CAS No:

    1077-27-6

  • Formula:

    C8H14O2S2

  • Chemical Name:

    (S)-Thioctic acid

  • Synonyms:

    1,2-Dithiolane-3-pentanoic acid,(3S)-;1,2-Dithiolane-3-pentanoic acid,(S)-;(3S)-1,2-Dithiolane-3-pentanoic acid;l-Thioctic acid;(-)-Thioctic acid;(S)-Thioctic acid;S-(-)-α-Lipoic acid;(S)-Lipoic acid;(S)-(-)-Lipoic acid;1,2-Dithiolane-3-pentanoic acid (3S)-;127254-35-7

Description

Solid


(S)-lipoic acid is the (S)-enantiomer of lipoic acid. Not found in nature, it may exert detrimental effects on biosystems. It is a lipoic acid, a heterocyclic fatty acid, a thia fatty acid and a member of dithiolanes. It derives from an octanoic acid. It is an enantiomer of a (R)-lipoic acid.|An octanoic acid bridged with two sulfurs so that it is sometimes also called a pentanoic acid in some naming schemes. It is biosynthesized by cleavage of LINOLEIC ACID and is a coenzyme of oxoglutarate dehydrogenase (KETOGLUTARATE DEHYDROGENASE COMPLEX). It is used in DIETARY SUPPLEMENTS.

(S)-Thioctic acid Basic Attributes

206.326

206.33

200-534-6

J2Y905FQ57

DTXSID20152651

Characteristics

87.90000

2.16

Solid

1.2±0.1 g/cm3

45-47.5 °C

362.5±11.0 °C at 760 mmHg

173.0±19.3 °C

1.562

2.24e-01 g/L

3.07E-06mmHg at 25°C

Safety Information

P264, P270, P301+P312, P330, P501

H302

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P273, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 122 companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|P264, P270, P301+P312, P330, and P501|Aggregated GHS information provided by 39 companies from 2 notifications to the ECHA C&L Inventory.

Drug Information

A group of water-soluble vitamins, some of which are COENZYMES. (See all compounds classified as Vitamin B Complex.)|Naturally occurring or synthetic substances that inhibit or retard oxidation reactions. They counteract the damaging effects of oxidation in animal tissues. (See all compounds classified as Antioxidants.)

Acid, alpha-Lipoic

Computed Properties

Molecular Weight:206.3
XLogP3:1.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:5
Exact Mass:206.04352203
Monoisotopic Mass:206.04352203
Topological Polar Surface Area:87.9
Heavy Atom Count:12
Complexity:150
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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