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Ginsenoside K

Ginsenoside K structure

Ginsenoside K 

structure
  • CAS No:

    39262-14-1

  • Formula:

    C36H62O8

  • Chemical Name:

    Ginsenoside K

  • Synonyms:

    β-D-Glucopyranoside,(3β,12β)-3,12-dihydroxydammar-24-en-20-yl;(3β,12β)-3,12-Dihydroxydammar-24-en-20-yl β-D-glucopyranoside;20-O-β-D-Glucopyranosyl-20(S)-protopanaxadiol;Ginsenoside K;IH 901;Protopanaxadiol 20-O-glucoside;20(S)-Protopanaxadiol 20-O-D-glucopyranoside;Ginsenoside C-K;20-O-β-Glucopyranosyl-20(S)-protopanaxadiol;Ginsenoside compound K;20(S)-Protopanaxadiol 20-O-β-D-glucopyranoside;Ginsenoside IH901;Ginsenoside M1;Ginsenoside metabolite M1;Compound k;3-O-Deglucosylginsenoside F2;LCHK 168;20S-Protopanaxadiol 20-O-β-D-glucopyranoside;NT3 VAN SC6;79104-63-5;852637-00-4

  • Categories:

    Biochemical Engineering  >  Plant Extracts

Description

Ginsenoside C-K, a bacterial metabolite of G-Rb1, exhibits anti-inflammatory effects by reducing iNOS and COX-2. Ginsenoside C-K exhibits an inhibition against the activity of CYP2C9 and CYP2A6 in human liver microsomes with IC50s of 32.0±3.6 μM and 63.6±4.2 μM, respectively.


Ginsenoside C-K is a ginsenoside found in Panax species that is dammarane which is substituted by hydroxy groups at the 3beta, 12beta and 20 pro-S positions, in which the hydroxy group at position 20 has been converted to the corresponding beta-D-glucopyranoside, and in which a double bond has been introduced at the 24-25 position. It has a role as a plant metabolite, an antineoplastic agent, a hepatoprotective agent, an anti-allergic agent and an anti-inflammatory agent. It is a beta-D-glucoside, a 12beta-hydroxy steroid, a ginsenoside, a tetracyclic triterpenoid, a 3beta-hydroxy steroid and a 3beta-hydroxy-4,4-dimethylsteroid. It derives from a hydride of a dammarane.

Ginsenoside K Basic Attributes

622.878

622.87

DTXSID60431770

Characteristics

139.84000

5.50

1.2±0.1 g/cm3

181-183 °C

723.1±60.0 °C at 760 mmHg

391.1±32.9 °C

1.572

Safety Information

NONH for all modes of transport

P264, P270, P301+P312, P330, P501

H302

Drug Information

20-O-beta-D-glucopyranosyl-20(S)-protopanaxadiol

Ginsenoside K Use and Manufacturing

Ginsenoside CK is the intestinal microbial metabolite of ginsenoside Rb1, which has anti-cancer cell proliferation and anti-inflammatory effects.

Computed Properties

Molecular Weight:622.9
XLogP3:5.6
Hydrogen Bond Donor Count:6
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:7
Exact Mass:622.44446893
Monoisotopic Mass:622.44446893
Topological Polar Surface Area:140
Heavy Atom Count:44
Complexity:1070
Defined Atom Stereocenter Count:15
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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