Glabridin
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Glabridin
structure -
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CAS No:
59870-68-7
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Formula:
C20H20O4
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Chemical Name:
Glabridin
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Synonyms:
1,3-Benzenediol,4-[(3R)-3,4-dihydro-8,8-dimethyl-2H,8H-benzo[1,2-b:3,4-b′]dipyran-3-yl]-;1,3-Benzenediol,4-(3,4-dihydro-8,8-dimethyl-2H,8H-benzo[1,2-b:3,4-b′]dipyran-3-yl)-,(R)-;2H,8H-Benzo[1,2-b:3,4-b′]dipyran,1,3-benzenediol deriv.;4-[(3R)-3,4-Dihydro-8,8-dimethyl-2H,8H-benzo[1,2-b:3,4-b′]dipyran-3-yl]-1,3-benzenediol;Glabridin
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CAS No:
Description
Glabridin is a natural isoflavan from Glycyrrhiza glabra, binds to and activates PPARγ, with an EC50 of 6115 nM. Glabridin exhibits antioxidant, anti-bacterial, anti-nephritic, anti-diabetic, anti-fungal, antitumor, anti-inflammatory, antiosteoporotic, cardiovascular protective, neuroprotective and radical scavenging activities[1][2].
Glabridin is a member of the class of hydroxyisoflavans that is (R)-isoflavan substituted by hydroxy groups at positions 2' and 4' and a 2,2-dimethyl-2H-pyran group across positions 7 and 8 respectively. It has a role as an antiplasmodial drug. It derives from a hydride of a (R)-isoflavan.
Characteristics
58.92000
3.9
light yellow powder ,insoluble in water
1.257 g/cm3
238-240 °C @ Solvent: Hexane
518.6ºC at 760 mmHg
267.4ºC
1.622
Safety Information
NONH for all modes of transport
3
24/25
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P312, P322, P330, P363, P501
H413
Not Classified
Glabridin Use and Manufacturing
Glabridin is a chemical compound that is found in the root extract of licorice (Glycyrrhiza glabra). Glabridin is an isoflavane, a type of isoflavonoid. This product is part of a larger family of plant-derived molecules, the natural phenols.It is used as an ingredient in cosmetics and is listed in International Nomenclature of Cosmetic Ingredients (INCI).Glabridin is yellowish-brown powder. It is insoluble in water, but soluble in organic solvents such as propylene glycol.
Polyketides [PK] -> Flavonoids [PK12] -> Isoflavans [PK1208]
Computed Properties
Molecular Weight:324.4
XLogP3:3.9
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:324.13615911
Monoisotopic Mass:324.13615911
Topological Polar Surface Area:58.9
Heavy Atom Count:24
Complexity:488
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Drug Function and Efficacy
Protect gastric mucosa, repair and promote mucosal regeneration, etc.
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