Natural Product (NP) Details

General Information of the NP (ID: NP8680)
Name
Glycyrol
Synonyms
Glycyrol; Neoglycyrol; 23013-84-5; CHEBI:80832; 3,9-dihydroxy-1-methoxy-2-(3-methylbut-2-enyl)-[1]benzofuro[3,2-c]chromen-6-one; MLS000697623; SCHEMBL758197; CHEMBL132695; DTXSID00177569; HMS2270J05; HY-N3961; ZINC13130921; AKOS032949068; SMR000470955; 3,9-Dihydroxy-1-methoxy-2-prenylcoumestan; CS-0024524; FT-0775552; C16968; Q27149874; 3,9-Dihydroxy-1-methoxy-2-(3-methyl-but-2-enyl)-benzofuro[3,2-c][1]benzopyran-6-one; 3,9-dihydroxy-1-methoxy-2-(3-methylbut-2-enyl)benzofuro[3,2-c]chromen-6-one; 6H-Benzofuro(3,2-c)(1)benzopyran-6-one, 3,9-dihydroxy-1-methoxy-2-(3-methyl-2-butenyl)-; 3,9-dihydroxy-1-methoxy-2-(3-methylbut-2-en-1-yl)-6H-[1]benzofuro[3,2-c][1]benzopyran-6-one
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Species Origin Glycyrrhiza uralensis ...     Click to Show/Hide
Glycyrrhiza uralensis
Kingdom: Viridiplantae
Phylum: Streptophyta
Class: Magnoliopsida
Order: Fabales
Family: Fabaceae
Genus: Glycyrrhiza
Species: Glycyrrhiza uralensis
Disease Rheumatoid arthritis [ICD-11: FA20] Investigative [1]
Structure
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2D MOL

3D MOL

ADMET Property
Absporption
Caco-2 Permeability
 -4.874
 
MDCK Permeability
 -4.724
 
PAMPA
 -
 
HIA
 - - -
 
Distribution
VDss
 0.125
 
PPB
 94.4%
 
BBB
 - - -
 
Metabolism
CYP1A2 inhibitor
 +
CYP1A2 substrate
 - - -
CYP2C19 inhibitor
 +++
CYP2C19 substrate
 +
CYP2C9 inhibitor
 +++
CYP2C9 substrate
 - -
CYP2D6 inhibitor
 +
CYP2D6 substrate
 +++
CYP3A4 inhibitor
 +++
CYP3A4 substrate
 - -
CYP2B6 inhibitor
 +++
CYP2B6 substrate
 - - -
CYP2C8 inhibitor
 +++
HLM Stability
 +++
 
Excretion
CLplasma
 3.26
 
T1/2
 1.331
Toxicity
DILI
 ++
 
Rat Oral Acute Toxicity
 ++
 
FDAMDD
 ++
 
Respiratory
 ++
 
Human Hepatotoxicity
 +
 
Ototoxicity
 - -
 
Drug-induced Nephrotoxicity
 - -
 
Drug-induced Neurotoxicity
 - -
 
Hematotoxicity
 - -
 
Genotoxicity
 +++
 
Tips: 1. For the classification endpoints, the prediction probability values are transformed into six symbols: 0-0.1 (- - -), 0.1-0.3 (- -), 0.3-0.5 (-), 0.5-0.7 (+), 0.7-0.9 (++), and 0.9-1.0 (+++). 2. Additionally, the corresponding relationships of the three labels are as follows: excellent; medium; poor.
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    Click to Show/Hide the Molecular Information and External Link(s) of This Natural Product
Formula
C21H18O6
PubChem CID
5320083
Canonical SMILES
CC(=CCC1=C(C2=C(C=C1O)OC(=O)C3=C2OC4=C3C=CC(=C4)O)OC)C
InChI
1S/C21H18O6/c1-10(2)4-6-12-14(23)9-16-18(19(12)25-3)20-17(21(24)27-16)13-7-5-11(22)8-15(13)26-20/h4-5,7-9,22-23H,6H2,1-3H3
InChIKey
LWESBHWAOZORCQ-UHFFFAOYSA-N
CAS Number
CAS 23013-84-5
ChEBI ID
CHEBI:80832
Herb ID
HBIN028181
SymMap ID
SMIT04576
TCMSP ID
MOL002311
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Drug(s) Whose Efficacy can be Enhanced by This NP
          Fluconazole      Fungal infection     Click to Show/Hide the Molecular Data of This Drug
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    In-vivo Model Mouse was shaved with electric clippers and an approximately 4 cm2 area was marked and slightly abraded with sterile sandpaper before infection with 20 ul of suspension containing 1*106 C. albicans.
                    Experimental
                    Result(s)		 It is very likely that, by damaging the cell wall, glycyrol helps fluconazole invade C. albicans more readily and attack fluconazole's target in the fungus membrane.
References
Reference 1 Glycyrol suppresses collagen-induced arthritis by regulating autoimmune and inflammatory responses. PLoS One. 2014 Jul 18;9(7):e98137.
Reference 2 Synergic effect of combination of glycyrol and fluconazole against experimental cutaneous candidiasis due to Candida albicans. Arch Pharm Res. 2016 Oct;39(10):1482-1489.
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