Glycyrrhetinic acid - Compound Card

Glycyrrhetinic acid

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Glycyrrhetinic acid

Family: Plantae - Leguminosae/Fabaceae
Kingdom: Plantae
Class: Terpenoid
- Subclass: Triterpenoid

Canonical Smiles	O=C1C=C2[C@@H]3C[C@](C)(CC[C@]3(C)CC[C@]2([C@]2([C@H]1[C@@]1(C)CC[C@@H](C([C@@H]1CC2)(C)C)O)C)C)C(=O)O
InChI	InChI=1S/C30H46O4/c1-25(2)21-8-11-30(7)23(28(21,5)10-9-22(25)32)20(31)16-18-19-17-27(4,24(33)34)13-12-26(19,3)14-15-29(18,30)6/h16,19,21-23,32H,8-15,17H2,1-7H3,(H,33,34)/t19-,21-,22-,23+,26+,27-,28-,29+,30+/m0/s1
InChIKey	MPDGHEJMBKOTSU-YKLVYJNSSA-N
Formula	C₃₀H₄₆O₄
HBA	3
HBD	2
MW	470.69
Rotatable Bonds	1
TPSA	74.6
LogP	6.41
Number Rings	5
Number Aromatic Rings	0
Heavy Atom Count	34
Formal Charge	0
Fraction CSP3	0.87
Exact Mass	470.34
Number of Lipinski Rule Violations	1

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Glycyrrhiza glabra	Leguminosae/Fabaceae	Plantae	49827

Showing of synonyms

Abdel Bar .FM, Elimam D.M, et al. (2019). Derivatization, molecular docking and in vitro acetylcholinesterase inhibitory activity of glycyrrhizin as a selective anti-Alzheimer agent. Natural product research, 2019, 33(18), 2591-2599. [View] [PubMed]

Pubchem: 10114

Gnps: CCMSLIB00004683480

Zinc: ZINC000019203131

Kegg Ligand: C02283

Chebi: 30853

Nmrshiftdb2: 60022121

Metabolights: MTBLC30853

Chembl: CHEMBL230006

Comptox: DTXSID9020669

Drugbank: DB13089

Pdb Ligand: CBW

Bindingdb: 50233538

Selleck: Enoxolone(Glycyrrhetin)

CPRiL: 10361

SMILES: C1CCCC2C1CCC(C2=3)C4C(C(=O)C3)C5C(CC4)CCCC5

Level: 0

Mol. Weight: 470.69 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -5.36
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.720
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -2.23

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 2.110
Plasma Protein Binding: 93.09
Steady State Volume of Distribution: -

Metabolism

Breast Cancer Resistance Protein: Non-Inhibitor
CYP 1A2 Inhibitor: Non-Inhibitor
CYP 1A2 Substrate: Non-Substrate
CYP 2C19 Inhibitor: Non-Inhibitor
CYP 2C19 Substrate: Non-Substrate
CYP 2C9 Inhibitor: Non-Inhibitor
CYP 2C9 Substrate: Non-Substrate
CYP 2D6 Inhibitor: Non-Inhibitor
CYP 2D6 Substrate: Non-Substrate
CYP 3A4 Inhibitor: Non-Inhibitor
CYP 3A4 Substrate: Substrate
OATP1B1: Inhibitor
OATP1B3: Inhibitor

Excretion

Clearance: 3.510
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

General Properties

Boiling Point: 495.640
Hydration Free Energy: -2.450
Log(D) at pH=7.4: 4.170
Log(P): 5.73
Log S: -6.28
Log(Vapor Pressure): -9.61
Melting Point: 307.03
pKa Acid: 5.31
pKa Basic: 7.21

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Branched-chain-amino-acid aminotransferase, mitochondrial	O15382	BCAT2_HUMAN	Homo sapiens	3	0.7898
Retinol-binding protein 1	P02696	RET1_RAT	Rattus norvegicus	3	0.7437