Glycyrrhizic acid dipotassium

Details

• Internal ID: 228c231b-add1-45a3-9f1d-dceafd788439
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: dipotassium;(2S,3S,4S,5R,6R)-6-[(2S,3R,4S,5S,6S)-2-[[(3S,4aR,6aR,6bS,8aS,11S,12aR,14aR,14bS)-11-carboxylato-4,4,6a,6b,8a,11,14b-heptamethyl-14-oxo-2,3,4a,5,6,7,8,9,10,12,12a,14a-dodecahydro-1H-picen-3-yl]oxy]-6-carboxylato-4,5-dihydroxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylate;hydron
• SMILES (Canonical): [H+].CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)C(=O)[O-])O)O)OC5C(C(C(C(O5)C(=O)[O-])O)O)O)C)C(=O)C=C6C3(CCC7(C6CC(CC7)(C)C(=O)[O-])C)C)C)C.[K+].[K+]
• SMILES (Isomeric): [H+].C[C@]12CC[C@](C[C@H]1C3=CC(=O)[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)O[C@@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)[O-])O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)C(=O)[O-])O)O)O)C)(C)C(=O)[O-].[K+].[K+]
• InChI: InChI=1S/C42H62O16.2K/c1-37(2)21-8-11-42(7)31(20(43)16-18-19-17-39(4,36(53)54)13-12-38(19,3)14-15-41(18,42)6)40(21,5)10-9-22(37)55-35-30(26(47)25(46)29(57-35)33(51)52)58-34-27(48)23(44)24(45)28(56-34)32(49)50;;/h16,19,21-31,34-35,44-48H,8-15,17H2,1-7H3,(H,49,50)(H,51,52)(H,53,54);;/q;2*+1/p-2/t19-,21-,22-,23-,24-,25-,26-,27+,28-,29-,30+,31+,34-,35-,38+,39-,40-,41+,42+;;/m0../s1
• InChI Key: BIVBRWYINDPWKA-VLQRKCJKSA-L
• Popularity: 2,200 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₆₀K₂O₁₆
• Molecular Weight: 899.10 g/mol
• Exact Mass: 898.3155488 g/mol
• Topological Polar Surface Area (TPSA): 276.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -7.64
• H-Bond Acceptor: 16
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

• DIPOTASSIUM GLYCYRRHIZATE [MART.]
• DIPOTASSIUM GLYCYRRHIZINATE [JAN]
• Dipotassium glycyrrhizinate
• DIPOTASSIUM GLYCYRRHIZATE [INCI]
• DIPOTASSIUM GLYCYRRHIZATE [WHO-DD]
• .ALPHA.-D-GLUCOPYRANOSIDURONIC ACID,(3.BETA.,20.BETA.)-20-CARBOXY-11-OXO-30-NOROLEAN-12-EN-3-YL 2-O-.BETA.-D-GLUCOPYRANURONOSYL-, POTASSIUM SALT (1:2)
• DIPOTASSIUM (3.BETA.,20.BETA.)-20-CARBOXY-11-OXO-30-NOROLEAN-12-EN-3-YL-2-O-.BETA.-D-GLUCOPYRANURONOSYL-.ALPHA.-D-GLUCOPYRANOSIDURONATE

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7326	73.26%
Caco-2	-	0.8793	87.93%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7775	77.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.4116	41.16%
OATP1B3 inhibitior	+	0.8117	81.17%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	+	0.6059	60.59%
P-glycoprotein inhibitior	+	0.7608	76.08%
P-glycoprotein substrate	-	0.6951	69.51%
CYP3A4 substrate	+	0.7385	73.85%
CYP2C9 substrate	-	0.7933	79.33%
CYP2D6 substrate	-	0.8865	88.65%
CYP3A4 inhibition	-	0.8331	83.31%
CYP2C9 inhibition	-	0.8553	85.53%
CYP2C19 inhibition	-	0.8865	88.65%
CYP2D6 inhibition	-	0.9220	92.20%
CYP1A2 inhibition	-	0.7947	79.47%
CYP2C8 inhibition	+	0.6901	69.01%
CYP inhibitory promiscuity	-	0.9619	96.19%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5611	56.11%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.9082	90.82%
Skin irritation	-	0.6253	62.53%
Skin corrosion	-	0.9137	91.37%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4544	45.44%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.5678	56.78%
skin sensitisation	-	0.8080	80.80%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.4900	49.00%
Acute Oral Toxicity (c)	III	0.4734	47.34%
Estrogen receptor binding	+	0.7736	77.36%
Androgen receptor binding	+	0.7324	73.24%
Thyroid receptor binding	-	0.8319	83.19%
Glucocorticoid receptor binding	+	0.7152	71.52%
Aromatase binding	+	0.6753	67.53%
PPAR gamma	+	0.7700	77.00%
Honey bee toxicity	-	0.7072	70.72%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5150	51.50%
Fish aquatic toxicity	+	0.9850	98.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	98.87%	94.78%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.87%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.35%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.69%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.67%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.66%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.08%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.85%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.37%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.88%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.42%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	82.93%	92.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.40%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.08%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.05%	95.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.03%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.60%	97.14%

Plants that contains it

• Glycyrrhiza glabra
• Glycyrrhiza inflata
• Glycyrrhiza uralensis

Cross-Links

• PubChem: 73415794
• NPASS: NPC14617