Licoricesaponin G2

Details

• Internal ID: 1a8dac66-a775-4093-aad6-0d238aee8ede
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[(2R,3R,4S,5S,6S)-2-[[(3S,4S,4aR,6aR,6bS,8aS,11S,12aR,14aR,14bS)-11-carboxy-4-(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-14-oxo-2,3,4a,5,6,7,8,9,10,12,12a,14a-dodecahydro-1H-picen-3-yl]oxy]-6-carboxy-4,5-dihydroxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): CC12CCC(CC1C3=CC(=O)C4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)CO)OC6C(C(C(C(O6)C(=O)O)O)O)OC7C(C(C(C(O7)C(=O)O)O)O)O)C)(C)C(=O)O
• SMILES (Isomeric): 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)CO)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
• InChI: InChI=1S/C42H62O17/c1-37-11-12-38(2,36(54)55)16-19(37)18-15-20(44)31-39(3)9-8-22(40(4,17-43)21(39)7-10-42(31,6)41(18,5)14-13-37)56-35-30(26(48)25(47)29(58-35)33(52)53)59-34-27(49)23(45)24(46)28(57-34)32(50)51/h15,19,21-31,34-35,43,45-49H,7-14,16-17H2,1-6H3,(H,50,51)(H,52,53)(H,54,55)/t19-,21+,22-,23-,24-,25-,26-,27+,28-,29-,30+,31+,34-,35+,37+,38-,39-,40+,41+,42+/m0/s1
• InChI Key: WBQVRPYEEYUEBQ-OJVDLISWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₆₂O₁₇
• Molecular Weight: 838.90 g/mol
• Exact Mass: 838.39870051 g/mol
• Topological Polar Surface Area (TPSA): 287.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 1.22
• H-Bond Acceptor: 14
• H-Bond Donor: 9
• Rotatable Bonds: 8

Synonyms

• 118441-84-2
• Licorice-saponin G2
• 24-Hydroxyglycyrrhizin
• Saponin G2, from licorice
• UNII-3TOQ2I088A
• 3TOQ2I088A
• beta-D-Glucopyranosiduronic acid, (3beta,4beta,20beta)-20-carboxy-23-hydroxy-11-oxo-30-norolean-12-en-3-yl 2-o-beta-D-glucopyranuronosyl-
• (2S,3S,4S,5R,6R)-6-[(2R,3R,4S,5S,6S)-2-[[(3S,4S,4aR,6aR,6bS,8aS,11S,12aR,14aR,14bS)-11-carboxy-4-(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-14-oxo-2,3,4a,5,6,7,8,9,10,12,12a,14a-dodecahydro-1H-picen-3-yl]oxy]-6-carboxy-4,5-dihydroxyoxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
• Licorice saponin G2
• CHEBI:184066
• DTXSID101316120
• HY-N6983
• AKOS040760518
• MS-31556
• CS-0101426
• E87119
• Q27258017
• .BETA.-D-GLUCOPYRANOSIDURONIC ACID, (3.BETA.,4.BETA.,20.BETA.)-20-CARBOXY-23-HYDROXY-11-OXO-30-NOROLEAN-12-EN-3-YL 2-O-.BETA.-D-GLUCOPYRANURONOSYL-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7397	73.97%
Caco-2	-	0.8813	88.13%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8725	87.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3407	34.07%
OATP1B3 inhibitior	-	0.3693	36.93%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5952	59.52%
BSEP inhibitior	+	0.7456	74.56%
P-glycoprotein inhibitior	+	0.7593	75.93%
P-glycoprotein substrate	-	0.6953	69.53%
CYP3A4 substrate	+	0.7236	72.36%
CYP2C9 substrate	-	0.7960	79.60%
CYP2D6 substrate	-	0.8973	89.73%
CYP3A4 inhibition	-	0.8656	86.56%
CYP2C9 inhibition	-	0.9129	91.29%
CYP2C19 inhibition	-	0.9377	93.77%
CYP2D6 inhibition	-	0.9560	95.60%
CYP1A2 inhibition	-	0.8521	85.21%
CYP2C8 inhibition	+	0.7074	70.74%
CYP inhibitory promiscuity	-	0.9470	94.70%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6339	63.39%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9082	90.82%
Skin irritation	-	0.5141	51.41%
Skin corrosion	-	0.9466	94.66%
Ames mutagenesis	-	0.9100	91.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4003	40.03%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5283	52.83%
skin sensitisation	-	0.9282	92.82%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.6709	67.09%
Acute Oral Toxicity (c)	III	0.6826	68.26%
Estrogen receptor binding	+	0.7796	77.96%
Androgen receptor binding	+	0.7427	74.27%
Thyroid receptor binding	-	0.7856	78.56%
Glucocorticoid receptor binding	+	0.6971	69.71%
Aromatase binding	+	0.6462	64.62%
PPAR gamma	+	0.7684	76.84%
Honey bee toxicity	-	0.7454	74.54%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9700	97.00%

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	97.98%	94.78%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.85%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.64%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.99%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.99%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.09%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.35%	96.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.93%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.54%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	84.72%	90.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.62%	93.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.27%	89.00%
CHEMBL2581	P07339	Cathepsin D	84.15%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.05%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.51%	92.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.78%	99.23%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.88%	94.33%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	80.80%	95.52%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.07%	95.71%

Plants that contains it

• Glycyrrhiza glabra
• Glycyrrhiza inflata
• Glycyrrhiza uralensis
• Glycyrrhiza uralensis
• Mitracarpus hirtus

Cross-Links

• PubChem: 14891565
• NPASS: NPC146753
• LOTUS: LTS0222159
• wikiData: Q27258017