ginsenoside R2

Details

• Internal ID: 316e14c0-1967-44d4-81bf-580bc775f696
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2R,3S,4S,5R,6R)-6-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-3,12-dihydroxy-17-[(2S,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC2CC3(C(CC(C4C3(CCC4C5(CCC(O5)C(C)(C)O)C)C)O)C6(C2C(C(CC6)O)(C)C)C)C)OC7C(C(C(CO7)O)O)O)O)O
• SMILES (Isomeric): CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2C[C@@]3([C@H](C[C@H]([C@H]4[C@]3(CC[C@@H]4[C@@]5(CC[C@H](O5)C(C)(C)O)C)C)O)[C@@]6([C@@H]2C([C@H](CC6)O)(C)C)C)C)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O)O)O
• InChI: InChI=1S/C43H72O15/c1-20(44)53-19-25-31(49)32(50)34(57-36-33(51)30(48)23(46)18-54-36)37(56-25)55-24-17-42(8)26(40(6)13-11-27(47)38(2,3)35(24)40)16-22(45)29-21(10-14-41(29,42)7)43(9)15-12-28(58-43)39(4,5)52/h21-37,45-52H,10-19H2,1-9H3/t21-,22+,23+,24-,25+,26+,27-,28-,29-,30-,31+,32-,33+,34+,35-,36-,37+,40+,41+,42+,43-/m0/s1
• InChI Key: URPKGNJHPFKECW-MCQXXECASA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₇₂O₁₅
• Molecular Weight: 829.00 g/mol
• Exact Mass: 828.48712159 g/mol
• Topological Polar Surface Area (TPSA): 234.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.54
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

• Vina-Ginsenoside R2
• CHEMBL448234
• (24S)-6alpha-(2-O-beta-D-Xylopyranosyl-6-O-acetyl-beta-D-glucopyranosyloxy)-20,24-epoxydammarane-3beta,12beta,25-triol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7680	76.80%
Caco-2	-	0.8818	88.18%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8310	83.10%
OATP2B1 inhibitior	-	0.8726	87.26%
OATP1B1 inhibitior	+	0.8402	84.02%
OATP1B3 inhibitior	+	0.9262	92.62%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7787	77.87%
BSEP inhibitior	+	0.6447	64.47%
P-glycoprotein inhibitior	+	0.7717	77.17%
P-glycoprotein substrate	+	0.5694	56.94%
CYP3A4 substrate	+	0.7614	76.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8916	89.16%
CYP3A4 inhibition	-	0.9121	91.21%
CYP2C9 inhibition	-	0.8786	87.86%
CYP2C19 inhibition	-	0.8892	88.92%
CYP2D6 inhibition	-	0.9528	95.28%
CYP1A2 inhibition	-	0.9380	93.80%
CYP2C8 inhibition	+	0.7204	72.04%
CYP inhibitory promiscuity	-	0.9541	95.41%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6306	63.06%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9066	90.66%
Skin irritation	-	0.6817	68.17%
Skin corrosion	-	0.9454	94.54%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6824	68.24%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.9252	92.52%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.9260	92.60%
Acute Oral Toxicity (c)	I	0.7505	75.05%
Estrogen receptor binding	+	0.6823	68.23%
Androgen receptor binding	+	0.7231	72.31%
Thyroid receptor binding	-	0.6054	60.54%
Glucocorticoid receptor binding	+	0.7008	70.08%
Aromatase binding	+	0.6741	67.41%
PPAR gamma	+	0.7428	74.28%
Honey bee toxicity	-	0.6033	60.33%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9354	93.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.18%	97.25%
CHEMBL1914	P06276	Butyrylcholinesterase	98.40%	95.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	97.76%	96.61%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.62%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.36%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.20%	91.11%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	95.00%	97.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.57%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.72%	97.09%
CHEMBL1871	P10275	Androgen Receptor	90.71%	96.43%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.67%	96.95%
CHEMBL2179	P04062	Beta-glucocerebrosidase	90.33%	85.31%
CHEMBL226	P30542	Adenosine A1 receptor	90.17%	95.93%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.91%	95.50%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	89.79%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.69%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.56%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.24%	86.33%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.91%	95.58%
CHEMBL5255	O00206	Toll-like receptor 4	87.80%	92.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.01%	89.05%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.00%	96.90%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.42%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.40%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	84.73%	91.19%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.25%	97.28%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.17%	97.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.49%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.49%	95.89%
CHEMBL259	P32245	Melanocortin receptor 4	83.35%	95.38%
CHEMBL5028	O14672	ADAM10	82.56%	97.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.45%	82.69%
CHEMBL5957	P21589	5'-nucleotidase	81.84%	97.78%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.78%	92.78%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.50%	94.33%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	80.55%	97.86%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.48%	100.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.35%	82.50%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.17%	80.33%

Plants that contains it

• Panax japonicus
• Panax vietnamensis

Cross-Links

• PubChem: 44593678
• NPASS: NPC203434
• LOTUS: LTS0163317
• wikiData: Q105277934