(2R,3R,4S,5S,6R)-2-[[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-17-[(E,2S)-2-[(2S,3R,4S,5S,6R)-6-[[(2S,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6-methylhept-4-en-2-yl]-12-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: be44045d-5054-439b-a45e-1877e03b2b11
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-17-[(E,2S)-2-[(2S,3R,4S,5S,6R)-6-[[(2S,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6-methylhept-4-en-2-yl]-12-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(C)C=CCC(C)(C1CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)O)C)C)O)C)OC6C(C(C(C(O6)COC7C(C(C(O7)CO)O)O)O)O)O
• SMILES (Isomeric): CC(C)/C=C/C[C@@](C)([C@H]1CC[C@@]2([C@@H]1[C@@H](C[C@H]3[C@]2(CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)C)O)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO[C@@H]7[C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O
• InChI: InChI=1S/C47H80O17/c1-22(2)10-9-14-47(8,64-42-39(58)36(55)34(53)27(62-42)21-59-40-37(56)33(52)26(20-49)60-40)23-11-16-46(7)31(23)24(50)18-29-44(5)15-13-30(43(3,4)28(44)12-17-45(29,46)6)63-41-38(57)35(54)32(51)25(19-48)61-41/h9-10,22-42,48-58H,11-21H2,1-8H3/b10-9+/t23-,24+,25+,26+,27+,28-,29+,30-,31-,32+,33+,34+,35-,36-,37-,38+,39+,40-,41-,42-,44-,45+,46+,47-/m0/s1
• InChI Key: LDCGQTUTAWJKFH-VKXLEPQWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₈₀O₁₇
• Molecular Weight: 917.10 g/mol
• Exact Mass: 916.53955108 g/mol
• Topological Polar Surface Area (TPSA): 278.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 0.47
• H-Bond Acceptor: 17
• H-Bond Donor: 11
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6455	64.55%
Caco-2	-	0.8923	89.23%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7153	71.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8025	80.25%
OATP1B3 inhibitior	+	0.9059	90.59%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	+	0.7054	70.54%
P-glycoprotein inhibitior	+	0.7616	76.16%
P-glycoprotein substrate	-	0.6693	66.93%
CYP3A4 substrate	+	0.7183	71.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8283	82.83%
CYP3A4 inhibition	-	0.9294	92.94%
CYP2C9 inhibition	-	0.9015	90.15%
CYP2C19 inhibition	-	0.8979	89.79%
CYP2D6 inhibition	-	0.9464	94.64%
CYP1A2 inhibition	-	0.9251	92.51%
CYP2C8 inhibition	+	0.6354	63.54%
CYP inhibitory promiscuity	-	0.9432	94.32%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5975	59.75%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9058	90.58%
Skin irritation	-	0.6460	64.60%
Skin corrosion	-	0.9479	94.79%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8134	81.34%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5095	50.95%
skin sensitisation	-	0.9191	91.91%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.6945	69.45%
Acute Oral Toxicity (c)	I	0.7768	77.68%
Estrogen receptor binding	+	0.7685	76.85%
Androgen receptor binding	+	0.7484	74.84%
Thyroid receptor binding	-	0.5125	51.25%
Glucocorticoid receptor binding	+	0.6838	68.38%
Aromatase binding	+	0.6322	63.22%
PPAR gamma	+	0.7690	76.90%
Honey bee toxicity	-	0.5963	59.63%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9050	90.50%

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	99.09%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.01%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	96.29%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.77%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.56%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.52%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.27%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.77%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.65%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.46%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	87.01%	97.79%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.81%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.61%	97.14%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.41%	96.21%
CHEMBL2581	P07339	Cathepsin D	86.22%	98.95%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	84.96%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.74%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.90%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.26%	89.62%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.56%	97.36%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.73%	89.00%
CHEMBL4581	P52732	Kinesin-like protein 1	81.49%	93.18%
CHEMBL5028	O14672	ADAM10	80.87%	97.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.78%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.27%	95.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.07%	95.50%

Plants that contains it

• Panax ginseng
• Panax japonicus
• Panax notoginseng

Cross-Links

• PubChem: 129539848
• LOTUS: LTS0196713
• wikiData: Q105150155