[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(2S)-6-methyl-2-[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-3,6,12-trihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]hept-5-en-2-yl]oxyoxan-2-yl]methyl acetate

Details

• Internal ID: e50c4b71-3647-4e15-bc0a-b18c9e560e3c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[(2S)-6-methyl-2-[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-3,6,12-trihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]hept-5-en-2-yl]oxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CC(C4C3(CCC(C4(C)C)O)C)O)C)O)C)OC5C(C(C(C(O5)COC(=O)C)O)O)O)C
• SMILES (Isomeric): CC(=CCC[C@@](C)([C@H]1CC[C@@]2([C@@H]1[C@@H](C[C@H]3[C@]2(C[C@@H]([C@@H]4[C@@]3(CC[C@@H](C4(C)C)O)C)O)C)O)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)COC(=O)C)O)O)O)C
• InChI: InChI=1S/C38H64O10/c1-20(2)11-10-14-38(9,48-33-31(45)30(44)29(43)25(47-33)19-46-21(3)39)22-12-16-36(7)28(22)23(40)17-26-35(6)15-13-27(42)34(4,5)32(35)24(41)18-37(26,36)8/h11,22-33,40-45H,10,12-19H2,1-9H3/t22-,23+,24-,25+,26+,27-,28-,29+,30-,31+,32-,33-,35+,36+,37+,38-/m0/s1
• InChI Key: PASQISHUVWBBHF-YAJQEZPASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₆₄O₁₀
• Molecular Weight: 680.90 g/mol
• Exact Mass: 680.44994823 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.87
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8958	89.58%
Caco-2	-	0.8643	86.43%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8312	83.12%
OATP2B1 inhibitior	-	0.8632	86.32%
OATP1B1 inhibitior	+	0.8260	82.60%
OATP1B3 inhibitior	+	0.8651	86.51%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7318	73.18%
BSEP inhibitior	+	0.6229	62.29%
P-glycoprotein inhibitior	+	0.7780	77.80%
P-glycoprotein substrate	-	0.6581	65.81%
CYP3A4 substrate	+	0.7237	72.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8832	88.32%
CYP3A4 inhibition	-	0.9099	90.99%
CYP2C9 inhibition	-	0.7775	77.75%
CYP2C19 inhibition	-	0.8530	85.30%
CYP2D6 inhibition	-	0.9298	92.98%
CYP1A2 inhibition	-	0.8005	80.05%
CYP2C8 inhibition	+	0.6186	61.86%
CYP inhibitory promiscuity	-	0.9049	90.49%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7080	70.80%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.9173	91.73%
Skin irritation	+	0.5248	52.48%
Skin corrosion	-	0.9476	94.76%
Ames mutagenesis	-	0.7254	72.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7979	79.79%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.6172	61.72%
skin sensitisation	-	0.8833	88.33%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6695	66.95%
Acute Oral Toxicity (c)	I	0.4485	44.85%
Estrogen receptor binding	+	0.6550	65.50%
Androgen receptor binding	+	0.7241	72.41%
Thyroid receptor binding	-	0.5620	56.20%
Glucocorticoid receptor binding	+	0.6914	69.14%
Aromatase binding	+	0.7119	71.19%
PPAR gamma	+	0.6924	69.24%
Honey bee toxicity	-	0.6129	61.29%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9780	97.80%

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%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.69%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.08%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.98%	96.61%
CHEMBL2179	P04062	Beta-glucocerebrosidase	94.35%	85.31%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.34%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	92.09%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.68%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.68%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.42%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.79%	100.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.00%	97.21%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.37%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.10%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.93%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	84.75%	92.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.58%	96.95%
CHEMBL1914	P06276	Butyrylcholinesterase	84.25%	95.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.80%	96.77%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.73%	100.00%
CHEMBL2581	P07339	Cathepsin D	83.59%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.35%	89.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.99%	94.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.60%	96.90%
CHEMBL5028	O14672	ADAM10	81.90%	97.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.52%	97.36%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.49%	82.50%

Plants that contains it

• Panax ginseng

Cross-Links

• PubChem: 163007908
• LOTUS: LTS0132262
• wikiData: Q105204715