[(2R,3S,4S,5R,6R)-6-[[(3S,5R,6S,8R,9R,10R,12R,13S,14R,17S)-3,12-dihydroxy-4,4,8,10,14-pentamethyl-17-[(2S)-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-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,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl acetate

Details

• Internal ID: 274de43a-24cd-4bdd-a727-010218292bff
• 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,13S,14R,17S)-3,12-dihydroxy-4,4,8,10,14-pentamethyl-17-[(2S)-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-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,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CC4(C(CC(C5C4(CCC5C(C)(CCC=C(C)C)OC6C(C(C(C(O6)CO)O)O)O)C)O)C7(C3C(C(CC7)O)(C)C)C)C)COC(=O)C)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O[C@H]3C[C@@]4([C@H](C[C@H]([C@@H]5[C@]4(CC[C@@H]5[C@](C)(CCC=C(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)O)[C@@]7([C@@H]3C([C@H](CC7)O)(C)C)C)C)COC(=O)C)O)O)O)O)O
• InChI: InChI=1S/C50H84O19/c1-22(2)12-11-15-50(10,69-44-40(62)37(59)34(56)28(20-51)66-44)25-13-17-48(8)32(25)26(53)18-30-47(7)16-14-31(54)46(5,6)42(47)27(19-49(30,48)9)65-45-41(38(60)35(57)29(67-45)21-63-24(4)52)68-43-39(61)36(58)33(55)23(3)64-43/h12,23,25-45,51,53-62H,11,13-21H2,1-10H3/t23-,25-,26+,27-,28+,29+,30+,31-,32+,33-,34+,35+,36+,37-,38-,39+,40+,41+,42-,43-,44-,45+,47+,48+,49+,50-/m0/s1
• InChI Key: QKDFXHKCEBRIBS-ICLITKBVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₈₄O₁₉
• Molecular Weight: 989.20 g/mol
• Exact Mass: 988.56068045 g/mol
• Topological Polar Surface Area (TPSA): 304.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 0.54
• H-Bond Acceptor: 19
• 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	+	0.7719	77.19%
Caco-2	-	0.8849	88.49%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.8134	81.34%
OATP2B1 inhibitior	-	0.8779	87.79%
OATP1B1 inhibitior	+	0.8097	80.97%
OATP1B3 inhibitior	-	0.2428	24.28%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6776	67.76%
BSEP inhibitior	+	0.7842	78.42%
P-glycoprotein inhibitior	+	0.7618	76.18%
P-glycoprotein substrate	+	0.5068	50.68%
CYP3A4 substrate	+	0.7415	74.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8827	88.27%
CYP3A4 inhibition	-	0.9469	94.69%
CYP2C9 inhibition	-	0.8637	86.37%
CYP2C19 inhibition	-	0.9118	91.18%
CYP2D6 inhibition	-	0.9391	93.91%
CYP1A2 inhibition	-	0.9069	90.69%
CYP2C8 inhibition	+	0.7172	71.72%
CYP inhibitory promiscuity	-	0.9514	95.14%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6516	65.16%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9037	90.37%
Skin irritation	-	0.5512	55.12%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.7454	74.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7531	75.31%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7694	76.94%
Acute Oral Toxicity (c)	I	0.4409	44.09%
Estrogen receptor binding	+	0.7851	78.51%
Androgen receptor binding	+	0.7379	73.79%
Thyroid receptor binding	-	0.5197	51.97%
Glucocorticoid receptor binding	+	0.7379	73.79%
Aromatase binding	+	0.6479	64.79%
PPAR gamma	+	0.7983	79.83%
Honey bee toxicity	-	0.5624	56.24%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9413	94.13%

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	98.63%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.39%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.43%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.82%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.57%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.34%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	93.08%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.37%	96.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.05%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.90%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.81%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.55%	94.45%
CHEMBL1914	P06276	Butyrylcholinesterase	86.38%	95.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.63%	96.90%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.36%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	84.17%	92.50%
CHEMBL2581	P07339	Cathepsin D	84.08%	98.95%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.91%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.81%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.62%	92.94%
CHEMBL1951	P21397	Monoamine oxidase A	83.53%	91.49%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.08%	100.00%
CHEMBL5028	O14672	ADAM10	81.77%	97.50%
CHEMBL1937	Q92769	Histone deacetylase 2	81.72%	94.75%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.49%	94.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.04%	96.77%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.29%	91.24%

Plants that contains it

• Panax vietnamensis

Cross-Links

• PubChem: 162894927
• LOTUS: LTS0118294
• wikiData: Q105223018