(2S,3R,4R,5R,6S)-2-[(2R,3S,4R,5R,6R)-4,5-dihydroxy-6-[[(1S,2S,4S,6R,7S,8R,9S,12S,13R,14R,16R)-14-hydroxy-6-methoxy-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-16-yl]oxy]-2-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: 4bc85e6b-32ea-4863-88fd-b1bddb858e3b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3S,4R,5R,6R)-4,5-dihydroxy-6-[[(1S,2S,4S,6R,7S,8R,9S,12S,13R,14R,16R)-14-hydroxy-6-methoxy-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-16-yl]oxy]-2-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CC=C5C4(C(CC(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)C)O)O)O)O)O)O)C)C)OC1(CCC(C)COC8C(C(C(C(O8)CO)O)O)O)OC
• SMILES (Isomeric): C[C@H]1[C@H]2[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4([C@@H](C[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O[C@H]7[C@@H]([C@@H]([C@H]([C@@H](O7)C)O)O)O)O)O)O)C)C)O[C@@]1(CC[C@@H](C)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)OC
• InChI: InChI=1S/C46H76O19/c1-19(18-59-41-37(55)35(53)33(51)28(16-47)62-41)9-12-46(58-6)20(2)31-27(65-46)15-26-24-8-7-22-13-23(14-30(49)45(22,5)25(24)10-11-44(26,31)4)61-43-39(57)36(54)40(29(17-48)63-43)64-42-38(56)34(52)32(50)21(3)60-42/h7,19-21,23-43,47-57H,8-18H2,1-6H3/t19-,20+,21+,23-,24-,25+,26+,27+,28-,29-,30-,31+,32+,33-,34-,35+,36-,37-,38-,39-,40-,41-,42+,43-,44+,45+,46-/m1/s1
• InChI Key: QTFRXWHQGKUHJH-GDQISPSDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₆O₁₉
• Molecular Weight: 933.10 g/mol
• Exact Mass: 932.49808019 g/mol
• Topological Polar Surface Area (TPSA): 296.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -1.21
• 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	+	0.7474	74.74%
Caco-2	-	0.8883	88.83%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7129	71.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8649	86.49%
OATP1B3 inhibitior	+	0.9262	92.62%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.6941	69.41%
P-glycoprotein inhibitior	+	0.7431	74.31%
P-glycoprotein substrate	+	0.6667	66.67%
CYP3A4 substrate	+	0.7492	74.92%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9441	94.41%
CYP2C9 inhibition	-	0.9179	91.79%
CYP2C19 inhibition	-	0.9105	91.05%
CYP2D6 inhibition	-	0.9346	93.46%
CYP1A2 inhibition	-	0.9105	91.05%
CYP2C8 inhibition	+	0.7317	73.17%
CYP inhibitory promiscuity	-	0.9390	93.90%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5094	50.94%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9075	90.75%
Skin irritation	-	0.5613	56.13%
Skin corrosion	-	0.9417	94.17%
Ames mutagenesis	-	0.9400	94.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7986	79.86%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.9128	91.28%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8988	89.88%
Acute Oral Toxicity (c)	I	0.5855	58.55%
Estrogen receptor binding	+	0.8559	85.59%
Androgen receptor binding	+	0.7378	73.78%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6382	63.82%
Aromatase binding	+	0.6974	69.74%
PPAR gamma	+	0.7817	78.17%
Honey bee toxicity	-	0.5999	59.99%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8517	85.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.81%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.77%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	97.54%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.00%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.67%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.26%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.46%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.13%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	88.80%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.41%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	87.96%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.91%	95.89%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	87.89%	92.86%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.75%	93.56%
CHEMBL2094135	Q96BI3	Gamma-secretase	86.22%	98.05%
CHEMBL1871	P10275	Androgen Receptor	85.60%	96.43%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	85.50%	98.46%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.96%	94.08%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	84.01%	91.65%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.54%	97.33%
CHEMBL1914	P06276	Butyrylcholinesterase	83.18%	95.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.53%	100.00%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	82.36%	92.38%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.10%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.33%	94.00%
CHEMBL2581	P07339	Cathepsin D	81.31%	98.95%
CHEMBL5028	O14672	ADAM10	81.22%	97.50%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.56%	100.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.26%	94.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.01%	97.25%

Plants that contains it

• Ruscus colchicus

Cross-Links

• PubChem: 162919057
• LOTUS: LTS0243405
• wikiData: Q105227684