(2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4S,5R,6R)-5-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,5'R,6R,7S,8R,9S,12S,13S,15R,16R,18S)-15-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxyoxan-4-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]methoxy]oxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: 57d62db3-212a-44ae-a8ee-4bedb572f344
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4S,5R,6R)-5-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-2-(hydroxymethyl)-6-[(1R,2S,4S,5'R,6R,7S,8R,9S,12S,13S,15R,16R,18S)-15-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxyoxan-4-yl]oxy-5-hydroxy-6-(hydroxymethyl)-4-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]methoxy]oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CCC6C5(CC(C(C6)OC7C(C(C(C(O7)CO)O)OC8C(C(C(C(O8)CO)O)OCC9C(C(C(C(O9)CO)O)O)O)OC2C(C(C(C(O2)C)O)O)O)OC2C(C(C(C(O2)C)OC2C(C(C(CO2)O)O)O)O)O)O)C)C)C)OC1
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC[C@@H]6[C@@]5(C[C@H]([C@@H](C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)OC[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O[C@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)C)O)O)O)O[C@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)C)O[C@H]2[C@@H]([C@H]([C@@H](CO2)O)O)O)O)O)O)C)C)C)OC1
• InChI: InChI=1S/C63H104O31/c1-22-9-12-63(83-19-22)23(2)38-33(94-63)14-29-27-8-7-26-13-32(30(67)15-62(26,6)28(27)10-11-61(29,38)5)87-59-55(93-58-50(80)47(77)51(25(4)85-58)90-56-48(78)40(70)31(68)20-82-56)53(44(74)36(18-66)88-59)91-60-54(92-57-49(79)45(75)39(69)24(3)84-57)52(43(73)35(17-65)89-60)81-21-37-42(72)46(76)41(71)34(16-64)86-37/h22-60,64-80H,7-21H2,1-6H3/t22-,23+,24+,25+,26+,27-,28+,29+,30-,31-,32-,33+,34-,35-,36-,37+,38+,39+,40+,41-,42+,43-,44-,45-,46+,47+,48-,49-,50-,51+,52+,53+,54-,55-,56+,57+,58+,59-,60+,61+,62+,63-/m1/s1
• InChI Key: JJQYNYZYLHRMHI-DBQBVOPLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₃H₁₀₄O₃₁
• Molecular Weight: 1357.50 g/mol
• Exact Mass: 1356.6561565 g/mol
• Topological Polar Surface Area (TPSA): 473.00 Ų
• XlogP: -3.10
• Atomic LogP (AlogP): -5.55
• H-Bond Acceptor: 31
• H-Bond Donor: 17
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5246	52.46%
Caco-2	-	0.8758	87.58%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6174	61.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8728	87.28%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	+	0.8583	85.83%
P-glycoprotein inhibitior	+	0.7408	74.08%
P-glycoprotein substrate	-	0.5695	56.95%
CYP3A4 substrate	+	0.7532	75.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8237	82.37%
CYP3A4 inhibition	-	0.9473	94.73%
CYP2C9 inhibition	-	0.9215	92.15%
CYP2C19 inhibition	-	0.8997	89.97%
CYP2D6 inhibition	-	0.9561	95.61%
CYP1A2 inhibition	-	0.9215	92.15%
CYP2C8 inhibition	+	0.7675	76.75%
CYP inhibitory promiscuity	-	0.9616	96.16%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6223	62.23%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9009	90.09%
Skin irritation	-	0.6555	65.55%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8043	80.43%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.9000	90.00%
skin sensitisation	-	0.9420	94.20%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.9147	91.47%
Acute Oral Toxicity (c)	I	0.8185	81.85%
Estrogen receptor binding	+	0.8586	85.86%
Androgen receptor binding	+	0.7207	72.07%
Thyroid receptor binding	+	0.5622	56.22%
Glucocorticoid receptor binding	+	0.6677	66.77%
Aromatase binding	+	0.6361	63.61%
PPAR gamma	+	0.7931	79.31%
Honey bee toxicity	-	0.5510	55.10%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.7523	75.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.43%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	98.23%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.09%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.25%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.43%	96.61%
CHEMBL233	P35372	Mu opioid receptor	93.29%	97.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.90%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	91.43%	95.50%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	91.40%	92.86%
CHEMBL237	P41145	Kappa opioid receptor	91.37%	98.10%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	91.14%	97.86%
CHEMBL1951	P21397	Monoamine oxidase A	90.86%	91.49%
CHEMBL221	P23219	Cyclooxygenase-1	90.65%	90.17%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.32%	96.21%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.13%	93.04%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	88.12%	97.31%
CHEMBL5255	O00206	Toll-like receptor 4	88.11%	92.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.03%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.68%	86.33%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.21%	95.58%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.11%	95.89%
CHEMBL204	P00734	Thrombin	87.10%	96.01%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.96%	95.83%
CHEMBL259	P32245	Melanocortin receptor 4	86.63%	95.38%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.31%	86.92%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.12%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.40%	89.00%
CHEMBL5957	P21589	5'-nucleotidase	84.28%	97.78%
CHEMBL2094128	P24941	Cyclin-dependent kinase 2/cyclin A	83.99%	97.25%
CHEMBL5524	Q99873	Protein-arginine N-methyltransferase 1	83.77%	96.67%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	83.60%	95.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.60%	94.45%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	83.20%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.87%	95.89%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	82.20%	80.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.16%	92.94%
CHEMBL2243	O00519	Anandamide amidohydrolase	81.95%	97.53%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.93%	96.95%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	81.13%	98.99%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.06%	97.50%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.54%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.53%	91.24%

Plants that contains it

• Petiveria alliacea

Cross-Links

• PubChem: 162847591
• LOTUS: LTS0158854
• wikiData: Q82960870