(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(1R,2S,4S,5'S,6R,7S,8R,9S,12S,13R,16S,18S,19S)-19-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxyoxan-2-yl]methoxy]oxane-3,4,5-triol

Details

• Internal ID: a70f2605-52a3-44d5-b9e9-4056156afeaf
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(1R,2S,4S,5'S,6R,7S,8R,9S,12S,13R,16S,18S,19S)-19-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxyoxan-2-yl]methoxy]oxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC(C6C5(CCC(C6)OC7C(C(C(C(O7)COC8C(C(C(C(O8)CO)O)O)O)O)O)O)C)O)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]4C[C@@H]([C@@H]6[C@@]5(CC[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)O)C)O)C)C)OC1
• InChI: InChI=1S/C39H64O14/c1-17-5-10-39(49-15-17)18(2)28-25(53-39)13-22-20-12-24(41)23-11-19(6-8-37(23,3)21(20)7-9-38(22,28)4)50-36-34(47)32(45)30(43)27(52-36)16-48-35-33(46)31(44)29(42)26(14-40)51-35/h17-36,40-47H,5-16H2,1-4H3/t17-,18-,19-,20+,21-,22-,23+,24-,25-,26+,27+,28-,29+,30+,31-,32-,33+,34+,35+,36+,37+,38-,39+/m0/s1
• InChI Key: GARIYKJPRDSJFN-UBXCSCSKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₄O₁₄
• Molecular Weight: 756.90 g/mol
• Exact Mass: 756.42960671 g/mol
• Topological Polar Surface Area (TPSA): 217.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 0.41
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 6

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	-	0.8812	88.12%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6174	61.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8983	89.83%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	-	0.6638	66.38%
P-glycoprotein inhibitior	+	0.6949	69.49%
P-glycoprotein substrate	-	0.6630	66.30%
CYP3A4 substrate	+	0.7351	73.51%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8164	81.64%
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	+	0.6406	64.06%
CYP inhibitory promiscuity	-	0.9616	96.16%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6223	62.23%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9165	91.65%
Skin irritation	-	0.6555	65.55%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	-	0.8054	80.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7161	71.61%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.9420	94.20%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6631	66.31%
Acute Oral Toxicity (c)	I	0.8185	81.85%
Estrogen receptor binding	+	0.7433	74.33%
Androgen receptor binding	+	0.6510	65.10%
Thyroid receptor binding	-	0.6219	62.19%
Glucocorticoid receptor binding	-	0.5115	51.15%
Aromatase binding	+	0.6374	63.74%
PPAR gamma	+	0.6631	66.31%
Honey bee toxicity	-	0.6129	61.29%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.03%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.23%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.76%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.70%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.36%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	93.42%	95.93%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	91.91%	89.05%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	91.56%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.87%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.82%	96.21%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	90.42%	92.86%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.86%	96.95%
CHEMBL237	P41145	Kappa opioid receptor	89.73%	98.10%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.09%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	86.86%	92.50%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	86.50%	97.31%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.15%	86.92%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	85.34%	92.32%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	84.39%	97.86%
CHEMBL206	P03372	Estrogen receptor alpha	84.20%	97.64%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.99%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.83%	95.89%
CHEMBL233	P35372	Mu opioid receptor	83.47%	97.93%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.22%	93.04%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.41%	92.62%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.18%	100.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.16%	91.71%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.05%	92.94%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.82%	95.89%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.59%	97.50%

Plants that contains it

• Solanum torvum

Cross-Links

• PubChem: 25208939
• LOTUS: LTS0126356
• wikiData: Q105005597