(2R,3R,4R,5R,6S)-2-[(2R,3S,4S,6S)-4-hydroxy-6-[(6R,7S,9S,13S,16S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxy-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: 387a5dff-52e7-4b38-b392-ab8bba282d32
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2R,3R,4R,5R,6S)-2-[(2R,3S,4S,6S)-4-hydroxy-6-[(6R,7S,9S,13S,16S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxy-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CCC6C5(CCC(C6)OC7C(C(C(C(O7)COC8C(C(C(C(O8)CO)O)O)O)OC9C(C(C(C(O9)C)O)O)O)O)OC2C(C(C(C(O2)CO)O)O)O)C)C)C)OC1
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)O[C@@H]2[C@H](O[C@@H](C([C@H]2O)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O[C@H]4CC[C@]5(C(C4)CCC6C5CC[C@]7(C6CC8C7[C@@H]([C@]9(O8)CCC(CO9)C)C)C)C)CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)O)O
• InChI: InChI=1S/C51H84O22/c1-20-8-13-51(65-18-20)21(2)32-28(73-51)15-27-25-7-6-23-14-24(9-11-49(23,4)26(25)10-12-50(27,32)5)67-48-44(72-47-41(62)38(59)35(56)30(17-53)69-47)42(63)43(71-46-40(61)36(57)33(54)22(3)66-46)31(70-48)19-64-45-39(60)37(58)34(55)29(16-52)68-45/h20-48,52-63H,6-19H2,1-5H3/t20?,21-,22-,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+/m0/s1
• InChI Key: DLUTTXMPJCVUFR-CDTLPVIRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₄O₂₂
• Molecular Weight: 1049.20 g/mol
• Exact Mass: 1048.54542430 g/mol
• Topological Polar Surface Area (TPSA): 335.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -1.88
• H-Bond Acceptor: 22
• H-Bond Donor: 12
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5917	59.17%
Caco-2	-	0.8803	88.03%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6898	68.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9076	90.76%
OATP1B3 inhibitior	+	0.9448	94.48%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	+	0.6971	69.71%
P-glycoprotein inhibitior	+	0.7323	73.23%
P-glycoprotein substrate	-	0.6582	65.82%
CYP3A4 substrate	+	0.7457	74.57%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8164	81.64%
CYP3A4 inhibition	-	0.9611	96.11%
CYP2C9 inhibition	-	0.9091	90.91%
CYP2C19 inhibition	-	0.8819	88.19%
CYP2D6 inhibition	-	0.9566	95.66%
CYP1A2 inhibition	-	0.9089	90.89%
CYP2C8 inhibition	+	0.6844	68.44%
CYP inhibitory promiscuity	-	0.9291	92.91%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6271	62.71%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9063	90.63%
Skin irritation	-	0.7119	71.19%
Skin corrosion	-	0.9532	95.32%
Ames mutagenesis	-	0.8054	80.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7946	79.46%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.9250	92.50%
skin sensitisation	-	0.9466	94.66%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.7932	79.32%
Acute Oral Toxicity (c)	I	0.7761	77.61%
Estrogen receptor binding	+	0.8320	83.20%
Androgen receptor binding	+	0.6847	68.47%
Thyroid receptor binding	-	0.5337	53.37%
Glucocorticoid receptor binding	+	0.6110	61.10%
Aromatase binding	+	0.6521	65.21%
PPAR gamma	+	0.7467	74.67%
Honey bee toxicity	-	0.5352	53.52%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.8210	82.10%

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	98.19%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.54%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.07%	97.09%
CHEMBL233	P35372	Mu opioid receptor	94.17%	97.93%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	94.15%	89.05%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.62%	96.61%
CHEMBL237	P41145	Kappa opioid receptor	93.38%	98.10%
CHEMBL226	P30542	Adenosine A1 receptor	92.74%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.79%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.65%	95.50%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	90.24%	97.86%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.04%	97.25%
CHEMBL5255	O00206	Toll-like receptor 4	88.56%	92.50%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	87.72%	97.31%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.58%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.28%	94.45%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	87.07%	97.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.92%	96.21%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.47%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.42%	89.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	85.83%	92.86%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	85.02%	95.58%
CHEMBL204	P00734	Thrombin	84.43%	96.01%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.20%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.90%	96.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.49%	95.89%
CHEMBL1871	P10275	Androgen Receptor	83.39%	96.43%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.30%	93.04%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.13%	86.92%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.07%	93.10%
CHEMBL2094128	P24941	Cyclin-dependent kinase 2/cyclin A	81.85%	97.25%
CHEMBL1951	P21397	Monoamine oxidase A	81.55%	91.49%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	81.48%	92.32%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.46%	100.00%
CHEMBL5524	Q99873	Protein-arginine N-methyltransferase 1	80.51%	96.67%

Plants that contains it

• Smilax china

Cross-Links

• PubChem: 10486267
• NPASS: NPC222910