(2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5R)-2-[(2S,3S,4R,5R,6R)-3,5-dihydroxy-2-methyl-6-[(14R,18R)-5',7,9,13-tetramethyl-14-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxyoxan-4-yl]oxy-4,5-dihydroxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: bd231758-800b-44cd-af29-3f75ef164c38
• 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)-2-[(2S,3S,4R,5R,6R)-3,5-dihydroxy-2-methyl-6-[(14R,18R)-5',7,9,13-tetramethyl-14-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxyoxan-4-yl]oxy-4,5-dihydroxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CCC6C5(C(CC(C6)OC7C(C(C(C(O7)C)O)OC8C(C(C(CO8)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]([C@@H](CO[C@H]2O[C@@H]3[C@H]([C@@H](O[C@H]([C@@H]3O)OC4C[C@H]5CCC6C(C5([C@@H](C4)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)CCC8(C6CC9C8C(C1(O9)CCC(CO1)C)C)C)C)O)O)O)O)O)O
• InChI: InChI=1S/C50H82O21/c1-19-9-12-50(63-17-19)20(2)32-29(71-50)15-27-25-8-7-23-13-24(14-31(49(23,6)26(25)10-11-48(27,32)5)68-45-40(60)38(58)36(56)30(16-51)67-45)66-46-41(61)42(34(54)22(4)65-46)69-47-43(35(55)28(52)18-62-47)70-44-39(59)37(57)33(53)21(3)64-44/h19-47,51-61H,7-18H2,1-6H3/t19?,20?,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?/m0/s1
• InChI Key: NXYBRVPQGZKAJB-WPLQKLGQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₈₂O₂₁
• Molecular Weight: 1019.20 g/mol
• Exact Mass: 1018.53485962 g/mol
• Topological Polar Surface Area (TPSA): 315.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): -1.24
• H-Bond Acceptor: 21
• H-Bond Donor: 11
• Rotatable Bonds: 9

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	-	0.8829	88.29%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6174	61.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8837	88.37%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	+	0.7249	72.49%
P-glycoprotein inhibitior	+	0.7393	73.93%
P-glycoprotein substrate	-	0.5205	52.05%
CYP3A4 substrate	+	0.7533	75.33%
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	+	0.7488	74.88%
CYP inhibitory promiscuity	-	0.9616	96.16%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6223	62.23%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9080	90.80%
Skin irritation	-	0.6555	65.55%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	-	0.7224	72.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7762	77.62%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.9250	92.50%
skin sensitisation	-	0.9420	94.20%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8609	86.09%
Acute Oral Toxicity (c)	I	0.8185	81.85%
Estrogen receptor binding	+	0.8323	83.23%
Androgen receptor binding	+	0.7030	70.30%
Thyroid receptor binding	-	0.5282	52.82%
Glucocorticoid receptor binding	+	0.5834	58.34%
Aromatase binding	+	0.6516	65.16%
PPAR gamma	+	0.7533	75.33%
Honey bee toxicity	-	0.5486	54.86%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
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	98.17%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.10%	91.11%
CHEMBL233	P35372	Mu opioid receptor	95.83%	97.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.46%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.66%	96.61%
CHEMBL241	Q14432	Phosphodiesterase 3A	94.40%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.54%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.26%	100.00%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	91.19%	97.31%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	90.56%	97.86%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	90.19%	92.86%
CHEMBL237	P41145	Kappa opioid receptor	90.09%	98.10%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	89.56%	95.58%
CHEMBL226	P30542	Adenosine A1 receptor	89.02%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.85%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.59%	97.25%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	88.07%	89.05%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.86%	89.00%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	87.81%	95.36%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	85.92%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	85.21%	92.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.02%	97.36%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	84.93%	98.99%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.89%	95.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.81%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.34%	91.24%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.33%	96.21%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.25%	92.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.90%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.16%	95.89%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.05%	97.28%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.85%	93.04%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	80.02%	98.46%

Plants that contains it

• Convallaria keiskei

Cross-Links

• PubChem: 11968375
• NPASS: NPC161422