16-[3-[3,5-Dihydroxy-6-(hydroxymethyl)-4-[3,4,6-trihydroxy-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-10-one

Details

• Internal ID: b387a3e8-7f82-4837-b6ff-3e79ce950fbb
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: 16-[3-[3,5-dihydroxy-6-(hydroxymethyl)-4-[3,4,6-trihydroxy-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-10-one
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(C(=O)CC5C4CCC6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(CO8)O)O)O)O)OC9C(C(C(C(O9)CO)O)OC2C(C(C(C(O2)O)OC2C(C(C(CO2)O)O)O)O)O)O)C)C)C)OC1
• SMILES (Isomeric): CC1CCC2(C(C3C(O2)CC4C3(C(=O)CC5C4CCC6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(CO8)O)O)O)O)OC9C(C(C(C(O9)CO)O)OC2C(C(C(C(O2)O)OC2C(C(C(CO2)O)O)O)O)O)O)C)C)C)OC1
• InChI: InChI=1S/C54H86O27/c1-19-7-10-54(72-16-19)20(2)32-28(81-54)12-25-23-6-5-21-11-22(8-9-52(21,3)24(23)13-31(59)53(25,32)4)73-51-45(40(67)42(30(15-56)75-51)76-47-37(64)33(60)26(57)17-70-47)79-50-41(68)43(35(62)29(14-55)74-50)77-49-39(66)36(63)44(46(69)80-49)78-48-38(65)34(61)27(58)18-71-48/h19-30,32-51,55-58,60-69H,5-18H2,1-4H3
• InChI Key: LBPSHGPBUZOPOE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₆O₂₇
• Molecular Weight: 1167.20 g/mol
• Exact Mass: 1166.53564746 g/mol
• Topological Polar Surface Area (TPSA): 411.00 Ų
• XlogP: -4.00
• Atomic LogP (AlogP): -4.67
• H-Bond Acceptor: 27
• H-Bond Donor: 14
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5734	57.34%
Caco-2	-	0.8780	87.80%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7299	72.99%
OATP2B1 inhibitior	-	0.8744	87.44%
OATP1B1 inhibitior	+	0.8642	86.42%
OATP1B3 inhibitior	+	0.9419	94.19%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.8680	86.80%
P-glycoprotein inhibitior	+	0.7412	74.12%
P-glycoprotein substrate	+	0.5972	59.72%
CYP3A4 substrate	+	0.7522	75.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8505	85.05%
CYP3A4 inhibition	-	0.9265	92.65%
CYP2C9 inhibition	-	0.9261	92.61%
CYP2C19 inhibition	-	0.9124	91.24%
CYP2D6 inhibition	-	0.9583	95.83%
CYP1A2 inhibition	-	0.9264	92.64%
CYP2C8 inhibition	+	0.6914	69.14%
CYP inhibitory promiscuity	-	0.9693	96.93%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6417	64.17%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9037	90.37%
Skin irritation	-	0.6168	61.68%
Skin corrosion	-	0.9490	94.90%
Ames mutagenesis	-	0.7654	76.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8183	81.83%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.9422	94.22%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.7074	70.74%
Acute Oral Toxicity (c)	I	0.7641	76.41%
Estrogen receptor binding	+	0.8781	87.81%
Androgen receptor binding	+	0.7374	73.74%
Thyroid receptor binding	+	0.5623	56.23%
Glucocorticoid receptor binding	+	0.7063	70.63%
Aromatase binding	+	0.6570	65.70%
PPAR gamma	+	0.8014	80.14%
Honey bee toxicity	-	0.5714	57.14%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8173	81.73%

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	98.57%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.32%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.76%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.49%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.08%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.29%	86.33%
CHEMBL5255	O00206	Toll-like receptor 4	88.34%	92.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.99%	92.94%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.56%	91.24%
CHEMBL233	P35372	Mu opioid receptor	85.19%	97.93%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	85.10%	97.50%
CHEMBL1914	P06276	Butyrylcholinesterase	84.89%	95.00%
CHEMBL1937	Q92769	Histone deacetylase 2	84.43%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.28%	97.25%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.66%	95.50%
CHEMBL226	P30542	Adenosine A1 receptor	83.65%	95.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.63%	85.14%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.60%	93.04%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.37%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.34%	95.83%
CHEMBL2243	O00519	Anandamide amidohydrolase	82.12%	97.53%
CHEMBL237	P41145	Kappa opioid receptor	82.05%	98.10%
CHEMBL325	Q13547	Histone deacetylase 1	81.66%	95.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.10%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.98%	94.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.91%	97.29%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162938747
• LOTUS: LTS0052126
• wikiData: Q105149524