2-[3-[5-[4,5-dihydroxy-6-methyl-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-16-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-7-hydroxy-6-methylheptan-3-one

Details

• Internal ID: 5efa9796-d83b-4219-a46d-cf357cbf015a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 2-[3-[5-[4,5-dihydroxy-6-methyl-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-16-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-7-hydroxy-6-methylheptan-3-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC3CCC4(C(C3)CCC5C4CCC6(C5CC(C6C(C)C(=O)CCC(C)CO)O)C)C)CO)OC7C(C(C(CO7)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC3CCC4(C(C3)CCC5C4CCC6(C5CC(C6C(C)C(=O)CCC(C)CO)O)C)C)CO)OC7C(C(C(CO7)O)O)O)O)O
• InChI: InChI=1S/C44H74O17/c1-19(16-45)6-9-27(47)20(2)31-28(48)15-26-24-8-7-22-14-23(10-12-43(22,4)25(24)11-13-44(26,31)5)58-41-37(55)35(53)38(30(17-46)59-41)60-42-39(34(52)32(50)21(3)57-42)61-40-36(54)33(51)29(49)18-56-40/h19-26,28-42,45-46,48-55H,6-18H2,1-5H3
• InChI Key: FEJQPEKPBNLXKM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₇₄O₁₇
• Molecular Weight: 875.00 g/mol
• Exact Mass: 874.49260089 g/mol
• Topological Polar Surface Area (TPSA): 275.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -0.27
• H-Bond Acceptor: 17
• H-Bond Donor: 10
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5000	50.00%
Caco-2	-	0.8855	88.55%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7075	70.75%
OATP2B1 inhibitior	-	0.8719	87.19%
OATP1B1 inhibitior	+	0.8411	84.11%
OATP1B3 inhibitior	+	0.9047	90.47%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.4874	48.74%
P-glycoprotein inhibitior	+	0.7282	72.82%
P-glycoprotein substrate	+	0.5941	59.41%
CYP3A4 substrate	+	0.7560	75.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8533	85.33%
CYP3A4 inhibition	-	0.9460	94.60%
CYP2C9 inhibition	-	0.9316	93.16%
CYP2C19 inhibition	-	0.9171	91.71%
CYP2D6 inhibition	-	0.9651	96.51%
CYP1A2 inhibition	-	0.9201	92.01%
CYP2C8 inhibition	+	0.5738	57.38%
CYP inhibitory promiscuity	-	0.9786	97.86%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6953	69.53%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.9129	91.29%
Skin irritation	-	0.6321	63.21%
Skin corrosion	-	0.9549	95.49%
Ames mutagenesis	-	0.7478	74.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7501	75.01%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.7571	75.71%
skin sensitisation	-	0.9467	94.67%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.9679	96.79%
Acute Oral Toxicity (c)	I	0.6662	66.62%
Estrogen receptor binding	+	0.8533	85.33%
Androgen receptor binding	+	0.6706	67.06%
Thyroid receptor binding	-	0.6009	60.09%
Glucocorticoid receptor binding	+	0.6076	60.76%
Aromatase binding	+	0.6961	69.61%
PPAR gamma	+	0.7338	73.38%
Honey bee toxicity	-	0.6210	62.10%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6355	63.55%
Fish aquatic toxicity	+	0.7852	78.52%

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	98.35%	96.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	97.29%	95.58%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.46%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.14%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.32%	97.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	95.04%	96.38%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.08%	96.77%
CHEMBL237	P41145	Kappa opioid receptor	92.75%	98.10%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.35%	96.61%
CHEMBL233	P35372	Mu opioid receptor	92.00%	97.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.32%	100.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	88.98%	98.05%
CHEMBL226	P30542	Adenosine A1 receptor	88.85%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.24%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	87.67%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.73%	94.45%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	86.49%	89.05%
CHEMBL2581	P07339	Cathepsin D	86.25%	98.95%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	85.81%	97.86%
CHEMBL220	P22303	Acetylcholinesterase	85.77%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.49%	95.89%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	85.30%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	84.87%	92.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.86%	96.21%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	82.88%	98.46%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	82.74%	95.36%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.56%	96.47%
CHEMBL4581	P52732	Kinesin-like protein 1	82.31%	93.18%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.13%	90.71%
CHEMBL5028	O14672	ADAM10	82.11%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.09%	100.00%
CHEMBL202	P00374	Dihydrofolate reductase	82.06%	89.92%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	81.43%	99.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.25%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.07%	98.75%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.02%	82.50%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.92%	97.29%

Plants that contains it

• Solanum abutiloides

Cross-Links

• PubChem: 85221045
• LOTUS: LTS0247053
• wikiData: Q104993995