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]-6-methyl-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-3-one

Details

• Internal ID: e0b2ac3a-7eb3-4575-91b8-1db5f3557319
• 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]-6-methyl-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-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)COC7C(C(C(C(O7)CO)O)O)O)O)C)C)CO)OC8C(C(C(CO8)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)COC7C(C(C(C(O7)CO)O)O)O)O)C)C)CO)OC8C(C(C(CO8)O)O)O)O)O
• InChI: InChI=1S/C50H84O22/c1-20(18-65-45-41(63)37(59)36(58)31(16-51)69-45)6-9-28(53)21(2)33-29(54)15-27-25-8-7-23-14-24(10-12-49(23,4)26(25)11-13-50(27,33)5)68-47-42(64)39(61)43(32(17-52)70-47)71-48-44(38(60)34(56)22(3)67-48)72-46-40(62)35(57)30(55)19-66-46/h20-27,29-48,51-52,54-64H,6-19H2,1-5H3
• InChI Key: NMKPAERQRHRSRV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₈₄O₂₂
• Molecular Weight: 1037.20 g/mol
• Exact Mass: 1036.54542430 g/mol
• Topological Polar Surface Area (TPSA): 354.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -2.45
• H-Bond Acceptor: 22
• H-Bond Donor: 13
• Rotatable Bonds: 16

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	-	0.8815	88.15%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7075	70.75%
OATP2B1 inhibitior	-	0.8748	87.48%
OATP1B1 inhibitior	+	0.8262	82.62%
OATP1B3 inhibitior	+	0.9047	90.47%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.6841	68.41%
P-glycoprotein inhibitior	+	0.7398	73.98%
P-glycoprotein substrate	+	0.6264	62.64%
CYP3A4 substrate	+	0.7565	75.65%
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	+	0.6470	64.70%
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	-	0.9051	90.51%
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	+	0.7850	78.50%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.9467	94.67%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.9750	97.50%
Acute Oral Toxicity (c)	I	0.6662	66.62%
Estrogen receptor binding	+	0.8659	86.59%
Androgen receptor binding	+	0.7045	70.45%
Thyroid receptor binding	-	0.5105	51.05%
Glucocorticoid receptor binding	+	0.6956	69.56%
Aromatase binding	+	0.6833	68.33%
PPAR gamma	+	0.7840	78.40%
Honey bee toxicity	-	0.5977	59.77%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6755	67.55%
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	98.62%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.53%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.60%	97.25%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	95.58%	95.58%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.25%	97.09%
CHEMBL237	P41145	Kappa opioid receptor	92.70%	98.10%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.33%	96.38%
CHEMBL226	P30542	Adenosine A1 receptor	91.19%	95.93%
CHEMBL233	P35372	Mu opioid receptor	91.15%	97.93%
CHEMBL220	P22303	Acetylcholinesterase	89.86%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.81%	96.61%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.80%	89.05%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.31%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.26%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.90%	94.45%
CHEMBL2094135	Q96BI3	Gamma-secretase	88.48%	98.05%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.05%	96.21%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	87.97%	97.86%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.85%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	87.20%	92.50%
CHEMBL2581	P07339	Cathepsin D	87.19%	98.95%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	86.28%	97.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.26%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	85.09%	91.19%
CHEMBL4581	P52732	Kinesin-like protein 1	84.88%	93.18%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	84.64%	97.29%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	84.41%	98.46%
CHEMBL4302	P08183	P-glycoprotein 1	84.34%	92.98%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	84.04%	95.36%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.12%	82.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.83%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.77%	96.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.23%	100.00%
CHEMBL5028	O14672	ADAM10	82.11%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.09%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.61%	96.47%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.26%	91.24%

Plants that contains it

• Solanum abutiloides

Cross-Links

• PubChem: 85271403
• LOTUS: LTS0032611
• wikiData: Q105181829