2-[3-[3,4-dihydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-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: 2a530982-9079-4195-8fb3-7e15728544d5
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 2-[3-[3,4-dihydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-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)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)O)O)O
• InChI: InChI=1S/C45H76O18/c1-19(18-58-41-37(55)35(53)33(51)29(16-46)61-41)6-9-27(48)20(2)31-28(49)15-26-24-8-7-22-14-23(10-12-44(22,4)25(24)11-13-45(26,31)5)60-43-39(57)36(54)40(30(17-47)62-43)63-42-38(56)34(52)32(50)21(3)59-42/h19-26,28-43,46-47,49-57H,6-18H2,1-5H3
• InChI Key: DYUJFEFMEZBASA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₆O₁₈
• Molecular Weight: 905.10 g/mol
• Exact Mass: 904.50316557 g/mol
• Topological Polar Surface Area (TPSA): 295.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -0.91
• H-Bond Acceptor: 18
• H-Bond Donor: 11
• Rotatable Bonds: 14

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	-	0.8834	88.34%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7075	70.75%
OATP2B1 inhibitior	-	0.8732	87.32%
OATP1B1 inhibitior	+	0.8221	82.21%
OATP1B3 inhibitior	+	0.9047	90.47%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.4515	45.15%
P-glycoprotein inhibitior	+	0.7368	73.68%
P-glycoprotein substrate	+	0.5454	54.54%
CYP3A4 substrate	+	0.7498	74.98%
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	+	0.5496	54.96%
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	-	0.9094	90.94%
Skin irritation	-	0.6321	63.21%
Skin corrosion	-	0.9549	95.49%
Ames mutagenesis	-	0.8715	87.15%
Human Ether-a-go-go-Related Gene inhibition	+	0.7415	74.15%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.7750	77.50%
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	-	0.9407	94.07%
Acute Oral Toxicity (c)	I	0.6662	66.62%
Estrogen receptor binding	+	0.8393	83.93%
Androgen receptor binding	+	0.7127	71.27%
Thyroid receptor binding	-	0.5619	56.19%
Glucocorticoid receptor binding	+	0.6331	63.31%
Aromatase binding	+	0.6729	67.29%
PPAR gamma	+	0.7518	75.18%
Honey bee toxicity	-	0.6141	61.41%
Biodegradation	-	0.7250	72.50%
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	98.74%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.08%	91.11%
CHEMBL220	P22303	Acetylcholinesterase	95.71%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.03%	97.09%
CHEMBL237	P41145	Kappa opioid receptor	93.70%	98.10%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	93.65%	95.58%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.39%	97.25%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.21%	96.38%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	91.67%	89.05%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.01%	96.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.20%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.45%	94.45%
CHEMBL233	P35372	Mu opioid receptor	88.36%	97.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.99%	89.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	87.81%	98.05%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	87.80%	98.46%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.29%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	86.81%	92.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.17%	100.00%
CHEMBL2581	P07339	Cathepsin D	85.00%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	84.55%	95.93%
CHEMBL4581	P52732	Kinesin-like protein 1	84.32%	93.18%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.07%	96.61%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	84.04%	97.50%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	84.01%	97.86%
CHEMBL340	P08684	Cytochrome P450 3A4	83.29%	91.19%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.03%	96.77%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	82.95%	95.36%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.88%	93.56%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.10%	82.50%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.98%	97.29%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.93%	100.00%
CHEMBL4302	P08183	P-glycoprotein 1	81.77%	92.98%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.37%	96.00%
CHEMBL5028	O14672	ADAM10	80.45%	97.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.06%	96.47%

Plants that contains it

• Solanum abutiloides

Cross-Links

• PubChem: 85166123
• LOTUS: LTS0054896
• wikiData: Q104991587