[17-Acetyl-3-[5-[5-[5-(3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-8,14,17-trihydroxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] pyridine-3-carboxylate

Details

• Internal ID: 4bf11a4d-d270-453c-9bd9-34d45ca414e3
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [17-acetyl-3-[5-[5-[5-(3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl)oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-8,14,17-trihydroxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] pyridine-3-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4C(OC(CC4OC)OC5CCC6(C7CC(C8(C(CCC8(C7(CC=C6C5)O)O)(C(=O)C)O)C)OC(=O)C9=CN=CC=C9)C)C)C)C)O)OC)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4C(OC(CC4OC)OC5CCC6(C7CC(C8(C(CCC8(C7(CC=C6C5)O)O)(C(=O)C)O)C)OC(=O)C9=CN=CC=C9)C)C)C)C)O)OC)O
• InChI: InChI=1S/C55H83NO20/c1-27-43(58)48(67-11)44(59)50(71-27)76-47-30(4)70-42(24-37(47)66-10)75-46-29(3)69-41(23-36(46)65-9)74-45-28(2)68-40(22-35(45)64-8)72-34-15-16-51(6)33(21-34)14-17-54(62)38(51)25-39(73-49(60)32-13-12-20-56-26-32)52(7)53(61,31(5)57)18-19-55(52,54)63/h12-14,20,26-30,34-48,50,58-59,61-63H,15-19,21-25H2,1-11H3
• InChI Key: JCQJHINDNGQIKA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₈₃NO₂₀
• Molecular Weight: 1078.20 g/mol
• Exact Mass: 1077.55084404 g/mol
• Topological Polar Surface Area (TPSA): 268.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 3.20
• H-Bond Acceptor: 21
• H-Bond Donor: 5
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9040	90.40%
Caco-2	-	0.8623	86.23%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5831	58.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8555	85.55%
OATP1B3 inhibitior	+	0.9262	92.62%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8592	85.92%
BSEP inhibitior	+	0.9785	97.85%
P-glycoprotein inhibitior	+	0.7462	74.62%
P-glycoprotein substrate	+	0.7648	76.48%
CYP3A4 substrate	+	0.7388	73.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8841	88.41%
CYP3A4 inhibition	-	0.7933	79.33%
CYP2C9 inhibition	-	0.8783	87.83%
CYP2C19 inhibition	-	0.8750	87.50%
CYP2D6 inhibition	-	0.9278	92.78%
CYP1A2 inhibition	-	0.6563	65.63%
CYP2C8 inhibition	+	0.8175	81.75%
CYP inhibitory promiscuity	-	0.8955	89.55%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4890	48.90%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.8993	89.93%
Skin irritation	-	0.6381	63.81%
Skin corrosion	-	0.9252	92.52%
Ames mutagenesis	-	0.5970	59.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7610	76.10%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	-	0.5051	50.51%
skin sensitisation	-	0.8547	85.47%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.9066	90.66%
Acute Oral Toxicity (c)	II	0.3399	33.99%
Estrogen receptor binding	+	0.7460	74.60%
Androgen receptor binding	+	0.7580	75.80%
Thyroid receptor binding	+	0.6886	68.86%
Glucocorticoid receptor binding	+	0.7995	79.95%
Aromatase binding	+	0.6664	66.64%
PPAR gamma	+	0.8175	81.75%
Honey bee toxicity	-	0.6314	63.14%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9303	93.03%

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	97.49%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.68%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.31%	98.95%
CHEMBL2243	O00519	Anandamide amidohydrolase	93.11%	97.53%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	92.11%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.03%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.73%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.67%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.61%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.89%	100.00%
CHEMBL255	P29275	Adenosine A2b receptor	90.75%	98.59%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	89.72%	97.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.40%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.78%	95.89%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	87.72%	100.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	86.13%	83.00%
CHEMBL226	P30542	Adenosine A1 receptor	85.45%	95.93%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.74%	92.94%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.56%	95.89%
CHEMBL5028	O14672	ADAM10	83.99%	97.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.88%	96.00%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	82.42%	96.39%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.16%	95.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.68%	92.62%

Plants that contains it

• Araujia sericifera

Cross-Links

• PubChem: 85271441
• LOTUS: LTS0039663
• wikiData: Q105125029