[12-acetyloxy-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-dihydroxy-17-(1-hydroxyethyl)-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-11-yl] acetate

Details

• Internal ID: 20728813-bdf7-450d-b439-ed687e17c456
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [12-acetyloxy-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-dihydroxy-17-(1-hydroxyethyl)-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-11-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4C(OC(CC4OC)OC5CCC6(C7C(C(C8(C(CCC8(C7(CC=C6C5)O)O)C(C)O)C)OC(=O)C)OC(=O)C)C)C)C)C)O)OC)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4C(OC(CC4OC)OC5CCC6(C7C(C(C8(C(CCC8(C7(CC=C6C5)O)O)C(C)O)C)OC(=O)C)OC(=O)C)C)C)C)C)O)OC)O
• InChI: InChI=1S/C53H86O21/c1-24(54)33-16-19-53(60)51(33,9)48(70-30(7)56)46(69-29(6)55)47-50(8)17-15-32(20-31(50)14-18-52(47,53)59)71-37-21-34(61-10)42(26(3)65-37)72-38-22-35(62-11)43(27(4)66-38)73-39-23-36(63-12)44(28(5)67-39)74-49-41(58)45(64-13)40(57)25(2)68-49/h14,24-28,32-49,54,57-60H,15-23H2,1-13H3
• InChI Key: POUJIIOAHLTWOT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₈₆O₂₁
• Molecular Weight: 1059.20 g/mol
• Exact Mass: 1058.56615975 g/mol
• Topological Polar Surface Area (TPSA): 265.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.73
• 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	+	0.8916	89.16%
Caco-2	-	0.8663	86.63%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7413	74.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8704	87.04%
OATP1B3 inhibitior	+	0.9150	91.50%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6874	68.74%
BSEP inhibitior	+	0.9493	94.93%
P-glycoprotein inhibitior	+	0.7480	74.80%
P-glycoprotein substrate	+	0.7478	74.78%
CYP3A4 substrate	+	0.7221	72.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8932	89.32%
CYP3A4 inhibition	-	0.8774	87.74%
CYP2C9 inhibition	-	0.9072	90.72%
CYP2C19 inhibition	-	0.9239	92.39%
CYP2D6 inhibition	-	0.9465	94.65%
CYP1A2 inhibition	-	0.8810	88.10%
CYP2C8 inhibition	+	0.5340	53.40%
CYP inhibitory promiscuity	-	0.9725	97.25%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5449	54.49%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9008	90.08%
Skin irritation	+	0.5454	54.54%
Skin corrosion	-	0.9191	91.91%
Ames mutagenesis	-	0.7470	74.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7721	77.21%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.6551	65.51%
skin sensitisation	-	0.8738	87.38%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.8834	88.34%
Acute Oral Toxicity (c)	II	0.3208	32.08%
Estrogen receptor binding	+	0.8018	80.18%
Androgen receptor binding	+	0.7527	75.27%
Thyroid receptor binding	+	0.6201	62.01%
Glucocorticoid receptor binding	+	0.7941	79.41%
Aromatase binding	+	0.6761	67.61%
PPAR gamma	+	0.8263	82.63%
Honey bee toxicity	-	0.6336	63.36%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9600	96.00%

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	99.15%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.87%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.82%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.70%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.44%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.12%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.10%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.68%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.49%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.27%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	86.82%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.99%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.97%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	85.67%	95.93%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.91%	97.14%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	84.79%	92.78%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.76%	86.33%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.21%	100.00%
CHEMBL255	P29275	Adenosine A2b receptor	83.69%	98.59%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.57%	89.50%
CHEMBL5028	O14672	ADAM10	83.37%	97.50%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.80%	95.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.62%	96.00%
CHEMBL4208	P20618	Proteasome component C5	82.48%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.47%	92.62%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.42%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.75%	91.07%
CHEMBL5255	O00206	Toll-like receptor 4	81.31%	92.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.16%	99.23%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.74%	96.77%
CHEMBL2996	Q05655	Protein kinase C delta	80.10%	97.79%

Plants that contains it

• Hoya carnosa

Cross-Links

• PubChem: 85221298
• LOTUS: LTS0199428
• wikiData: Q105212671