(3S,8R,9S,10R,17S)-17-acetyl-17-hydroxy-3-[(2R,4R,5R,6R)-4-methoxy-5-[(2S,4R,5R,6R)-4-methoxy-5-[(2S,4S,5R,6R)-4-methoxy-5-[(2S,4S,5R,6R)-4-methoxy-5-[(2S,4R,5S,6R)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10-methyl-1,2,3,4,7,8,9,11-octahydrocyclopenta[a]phenanthren-12-one

Details

• Internal ID: 16ffdcb6-e911-4388-9079-382c7e9a9da1
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (3S,8R,9S,10R,17S)-17-acetyl-17-hydroxy-3-[(2R,4R,5R,6R)-4-methoxy-5-[(2S,4R,5R,6R)-4-methoxy-5-[(2S,4S,5R,6R)-4-methoxy-5-[(2S,4S,5R,6R)-4-methoxy-5-[(2S,4R,5S,6R)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10-methyl-1,2,3,4,7,8,9,11-octahydrocyclopenta[a]phenanthren-12-one
• SMILES (Canonical): CC1C(C(CC(O1)OC2CCC3(C4CC(=O)C5=C(C4CC=C3C2)C=CC5(C(=O)C)O)C)OC)OC6CC(C(C(O6)C)OC7CC(C(C(O7)C)OC8CC(C(C(O8)C)OC9CC(C(C(O9)C)OC1C(C(C(C(O1)CO)O)O)O)OC)OC)OC)OC
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H](C[C@@H](O1)O[C@H]2CC[C@@]3([C@H]4CC(=O)C5=C([C@@H]4CC=C3C2)C=C[C@]5(C(=O)C)O)C)OC)O[C@H]6C[C@H]([C@@H]([C@H](O6)C)O[C@H]7C[C@@H]([C@@H]([C@H](O7)C)O[C@H]8C[C@@H]([C@@H]([C@H](O8)C)O[C@H]9C[C@H]([C@H]([C@H](O9)C)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)OC)OC)OC)OC
• InChI: InChI=1S/C61H94O24/c1-27-54(39(69-8)21-45(74-27)79-34-15-17-60(7)33(19-34)13-14-35-36-16-18-61(68,32(6)63)50(36)38(64)20-37(35)60)81-46-22-40(70-9)55(28(2)75-46)82-47-23-41(71-10)56(29(3)76-47)83-48-24-42(72-11)57(30(4)77-48)84-49-25-43(73-12)58(31(5)78-49)85-59-53(67)52(66)51(65)44(26-62)80-59/h13,16,18,27-31,34-35,37,39-49,51-59,62,65-68H,14-15,17,19-26H2,1-12H3/t27-,28-,29-,30-,31-,34+,35+,37+,39-,40-,41+,42+,43-,44-,45+,46+,47+,48+,49+,51-,52+,53-,54-,55-,56-,57-,58+,59+,60+,61-/m1/s1
• InChI Key: ZQUHIULHVTWDLZ-RJTPHYMYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₁H₉₄O₂₄
• Molecular Weight: 1211.40 g/mol
• Exact Mass: 1210.61350386 g/mol
• Topological Polar Surface Area (TPSA): 292.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.76
• H-Bond Acceptor: 24
• H-Bond Donor: 5
• Rotatable Bonds: 19

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7885	78.85%
Caco-2	-	0.8630	86.30%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8445	84.45%
OATP2B1 inhibitior	-	0.8703	87.03%
OATP1B1 inhibitior	+	0.8576	85.76%
OATP1B3 inhibitior	+	0.8606	86.06%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5553	55.53%
BSEP inhibitior	+	0.9786	97.86%
P-glycoprotein inhibitior	+	0.7494	74.94%
P-glycoprotein substrate	+	0.6150	61.50%
CYP3A4 substrate	+	0.7392	73.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8924	89.24%
CYP3A4 inhibition	-	0.9133	91.33%
CYP2C9 inhibition	-	0.9128	91.28%
CYP2C19 inhibition	-	0.9343	93.43%
CYP2D6 inhibition	-	0.9551	95.51%
CYP1A2 inhibition	-	0.8889	88.89%
CYP2C8 inhibition	+	0.5799	57.99%
CYP inhibitory promiscuity	-	0.9356	93.56%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6079	60.79%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9003	90.03%
Skin irritation	+	0.4929	49.29%
Skin corrosion	-	0.9418	94.18%
Ames mutagenesis	-	0.8095	80.95%
Human Ether-a-go-go-Related Gene inhibition	+	0.7862	78.62%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.6863	68.63%
skin sensitisation	-	0.9319	93.19%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7896	78.96%
Acute Oral Toxicity (c)	III	0.4331	43.31%
Estrogen receptor binding	+	0.8446	84.46%
Androgen receptor binding	+	0.7339	73.39%
Thyroid receptor binding	+	0.6007	60.07%
Glucocorticoid receptor binding	+	0.8234	82.34%
Aromatase binding	+	0.7095	70.95%
PPAR gamma	+	0.8383	83.83%
Honey bee toxicity	-	0.6701	67.01%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9499	94.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.70%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.30%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.76%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	94.00%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.21%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.76%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.46%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.38%	94.00%
CHEMBL2581	P07339	Cathepsin D	89.67%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.12%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.86%	95.89%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	87.27%	97.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.25%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.66%	99.23%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.88%	96.77%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.48%	95.71%
CHEMBL5255	O00206	Toll-like receptor 4	85.30%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.71%	95.89%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.30%	91.24%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.62%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.21%	97.25%
CHEMBL5028	O14672	ADAM10	80.89%	97.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.26%	96.21%
CHEMBL1937	Q92769	Histone deacetylase 2	80.00%	94.75%

Plants that contains it

• Adonis amurensis

Cross-Links

• PubChem: 162912770
• LOTUS: LTS0075329
• wikiData: Q105381754