(3S,8R,9S,10R,17S)-17-acetyl-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-2,3,4,7,8,9,11,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-12-one

Details

• Internal ID: 82e95073-f094-46f6-923b-a3c2f61a39c1
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (3S,8R,9S,10R,17S)-17-acetyl-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-2,3,4,7,8,9,11,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-12-one
• SMILES (Canonical): CC1C(C(CC(O1)OC2CCC3(C4CC(=O)C5=C(C4CC=C3C2)CCC5C(=O)C)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)CC[C@@H]5C(=O)C)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/C61H96O23/c1-27(63)35-15-16-37-36-14-13-33-19-34(17-18-61(33,7)38(36)20-39(64)51(35)37)78-46-21-40(68-8)55(28(2)73-46)80-47-22-41(69-9)56(29(3)74-47)81-48-23-42(70-10)57(30(4)75-48)82-49-24-43(71-11)58(31(5)76-49)83-50-25-44(72-12)59(32(6)77-50)84-60-54(67)53(66)52(65)45(26-62)79-60/h13,28-32,34-36,38,40-50,52-60,62,65-67H,14-26H2,1-12H3/t28-,29-,30-,31-,32-,34+,35-,36+,38+,40-,41-,42+,43+,44-,45-,46+,47+,48+,49+,50+,52-,53+,54-,55-,56-,57-,58-,59+,60+,61+/m1/s1
• InChI Key: CXBATFUMFRGUJH-LZRSOPOASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₁H₉₆O₂₃
• Molecular Weight: 1197.40 g/mol
• Exact Mass: 1196.63423931 g/mol
• Topological Polar Surface Area (TPSA): 272.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 3.87
• H-Bond Acceptor: 23
• H-Bond Donor: 4
• 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	-	0.8646	86.46%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8445	84.45%
OATP2B1 inhibitior	-	0.8724	87.24%
OATP1B1 inhibitior	+	0.8474	84.74%
OATP1B3 inhibitior	+	0.8606	86.06%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.5553	55.53%
BSEP inhibitior	+	0.9858	98.58%
P-glycoprotein inhibitior	+	0.7516	75.16%
P-glycoprotein substrate	+	0.5729	57.29%
CYP3A4 substrate	+	0.7336	73.36%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.8848	88.48%
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	+	0.5990	59.90%
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	-	0.9016	90.16%
Skin irritation	+	0.4929	49.29%
Skin corrosion	-	0.9418	94.18%
Ames mutagenesis	-	0.8024	80.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.8043	80.43%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.7542	75.42%
skin sensitisation	-	0.9319	93.19%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7180	71.80%
Acute Oral Toxicity (c)	III	0.4331	43.31%
Estrogen receptor binding	+	0.8367	83.67%
Androgen receptor binding	+	0.7523	75.23%
Thyroid receptor binding	+	0.5626	56.26%
Glucocorticoid receptor binding	+	0.8270	82.70%
Aromatase binding	+	0.7198	71.98%
PPAR gamma	+	0.8266	82.66%
Honey bee toxicity	-	0.6339	63.39%
Biodegradation	-	0.7250	72.50%
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	99.37%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.55%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.75%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.10%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.44%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.86%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	92.22%	95.93%
CHEMBL2581	P07339	Cathepsin D	92.18%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.92%	95.89%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.95%	91.24%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.84%	94.33%
CHEMBL5255	O00206	Toll-like receptor 4	87.66%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.58%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.65%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.35%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.31%	94.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.04%	97.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.86%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	83.26%	94.75%
CHEMBL5028	O14672	ADAM10	82.25%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.88%	92.62%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.34%	95.71%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.44%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.04%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.02%	96.95%

Plants that contains it

• Adonis amurensis

Cross-Links

• PubChem: 44818335
• LOTUS: LTS0258595
• wikiData: Q104971721