[(3R,8S,9S,10R,11S,12S,13S,14R,17R)-11-acetyloxy-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,3R,4R,5R,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-14-hydroxy-17-[(1R)-1-hydroxyethyl]-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-12-yl] 3-methylbutanoate

Details

• Internal ID: e41aa17b-5090-4861-89de-574b3f95f339
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(3R,8S,9S,10R,11S,12S,13S,14R,17R)-11-acetyloxy-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,3R,4R,5R,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-14-hydroxy-17-[(1R)-1-hydroxyethyl]-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-12-yl] 3-methylbutanoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4CCC5(C6C(CC=C5C4)C7(CCC(C7(C(C6OC(=O)C)OC(=O)CC(C)C)C)C(C)O)O)C)C)C)O)OC)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H](C[C@@H]2OC)O[C@@H]3[C@H](O[C@H](C[C@@H]3OC)O[C@@H]4CC[C@@]5([C@@H]6[C@H](CC=C5C4)[C@@]7(CC[C@H]([C@]7([C@@H]([C@H]6OC(=O)C)OC(=O)CC(C)C)C)[C@@H](C)O)O)C)C)C)O)OC)O
• InChI: InChI=1S/C49H80O17/c1-23(2)19-35(52)64-45-43(62-28(7)51)38-32(49(55)18-16-31(24(3)50)48(45,49)9)14-13-29-20-30(15-17-47(29,38)8)63-36-21-33(56-10)41(26(5)59-36)65-37-22-34(57-11)42(27(6)60-37)66-46-40(54)44(58-12)39(53)25(4)61-46/h13,23-27,30-34,36-46,50,53-55H,14-22H2,1-12H3/t24-,25-,26-,27-,30-,31+,32+,33+,34+,36+,37+,38-,39-,40-,41-,42-,43+,44-,45-,46+,47+,48+,49-/m1/s1
• InChI Key: LLIYLAIGJSAESV-QUZZHRRASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₈₀O₁₇
• Molecular Weight: 941.10 g/mol
• Exact Mass: 940.53955108 g/mol
• Topological Polar Surface Area (TPSA): 217.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 4.11
• H-Bond Acceptor: 17
• H-Bond Donor: 4
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9478	94.78%
Caco-2	-	0.8690	86.90%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7685	76.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8562	85.62%
OATP1B3 inhibitior	+	0.8417	84.17%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6782	67.82%
BSEP inhibitior	+	0.9850	98.50%
P-glycoprotein inhibitior	+	0.7540	75.40%
P-glycoprotein substrate	+	0.7867	78.67%
CYP3A4 substrate	+	0.7300	73.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8913	89.13%
CYP3A4 inhibition	-	0.7132	71.32%
CYP2C9 inhibition	-	0.8336	83.36%
CYP2C19 inhibition	-	0.9062	90.62%
CYP2D6 inhibition	-	0.9402	94.02%
CYP1A2 inhibition	-	0.9159	91.59%
CYP2C8 inhibition	+	0.6655	66.55%
CYP inhibitory promiscuity	-	0.9022	90.22%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5761	57.61%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9067	90.67%
Skin irritation	+	0.5258	52.58%
Skin corrosion	-	0.9296	92.96%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7731	77.31%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.6551	65.51%
skin sensitisation	-	0.8673	86.73%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.8125	81.25%
Acute Oral Toxicity (c)	I	0.4931	49.31%
Estrogen receptor binding	+	0.8097	80.97%
Androgen receptor binding	+	0.7429	74.29%
Thyroid receptor binding	+	0.5588	55.88%
Glucocorticoid receptor binding	+	0.7905	79.05%
Aromatase binding	+	0.6368	63.68%
PPAR gamma	+	0.8114	81.14%
Honey bee toxicity	-	0.6334	63.34%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9696	96.96%

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	99.41%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.90%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.70%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.78%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.70%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	95.69%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.67%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.84%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.61%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.61%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.99%	89.00%
CHEMBL2996	Q05655	Protein kinase C delta	88.02%	97.79%
CHEMBL226	P30542	Adenosine A1 receptor	87.45%	95.93%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.51%	89.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.93%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	85.68%	91.19%
CHEMBL5028	O14672	ADAM10	85.64%	97.50%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.95%	95.71%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	83.71%	92.78%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.28%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.72%	96.00%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	82.26%	95.52%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.01%	94.33%
CHEMBL5255	O00206	Toll-like receptor 4	81.66%	92.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.20%	97.14%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.97%	94.08%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162978573
• LOTUS: LTS0052044
• wikiData: Q105153533