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

Details

• Internal ID: cbf3071b-5e80-4d43-aabe-a0edbbef5168
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(1S)-1-[(3S,8R,9S,10R,13R,14S,17S)-3-[(2R,4R,5R,6R)-5-[(2S,4S,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-14-hydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]ethyl] acetate
• SMILES (Canonical): CC1C(C(CC(O1)OC2C(OC(CC2OC)OC3CCC4(C5CCC6(C(CCC6(C5CC=C4C3)O)C(C)OC(=O)C)C)C)C)O)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@@H]2[C@H](O[C@H](C[C@H]2OC)O[C@H]3CC[C@@]4([C@H]5CC[C@@]6([C@H](CC[C@@]6([C@@H]5CC=C4C3)O)[C@H](C)OC(=O)C)C)C)C)O)O
• InChI: InChI=1S/C36H58O10/c1-19(42-22(4)37)25-12-15-36(40)27-9-8-23-16-24(10-13-34(23,5)26(27)11-14-35(25,36)6)45-31-18-29(41-7)33(21(3)44-31)46-30-17-28(38)32(39)20(2)43-30/h8,19-21,24-33,38-40H,9-18H2,1-7H3/t19-,20+,21+,24-,25+,26-,27+,28-,29+,30-,31-,32+,33+,34-,35+,36-/m0/s1
• InChI Key: UDLLMCYFERZZOM-INPBMJQFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₈O₁₀
• Molecular Weight: 650.80 g/mol
• Exact Mass: 650.40299804 g/mol
• Topological Polar Surface Area (TPSA): 133.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.41
• H-Bond Acceptor: 10
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9540	95.40%
Caco-2	-	0.8460	84.60%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7624	76.24%
OATP2B1 inhibitior	-	0.8649	86.49%
OATP1B1 inhibitior	+	0.8809	88.09%
OATP1B3 inhibitior	+	0.9057	90.57%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7571	75.71%
BSEP inhibitior	+	0.7188	71.88%
P-glycoprotein inhibitior	+	0.7480	74.80%
P-glycoprotein substrate	+	0.7326	73.26%
CYP3A4 substrate	+	0.7341	73.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8932	89.32%
CYP3A4 inhibition	-	0.9145	91.45%
CYP2C9 inhibition	-	0.9066	90.66%
CYP2C19 inhibition	-	0.9046	90.46%
CYP2D6 inhibition	-	0.9470	94.70%
CYP1A2 inhibition	-	0.8035	80.35%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.9680	96.80%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5234	52.34%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9285	92.85%
Skin irritation	+	0.5793	57.93%
Skin corrosion	-	0.9283	92.83%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7619	76.19%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6301	63.01%
skin sensitisation	-	0.8595	85.95%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.8425	84.25%
Acute Oral Toxicity (c)	II	0.3655	36.55%
Estrogen receptor binding	+	0.7161	71.61%
Androgen receptor binding	+	0.7391	73.91%
Thyroid receptor binding	-	0.6388	63.88%
Glucocorticoid receptor binding	+	0.6510	65.10%
Aromatase binding	+	0.6666	66.66%
PPAR gamma	+	0.6585	65.85%
Honey bee toxicity	-	0.6808	68.08%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5145	51.45%
Fish aquatic toxicity	+	0.9538	95.38%

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	98.95%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.28%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.75%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.26%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.20%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.10%	85.14%
CHEMBL2581	P07339	Cathepsin D	93.03%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.61%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.51%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.48%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.84%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.69%	91.07%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.42%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.93%	86.33%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.65%	89.50%
CHEMBL340	P08684	Cytochrome P450 3A4	83.71%	91.19%
CHEMBL5028	O14672	ADAM10	82.47%	97.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.91%	96.77%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.55%	95.71%
CHEMBL5255	O00206	Toll-like receptor 4	81.46%	92.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.74%	93.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.53%	94.08%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.27%	90.71%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.05%	97.33%

Plants that contains it

• Hemidesmus indicus

Cross-Links

• PubChem: 101664025
• LOTUS: LTS0015721
• wikiData: Q105270412