2-[[(E,2S,3R,6S)-2,3-dimethyl-6-[(3S,5S,6S,8S,9R,10S,13R,14S,15R,17R)-6,8,15-trihydroxy-10,13-dimethyl-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]hept-4-enoyl]amino]ethanesulfonic acid

Details

• Internal ID: 3459aca4-2e7b-4f17-83a0-2b311ca7c8cc
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids
• IUPAC Name: 2-[[(E,2S,3R,6S)-2,3-dimethyl-6-[(3S,5S,6S,8S,9R,10S,13R,14S,15R,17R)-6,8,15-trihydroxy-10,13-dimethyl-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]hept-4-enoyl]amino]ethanesulfonic acid
• SMILES (Canonical): CC(C=CC(C)C(C)C(=O)NCCS(=O)(=O)O)C1CC(C2C1(CCC3C2(CC(C4C3(CCC(C4)OC5C(C(C(CO5)O)O)O)C)O)O)C)O
• SMILES (Isomeric): C[C@@H](/C=C/[C@@H](C)[C@H](C)C(=O)NCCS(=O)(=O)O)[C@H]1C[C@H]([C@@H]2[C@@]1(CC[C@H]3[C@]2(C[C@@H]([C@@H]4[C@@]3(CC[C@@H](C4)O[C@H]5[C@@H]([C@H]([C@@H](CO5)O)O)O)C)O)O)C)O
• InChI: InChI=1S/C35H59NO12S/c1-18(20(3)31(42)36-12-13-49(44,45)46)6-7-19(2)22-15-24(37)30-34(22,5)11-9-27-33(4)10-8-21(14-23(33)25(38)16-35(27,30)43)48-32-29(41)28(40)26(39)17-47-32/h6-7,18-30,32,37-41,43H,8-17H2,1-5H3,(H,36,42)(H,44,45,46)/b7-6+/t18-,19+,20+,21+,22-,23-,24-,25+,26-,27-,28+,29-,30-,32+,33+,34-,35+/m1/s1
• InChI Key: ZNIBBCNKCIEYFM-TTYITWJESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₉NO₁₂S
• Molecular Weight: 717.90 g/mol
• Exact Mass: 717.37579749 g/mol
• Topological Polar Surface Area (TPSA): 232.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.99
• H-Bond Acceptor: 11
• H-Bond Donor: 8
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6092	60.92%
Caco-2	-	0.8704	87.04%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.3670	36.70%
OATP2B1 inhibitior	-	0.7217	72.17%
OATP1B1 inhibitior	+	0.8485	84.85%
OATP1B3 inhibitior	+	0.9248	92.48%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7249	72.49%
P-glycoprotein inhibitior	+	0.7173	71.73%
P-glycoprotein substrate	+	0.7216	72.16%
CYP3A4 substrate	+	0.7411	74.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8691	86.91%
CYP3A4 inhibition	-	0.7420	74.20%
CYP2C9 inhibition	-	0.7823	78.23%
CYP2C19 inhibition	-	0.7584	75.84%
CYP2D6 inhibition	-	0.8732	87.32%
CYP1A2 inhibition	-	0.7698	76.98%
CYP2C8 inhibition	+	0.6696	66.96%
CYP inhibitory promiscuity	-	0.8332	83.32%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.5000	50.00%
Carcinogenicity (trinary)	Non-required	0.5799	57.99%
Eye corrosion	-	0.9768	97.68%
Eye irritation	-	0.9201	92.01%
Skin irritation	-	0.7611	76.11%
Skin corrosion	-	0.9109	91.09%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6542	65.42%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.5587	55.87%
skin sensitisation	-	0.8419	84.19%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.8994	89.94%
Acute Oral Toxicity (c)	III	0.6373	63.73%
Estrogen receptor binding	+	0.7402	74.02%
Androgen receptor binding	+	0.6783	67.83%
Thyroid receptor binding	-	0.6074	60.74%
Glucocorticoid receptor binding	+	0.6639	66.39%
Aromatase binding	+	0.6457	64.57%
PPAR gamma	+	0.6939	69.39%
Honey bee toxicity	-	0.6826	68.26%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9453	94.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.36%	97.25%
CHEMBL2179	P04062	Beta-glucocerebrosidase	99.19%	85.31%
CHEMBL226	P30542	Adenosine A1 receptor	98.71%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.28%	91.11%
CHEMBL204	P00734	Thrombin	98.02%	96.01%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.88%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.86%	98.95%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	95.11%	96.38%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.95%	96.77%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	92.04%	89.67%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	90.69%	95.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.47%	97.09%
CHEMBL4302	P08183	P-glycoprotein 1	90.45%	92.98%
CHEMBL255	P29275	Adenosine A2b receptor	90.38%	98.59%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.25%	82.69%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.91%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	89.88%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.88%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	89.05%	98.75%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	88.92%	95.58%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.83%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.55%	96.21%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	88.50%	95.83%
CHEMBL5028	O14672	ADAM10	88.22%	97.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.99%	94.45%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	87.95%	97.50%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	87.71%	88.81%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.21%	91.07%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	86.09%	96.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.80%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.79%	89.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.61%	91.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.53%	100.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.39%	97.33%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	84.55%	92.86%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.46%	94.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.24%	91.24%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.13%	90.71%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.08%	96.47%
CHEMBL205	P00918	Carbonic anhydrase II	83.78%	98.44%
CHEMBL2094135	Q96BI3	Gamma-secretase	83.37%	98.05%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.20%	96.90%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.15%	93.56%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	82.94%	89.44%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	82.86%	98.33%
CHEMBL4444	P04070	Vitamin K-dependent protein C	82.72%	93.89%
CHEMBL284	P27487	Dipeptidyl peptidase IV	81.88%	95.69%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	81.80%	95.36%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.36%	95.50%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.55%	90.08%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.34%	93.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.09%	99.23%

Plants that contains it

• Allium minutiflorum

Cross-Links

• PubChem: 162800513
• LOTUS: LTS0082467
• wikiData: Q105380078