[(2R,3R,4S,5R)-3-[(2S,3R,4S,5R)-4,5-dihydroxy-3-methoxy-tetrahydropyran-2-yl]oxy-5-hydroxy-2-[(6R)-2-methyl-3-methylene-6-[(3S,4R,5S,6S,8S,9R,10S,13R,14S,15R,17R)-3,4,6,8,15-pentahydroxy-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]heptoxy]tetrahydropyran-4-yl] hydrogen sulfate

Details

• Internal ID: f876ae9b-a67d-405c-b00e-4fe4016c53e7
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(2R,3R,4S,5R)-3-[(2S,3R,4S,5R)-4,5-dihydroxy-3-methoxyoxan-2-yl]oxy-5-hydroxy-2-[(6R)-2-methyl-3-methylidene-6-[(3S,4R,5S,6S,8S,9R,10S,13R,14S,15R,17R)-3,4,6,8,15-pentahydroxy-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]heptoxy]oxan-4-yl] hydrogen sulfate
• InChI: InChI=1S/C39H66O17S/c1-18(20(3)15-52-35-33(31(26(44)17-53-35)56-57(48,49)50)55-36-32(51-6)30(46)25(43)16-54-36)7-8-19(2)21-13-23(41)34-37(21,4)12-10-27-38(5)11-9-22(40)29(45)28(38)24(42)14-39(27,34)47/h19-36,40-47H,1,7-17H2,2-6H3,(H,48,49,50)/t19-,20?,21-,22+,23-,24+,25-,26-,27-,28+,29+,30+,31+,32-,33-,34-,35-,36+,37-,38-,39+/m1/s1
• InChI Key: ZADHQGHCYVGCBA-DRVGXLBBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₆O₁₇S
• Molecular Weight: 839.00 g/mol
• Exact Mass: 838.40207181 g/mol
• Topological Polar Surface Area (TPSA): 280.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.04
• H-Bond Acceptor: 16
• H-Bond Donor: 9
• Rotatable Bonds: 13

Synonyms

• CHEMBL1208010
• .beta.-D-Xylopyranoside, (3.beta.,4.beta.,5 .alpha.,6 .alpha.,15.beta.)-3,4,6,8,15-pentahydroxyergost-24(28)-en-26-yl 2-O-(2-O-methyl-.beta.-D-xylopyranosyl)-, 3-(sodium sulfate)
• [(2R,3R,4S,5R)-3-[(2S,3R,4S,5R)-4,5-dihydroxy-3-methoxy-tetrahydropyran-2-yl]oxy-5-hydroxy-2-[(6R)-2-methyl-3-methylene-6-[(3S,4R,5S,6S,8S,9R,10S,13R,14S,15R,17R)-3,4,6,8,15-pentahydroxy-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]heptoxy]tetrahydropyran-4-yl] hydrogen sulfate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7630	76.30%
Caco-2	-	0.8788	87.88%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.4065	40.65%
OATP2B1 inhibitior	-	0.8689	86.89%
OATP1B1 inhibitior	+	0.8426	84.26%
OATP1B3 inhibitior	+	0.9301	93.01%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8271	82.71%
BSEP inhibitior	+	0.9311	93.11%
P-glycoprotein inhibitior	+	0.7359	73.59%
P-glycoprotein substrate	+	0.7231	72.31%
CYP3A4 substrate	+	0.7496	74.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.8868	88.68%
CYP2C9 inhibition	-	0.7565	75.65%
CYP2C19 inhibition	-	0.7102	71.02%
CYP2D6 inhibition	-	0.8715	87.15%
CYP1A2 inhibition	-	0.7417	74.17%
CYP2C8 inhibition	+	0.6475	64.75%
CYP inhibitory promiscuity	-	0.9109	91.09%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.5900	59.00%
Carcinogenicity (trinary)	Non-required	0.5877	58.77%
Eye corrosion	-	0.9787	97.87%
Eye irritation	-	0.9099	90.99%
Skin irritation	-	0.7582	75.82%
Skin corrosion	-	0.9159	91.59%
Ames mutagenesis	-	0.6378	63.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7798	77.98%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.6226	62.26%
skin sensitisation	-	0.8481	84.81%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8961	89.61%
Acute Oral Toxicity (c)	III	0.5600	56.00%
Estrogen receptor binding	+	0.8138	81.38%
Androgen receptor binding	+	0.7313	73.13%
Thyroid receptor binding	-	0.5639	56.39%
Glucocorticoid receptor binding	+	0.6430	64.30%
Aromatase binding	+	0.6301	63.01%
PPAR gamma	+	0.7512	75.12%
Honey bee toxicity	-	0.5903	59.03%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5545	55.45%
Fish aquatic toxicity	+	0.9866	98.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.91%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.73%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.12%	96.09%
CHEMBL2179	P04062	Beta-glucocerebrosidase	96.23%	85.31%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.28%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.41%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.87%	96.77%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	93.70%	97.14%
CHEMBL226	P30542	Adenosine A1 receptor	93.00%	95.93%
CHEMBL2581	P07339	Cathepsin D	92.78%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.72%	82.69%
CHEMBL233	P35372	Mu opioid receptor	92.07%	97.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.81%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.38%	96.61%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	91.32%	96.25%
CHEMBL4302	P08183	P-glycoprotein 1	91.13%	92.98%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.10%	97.09%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	90.98%	87.16%
CHEMBL340	P08684	Cytochrome P450 3A4	90.15%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.06%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.63%	96.47%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	88.31%	95.71%
CHEMBL4581	P52732	Kinesin-like protein 1	87.98%	93.18%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.93%	96.38%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	87.20%	92.88%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	86.92%	92.78%
CHEMBL5203	P33316	dUTP pyrophosphatase	86.59%	99.18%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.34%	91.03%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.08%	94.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.67%	91.24%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.06%	96.90%
CHEMBL5255	O00206	Toll-like receptor 4	85.05%	92.50%
CHEMBL1974	P36888	Tyrosine-protein kinase receptor FLT3	85.04%	91.83%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.92%	95.89%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	83.92%	94.97%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.40%	97.28%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.40%	98.75%
CHEMBL1871	P10275	Androgen Receptor	82.86%	96.43%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	82.59%	95.34%
CHEMBL237	P41145	Kappa opioid receptor	82.52%	98.10%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	82.51%	88.81%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.47%	93.03%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	82.46%	95.58%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.31%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.26%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.93%	95.83%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.79%	89.05%
CHEMBL204	P00734	Thrombin	81.78%	96.01%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.43%	92.86%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	81.38%	95.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	81.37%	98.05%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.17%	96.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.87%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.54%	89.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.51%	97.50%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.44%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.24%	90.71%
CHEMBL301	P24941	Cyclin-dependent kinase 2	80.14%	91.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 505371
• LOTUS: LTS0153235
• wikiData: Q105369807