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

Details

• Internal ID: fccaf932-f5ff-4b9c-bf7e-ed7108608726
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(1R)-1-[(3S,5S,8S,9R,10S,12R,13R,14R,17S)-12-acetyloxy-8,14,17-trihydroxy-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl]ethyl] (E)-2-methylbut-2-enoate
• InChI: InChI=1S/C49H80O17/c1-13-25(2)44(52)62-29(6)47(53)18-19-49(55)46(47,9)37(63-30(7)50)24-36-45(8)16-15-32(20-31(45)14-17-48(36,49)54)64-38-22-34(57-11)42(27(4)60-38)66-40-23-35(58-12)43(28(5)61-40)65-39-21-33(56-10)41(51)26(3)59-39/h13,26-29,31-43,51,53-55H,14-24H2,1-12H3/b25-13+/t26-,27-,28-,29-,31+,32+,33-,34+,35+,36-,37-,38+,39+,40+,41-,42-,43-,45+,46-,47-,48+,49-/m1/s1
• InChI Key: SFSFMIYWQJWTJB-RJKAWTIESA-N
• Popularity: 2 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: 3.70
• Atomic LogP (AlogP): 4.40
• H-Bond Acceptor: 17
• H-Bond Donor: 4
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8512	85.12%
Caco-2	-	0.8708	87.08%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6842	68.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8469	84.69%
OATP1B3 inhibitior	+	0.9059	90.59%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7124	71.24%
BSEP inhibitior	+	0.9596	95.96%
P-glycoprotein inhibitior	+	0.7546	75.46%
P-glycoprotein substrate	+	0.7178	71.78%
CYP3A4 substrate	+	0.7364	73.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9022	90.22%
CYP3A4 inhibition	-	0.8832	88.32%
CYP2C9 inhibition	-	0.9088	90.88%
CYP2C19 inhibition	-	0.9116	91.16%
CYP2D6 inhibition	-	0.9492	94.92%
CYP1A2 inhibition	-	0.8778	87.78%
CYP2C8 inhibition	+	0.4637	46.37%
CYP inhibitory promiscuity	-	0.9740	97.40%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5870	58.70%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9054	90.54%
Skin irritation	+	0.5322	53.22%
Skin corrosion	-	0.9204	92.04%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7371	73.71%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.7176	71.76%
skin sensitisation	-	0.8677	86.77%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.8414	84.14%
Acute Oral Toxicity (c)	I	0.3698	36.98%
Estrogen receptor binding	+	0.8200	82.00%
Androgen receptor binding	+	0.7462	74.62%
Thyroid receptor binding	+	0.5540	55.40%
Glucocorticoid receptor binding	+	0.7863	78.63%
Aromatase binding	+	0.6940	69.40%
PPAR gamma	+	0.8249	82.49%
Honey bee toxicity	-	0.5967	59.67%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5545	55.45%
Fish aquatic toxicity	+	0.9552	95.52%

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	97.39%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.73%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.95%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.59%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.13%	89.00%
CHEMBL284	P27487	Dipeptidyl peptidase IV	91.71%	95.69%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.92%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.81%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.52%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.40%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.45%	97.09%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	88.08%	91.65%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.64%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.30%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.21%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.37%	96.47%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.12%	89.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.11%	92.62%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.67%	93.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.58%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	83.48%	94.75%
CHEMBL340	P08684	Cytochrome P450 3A4	83.38%	91.19%
CHEMBL2581	P07339	Cathepsin D	82.95%	98.95%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.73%	95.71%
CHEMBL5255	O00206	Toll-like receptor 4	82.44%	92.50%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	82.36%	92.95%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.07%	96.38%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.79%	89.67%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.47%	94.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.34%	96.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.51%	96.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	80.45%	89.44%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	80.28%	95.36%

Plants that contains it

• Marsdenia tomentosa

Cross-Links

• PubChem: 163105957
• LOTUS: LTS0089764
• wikiData: Q105252005