[(1S)-1-[(3S,5S,8R,9S,10S,12R,13S,14S,17S)-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,3R,4S,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-14,17-dihydroxy-10,13-dimethyl-12-[(E)-3-phenylprop-2-enoyl]oxy-2,3,4,5,6,7,8,9,11,12,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl] pyridine-3-carboxylate

Details

• Internal ID: f20ba704-40fd-4710-90f1-90d574bfc229
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(1S)-1-[(3S,5S,8R,9S,10S,12R,13S,14S,17S)-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,3R,4S,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-14,17-dihydroxy-10,13-dimethyl-12-[(E)-3-phenylprop-2-enoyl]oxy-2,3,4,5,6,7,8,9,11,12,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl] pyridine-3-carboxylate
• InChI: InChI=1S/C57H81NO17/c1-31-47(60)51(67-9)48(61)53(70-31)75-50-33(3)69-46(29-42(50)66-8)74-49-32(2)68-45(28-41(49)65-7)72-38-21-22-54(5)37(26-38)18-19-39-40(54)27-43(73-44(59)20-17-35-14-11-10-12-15-35)55(6)56(63,23-24-57(39,55)64)34(4)71-52(62)36-16-13-25-58-30-36/h10-17,20,25,30-34,37-43,45-51,53,60-61,63-64H,18-19,21-24,26-29H2,1-9H3/b20-17+/t31-,32-,33-,34+,37+,38+,39-,40+,41+,42+,43-,45+,46+,47-,48-,49-,50-,51+,53+,54+,55-,56-,57+/m1/s1
• InChI Key: FZQUCMSSDACPQV-PLJOZPCCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₈₁NO₁₇
• Molecular Weight: 1052.20 g/mol
• Exact Mass: 1051.55045012 g/mol
• Topological Polar Surface Area (TPSA): 229.00 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.69
• H-Bond Acceptor: 18
• H-Bond Donor: 4
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8662	86.62%
Caco-2	-	0.8630	86.30%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.4993	49.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8426	84.26%
OATP1B3 inhibitior	+	0.8922	89.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6821	68.21%
BSEP inhibitior	+	0.9880	98.80%
P-glycoprotein inhibitior	+	0.7478	74.78%
P-glycoprotein substrate	+	0.7832	78.32%
CYP3A4 substrate	+	0.7406	74.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8854	88.54%
CYP3A4 inhibition	-	0.6724	67.24%
CYP2C9 inhibition	-	0.9103	91.03%
CYP2C19 inhibition	-	0.8757	87.57%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	-	0.7032	70.32%
CYP2C8 inhibition	+	0.8208	82.08%
CYP inhibitory promiscuity	-	0.8930	89.30%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5241	52.41%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9003	90.03%
Skin irritation	-	0.7102	71.02%
Skin corrosion	-	0.9295	92.95%
Ames mutagenesis	-	0.6270	62.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8058	80.58%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.5008	50.08%
skin sensitisation	-	0.8807	88.07%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.9773	97.73%
Acute Oral Toxicity (c)	III	0.3333	33.33%
Estrogen receptor binding	+	0.7842	78.42%
Androgen receptor binding	+	0.7640	76.40%
Thyroid receptor binding	+	0.6585	65.85%
Glucocorticoid receptor binding	+	0.7980	79.80%
Aromatase binding	+	0.6010	60.10%
PPAR gamma	+	0.8186	81.86%
Honey bee toxicity	-	0.6253	62.53%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6745	67.45%
Fish aquatic toxicity	+	0.9339	93.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.37%	86.33%
CHEMBL2179	P04062	Beta-glucocerebrosidase	98.01%	85.31%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.60%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.15%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.05%	96.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	95.02%	94.08%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.58%	97.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.64%	94.45%
CHEMBL2243	O00519	Anandamide amidohydrolase	93.53%	97.53%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.34%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.97%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	91.51%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.18%	89.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	90.92%	89.44%
CHEMBL4302	P08183	P-glycoprotein 1	90.70%	92.98%
CHEMBL5028	O14672	ADAM10	90.63%	97.50%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	90.47%	83.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.02%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.65%	95.89%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	87.45%	94.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.04%	95.56%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	86.73%	100.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.14%	94.62%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.52%	97.33%
CHEMBL1907599	P05556	Integrin alpha-4/beta-1	83.79%	92.86%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.49%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.57%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.33%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.00%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.23%	91.07%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.91%	89.67%

Plants that contains it

• Marsdenia tomentosa

Cross-Links

• PubChem: 162981428
• LOTUS: LTS0170949
• wikiData: Q105005130