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

Details

• Internal ID: f5660b1e-ec98-4f9c-98a0-c38edf20f459
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2R,3R,4R,6S)-6-[(2R,3S,4S,6S)-6-[(1R)-1-[(3S,5R,8R,9S,10S,13S,14S,17R)-3-[(2R,3R,4S,5S,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-17-hydroxy-10,13-dimethyl-1,2,3,4,5,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl]ethoxy]-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-2-methyloxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C48H80O18/c1-22-36(50)43(58-9)40(54)45(61-22)63-27-12-15-46(5)26(18-27)10-11-28-29(46)13-16-47(6)30(28)14-17-48(47,55)25(4)62-34-19-31(56-7)41(23(2)59-34)65-35-20-32(57-8)42(24(3)60-35)66-44-39(53)38(52)37(51)33(21-49)64-44/h10-11,22-45,49-55H,12-21H2,1-9H3/t22-,23-,24-,25-,26+,27+,28-,29+,30+,31+,32-,33-,34+,35+,36+,37-,38+,39-,40-,41+,42-,43+,44+,45+,46+,47+,48+/m1/s1
• InChI Key: FSFQRAJQPBXFQX-HTUXZSOTSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₈₀O₁₈
• Molecular Weight: 945.10 g/mol
• Exact Mass: 944.53446570 g/mol
• Topological Polar Surface Area (TPSA): 243.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.68
• H-Bond Acceptor: 18
• H-Bond Donor: 7
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5820	58.20%
Caco-2	-	0.8783	87.83%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6171	61.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8371	83.71%
OATP1B3 inhibitior	+	0.8872	88.72%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8305	83.05%
P-glycoprotein inhibitior	+	0.7494	74.94%
P-glycoprotein substrate	+	0.6515	65.15%
CYP3A4 substrate	+	0.7336	73.36%
CYP2C9 substrate	-	0.8020	80.20%
CYP2D6 substrate	-	0.8461	84.61%
CYP3A4 inhibition	-	0.9442	94.42%
CYP2C9 inhibition	-	0.9202	92.02%
CYP2C19 inhibition	-	0.9212	92.12%
CYP2D6 inhibition	-	0.9571	95.71%
CYP1A2 inhibition	-	0.9073	90.73%
CYP2C8 inhibition	+	0.6018	60.18%
CYP inhibitory promiscuity	-	0.9550	95.50%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6778	67.78%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9067	90.67%
Skin irritation	-	0.6136	61.36%
Skin corrosion	-	0.9515	95.15%
Ames mutagenesis	-	0.6954	69.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8105	81.05%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6988	69.88%
skin sensitisation	-	0.9307	93.07%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.9730	97.30%
Acute Oral Toxicity (c)	I	0.5826	58.26%
Estrogen receptor binding	+	0.8152	81.52%
Androgen receptor binding	+	0.7430	74.30%
Thyroid receptor binding	+	0.5470	54.70%
Glucocorticoid receptor binding	+	0.7401	74.01%
Aromatase binding	+	0.6637	66.37%
PPAR gamma	+	0.8039	80.39%
Honey bee toxicity	-	0.6414	64.14%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.7856	78.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.04%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.05%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.34%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.39%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.76%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.79%	95.89%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	88.70%	94.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.20%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.03%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	87.94%	95.93%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.47%	95.58%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	85.21%	94.97%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.79%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.14%	86.33%
CHEMBL2581	P07339	Cathepsin D	83.95%	98.95%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.16%	96.21%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.56%	85.14%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.47%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.06%	97.14%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.70%	97.33%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.43%	92.86%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.29%	96.00%
CHEMBL1871	P10275	Androgen Receptor	81.12%	96.43%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.12%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	80.76%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.56%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.41%	92.94%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.17%	97.36%

Plants that contains it

• Trachelospermum asiaticum

Cross-Links

• PubChem: 162957622
• LOTUS: LTS0055936
• wikiData: Q105000616