[(1S)-1-[(3S,8S,9R,10R,12R,13R,14R,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-8,12,14,17-tetrahydroxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-17-yl]ethyl] 3-methylbutanoate

Details

• Internal ID: 383bdb57-c35e-4b1b-aafa-01cef790dfc4
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(1S)-1-[(3S,8S,9R,10R,12R,13R,14R,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-8,12,14,17-tetrahydroxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-17-yl]ethyl] 3-methylbutanoate
• InChI: InChI=1S/C47H78O17/c1-23(2)18-34(49)61-27(6)45(52)16-17-47(54)44(45,8)33(48)22-32-43(7)14-13-29(19-28(43)12-15-46(32,47)53)62-35-20-30(55-9)39(25(4)58-35)63-36-21-31(56-10)40(26(5)59-36)64-42-38(51)41(57-11)37(50)24(3)60-42/h12,23-27,29-33,35-42,48,50-54H,13-22H2,1-11H3/t24-,25-,26-,27+,29+,30+,31+,32-,33-,35+,36+,37-,38-,39-,40-,41+,42+,43+,44-,45-,46+,47-/m1/s1
• InChI Key: CCEXCWPGFOCGSY-RLIPVWBXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₈O₁₇
• Molecular Weight: 915.10 g/mol
• Exact Mass: 914.52390102 g/mol
• Topological Polar Surface Area (TPSA): 231.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.80
• H-Bond Acceptor: 17
• H-Bond Donor: 6
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9180	91.80%
Caco-2	-	0.8782	87.82%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7642	76.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8441	84.41%
OATP1B3 inhibitior	+	0.7923	79.23%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9683	96.83%
P-glycoprotein inhibitior	+	0.7515	75.15%
P-glycoprotein substrate	+	0.7698	76.98%
CYP3A4 substrate	+	0.7303	73.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8932	89.32%
CYP3A4 inhibition	-	0.8688	86.88%
CYP2C9 inhibition	-	0.8372	83.72%
CYP2C19 inhibition	-	0.8780	87.80%
CYP2D6 inhibition	-	0.9342	93.42%
CYP1A2 inhibition	-	0.9087	90.87%
CYP2C8 inhibition	+	0.6152	61.52%
CYP inhibitory promiscuity	-	0.9206	92.06%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6045	60.45%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9085	90.85%
Skin irritation	+	0.5113	51.13%
Skin corrosion	-	0.9332	93.32%
Ames mutagenesis	-	0.6324	63.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7017	70.17%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5926	59.26%
skin sensitisation	-	0.8536	85.36%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.9054	90.54%
Acute Oral Toxicity (c)	I	0.3355	33.55%
Estrogen receptor binding	+	0.8305	83.05%
Androgen receptor binding	+	0.7552	75.52%
Thyroid receptor binding	+	0.5215	52.15%
Glucocorticoid receptor binding	+	0.7723	77.23%
Aromatase binding	+	0.6716	67.16%
PPAR gamma	+	0.8240	82.40%
Honey bee toxicity	-	0.6442	64.42%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5345	53.45%
Fish aquatic toxicity	+	0.9620	96.20%

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	97.79%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.84%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	96.25%	95.93%
CHEMBL2581	P07339	Cathepsin D	94.89%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.91%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.95%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.75%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.44%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.07%	97.09%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	88.77%	95.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.50%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.13%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.85%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.01%	91.07%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.73%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.87%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.77%	86.33%
CHEMBL255	P29275	Adenosine A2b receptor	84.73%	98.59%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.64%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.10%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.93%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.70%	96.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.42%	93.56%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.13%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.73%	96.95%

Plants that contains it

• Marsdenia incisa

Cross-Links

• PubChem: 21581053
• LOTUS: LTS0038488
• wikiData: Q104953219