[(3S,8S,9S,10R,11S,12S,13S,14R,17R)-17-acetyl-11-acetyloxy-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,3R,4R,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-8,14-dihydroxy-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-12-yl] (E)-2-methylbut-2-enoate

Details

• Internal ID: 441da5e0-2b1c-45ea-9eef-3bd7dc2b6877
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(3S,8S,9S,10R,11S,12S,13S,14R,17R)-17-acetyl-11-acetyloxy-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,3R,4R,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-8,14-dihydroxy-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-12-yl] (E)-2-methylbut-2-enoate
• InChI: InChI=1S/C49H76O18/c1-13-23(2)44(54)67-43-41(63-28(7)51)42-46(8)17-15-30(20-29(46)14-18-48(42,55)49(56)19-16-31(24(3)50)47(43,49)9)64-34-21-32(57-10)38(26(5)60-34)65-35-22-33(58-11)39(27(6)61-35)66-45-37(53)40(59-12)36(52)25(4)62-45/h13-14,25-27,30-43,45,52-53,55-56H,15-22H2,1-12H3/b23-13+/t25-,26-,27-,30+,31+,32+,33+,34+,35+,36-,37-,38-,39-,40-,41+,42-,43-,45+,46+,47+,48+,49-/m1/s1
• InChI Key: UVYJXMWZLBJDJM-RGFURRIOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₇₆O₁₈
• Molecular Weight: 953.10 g/mol
• Exact Mass: 952.50316557 g/mol
• Topological Polar Surface Area (TPSA): 234.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 3.35
• H-Bond Acceptor: 18
• 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	+	0.8916	89.16%
Caco-2	-	0.8675	86.75%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7413	74.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8493	84.93%
OATP1B3 inhibitior	+	0.9150	91.50%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6874	68.74%
BSEP inhibitior	+	0.9898	98.98%
P-glycoprotein inhibitior	+	0.7539	75.39%
P-glycoprotein substrate	+	0.7445	74.45%
CYP3A4 substrate	+	0.7333	73.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9028	90.28%
CYP3A4 inhibition	-	0.8774	87.74%
CYP2C9 inhibition	-	0.9072	90.72%
CYP2C19 inhibition	-	0.9239	92.39%
CYP2D6 inhibition	-	0.9465	94.65%
CYP1A2 inhibition	-	0.8810	88.10%
CYP2C8 inhibition	+	0.6494	64.94%
CYP inhibitory promiscuity	-	0.9725	97.25%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5449	54.49%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9043	90.43%
Skin irritation	+	0.5454	54.54%
Skin corrosion	-	0.9191	91.91%
Ames mutagenesis	-	0.7370	73.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7843	78.43%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.5926	59.26%
skin sensitisation	-	0.8738	87.38%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.7029	70.29%
Acute Oral Toxicity (c)	II	0.3208	32.08%
Estrogen receptor binding	+	0.8144	81.44%
Androgen receptor binding	+	0.7431	74.31%
Thyroid receptor binding	+	0.5840	58.40%
Glucocorticoid receptor binding	+	0.8093	80.93%
Aromatase binding	+	0.6659	66.59%
PPAR gamma	+	0.8151	81.51%
Honey bee toxicity	-	0.6180	61.80%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5545	55.45%
Fish aquatic toxicity	+	0.9600	96.00%

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	98.51%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.02%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.95%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.71%	100.00%
CHEMBL2581	P07339	Cathepsin D	92.57%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.82%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.94%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.85%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.61%	92.94%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.10%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.50%	94.45%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.59%	91.07%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.36%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	86.02%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.91%	99.23%
CHEMBL226	P30542	Adenosine A1 receptor	84.64%	95.93%
CHEMBL1937	Q92769	Histone deacetylase 2	84.64%	94.75%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	83.18%	98.99%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.69%	94.42%
CHEMBL4208	P20618	Proteasome component C5	82.30%	90.00%
CHEMBL5255	O00206	Toll-like receptor 4	81.71%	92.50%
CHEMBL5028	O14672	ADAM10	81.21%	97.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.19%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.06%	93.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.01%	100.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.04%	100.00%

Plants that contains it

• Orbea variegata

Cross-Links

• PubChem: 101923690
• LOTUS: LTS0043649
• wikiData: Q105280183