[(3S,8S,9R,10R,12R,13S,14R,17R)-17-acetyl-8,14-dihydroxy-3-[(2R,4S,5S,6R)-4-hydroxy-5-[(2S,4S,5S,6R)-4-hydroxy-5-[(2S,4S,5S,6R)-4-hydroxy-5-[(2S,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-12-yl] acetate

Details

• Internal ID: 907a896e-90a5-4175-8aab-2f2dbfaeb9b9
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(3S,8S,9R,10R,12R,13S,14R,17R)-17-acetyl-8,14-dihydroxy-3-[(2R,4S,5S,6R)-4-hydroxy-5-[(2S,4S,5S,6R)-4-hydroxy-5-[(2S,4S,5S,6R)-4-hydroxy-5-[(2S,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-12-yl] acetate
• SMILES (Canonical): CC1C(C(CC(O1)OC2C(OC(CC2O)OC3C(OC(CC3O)OC4C(OC(CC4O)OC5CCC6(C7CC(C8(C(CCC8(C7(CC=C6C5)O)O)C(=O)C)C)OC(=O)C)C)C)C)C)OC)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H](C[C@@H](O1)O[C@@H]2[C@H](O[C@H](C[C@@H]2O)O[C@@H]3[C@H](O[C@H](C[C@@H]3O)O[C@@H]4[C@H](O[C@H](C[C@@H]4O)O[C@H]5CC[C@@]6([C@H]7C[C@H]([C@@]8([C@@H](CC[C@@]8([C@@]7(CC=C6C5)O)O)C(=O)C)C)OC(=O)C)C)C)C)C)OC)O
• InChI: InChI=1S/C48H76O18/c1-22(49)30-12-15-48(56)46(30,8)36(62-27(6)50)21-35-45(7)13-11-29(16-28(45)10-14-47(35,48)55)63-37-17-31(51)42(24(3)59-37)64-38-18-32(52)43(25(4)60-38)65-39-19-33(53)44(26(5)61-39)66-40-20-34(57-9)41(54)23(2)58-40/h10,23-26,29-44,51-56H,11-21H2,1-9H3/t23-,24-,25-,26-,29+,30+,31+,32+,33+,34-,35-,36-,37+,38+,39+,40+,41-,42-,43-,44-,45+,46+,47+,48-/m1/s1
• InChI Key: WVRUMQGUKAYZDR-ZPWIDKHCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₆O₁₈
• Molecular Weight: 941.10 g/mol
• Exact Mass: 940.50316557 g/mol
• Topological Polar Surface Area (TPSA): 248.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 2.46
• H-Bond Acceptor: 18
• H-Bond Donor: 6
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9438	94.38%
Caco-2	-	0.8744	87.44%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7900	79.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8543	85.43%
OATP1B3 inhibitior	+	0.9111	91.11%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6874	68.74%
BSEP inhibitior	+	0.9332	93.32%
P-glycoprotein inhibitior	+	0.7508	75.08%
P-glycoprotein substrate	+	0.7172	71.72%
CYP3A4 substrate	+	0.7269	72.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8939	89.39%
CYP3A4 inhibition	-	0.8475	84.75%
CYP2C9 inhibition	-	0.8992	89.92%
CYP2C19 inhibition	-	0.9149	91.49%
CYP2D6 inhibition	-	0.9533	95.33%
CYP1A2 inhibition	-	0.8122	81.22%
CYP2C8 inhibition	+	0.5692	56.92%
CYP inhibitory promiscuity	-	0.9785	97.85%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5114	51.14%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9057	90.57%
Skin irritation	+	0.5778	57.78%
Skin corrosion	-	0.9199	91.99%
Ames mutagenesis	-	0.6170	61.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7700	77.00%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8719	87.19%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7512	75.12%
Acute Oral Toxicity (c)	I	0.3498	34.98%
Estrogen receptor binding	+	0.8551	85.51%
Androgen receptor binding	+	0.7475	74.75%
Thyroid receptor binding	+	0.5625	56.25%
Glucocorticoid receptor binding	+	0.7783	77.83%
Aromatase binding	+	0.6973	69.73%
PPAR gamma	+	0.8398	83.98%
Honey bee toxicity	-	0.6647	66.47%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5055	50.55%
Fish aquatic toxicity	+	0.9671	96.71%

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	98.58%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.34%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.30%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.08%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.88%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.81%	89.00%
CHEMBL2581	P07339	Cathepsin D	89.03%	98.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.52%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.53%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.27%	86.33%
CHEMBL5028	O14672	ADAM10	85.66%	97.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.23%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.12%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.63%	95.89%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.99%	89.50%
CHEMBL5255	O00206	Toll-like receptor 4	81.99%	92.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.49%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.29%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	81.24%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.11%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.41%	97.25%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.39%	100.00%

Plants that contains it

• Asclepias incarnata

Cross-Links

• PubChem: 101024569
• LOTUS: LTS0164074
• wikiData: Q105313711