(3S,8S,9R,10R,12R,13R,14R,17S)-17-[(1R)-1-hydroxyethyl]-3-[(2R,4S,5S,6R)-4-hydroxy-5-[(2S,4R,5R,6R)-5-[(2S,4R,5S,6R)-4-hydroxy-5-[(2S,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthrene-8,12,14,17-tetrol

Details

• Internal ID: c99ec327-0e10-4be4-b04d-61dda28d6ab9
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (3S,8S,9R,10R,12R,13R,14R,17S)-17-[(1R)-1-hydroxyethyl]-3-[(2R,4S,5S,6R)-4-hydroxy-5-[(2S,4R,5R,6R)-5-[(2S,4R,5S,6R)-4-hydroxy-5-[(2S,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthrene-8,12,14,17-tetrol
• SMILES (Canonical): CC1C(C(CC(O1)OC2C(OC(CC2O)OC3C(OC(CC3OC)OC4C(OC(CC4O)OC5CCC6(C7CC(C8(C(CCC8(C7(CC=C6C5)O)O)(C(C)O)O)C)O)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]3OC)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@@](CC[C@@]8([C@@]7(CC=C6C5)O)O)([C@@H](C)O)O)C)O)C)C)C)C)OC)O
• InChI: InChI=1S/C47H78O18/c1-22-39(52)31(56-8)19-37(58-22)63-41-24(3)60-36(18-30(41)50)65-42-25(4)61-38(20-32(42)57-9)64-40-23(2)59-35(17-29(40)49)62-28-11-12-43(6)27(16-28)10-13-46(54)33(43)21-34(51)44(7)45(53,26(5)48)14-15-47(44,46)55/h10,22-26,28-42,48-55H,11-21H2,1-9H3/t22-,23-,24-,25-,26-,28+,29+,30-,31-,32-,33-,34-,35+,36+,37+,38+,39-,40-,41-,42-,43+,44-,45-,46+,47-/m1/s1
• InChI Key: ZEWVAPFFMNCYFL-OMXCZTTESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₈O₁₈
• Molecular Weight: 931.10 g/mol
• Exact Mass: 930.51881563 g/mol
• Topological Polar Surface Area (TPSA): 254.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 1.45
• H-Bond Acceptor: 18
• H-Bond Donor: 8
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8695	86.95%
Caco-2	-	0.8785	87.85%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6100	61.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8726	87.26%
OATP1B3 inhibitior	+	0.9121	91.21%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7321	73.21%
BSEP inhibitior	+	0.8632	86.32%
P-glycoprotein inhibitior	+	0.7436	74.36%
P-glycoprotein substrate	+	0.7335	73.35%
CYP3A4 substrate	+	0.7132	71.32%
CYP2C9 substrate	-	0.7962	79.62%
CYP2D6 substrate	-	0.8413	84.13%
CYP3A4 inhibition	-	0.9447	94.47%
CYP2C9 inhibition	-	0.9061	90.61%
CYP2C19 inhibition	-	0.9022	90.22%
CYP2D6 inhibition	-	0.9344	93.44%
CYP1A2 inhibition	-	0.8625	86.25%
CYP2C8 inhibition	+	0.4635	46.35%
CYP inhibitory promiscuity	-	0.9467	94.67%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5531	55.31%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9071	90.71%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9253	92.53%
Ames mutagenesis	-	0.6070	60.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8215	82.15%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8607	86.07%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.9315	93.15%
Acute Oral Toxicity (c)	II	0.3319	33.19%
Estrogen receptor binding	+	0.8390	83.90%
Androgen receptor binding	+	0.7587	75.87%
Thyroid receptor binding	+	0.5448	54.48%
Glucocorticoid receptor binding	+	0.7370	73.70%
Aromatase binding	+	0.6607	66.07%
PPAR gamma	+	0.8197	81.97%
Honey bee toxicity	-	0.6487	64.87%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9216	92.16%

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	97.32%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.92%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.40%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.28%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.13%	97.09%
CHEMBL2581	P07339	Cathepsin D	92.77%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	91.31%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.44%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.22%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.82%	89.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	87.22%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.08%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.00%	91.07%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.00%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.99%	96.47%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.09%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.04%	92.94%
CHEMBL221	P23219	Cyclooxygenase-1	83.46%	90.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.14%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.08%	92.62%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.87%	86.00%
CHEMBL4208	P20618	Proteasome component C5	80.77%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.16%	86.33%

Plants that contains it

• Anemone narcissiflora
• Asclepias curassavica
• Hyperbaena columbica
• Viburnum lantanoides

Cross-Links

• PubChem: 24865740
• NPASS: NPC156848