[(1S)-1-[(3S,8S,9R,10R,12R,13R,14R,17R)-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-8,14,17-trihydroxy-10,13-dimethyl-12-[(E)-3-phenylprop-2-enoyl]oxy-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-17-yl]ethyl] pyridine-3-carboxylate

Details

• Internal ID: cfb27234-c0f1-49fb-81e9-8cf03c9b4c4b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(1S)-1-[(3S,8S,9R,10R,12R,13R,14R,17R)-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-8,14,17-trihydroxy-10,13-dimethyl-12-[(E)-3-phenylprop-2-enoyl]oxy-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-17-yl]ethyl] pyridine-3-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4CCC5(C6CC(C7(C(CCC7(C6(CC=C5C4)O)O)(C(C)OC(=O)C8=CN=CC=C8)O)C)OC(=O)C=CC9=CC=CC=C9)C)C)C)O)OC)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H](C[C@@H]2OC)O[C@@H]3[C@H](O[C@H](C[C@@H]3OC)O[C@H]4CC[C@@]5([C@H]6C[C@H]([C@@]7([C@](CC[C@@]7([C@@]6(CC=C5C4)O)O)([C@H](C)OC(=O)C8=CN=CC=C8)O)C)OC(=O)/C=C/C9=CC=CC=C9)C)C)C)O)OC)O
• InChI: InChI=1S/C57H79NO18/c1-31-46(60)50(68-9)47(61)52(71-31)76-49-33(3)70-45(28-40(49)67-8)75-48-32(2)69-44(27-39(48)66-7)73-38-20-21-53(5)37(26-38)19-22-56(64)41(53)29-42(74-43(59)18-17-35-14-11-10-12-15-35)54(6)55(63,23-24-57(54,56)65)34(4)72-51(62)36-16-13-25-58-30-36/h10-19,25,30-34,38-42,44-50,52,60-61,63-65H,20-24,26-29H2,1-9H3/b18-17+/t31-,32-,33-,34+,38+,39+,40+,41-,42-,44+,45+,46-,47-,48-,49-,50+,52+,53+,54-,55+,56+,57-/m1/s1
• InChI Key: ZYUKYMTWUYYTPY-KIMJGBDVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₇₉NO₁₈
• Molecular Weight: 1066.20 g/mol
• Exact Mass: 1065.52971467 g/mol
• Topological Polar Surface Area (TPSA): 250.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.72
• H-Bond Acceptor: 19
• H-Bond Donor: 5
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8910	89.10%
Caco-2	-	0.8622	86.22%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5831	58.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8335	83.35%
OATP1B3 inhibitior	+	0.9260	92.60%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8342	83.42%
BSEP inhibitior	+	0.9924	99.24%
P-glycoprotein inhibitior	+	0.7479	74.79%
P-glycoprotein substrate	+	0.7876	78.76%
CYP3A4 substrate	+	0.7388	73.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8837	88.37%
CYP3A4 inhibition	-	0.7933	79.33%
CYP2C9 inhibition	-	0.8783	87.83%
CYP2C19 inhibition	-	0.8750	87.50%
CYP2D6 inhibition	-	0.9278	92.78%
CYP1A2 inhibition	-	0.6563	65.63%
CYP2C8 inhibition	+	0.8546	85.46%
CYP inhibitory promiscuity	-	0.8955	89.55%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4890	48.90%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.8995	89.95%
Skin irritation	-	0.6647	66.47%
Skin corrosion	-	0.9265	92.65%
Ames mutagenesis	-	0.6070	60.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7971	79.71%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.5185	51.85%
skin sensitisation	-	0.8554	85.54%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.9705	97.05%
Acute Oral Toxicity (c)	II	0.3399	33.99%
Estrogen receptor binding	+	0.7598	75.98%
Androgen receptor binding	+	0.7608	76.08%
Thyroid receptor binding	+	0.6819	68.19%
Glucocorticoid receptor binding	+	0.7941	79.41%
Aromatase binding	+	0.6114	61.14%
PPAR gamma	+	0.8126	81.26%
Honey bee toxicity	-	0.6255	62.55%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5945	59.45%
Fish aquatic toxicity	+	0.9623	96.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.73%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.19%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.11%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.82%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.46%	89.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	94.29%	94.08%
CHEMBL2581	P07339	Cathepsin D	92.93%	98.95%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	92.92%	83.00%
CHEMBL2243	O00519	Anandamide amidohydrolase	92.83%	97.53%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	92.63%	91.07%
CHEMBL226	P30542	Adenosine A1 receptor	92.03%	95.93%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.77%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.03%	85.14%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	90.68%	100.00%
CHEMBL5028	O14672	ADAM10	90.20%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.77%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	89.39%	90.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.16%	95.89%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	89.02%	97.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.94%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.55%	95.56%
CHEMBL255	P29275	Adenosine A2b receptor	85.09%	98.59%
CHEMBL4302	P08183	P-glycoprotein 1	85.06%	92.98%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.47%	97.36%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	84.33%	89.67%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.96%	100.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	83.70%	89.44%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.88%	94.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.64%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.58%	94.45%
CHEMBL2179	P04062	Beta-glucocerebrosidase	81.87%	85.31%
CHEMBL1907599	P05556	Integrin alpha-4/beta-1	81.31%	92.86%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.88%	92.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.78%	100.00%

Plants that contains it

• Jasminanthes mucronata

Cross-Links

• PubChem: 102003079
• LOTUS: LTS0023182
• wikiData: Q105386428