[(3S,8S,9R,10R,12R,13S,14R,17R)-17-acetyl-8,14-dihydroxy-3-[(2R,4S,5R,6R)-5-[(2S,4S,5S,6R)-4-hydroxy-5-[(2S,4S,5S,6R)-4-hydroxy-5-[(2S,4R,5R,6R)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-4-methoxy-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] pyridine-3-carboxylate

Details

• Internal ID: f59c6bb3-2826-44ba-bf0d-5f9a10f1b9ad
• 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,5R,6R)-5-[(2S,4S,5S,6R)-4-hydroxy-5-[(2S,4S,5S,6R)-4-hydroxy-5-[(2S,4R,5R,6R)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-4-methoxy-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] pyridine-3-carboxylate
• SMILES (Canonical): CC1C(C(CC(O1)OC2C(OC(CC2OC)OC3CCC4(C5CC(C6(C(CCC6(C5(CC=C4C3)O)O)C(=O)C)C)OC(=O)C7=CN=CC=C7)C)C)O)OC8CC(C(C(O8)C)OC9CC(C(C(O9)C)OC1C(C(C(C(O1)CO)O)O)O)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]2OC)O[C@H]3CC[C@@]4([C@H]5C[C@H]([C@@]6([C@@H](CC[C@@]6([C@@]5(CC=C4C3)O)O)C(=O)C)C)OC(=O)C7=CN=CC=C7)C)C)O)O[C@H]8C[C@@H]([C@@H]([C@H](O8)C)O[C@H]9C[C@H]([C@@H]([C@H](O9)C)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)OC)O
• InChI: InChI=1S/C59H89NO23/c1-27(62)35-14-17-59(70)57(35,7)42(79-54(68)32-11-10-18-60-25-32)24-41-56(6)15-13-34(19-33(56)12-16-58(41,59)69)77-45-22-38(71-8)52(30(4)75-45)82-44-21-37(64)50(28(2)74-44)80-43-20-36(63)51(29(3)73-43)81-46-23-39(72-9)53(31(5)76-46)83-55-49(67)48(66)47(65)40(26-61)78-55/h10-12,18,25,28-31,34-53,55,61,63-67,69-70H,13-17,19-24,26H2,1-9H3/t28-,29-,30-,31-,34+,35+,36+,37+,38+,39-,40-,41-,42-,43+,44+,45+,46+,47-,48+,49-,50-,51-,52-,53-,55+,56+,57+,58+,59-/m1/s1
• InChI Key: IQDIAXAEBOLMKZ-AJXHKJBRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₉H₈₉NO₂₃
• Molecular Weight: 1180.30 g/mol
• Exact Mass: 1179.58253809 g/mol
• Topological Polar Surface Area (TPSA): 329.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.63
• H-Bond Acceptor: 24
• H-Bond Donor: 8
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8477	84.77%
Caco-2	-	0.8631	86.31%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6540	65.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8320	83.20%
OATP1B3 inhibitior	+	0.9168	91.68%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7521	75.21%
BSEP inhibitior	+	0.9706	97.06%
P-glycoprotein inhibitior	+	0.7452	74.52%
P-glycoprotein substrate	+	0.7608	76.08%
CYP3A4 substrate	+	0.7382	73.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8828	88.28%
CYP3A4 inhibition	-	0.6866	68.66%
CYP2C9 inhibition	-	0.8761	87.61%
CYP2C19 inhibition	-	0.8908	89.08%
CYP2D6 inhibition	-	0.9381	93.81%
CYP1A2 inhibition	-	0.7305	73.05%
CYP2C8 inhibition	+	0.8072	80.72%
CYP inhibitory promiscuity	-	0.8613	86.13%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5311	53.11%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.8988	89.88%
Skin irritation	-	0.6390	63.90%
Skin corrosion	-	0.9388	93.88%
Ames mutagenesis	-	0.5570	55.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7752	77.52%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	-	0.6199	61.99%
skin sensitisation	-	0.8913	89.13%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.8808	88.08%
Acute Oral Toxicity (c)	III	0.4657	46.57%
Estrogen receptor binding	+	0.7602	76.02%
Androgen receptor binding	+	0.7536	75.36%
Thyroid receptor binding	+	0.6892	68.92%
Glucocorticoid receptor binding	+	0.7993	79.93%
Aromatase binding	+	0.6826	68.26%
PPAR gamma	+	0.8341	83.41%
Honey bee toxicity	-	0.6373	63.73%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5455	54.55%
Fish aquatic toxicity	+	0.8794	87.94%

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	98.50%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	96.85%	97.79%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.13%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.04%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.71%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.51%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.46%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.53%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.28%	89.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	89.84%	97.33%
CHEMBL226	P30542	Adenosine A1 receptor	89.52%	95.93%
CHEMBL2243	O00519	Anandamide amidohydrolase	89.49%	97.53%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.34%	96.00%
CHEMBL5028	O14672	ADAM10	87.93%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.71%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.28%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.24%	99.23%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	86.89%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.91%	97.09%
CHEMBL4208	P20618	Proteasome component C5	85.03%	90.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.03%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.96%	92.94%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.81%	95.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.88%	92.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.79%	95.50%

Plants that contains it

• Asclepias incarnata

Cross-Links

• PubChem: 101024592
• LOTUS: LTS0216000
• wikiData: Q105117715