[(3S,8S,9R,10R,12R,13S,14R,17R)-17-acetyl-8,14-dihydroxy-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4R,5R,6R)-5-[(2S,4R,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-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: 5527333c-042e-4748-a2ad-4f2fa5062c39
• 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,5R,6R)-5-[(2S,4R,5R,6R)-5-[(2S,4R,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-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)OC3C(OC(CC3OC)OC4C(OC(CC4OC)OC5CCC6(C7CC(C8(C(CCC8(C7(CC=C6C5)O)O)C(=O)C)C)OC(=O)C9=CN=CC=C9)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]2OC)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]4OC)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)C9=CN=CC=C9)C)C)C)C)OC)O
• InChI: InChI=1S/C55H83NO18/c1-28(57)36-16-19-55(61)53(36,7)42(71-51(59)33-13-12-20-56-27-33)26-41-52(6)17-15-35(21-34(52)14-18-54(41,55)60)70-43-23-38(63-9)48(30(3)67-43)73-45-25-40(65-11)50(32(5)69-45)74-46-24-39(64-10)49(31(4)68-46)72-44-22-37(62-8)47(58)29(2)66-44/h12-14,20,27,29-32,35-50,58,60-61H,15-19,21-26H2,1-11H3/t29-,30+,31+,32+,35-,36-,37+,38-,39+,40-,41+,42+,43-,44-,45-,46-,47-,48+,49+,50+,52-,53-,54-,55+/m0/s1
• InChI Key: FKAUVIFTTGMCST-ZHXBNMRCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₈₃NO₁₈
• Molecular Weight: 1046.20 g/mol
• Exact Mass: 1045.56101480 g/mol
• Topological Polar Surface Area (TPSA): 228.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 5.12
• H-Bond Acceptor: 19
• H-Bond Donor: 3
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9472	94.72%
Caco-2	-	0.8630	86.30%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6453	64.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8531	85.31%
OATP1B3 inhibitior	+	0.9197	91.97%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8342	83.42%
BSEP inhibitior	+	0.9845	98.45%
P-glycoprotein inhibitior	+	0.7493	74.93%
P-glycoprotein substrate	+	0.7576	75.76%
CYP3A4 substrate	+	0.7261	72.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8841	88.41%
CYP3A4 inhibition	-	0.7167	71.67%
CYP2C9 inhibition	-	0.8782	87.82%
CYP2C19 inhibition	-	0.8694	86.94%
CYP2D6 inhibition	-	0.9326	93.26%
CYP1A2 inhibition	-	0.5394	53.94%
CYP2C8 inhibition	+	0.8010	80.10%
CYP inhibitory promiscuity	-	0.9123	91.23%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4591	45.91%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9009	90.09%
Skin irritation	-	0.6271	62.71%
Skin corrosion	-	0.9272	92.72%
Ames mutagenesis	-	0.6670	66.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7816	78.16%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	-	0.5176	51.76%
skin sensitisation	-	0.8544	85.44%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.8445	84.45%
Acute Oral Toxicity (c)	II	0.3254	32.54%
Estrogen receptor binding	+	0.8029	80.29%
Androgen receptor binding	+	0.7494	74.94%
Thyroid receptor binding	+	0.6637	66.37%
Glucocorticoid receptor binding	+	0.8055	80.55%
Aromatase binding	+	0.6671	66.71%
PPAR gamma	+	0.8311	83.11%
Honey bee toxicity	-	0.6783	67.83%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5055	50.55%
Fish aquatic toxicity	+	0.9424	94.24%

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	97.85%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.50%	86.33%
CHEMBL2581	P07339	Cathepsin D	94.13%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	94.08%	97.79%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.41%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	92.26%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.21%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.20%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.15%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.98%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.44%	94.00%
CHEMBL2243	O00519	Anandamide amidohydrolase	88.65%	97.53%
CHEMBL226	P30542	Adenosine A1 receptor	88.25%	95.93%
CHEMBL255	P29275	Adenosine A2b receptor	88.17%	98.59%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	88.00%	97.33%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	87.90%	100.00%
CHEMBL4208	P20618	Proteasome component C5	87.34%	90.00%
CHEMBL5028	O14672	ADAM10	87.00%	97.50%
CHEMBL1951	P21397	Monoamine oxidase A	86.90%	91.49%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.64%	92.94%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	85.92%	96.39%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.87%	85.14%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.40%	83.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.37%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.97%	97.09%

Plants that contains it

• Orthosia guilleminiana

Cross-Links

• PubChem: 10819904
• LOTUS: LTS0051750
• wikiData: Q104996455