[17-acetyl-8,14-dihydroxy-3-[5-[4-hydroxy-5-[4-hydroxy-5-(5-hydroxy-4-methoxy-6-methyloxan-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: f8ff1ede-0c9e-4fc9-a84c-82af331de1c4
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [17-acetyl-8,14-dihydroxy-3-[5-[4-hydroxy-5-[4-hydroxy-5-(5-hydroxy-4-methoxy-6-methyloxan-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(CC2O)OC3C(OC(CC3O)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): CC1C(C(CC(O1)OC2C(OC(CC2O)OC3C(OC(CC3O)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
• InChI: InChI=1S/C53H79NO18/c1-26(55)34-14-17-53(61)51(34,7)40(69-49(59)31-11-10-18-54-25-31)24-39-50(6)15-13-33(19-32(50)12-16-52(39,53)60)68-43-23-38(63-9)48(30(5)67-43)72-42-21-36(57)46(28(3)66-42)70-41-20-35(56)47(29(4)65-41)71-44-22-37(62-8)45(58)27(2)64-44/h10-12,18,25,27-30,33-48,56-58,60-61H,13-17,19-24H2,1-9H3
• InChI Key: XIKGLKOSDJBZOL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₇₉NO₁₈
• Molecular Weight: 1018.20 g/mol
• Exact Mass: 1017.52971467 g/mol
• Topological Polar Surface Area (TPSA): 250.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 3.81
• H-Bond Acceptor: 19
• H-Bond Donor: 5
• Rotatable Bonds: 13

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	-	0.8654	86.54%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6453	64.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8475	84.75%
OATP1B3 inhibitior	+	0.9197	91.97%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8342	83.42%
BSEP inhibitior	+	0.9630	96.30%
P-glycoprotein inhibitior	+	0.7475	74.75%
P-glycoprotein substrate	+	0.7790	77.90%
CYP3A4 substrate	+	0.7313	73.13%
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	+	0.7927	79.27%
CYP inhibitory promiscuity	-	0.9123	91.23%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4591	45.91%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9011	90.11%
Skin irritation	-	0.6271	62.71%
Skin corrosion	-	0.9272	92.72%
Ames mutagenesis	-	0.5870	58.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7603	76.03%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8544	85.44%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.8538	85.38%
Acute Oral Toxicity (c)	II	0.3254	32.54%
Estrogen receptor binding	+	0.7857	78.57%
Androgen receptor binding	+	0.7498	74.98%
Thyroid receptor binding	+	0.6739	67.39%
Glucocorticoid receptor binding	+	0.7789	77.89%
Aromatase binding	+	0.6592	65.92%
PPAR gamma	+	0.8281	82.81%
Honey bee toxicity	-	0.6653	66.53%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5045	50.45%
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	98.12%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.42%	86.33%
CHEMBL2581	P07339	Cathepsin D	94.07%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.72%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	93.69%	97.79%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.62%	85.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	92.91%	91.07%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.81%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.92%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.73%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.61%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.39%	95.89%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	89.03%	97.33%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	88.54%	100.00%
CHEMBL5028	O14672	ADAM10	87.80%	97.50%
CHEMBL2243	O00519	Anandamide amidohydrolase	87.57%	97.53%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.40%	92.94%
CHEMBL4208	P20618	Proteasome component C5	86.99%	90.00%
CHEMBL226	P30542	Adenosine A1 receptor	86.00%	95.93%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.29%	83.00%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	84.74%	96.39%
CHEMBL255	P29275	Adenosine A2b receptor	83.31%	98.59%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.61%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	81.55%	91.49%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.37%	95.89%
CHEMBL2535	P11166	Glucose transporter	80.38%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.32%	92.62%

Plants that contains it

• Asclepias incarnata

Cross-Links

• PubChem: 162925397
• LOTUS: LTS0194593
• wikiData: Q105328542