3-[3-[3,6-dimethyl-5-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-5,14-dihydroxy-10-(hydroxymethyl)-13-methyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

Details

• Internal ID: 5a25ce42-b1da-40ea-9773-f8f1808ae76d
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
• IUPAC Name: 3-[3-[3,6-dimethyl-5-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-5,14-dihydroxy-10-(hydroxymethyl)-13-methyl-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
• SMILES (Canonical): CC1CC(C(OC1OC2CCC3(C4CCC5(C(CCC5(C4CCC3(C2)O)O)C6=CC(=O)OC6)C)CO)C)OC7C(C(C(C(O7)COC8C(C(C(C(O8)CO)O)O)O)O)O)O
• SMILES (Isomeric): CC1CC(C(OC1OC2CCC3(C4CCC5(C(CCC5(C4CCC3(C2)O)O)C6=CC(=O)OC6)C)CO)C)OC7C(C(C(C(O7)COC8C(C(C(C(O8)CO)O)O)O)O)O)O
• InChI: InChI=1S/C42H66O18/c1-19-12-26(58-38-35(51)33(49)31(47)28(60-38)17-55-37-34(50)32(48)30(46)27(15-43)59-37)20(2)56-36(19)57-22-4-9-40(18-44)24-5-8-39(3)23(21-13-29(45)54-16-21)7-11-42(39,53)25(24)6-10-41(40,52)14-22/h13,19-20,22-28,30-38,43-44,46-53H,4-12,14-18H2,1-3H3
• InChI Key: KJUQXJAOGCEOPI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₆₆O₁₈
• Molecular Weight: 859.00 g/mol
• Exact Mass: 858.42491525 g/mol
• Topological Polar Surface Area (TPSA): 284.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -1.50
• H-Bond Acceptor: 18
• H-Bond Donor: 10
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8285	82.85%
Caco-2	-	0.8919	89.19%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8184	81.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8971	89.71%
OATP1B3 inhibitior	+	0.9329	93.29%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8341	83.41%
P-glycoprotein inhibitior	+	0.7321	73.21%
P-glycoprotein substrate	+	0.6126	61.26%
CYP3A4 substrate	+	0.7297	72.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9010	90.10%
CYP3A4 inhibition	-	0.9194	91.94%
CYP2C9 inhibition	-	0.9182	91.82%
CYP2C19 inhibition	-	0.9284	92.84%
CYP2D6 inhibition	-	0.9380	93.80%
CYP1A2 inhibition	-	0.9197	91.97%
CYP2C8 inhibition	+	0.6240	62.40%
CYP inhibitory promiscuity	-	0.9237	92.37%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5893	58.93%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9192	91.92%
Skin irritation	-	0.5142	51.42%
Skin corrosion	-	0.9440	94.40%
Ames mutagenesis	-	0.6624	66.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.8674	86.74%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7302	73.02%
skin sensitisation	-	0.9231	92.31%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8586	85.86%
Acute Oral Toxicity (c)	I	0.8499	84.99%
Estrogen receptor binding	+	0.8491	84.91%
Androgen receptor binding	+	0.7914	79.14%
Thyroid receptor binding	-	0.6363	63.63%
Glucocorticoid receptor binding	+	0.6713	67.13%
Aromatase binding	+	0.7208	72.08%
PPAR gamma	+	0.7679	76.79%
Honey bee toxicity	-	0.6625	66.25%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5030	50.30%
Fish aquatic toxicity	+	0.9475	94.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.43%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.12%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.76%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.81%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	95.36%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.08%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	94.40%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.18%	85.14%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.26%	97.36%
CHEMBL2581	P07339	Cathepsin D	91.01%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.23%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.80%	96.77%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.75%	93.04%
CHEMBL1937	Q92769	Histone deacetylase 2	88.34%	94.75%
CHEMBL1871	P10275	Androgen Receptor	87.57%	96.43%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.61%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.35%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	85.26%	92.50%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.23%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.36%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.97%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.88%	92.94%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.22%	96.21%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.02%	94.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.08%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.31%	95.89%

Plants that contains it

• Strophanthus kombe

Cross-Links

• PubChem: 163043693
• LOTUS: LTS0037487
• wikiData: Q105141979