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

Details

• Internal ID: 7946f9be-66c5-47a5-ab2d-9c47d9146bd0
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
• IUPAC Name: 3-[11,14-dihydroxy-10,13-dimethyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
• SMILES (Canonical): CC12CCC(CC1CCC3C2C(CC4(C3(CCC4C5=CC(=O)OC5)O)C)O)OC6C(C(C(C(O6)CO)O)O)O
• SMILES (Isomeric): CC12CCC(CC1CCC3C2C(CC4(C3(CCC4C5=CC(=O)OC5)O)C)O)OC6C(C(C(C(O6)CO)O)O)O
• InChI: InChI=1S/C29H44O10/c1-27-7-5-16(38-26-25(35)24(34)23(33)20(12-30)39-26)10-15(27)3-4-18-22(27)19(31)11-28(2)17(6-8-29(18,28)36)14-9-21(32)37-13-14/h9,15-20,22-26,30-31,33-36H,3-8,10-13H2,1-2H3
• InChI Key: OOJYZGOXKZKJPE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₄O₁₀
• Molecular Weight: 552.70 g/mol
• Exact Mass: 552.29344760 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.40
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8248	82.48%
Caco-2	-	0.8745	87.45%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8382	83.82%
OATP2B1 inhibitior	-	0.6088	60.88%
OATP1B1 inhibitior	+	0.9308	93.08%
OATP1B3 inhibitior	+	0.9481	94.81%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6442	64.42%
P-glycoprotein inhibitior	-	0.5196	51.96%
P-glycoprotein substrate	+	0.5350	53.50%
CYP3A4 substrate	+	0.7191	71.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9010	90.10%
CYP3A4 inhibition	-	0.9241	92.41%
CYP2C9 inhibition	-	0.9242	92.42%
CYP2C19 inhibition	-	0.9271	92.71%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	-	0.6883	68.83%
CYP inhibitory promiscuity	-	0.9179	91.79%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6086	60.86%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9367	93.67%
Skin irritation	-	0.5648	56.48%
Skin corrosion	-	0.9423	94.23%
Ames mutagenesis	-	0.7270	72.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8507	85.07%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7467	74.67%
skin sensitisation	-	0.9189	91.89%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6894	68.94%
Acute Oral Toxicity (c)	I	0.8357	83.57%
Estrogen receptor binding	+	0.8085	80.85%
Androgen receptor binding	+	0.8296	82.96%
Thyroid receptor binding	-	0.6382	63.82%
Glucocorticoid receptor binding	+	0.6032	60.32%
Aromatase binding	+	0.7061	70.61%
PPAR gamma	+	0.5222	52.22%
Honey bee toxicity	-	0.6851	68.51%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9498	94.98%

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	98.80%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.06%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.80%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.92%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.90%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	96.24%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.89%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.00%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	90.67%	95.93%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.55%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.00%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.78%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.05%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.58%	97.25%
CHEMBL5255	O00206	Toll-like receptor 4	85.25%	92.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.07%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.59%	92.94%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	82.74%	94.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.61%	96.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.10%	82.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.52%	89.00%

Plants that contains it

• Ornithogalum umbellatum

Cross-Links

• PubChem: 162867193
• LOTUS: LTS0086546
• wikiData: Q105195412