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

Details

• Internal ID: 0f4f5c78-4979-48be-9d76-ab5c75465359
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
• IUPAC Name: 5,14-dihydroxy-13-methyl-17-(5-oxo-2H-furan-3-yl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-10-carbaldehyde
• InChI: InChI=1S/C29H42O11/c1-26-6-3-18-19(29(26,37)9-5-17(26)15-10-21(32)38-13-15)4-8-28(36)11-16(2-7-27(18,28)14-31)39-25-24(35)23(34)22(33)20(12-30)40-25/h10,14,16-20,22-25,30,33-37H,2-9,11-13H2,1H3
• InChI Key: UWXGONCJXIMJRE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₂O₁₁
• Molecular Weight: 566.60 g/mol
• Exact Mass: 566.27271215 g/mol
• Topological Polar Surface Area (TPSA): 183.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -0.28
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

• 6014-43-3

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7960	79.60%
Caco-2	-	0.8868	88.68%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8567	85.67%
OATP2B1 inhibitior	-	0.7358	73.58%
OATP1B1 inhibitior	+	0.9199	91.99%
OATP1B3 inhibitior	+	0.9607	96.07%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6486	64.86%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.5146	51.46%
CYP3A4 substrate	+	0.6998	69.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8962	89.62%
CYP3A4 inhibition	-	0.9209	92.09%
CYP2C9 inhibition	-	0.9067	90.67%
CYP2C19 inhibition	-	0.9158	91.58%
CYP2D6 inhibition	-	0.9317	93.17%
CYP1A2 inhibition	-	0.8984	89.84%
CYP2C8 inhibition	-	0.5597	55.97%
CYP inhibitory promiscuity	-	0.9407	94.07%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5659	56.59%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9388	93.88%
Skin irritation	-	0.5796	57.96%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.6070	60.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8433	84.33%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7177	71.77%
skin sensitisation	-	0.9206	92.06%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7299	72.99%
Acute Oral Toxicity (c)	I	0.7451	74.51%
Estrogen receptor binding	+	0.8233	82.33%
Androgen receptor binding	+	0.8201	82.01%
Thyroid receptor binding	-	0.5906	59.06%
Glucocorticoid receptor binding	+	0.5892	58.92%
Aromatase binding	+	0.6880	68.80%
PPAR gamma	+	0.5316	53.16%
Honey bee toxicity	-	0.7420	74.20%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9579	95.79%

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	98.52%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.81%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	95.74%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.65%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.77%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.65%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.06%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	91.83%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.53%	86.33%
CHEMBL2581	P07339	Cathepsin D	88.62%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.62%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.02%	85.14%
CHEMBL4208	P20618	Proteasome component C5	85.85%	90.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	83.84%	83.57%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.63%	96.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.15%	96.21%
CHEMBL5255	O00206	Toll-like receptor 4	81.50%	92.50%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.09%	91.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.06%	89.00%

Plants that contains it

• Ornithogalum umbellatum

Cross-Links

• PubChem: 3803918
• LOTUS: LTS0092034
• wikiData: Q105280606