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

Details

• Internal ID: 034d6eef-12d7-48b8-a221-c7f505fa107e
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives
• IUPAC Name: 3-(2,3,14-trihydroxy-10,13-dimethyl-11-oxo-2,3,4,5,6,7,8,9,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2H-furan-5-one
• SMILES (Canonical): CC12CC(C(CC1CCC3C2C(=O)CC4(C3(CCC4C5=CC(=O)OC5)O)C)O)O
• SMILES (Isomeric): CC12CC(C(CC1CCC3C2C(=O)CC4(C3(CCC4C5=CC(=O)OC5)O)C)O)O
• InChI: InChI=1S/C23H32O6/c1-21-9-17(25)16(24)8-13(21)3-4-15-20(21)18(26)10-22(2)14(5-6-23(15,22)28)12-7-19(27)29-11-12/h7,13-17,20,24-25,28H,3-6,8-11H2,1-2H3
• InChI Key: CXFOIYPQXQGCIT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₂O₆
• Molecular Weight: 404.50 g/mol
• Exact Mass: 404.21988874 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.75
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9814	98.14%
Caco-2	-	0.5289	52.89%
Blood Brain Barrier	-	0.6395	63.95%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8863	88.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9363	93.63%
OATP1B3 inhibitior	+	0.9680	96.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7292	72.92%
BSEP inhibitior	+	0.6481	64.81%
P-glycoprotein inhibitior	-	0.8618	86.18%
P-glycoprotein substrate	+	0.7167	71.67%
CYP3A4 substrate	+	0.6874	68.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9048	90.48%
CYP3A4 inhibition	-	0.7473	74.73%
CYP2C9 inhibition	-	0.8994	89.94%
CYP2C19 inhibition	-	0.9123	91.23%
CYP2D6 inhibition	-	0.9264	92.64%
CYP1A2 inhibition	-	0.9086	90.86%
CYP2C8 inhibition	-	0.8246	82.46%
CYP inhibitory promiscuity	-	0.9535	95.35%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5381	53.81%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9648	96.48%
Skin irritation	+	0.5300	53.00%
Skin corrosion	-	0.9280	92.80%
Ames mutagenesis	-	0.6385	63.85%
Human Ether-a-go-go-Related Gene inhibition	-	0.5510	55.10%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8904	89.04%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.6974	69.74%
Acute Oral Toxicity (c)	III	0.3562	35.62%
Estrogen receptor binding	+	0.8529	85.29%
Androgen receptor binding	+	0.8156	81.56%
Thyroid receptor binding	-	0.5102	51.02%
Glucocorticoid receptor binding	+	0.8154	81.54%
Aromatase binding	+	0.6845	68.45%
PPAR gamma	-	0.6766	67.66%
Honey bee toxicity	-	0.7288	72.88%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9935	99.35%

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	97.81%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.55%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.49%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	95.51%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.96%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.03%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.12%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.41%	82.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.26%	97.25%
CHEMBL2581	P07339	Cathepsin D	86.64%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.30%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.54%	93.04%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.84%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.49%	97.14%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	82.04%	85.94%
CHEMBL1871	P10275	Androgen Receptor	81.90%	96.43%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.69%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.05%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	81.04%	95.93%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	81.01%	83.57%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.83%	89.00%
CHEMBL3038469	P24941	CDK2/Cyclin A	80.43%	91.38%

Plants that contains it

• Anodendron affine
• Clusia nemorosa

Cross-Links

• PubChem: 73819932
• LOTUS: LTS0007734
• wikiData: Q105114850