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

Details

• Internal ID: 8ebb143c-a706-4a12-a2ba-f35947c837a8
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
• IUPAC Name: 3-(3,11-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2H-furan-5-one
• InChI: InChI=1S/C23H32O4/c1-22-8-7-15(24)10-14(22)3-4-16-18-6-5-17(13-9-20(26)27-12-13)23(18,2)11-19(25)21(16)22/h6,9,14-17,19,21,24-25H,3-5,7-8,10-12H2,1-2H3
• InChI Key: KZKYFFVJJQLCMA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₂O₄
• Molecular Weight: 372.50 g/mol
• Exact Mass: 372.23005950 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.38
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	-	0.5576	55.76%
Blood Brain Barrier	-	0.6645	66.45%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8772	87.72%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9136	91.36%
OATP1B3 inhibitior	+	0.9750	97.50%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5993	59.93%
BSEP inhibitior	+	0.9168	91.68%
P-glycoprotein inhibitior	-	0.8036	80.36%
P-glycoprotein substrate	+	0.6575	65.75%
CYP3A4 substrate	+	0.6858	68.58%
CYP2C9 substrate	-	0.7970	79.70%
CYP2D6 substrate	-	0.8987	89.87%
CYP3A4 inhibition	-	0.7126	71.26%
CYP2C9 inhibition	-	0.9278	92.78%
CYP2C19 inhibition	-	0.9262	92.62%
CYP2D6 inhibition	-	0.9180	91.80%
CYP1A2 inhibition	-	0.8830	88.30%
CYP2C8 inhibition	-	0.7252	72.52%
CYP inhibitory promiscuity	-	0.8748	87.48%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5046	50.46%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9658	96.58%
Skin irritation	+	0.5084	50.84%
Skin corrosion	-	0.9391	93.91%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4677	46.77%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8808	88.08%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.5977	59.77%
Acute Oral Toxicity (c)	III	0.4449	44.49%
Estrogen receptor binding	+	0.9023	90.23%
Androgen receptor binding	+	0.7761	77.61%
Thyroid receptor binding	+	0.5453	54.53%
Glucocorticoid receptor binding	+	0.8835	88.35%
Aromatase binding	+	0.7381	73.81%
PPAR gamma	-	0.5997	59.97%
Honey bee toxicity	-	0.7594	75.94%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9930	99.30%

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	96.52%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.66%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.12%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.85%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.32%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.10%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.28%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.64%	82.69%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.75%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.56%	95.89%
CHEMBL1871	P10275	Androgen Receptor	82.40%	96.43%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.19%	99.23%
CHEMBL3038469	P24941	CDK2/Cyclin A	80.49%	91.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.07%	86.33%

Plants that contains it

• Strophanthus hispidus

Cross-Links

• PubChem: 4673251
• LOTUS: LTS0104528
• wikiData: Q105148308