[(8R,9S,13S,14S)-8,13-dimethyl-17-oxo-6,7,9,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-yl] acetate

Details

• Internal ID: f7cfad0f-71f3-43c0-9aac-b51f8de26200
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid esters
• IUPAC Name: [(8R,9S,13S,14S)-8,13-dimethyl-17-oxo-6,7,9,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-yl] acetate
• SMILES (Canonical): CC(=O)OC1=CC2=C(C=C1)C3CCC4(C(C3(CC2)C)CCC4=O)C
• SMILES (Isomeric): CC(=O)OC1=CC2=C(C=C1)[C@H]3CC[C@]4([C@H]([C@@]3(CC2)C)CCC4=O)C
• InChI: InChI=1S/C21H26O3/c1-13(22)24-15-4-5-16-14(12-15)8-10-20(2)17(16)9-11-21(3)18(20)6-7-19(21)23/h4-5,12,17-18H,6-11H2,1-3H3/t17-,18+,20-,21+/m1/s1
• InChI Key: PYRGOWFQJKEJMV-JYRKZWEQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₃
• Molecular Weight: 326.40 g/mol
• Exact Mass: 326.18819469 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.43
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.6086	60.86%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8622	86.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9394	93.94%
OATP1B3 inhibitior	+	0.9731	97.31%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.7838	78.38%
P-glycoprotein inhibitior	-	0.5243	52.43%
P-glycoprotein substrate	-	0.8469	84.69%
CYP3A4 substrate	+	0.6653	66.53%
CYP2C9 substrate	-	0.5892	58.92%
CYP2D6 substrate	-	0.8165	81.65%
CYP3A4 inhibition	-	0.8845	88.45%
CYP2C9 inhibition	-	0.7498	74.98%
CYP2C19 inhibition	-	0.6971	69.71%
CYP2D6 inhibition	-	0.9620	96.20%
CYP1A2 inhibition	-	0.7231	72.31%
CYP2C8 inhibition	-	0.5865	58.65%
CYP inhibitory promiscuity	-	0.8927	89.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.5205	52.05%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9914	99.14%
Skin irritation	-	0.5592	55.92%
Skin corrosion	-	0.9483	94.83%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8288	82.88%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.5709	57.09%
skin sensitisation	-	0.9091	90.91%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.4804	48.04%
Acute Oral Toxicity (c)	III	0.5898	58.98%
Estrogen receptor binding	+	0.8471	84.71%
Androgen receptor binding	+	0.6870	68.70%
Thyroid receptor binding	+	0.6342	63.42%
Glucocorticoid receptor binding	+	0.8135	81.35%
Aromatase binding	+	0.7302	73.02%
PPAR gamma	+	0.6458	64.58%
Honey bee toxicity	-	0.8138	81.38%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.00%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.39%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.44%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.27%	94.45%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	92.51%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.06%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.26%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.92%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.28%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.99%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.51%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.50%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.24%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.94%	92.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.55%	95.89%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.67%	96.38%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.57%	92.94%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.17%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	83.09%	91.19%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.89%	89.05%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.87%	90.71%
CHEMBL2056	P21728	Dopamine D1 receptor	82.75%	91.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.49%	93.04%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	82.44%	100.00%

Plants that contains it

• Holarrhena pubescens

Cross-Links

• PubChem: 144360432
• LOTUS: LTS0035675
• wikiData: Q105216736