Estrone acetate

Details

• Internal ID: e0bfdad8-4c79-4f26-83f7-731eba1fe5ed
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid esters
• IUPAC Name: [(8R,9S,13S,14S)-13-methyl-17-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-yl] acetate
• InChI: InChI=1S/C20H24O3/c1-12(21)23-14-4-6-15-13(11-14)3-5-17-16(15)9-10-20(2)18(17)7-8-19(20)22/h4,6,11,16-18H,3,5,7-10H2,1-2H3/t16-,17-,18+,20+/m1/s1
• InChI Key: KDPQTPZDVJHMET-XSYGEPLQSA-N
• Popularity: 12 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₃
• Molecular Weight: 312.40 g/mol
• Exact Mass: 312.17254462 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 4.04
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• 901-93-9
• Hogival
• Acetoxyestrone
• Puboestrene
• Estra-1,3,5(10)-trien-17-one, 3-(acetyloxy)-
• 4L6USG266B
• DTXSID801009160
• [(8R,9S,13S,14S)-13-methyl-17-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-yl] acetate
• ((8R,9S,13S,14S)-13-methyl-17-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta(a)phenanthren-3-yl) acetate
• RefChem:137955
• DTXCID501528246
• 3-acetoxy-17-oxo-1,3,5(10)-estratriene
• 635-858-0
• Estrone 3-acetate
• Oestrone-3-acetate
• 3-Acetoxyestrone
• ESTRONEACETATE
• CHEMBL1627997
• MFCD00056411
• (8R,9S,13S,14S)-13-methyl-17-oxo-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yl acetate
• UNII-4L6USG266B
• 3-Acetoxyestrone R
• ACETYLESTRONE
• 3-ACETYLESTRONE
• Estriol EP Impurity K
• 3-O-ACETYLESTRONE
• ESTRONE ACETATE [MI]
• SCHEMBL603954
• ESTRONE ACETATE [WHO-DD]
• BDBM50370422
• AKOS024374937
• SS-4431
• HY-111182
• ST51014999
• 3-Acetoxy-17-oxo-estra-1,3,5(10)-triene
• 3-Hydroxyestra-1,3,5(10)-17-one acetate
• 1,3,5[10]-Estratrien-3-ol-17-one acetate
• 17-Oxo-1,3,5(10)-estratrien-3-yl acetate
• 3Beta-acetoxyestra-1,3,5(10)-trien-17-one
• 17-Oxoestra-1(10),2,4-trien-3-yl acetate #
• Q27259970
• (1S,11S,15S,10R)-15-methyl-14-oxotetracyclo[8.7.0.0<2,7>.0<11,15>]heptadeca-2, 4,6-trien-5-yl acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.5427	54.27%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8757	87.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9513	95.13%
OATP1B3 inhibitior	+	0.9775	97.75%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8237	82.37%
P-glycoprotein inhibitior	-	0.7545	75.45%
P-glycoprotein substrate	-	0.8525	85.25%
CYP3A4 substrate	+	0.6944	69.44%
CYP2C9 substrate	-	0.5892	58.92%
CYP2D6 substrate	-	0.8165	81.65%
CYP3A4 inhibition	-	0.8855	88.55%
CYP2C9 inhibition	-	0.8275	82.75%
CYP2C19 inhibition	-	0.7711	77.11%
CYP2D6 inhibition	-	0.9504	95.04%
CYP1A2 inhibition	-	0.7638	76.38%
CYP2C8 inhibition	+	0.8262	82.62%
CYP inhibitory promiscuity	-	0.8799	87.99%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.4942	49.42%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9882	98.82%
Skin irritation	-	0.5399	53.99%
Skin corrosion	-	0.9349	93.49%
Ames mutagenesis	-	0.9400	94.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8689	86.89%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.8000	80.00%
skin sensitisation	-	0.9112	91.12%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6554	65.54%
Acute Oral Toxicity (c)	III	0.6346	63.46%
Estrogen receptor binding	+	0.9187	91.87%
Androgen receptor binding	+	0.8447	84.47%
Thyroid receptor binding	-	0.5612	56.12%
Glucocorticoid receptor binding	+	0.8941	89.41%
Aromatase binding	+	0.6440	64.40%
PPAR gamma	-	0.5175	51.75%
Honey bee toxicity	-	0.7101	71.01%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
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	98.76%	91.11%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	98.19%	89.05%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.73%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.00%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.82%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.80%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.07%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.63%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.30%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.36%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.19%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.32%	99.23%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	87.10%	97.33%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	86.49%	96.09%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	84.18%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.66%	92.62%
CHEMBL340	P08684	Cytochrome P450 3A4	83.00%	91.19%
CHEMBL2056	P21728	Dopamine D1 receptor	82.80%	91.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.72%	93.04%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.67%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.78%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.50%	90.71%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.44%	92.94%

Plants that contains it

• Holarrhena pubescens

Cross-Links

• PubChem: 92846
• LOTUS: LTS0104065
• wikiData: Q27259970