Beta Estradiol Anhydrate

Details

• Internal ID: 165956f0-fa34-4a9c-bbb8-d7eff1f29843
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Estrane steroids > Estrogens and derivatives
• IUPAC Name: (8R,9S,13S,14S,17S)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol
• SMILES (Canonical): CC12CCC3C(C1CCC2O)CCC4=C3C=CC(=C4)O.CC12CCC3C(C1CCC2O)CCC4=C3C=CC(=C4)O
• SMILES (Isomeric): C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CCC4=C3C=CC(=C4)O.C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CCC4=C3C=CC(=C4)O
• InChI: InChI=1S/2C18H24O2/c2*1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h2*3,5,10,14-17,19-20H,2,4,6-9H2,1H3/t2*14-,15-,16+,17+,18+/m11/s1
• InChI Key: DWMXQLDCXDJLRZ-ZFOCPYFBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₈O₄
• Molecular Weight: 544.80 g/mol
• Exact Mass: 544.35526001 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 7.22
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

• 17-beta estradiol
• Beta Estradiol Anhydrate
• SCHEMBL772341
• DWMXQLDCXDJLRZ-ZFOCPYFBSA-N

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	+	0.6975	69.75%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.9429	94.29%
Subcellular localzation	Mitochondria	0.7664	76.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9414	94.14%
OATP1B3 inhibitior	+	0.9447	94.47%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8321	83.21%
BSEP inhibitior	+	0.6987	69.87%
P-glycoprotein inhibitior	-	0.6574	65.74%
P-glycoprotein substrate	-	0.5465	54.65%
CYP3A4 substrate	+	0.7980	79.80%
CYP2C9 substrate	+	1.0000	100.00%
CYP2D6 substrate	+	0.4216	42.16%
CYP3A4 inhibition	-	0.8127	81.27%
CYP2C9 inhibition	-	0.9524	95.24%
CYP2C19 inhibition	-	0.9428	94.28%
CYP2D6 inhibition	-	0.9490	94.90%
CYP1A2 inhibition	+	0.7612	76.12%
CYP2C8 inhibition	+	0.9818	98.18%
CYP inhibitory promiscuity	-	0.8569	85.69%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.6000	60.00%
Carcinogenicity (trinary)	Non-required	0.4799	47.99%
Eye corrosion	-	0.9938	99.38%
Eye irritation	-	0.9137	91.37%
Skin irritation	-	0.5592	55.92%
Skin corrosion	-	0.9173	91.73%
Ames mutagenesis	-	1.0000	100.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8369	83.69%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.9625	96.25%
skin sensitisation	-	0.8876	88.76%
Respiratory toxicity	+	0.9222	92.22%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.9396	93.96%
Acute Oral Toxicity (c)	III	0.7236	72.36%
Estrogen receptor binding	+	0.9236	92.36%
Androgen receptor binding	+	0.8707	87.07%
Thyroid receptor binding	+	0.8249	82.49%
Glucocorticoid receptor binding	+	0.8523	85.23%
Aromatase binding	+	0.7875	78.75%
PPAR gamma	+	0.5943	59.43%
Honey bee toxicity	-	0.8944	89.44%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.8400	84.00%
Fish aquatic toxicity	+	0.9968	99.68%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1871	P10275	Androgen Receptor	19.1 nM	IC50	via Super-PRED
CHEMBL1293237	P54132	Bloom syndrome protein	22.4 nM	Potency	via Super-PRED
CHEMBL206	P03372	Estrogen receptor alpha	0.004 nM	EC50	via Super-PRED
CHEMBL242	Q92731	Estrogen receptor beta	0.01 nM	EC50	via Super-PRED
CHEMBL3429	P11474	Estrogen-related receptor alpha	3.6 nM	IC50	via Super-PRED
CHEMBL3751	O95718	Estrogen-related receptor beta	3.2 nM	IC50	via Super-PRED
CHEMBL5872	Q99527	G-protein coupled estrogen receptor 1	0.3 nM	EC50	via Super-PRED
CHEMBL1293235	P02545	Prelamin-A/C	223.9 nM	Potency	via Super-PRED
CHEMBL1293232	Q16637	Survival motor neuron protein	1.4 nM	Potency	via Super-PRED
CHEMBL3305	P04278	Testis-specific androgen-binding protein	1.479 nM	Kd	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.45%	91.11%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	98.42%	89.05%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.36%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	94.57%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.37%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.15%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.67%	95.89%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	92.00%	91.79%
CHEMBL2581	P07339	Cathepsin D	91.88%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.23%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.07%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.38%	95.56%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	87.04%	85.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.00%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.94%	90.71%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.72%	97.33%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.69%	93.40%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.52%	92.94%
CHEMBL5203	P33316	dUTP pyrophosphatase	83.66%	99.18%
CHEMBL238	Q01959	Dopamine transporter	83.64%	95.88%
CHEMBL217	P14416	Dopamine D2 receptor	82.88%	95.62%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.68%	89.62%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.54%	90.24%

Plants that contains it

• Solanum glaucophyllum

Cross-Links

• PubChem: 66795326
• LOTUS: LTS0239433
• wikiData: Q104375711