(2aR,3S,4aR,5R,6R,8R,8aS)-3-bromo-6-methoxy-2a,4a,5,8-tetramethyl-2,3,4,5,6,8-hexahydro-1H-cyclobuta[i]inden-7-one

Details

• Internal ID: 861a5475-1bf9-4106-8a9e-1af33193bb1f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones
• IUPAC Name: (2aR,3S,4aR,5R,6R,8R,8aS)-3-bromo-6-methoxy-2a,4a,5,8-tetramethyl-2,3,4,5,6,8-hexahydro-1H-cyclobuta[i]inden-7-one
• InChI: InChI=1S/C16H25BrO2/c1-9-12(18)13(19-5)10(2)15(4)8-11(17)14(3)6-7-16(9,14)15/h9-11,13H,6-8H2,1-5H3/t9-,10-,11-,13+,14-,15+,16+/m0/s1
• InChI Key: NMUUELQQXZGRRS-IHVCJRTJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₅BrO₂
• Molecular Weight: 329.27 g/mol
• Exact Mass: 328.10379 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.82
• H-Bond Acceptor: 2
• 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	+	0.9959	99.59%
Caco-2	+	0.7698	76.98%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Lysosomes	0.4747	47.47%
OATP2B1 inhibitior	-	0.8504	85.04%
OATP1B1 inhibitior	+	0.9164	91.64%
OATP1B3 inhibitior	+	0.9534	95.34%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.9370	93.70%
P-glycoprotein inhibitior	-	0.8088	80.88%
P-glycoprotein substrate	-	0.8305	83.05%
CYP3A4 substrate	+	0.6158	61.58%
CYP2C9 substrate	-	0.7896	78.96%
CYP2D6 substrate	-	0.7733	77.33%
CYP3A4 inhibition	-	0.7838	78.38%
CYP2C9 inhibition	-	0.6664	66.64%
CYP2C19 inhibition	-	0.8018	80.18%
CYP2D6 inhibition	-	0.9187	91.87%
CYP1A2 inhibition	-	0.7178	71.78%
CYP2C8 inhibition	-	0.9121	91.21%
CYP inhibitory promiscuity	-	0.9363	93.63%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8364	83.64%
Carcinogenicity (trinary)	Non-required	0.4430	44.30%
Eye corrosion	-	0.9557	95.57%
Eye irritation	-	0.7509	75.09%
Skin irritation	-	0.5986	59.86%
Skin corrosion	-	0.9462	94.62%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6311	63.11%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5698	56.98%
skin sensitisation	-	0.6385	63.85%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6040	60.40%
Estrogen receptor binding	+	0.7023	70.23%
Androgen receptor binding	+	0.6493	64.93%
Thyroid receptor binding	+	0.5457	54.57%
Glucocorticoid receptor binding	-	0.5951	59.51%
Aromatase binding	+	0.5320	53.20%
PPAR gamma	-	0.6454	64.54%
Honey bee toxicity	-	0.6681	66.81%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9800	98.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.09%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.06%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.60%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.33%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.77%	92.94%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.68%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.42%	96.38%
CHEMBL1937	Q92769	Histone deacetylase 2	84.96%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.13%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.91%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.91%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.46%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.44%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10936377
• LOTUS: LTS0109948
• wikiData: Q105181975