6-(1-Bromoprop-1-enyl)-5-hydroxy-4-methoxy-7-oxabicyclo[4.1.0]hept-3-en-2-one

Details

• Internal ID: 576382c2-5b78-4817-883f-6a6128639479
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: 6-(1-bromoprop-1-enyl)-5-hydroxy-4-methoxy-7-oxabicyclo[4.1.0]hept-3-en-2-one
• SMILES (Canonical): CC=C(C12C(C(=CC(=O)C1O2)OC)O)Br
• SMILES (Isomeric): CC=C(C12C(C(=CC(=O)C1O2)OC)O)Br
• InChI: InChI=1S/C10H11BrO4/c1-3-7(11)10-8(13)6(14-2)4-5(12)9(10)15-10/h3-4,8-9,13H,1-2H3
• InChI Key: DLTPLRZWSMQRHB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₁BrO₄
• Molecular Weight: 275.10 g/mol
• Exact Mass: 273.98407 g/mol
• Topological Polar Surface Area (TPSA): 59.10 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.90
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9776	97.76%
Caco-2	-	0.5187	51.87%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5089	50.89%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8490	84.90%
OATP1B3 inhibitior	+	0.9594	95.94%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7845	78.45%
P-glycoprotein inhibitior	-	0.9102	91.02%
P-glycoprotein substrate	-	0.9297	92.97%
CYP3A4 substrate	-	0.5068	50.68%
CYP2C9 substrate	-	0.7986	79.86%
CYP2D6 substrate	-	0.8600	86.00%
CYP3A4 inhibition	-	0.6922	69.22%
CYP2C9 inhibition	-	0.9244	92.44%
CYP2C19 inhibition	-	0.6127	61.27%
CYP2D6 inhibition	-	0.8979	89.79%
CYP1A2 inhibition	-	0.9031	90.31%
CYP2C8 inhibition	-	0.9004	90.04%
CYP inhibitory promiscuity	-	0.8535	85.35%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.7488	74.88%
Carcinogenicity (trinary)	Danger	0.4960	49.60%
Eye corrosion	-	0.9292	92.92%
Eye irritation	-	0.8862	88.62%
Skin irritation	-	0.6200	62.00%
Skin corrosion	-	0.9227	92.27%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7261	72.61%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.5690	56.90%
skin sensitisation	-	0.6287	62.87%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.6359	63.59%
Acute Oral Toxicity (c)	III	0.4349	43.49%
Estrogen receptor binding	-	0.5106	51.06%
Androgen receptor binding	+	0.5214	52.14%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.7398	73.98%
Aromatase binding	-	0.7733	77.33%
PPAR gamma	+	0.7027	70.27%
Honey bee toxicity	-	0.6359	63.59%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.7931	79.31%

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	97.49%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.89%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	91.04%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.77%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.15%	94.45%
CHEMBL2581	P07339	Cathepsin D	85.63%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.32%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.94%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.91%	91.07%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 85113561
• LOTUS: LTS0267791
• wikiData: Q103818502