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

Details

• Internal ID: c7f8564b-df90-45f1-a746-b5d8b0070f89
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: 6-(1-bromoprop-1-enyl)-1-chloro-5-hydroxy-4-methoxy-7-oxabicyclo[4.1.0]hept-3-en-2-one
• SMILES (Canonical): CC=C(C12C(C(=CC(=O)C1(O2)Cl)OC)O)Br
• SMILES (Isomeric): CC=C(C12C(C(=CC(=O)C1(O2)Cl)OC)O)Br
• InChI: InChI=1S/C10H10BrClO4/c1-3-6(11)9-8(14)5(15-2)4-7(13)10(9,12)16-9/h3-4,8,14H,1-2H3
• InChI Key: ZUIUWTMUNDXACU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₀BrClO₄
• Molecular Weight: 309.54 g/mol
• Exact Mass: 307.94510 g/mol
• Topological Polar Surface Area (TPSA): 59.10 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.46
• 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	+	0.9794	97.94%
Caco-2	-	0.5400	54.00%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5080	50.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8836	88.36%
OATP1B3 inhibitior	+	0.9473	94.73%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5637	56.37%
P-glycoprotein inhibitior	-	0.9108	91.08%
P-glycoprotein substrate	-	0.8713	87.13%
CYP3A4 substrate	+	0.5558	55.58%
CYP2C9 substrate	-	0.7989	79.89%
CYP2D6 substrate	-	0.8647	86.47%
CYP3A4 inhibition	-	0.6119	61.19%
CYP2C9 inhibition	-	0.8929	89.29%
CYP2C19 inhibition	-	0.5772	57.72%
CYP2D6 inhibition	-	0.8661	86.61%
CYP1A2 inhibition	-	0.8925	89.25%
CYP2C8 inhibition	-	0.8161	81.61%
CYP inhibitory promiscuity	-	0.8019	80.19%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.7188	71.88%
Carcinogenicity (trinary)	Danger	0.6079	60.79%
Eye corrosion	-	0.9536	95.36%
Eye irritation	-	0.9192	91.92%
Skin irritation	-	0.6107	61.07%
Skin corrosion	-	0.9184	91.84%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8360	83.60%
Micronuclear	+	0.5259	52.59%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.6481	64.81%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5943	59.43%
Acute Oral Toxicity (c)	III	0.5118	51.18%
Estrogen receptor binding	+	0.7394	73.94%
Androgen receptor binding	+	0.6239	62.39%
Thyroid receptor binding	-	0.5071	50.71%
Glucocorticoid receptor binding	-	0.5122	51.22%
Aromatase binding	-	0.6056	60.56%
PPAR gamma	+	0.7905	79.05%
Honey bee toxicity	-	0.6341	63.41%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.8650	86.50%

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	96.28%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.53%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.50%	96.09%
CHEMBL230	P35354	Cyclooxygenase-2	85.74%	89.63%
CHEMBL2581	P07339	Cathepsin D	85.43%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.43%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.15%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.27%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 85094069
• LOTUS: LTS0045249
• wikiData: Q104202797