5-(1-Bromoprop-1-enyl)-6-chloro-3a-hydroxy-2,2-dimethyl-1,1a-dihydrocyclopropa[c][1]benzofuran-4,7-dione

Details

• Internal ID: dcd229d2-da66-4f34-b6ea-da3bffb3a4ea
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: 5-(1-bromoprop-1-enyl)-6-chloro-3a-hydroxy-2,2-dimethyl-1,1a-dihydrocyclopropa[c][1]benzofuran-4,7-dione
• InChI: InChI=1S/C14H14BrClO4/c1-4-6(15)8-9(16)11(18)13-5-7(13)12(2,3)20-14(13,19)10(8)17/h4,7,19H,5H2,1-3H3
• InChI Key: AHZMOBNOWMRQQO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄BrClO₄
• Molecular Weight: 361.61 g/mol
• Exact Mass: 359.97640 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.43
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9893	98.93%
Caco-2	+	0.6970	69.70%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5857	58.57%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.8739	87.39%
OATP1B3 inhibitior	+	0.9141	91.41%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8168	81.68%
P-glycoprotein inhibitior	-	0.9149	91.49%
P-glycoprotein substrate	-	0.8994	89.94%
CYP3A4 substrate	+	0.6118	61.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8428	84.28%
CYP3A4 inhibition	-	0.8834	88.34%
CYP2C9 inhibition	-	0.7070	70.70%
CYP2C19 inhibition	-	0.6978	69.78%
CYP2D6 inhibition	-	0.8938	89.38%
CYP1A2 inhibition	-	0.7947	79.47%
CYP2C8 inhibition	-	0.8709	87.09%
CYP inhibitory promiscuity	-	0.6533	65.33%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8659	86.59%
Carcinogenicity (trinary)	Danger	0.5983	59.83%
Eye corrosion	-	0.9795	97.95%
Eye irritation	-	0.6321	63.21%
Skin irritation	-	0.6339	63.39%
Skin corrosion	-	0.8817	88.17%
Ames mutagenesis	+	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6391	63.91%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	-	0.5176	51.76%
skin sensitisation	-	0.7302	73.02%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.7543	75.43%
Acute Oral Toxicity (c)	III	0.5096	50.96%
Estrogen receptor binding	+	0.8939	89.39%
Androgen receptor binding	+	0.6801	68.01%
Thyroid receptor binding	+	0.6527	65.27%
Glucocorticoid receptor binding	+	0.6918	69.18%
Aromatase binding	+	0.6538	65.38%
PPAR gamma	+	0.8890	88.90%
Honey bee toxicity	-	0.8717	87.17%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.7300	73.00%
Fish aquatic toxicity	+	0.9927	99.27%

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	97.11%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.80%	95.56%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	86.70%	83.57%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.16%	97.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.06%	89.34%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.97%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.47%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.43%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73074847
• LOTUS: LTS0052877
• wikiData: Q103816137