5-bromo-3-(3-bromopropa-1,2-dienyl)-8-[2-[(E)-prop-1-enyl]cyclopropyl]-2,7-dioxabicyclo[4.2.0]oct-5-ene

Details

• Internal ID: 8358ec4c-7478-4760-bbfe-15a2c48db596
• Taxonomy: Organoheterocyclic compounds > Pyrans
• IUPAC Name: 5-bromo-3-(3-bromopropa-1,2-dienyl)-8-[2-[(E)-prop-1-enyl]cyclopropyl]-2,7-dioxabicyclo[4.2.0]oct-5-ene
• InChI: InChI=1S/C15H16Br2O2/c1-2-4-9-7-11(9)13-15-14(19-13)12(17)8-10(18-15)5-3-6-16/h2,4-6,9-11,13,15H,7-8H2,1H3/b4-2+
• InChI Key: GABIRMUVGHAVPG-DUXPYHPUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆Br₂O₂
• Molecular Weight: 388.09 g/mol
• Exact Mass: 387.94966 g/mol
• Topological Polar Surface Area (TPSA): 18.50 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 4.43
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9938	99.38%
Caco-2	+	0.5137	51.37%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Lysosomes	0.4369	43.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8780	87.80%
OATP1B3 inhibitior	+	0.9533	95.33%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6887	68.87%
P-glycoprotein inhibitior	-	0.8497	84.97%
P-glycoprotein substrate	-	0.6893	68.93%
CYP3A4 substrate	+	0.5598	55.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7596	75.96%
CYP3A4 inhibition	-	0.5553	55.53%
CYP2C9 inhibition	-	0.6016	60.16%
CYP2C19 inhibition	-	0.5746	57.46%
CYP2D6 inhibition	-	0.9011	90.11%
CYP1A2 inhibition	-	0.6174	61.74%
CYP2C8 inhibition	-	0.7007	70.07%
CYP inhibitory promiscuity	-	0.5107	51.07%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7368	73.68%
Carcinogenicity (trinary)	Non-required	0.4115	41.15%
Eye corrosion	-	0.9363	93.63%
Eye irritation	-	0.9847	98.47%
Skin irritation	-	0.5831	58.31%
Skin corrosion	-	0.8947	89.47%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3700	37.00%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.5199	51.99%
skin sensitisation	-	0.6783	67.83%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	+	0.8248	82.48%
Acute Oral Toxicity (c)	III	0.5980	59.80%
Estrogen receptor binding	+	0.5573	55.73%
Androgen receptor binding	-	0.6664	66.64%
Thyroid receptor binding	-	0.5150	51.50%
Glucocorticoid receptor binding	-	0.5283	52.83%
Aromatase binding	-	0.5612	56.12%
PPAR gamma	+	0.5991	59.91%
Honey bee toxicity	-	0.5089	50.89%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.7000	70.00%
Fish aquatic toxicity	-	0.3622	36.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2039	P27338	Monoamine oxidase B	92.75%	92.51%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	89.98%	95.58%
CHEMBL221	P23219	Cyclooxygenase-1	88.32%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.96%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	85.46%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.12%	96.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.81%	97.14%
CHEMBL3837	P07711	Cathepsin L	83.37%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.77%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.04%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	81.96%	91.49%
CHEMBL284	P27487	Dipeptidyl peptidase IV	81.47%	95.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.18%	97.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101658814
• LOTUS: LTS0226861
• wikiData: Q104394663