(3Z)-3-[(5S,7aS)-5-bromo-4,4,7a-trimethyl-3a,5,6,7-tetrahydro-3H-1-benzofuran-2-ylidene]-1-bromobutan-2-one

Details

• Internal ID: ea28c1ae-0f07-4a3f-bf3d-6053d88cb41d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: (3Z)-3-[(5S,7aS)-5-bromo-4,4,7a-trimethyl-3a,5,6,7-tetrahydro-3H-1-benzofuran-2-ylidene]-1-bromobutan-2-one
• InChI: InChI=1S/C15H22Br2O2/c1-9(10(18)8-16)11-7-12-14(2,3)13(17)5-6-15(12,4)19-11/h12-13H,5-8H2,1-4H3/b11-9-/t12?,13-,15-/m0/s1
• InChI Key: NSYOBSREGDLDDX-NMDNBAPQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂Br₂O₂
• Molecular Weight: 394.14 g/mol
• Exact Mass: 393.99661 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.60
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7350	73.50%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5213	52.13%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.8777	87.77%
OATP1B3 inhibitior	+	0.9245	92.45%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.7375	73.75%
P-glycoprotein inhibitior	-	0.8311	83.11%
P-glycoprotein substrate	-	0.8697	86.97%
CYP3A4 substrate	+	0.5342	53.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8663	86.63%
CYP3A4 inhibition	-	0.8884	88.84%
CYP2C9 inhibition	-	0.6134	61.34%
CYP2C19 inhibition	-	0.6355	63.55%
CYP2D6 inhibition	-	0.9179	91.79%
CYP1A2 inhibition	-	0.6163	61.63%
CYP2C8 inhibition	-	0.8810	88.10%
CYP inhibitory promiscuity	-	0.5837	58.37%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8089	80.89%
Carcinogenicity (trinary)	Non-required	0.5162	51.62%
Eye corrosion	-	0.9658	96.58%
Eye irritation	-	0.7481	74.81%
Skin irritation	-	0.6677	66.77%
Skin corrosion	-	0.9293	92.93%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6839	68.39%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5543	55.43%
skin sensitisation	-	0.5375	53.75%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.6234	62.34%
Acute Oral Toxicity (c)	III	0.5406	54.06%
Estrogen receptor binding	+	0.6301	63.01%
Androgen receptor binding	-	0.5322	53.22%
Thyroid receptor binding	+	0.6622	66.22%
Glucocorticoid receptor binding	+	0.6987	69.87%
Aromatase binding	-	0.5512	55.12%
PPAR gamma	+	0.6394	63.94%
Honey bee toxicity	-	0.9288	92.88%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9925	99.25%

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	94.69%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.56%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.84%	94.45%
CHEMBL2581	P07339	Cathepsin D	86.22%	98.95%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	85.77%	89.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.61%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.30%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.95%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.43%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162895111
• LOTUS: LTS0008503
• wikiData: Q105185307