3-[(2R,5S,7aS)-5-bromo-4,4,7a-trimethyl-2,3,3a,5,6,7-hexahydro-1-benzofuran-2-yl]-4-hydroxy-2H-furan-5-one

Details

• Internal ID: 77308399-e864-43f5-a532-eeac535cd751
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 3-[(2R,5S,7aS)-5-bromo-4,4,7a-trimethyl-2,3,3a,5,6,7-hexahydro-1-benzofuran-2-yl]-4-hydroxy-2H-furan-5-one
• InChI: InChI=1S/C15H21BrO4/c1-14(2)10-6-9(8-7-19-13(18)12(8)17)20-15(10,3)5-4-11(14)16/h9-11,17H,4-7H2,1-3H3/t9-,10?,11+,15+/m1/s1
• InChI Key: VBNSOLWVHSCXLZ-IJLRWFLYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₁BrO₄
• Molecular Weight: 345.23 g/mol
• Exact Mass: 344.06232 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.10
• 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	+	0.9922	99.22%
Caco-2	-	0.5852	58.52%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8004	80.04%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.9186	91.86%
OATP1B3 inhibitior	+	0.9210	92.10%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.6890	68.90%
P-glycoprotein inhibitior	-	0.8495	84.95%
P-glycoprotein substrate	-	0.8783	87.83%
CYP3A4 substrate	+	0.6050	60.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8900	89.00%
CYP3A4 inhibition	-	0.9451	94.51%
CYP2C9 inhibition	-	0.7808	78.08%
CYP2C19 inhibition	-	0.8584	85.84%
CYP2D6 inhibition	-	0.9313	93.13%
CYP1A2 inhibition	-	0.8005	80.05%
CYP2C8 inhibition	-	0.8515	85.15%
CYP inhibitory promiscuity	-	0.8817	88.17%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9014	90.14%
Carcinogenicity (trinary)	Danger	0.4180	41.80%
Eye corrosion	-	0.9847	98.47%
Eye irritation	-	0.8370	83.70%
Skin irritation	-	0.6234	62.34%
Skin corrosion	-	0.9242	92.42%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6356	63.56%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	-	0.8478	84.78%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.7914	79.14%
Acute Oral Toxicity (c)	III	0.5459	54.59%
Estrogen receptor binding	+	0.7528	75.28%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.7296	72.96%
Glucocorticoid receptor binding	+	0.9182	91.82%
Aromatase binding	+	0.5282	52.82%
PPAR gamma	+	0.7256	72.56%
Honey bee toxicity	-	0.8422	84.22%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9954	99.54%

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	96.96%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.32%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.93%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.05%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.46%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.80%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	85.29%	95.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.44%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	84.30%	97.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.00%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.01%	97.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101482727
• LOTUS: LTS0204495
• wikiData: Q105283372