5-(3-Methylbut-2-enyloxy)-3,4-dihydro8-hydroxy-3-methylisochromen-1-one

Details

• Internal ID: 3cba8ca4-efde-438c-9dce-e6c5cf5d6e1f
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: 8-hydroxy-3-methyl-5-(3-methylbut-2-enoxy)-3,4-dihydroisochromen-1-one
• SMILES (Canonical): CC1CC2=C(C=CC(=C2C(=O)O1)O)OCC=C(C)C
• SMILES (Isomeric): CC1CC2=C(C=CC(=C2C(=O)O1)O)OCC=C(C)C
• InChI: InChI=1S/C15H18O4/c1-9(2)6-7-18-13-5-4-12(16)14-11(13)8-10(3)19-15(14)17/h4-6,10,16H,7-8H2,1-3H3
• InChI Key: FHCVCEAFQVPPIN-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 2.84
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9885	98.85%
Caco-2	+	0.8597	85.97%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7896	78.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9394	93.94%
OATP1B3 inhibitior	+	0.9196	91.96%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.4941	49.41%
P-glycoprotein inhibitior	-	0.8606	86.06%
P-glycoprotein substrate	-	0.8317	83.17%
CYP3A4 substrate	+	0.5346	53.46%
CYP2C9 substrate	+	0.6330	63.30%
CYP2D6 substrate	-	0.8299	82.99%
CYP3A4 inhibition	-	0.8254	82.54%
CYP2C9 inhibition	+	0.6517	65.17%
CYP2C19 inhibition	+	0.8952	89.52%
CYP2D6 inhibition	-	0.5590	55.90%
CYP1A2 inhibition	+	0.8974	89.74%
CYP2C8 inhibition	-	0.8050	80.50%
CYP inhibitory promiscuity	+	0.6527	65.27%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.7272	72.72%
Eye corrosion	-	0.9876	98.76%
Eye irritation	+	0.7621	76.21%
Skin irritation	-	0.8057	80.57%
Skin corrosion	-	0.9705	97.05%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5561	55.61%
Micronuclear	-	0.7026	70.26%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.7184	71.84%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5662	56.62%
Acute Oral Toxicity (c)	III	0.4596	45.96%
Estrogen receptor binding	+	0.6578	65.78%
Androgen receptor binding	+	0.6432	64.32%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6954	69.54%
Aromatase binding	-	0.5662	56.62%
PPAR gamma	+	0.7624	76.24%
Honey bee toxicity	-	0.8690	86.90%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9930	99.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.15%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.71%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.55%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.34%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	89.71%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.05%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.87%	89.00%
CHEMBL4208	P20618	Proteasome component C5	85.49%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.88%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.59%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.67%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.25%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.93%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.80%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139585032
• LOTUS: LTS0086732
• wikiData: Q77381265