3-Butan-2-yl-4,8-dihydroxy-7-(hydroxymethyl)-5-methyl-3,4-dihydroisochromen-1-one

Details

• Internal ID: a439217e-64bd-4883-a578-77950c14bfb3
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: 3-butan-2-yl-4,8-dihydroxy-7-(hydroxymethyl)-5-methyl-3,4-dihydroisochromen-1-one
• SMILES (Canonical): CCC(C)C1C(C2=C(C(=C(C=C2C)CO)O)C(=O)O1)O
• SMILES (Isomeric): CCC(C)C1C(C2=C(C(=C(C=C2C)CO)O)C(=O)O1)O
• InChI: InChI=1S/C15H20O5/c1-4-7(2)14-13(18)10-8(3)5-9(6-16)12(17)11(10)15(19)20-14/h5,7,13-14,16-18H,4,6H2,1-3H3
• InChI Key: XDEVOPTVZKYJBE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₅
• Molecular Weight: 280.32 g/mol
• Exact Mass: 280.13107373 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.81
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8112	81.12%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5509	55.09%
OATP2B1 inhibitior	-	0.8538	85.38%
OATP1B1 inhibitior	+	0.7961	79.61%
OATP1B3 inhibitior	+	0.8839	88.39%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6981	69.81%
P-glycoprotein inhibitior	-	0.8271	82.71%
P-glycoprotein substrate	-	0.8613	86.13%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	+	0.6449	64.49%
CYP2D6 substrate	-	0.8363	83.63%
CYP3A4 inhibition	-	0.8496	84.96%
CYP2C9 inhibition	-	0.6248	62.48%
CYP2C19 inhibition	-	0.7171	71.71%
CYP2D6 inhibition	-	0.9369	93.69%
CYP1A2 inhibition	+	0.6296	62.96%
CYP2C8 inhibition	-	0.8160	81.60%
CYP inhibitory promiscuity	-	0.5674	56.74%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7044	70.44%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9138	91.38%
Skin irritation	-	0.7723	77.23%
Skin corrosion	-	0.9495	94.95%
Ames mutagenesis	-	0.5054	50.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6834	68.34%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.6198	61.98%
skin sensitisation	-	0.8314	83.14%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8178	81.78%
Acute Oral Toxicity (c)	III	0.5479	54.79%
Estrogen receptor binding	-	0.4797	47.97%
Androgen receptor binding	+	0.6632	66.32%
Thyroid receptor binding	+	0.5952	59.52%
Glucocorticoid receptor binding	+	0.6433	64.33%
Aromatase binding	-	0.6622	66.22%
PPAR gamma	+	0.5462	54.62%
Honey bee toxicity	-	0.9154	91.54%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9311	93.11%

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	96.79%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.50%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.65%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.47%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	92.25%	94.73%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.71%	92.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.11%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.01%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.80%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.31%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.19%	99.15%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.19%	96.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.12%	96.47%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 78159757
• LOTUS: LTS0008720
• wikiData: Q104200863