(2')-(Z)-5-(3'-hydroxymethyl-3'-methylallyloxy)-7-methoxy-6-methylphthalide

Details

• Internal ID: e6859cd4-9b6c-4b3e-ad03-afa32b49a7c4
• Taxonomy: Organoheterocyclic compounds > Isocoumarans > Isobenzofuranones > Phthalides
• IUPAC Name: 5-[(Z)-4-hydroxy-3-methylbut-2-enoxy]-7-methoxy-6-methyl-3H-2-benzofuran-1-one
• InChI: InChI=1S/C15H18O5/c1-9(7-16)4-5-19-12-6-11-8-20-15(17)13(11)14(18-3)10(12)2/h4,6,16H,5,7-8H2,1-3H3/b9-4-
• InChI Key: AKQXDTZFGGTDHR-WTKPLQERSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₅
• Molecular Weight: 278.30 g/mol
• Exact Mass: 278.11542367 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.99
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9858	98.58%
Caco-2	+	0.8814	88.14%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6663	66.63%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.9315	93.15%
OATP1B3 inhibitior	+	0.9541	95.41%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5945	59.45%
P-glycoprotein inhibitior	-	0.8258	82.58%
P-glycoprotein substrate	-	0.7822	78.22%
CYP3A4 substrate	+	0.5451	54.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8489	84.89%
CYP3A4 inhibition	+	0.5494	54.94%
CYP2C9 inhibition	-	0.6226	62.26%
CYP2C19 inhibition	+	0.5669	56.69%
CYP2D6 inhibition	-	0.8948	89.48%
CYP1A2 inhibition	+	0.7471	74.71%
CYP2C8 inhibition	-	0.7209	72.09%
CYP inhibitory promiscuity	+	0.7068	70.68%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5954	59.54%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.7135	71.35%
Skin irritation	-	0.7879	78.79%
Skin corrosion	-	0.9620	96.20%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5051	50.51%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	-	0.7401	74.01%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6308	63.08%
Acute Oral Toxicity (c)	II	0.3524	35.24%
Estrogen receptor binding	+	0.7970	79.70%
Androgen receptor binding	-	0.4906	49.06%
Thyroid receptor binding	-	0.6312	63.12%
Glucocorticoid receptor binding	+	0.7842	78.42%
Aromatase binding	+	0.8505	85.05%
PPAR gamma	+	0.6191	61.91%
Honey bee toxicity	-	0.9168	91.68%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9921	99.21%

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	95.69%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.52%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.68%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.39%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	89.85%	94.73%
CHEMBL2581	P07339	Cathepsin D	89.04%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.68%	94.00%
CHEMBL2535	P11166	Glucose transporter	86.81%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.69%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.67%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.22%	94.45%
CHEMBL4208	P20618	Proteasome component C5	85.37%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.05%	96.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.47%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	80.20%	91.49%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139585080
• LOTUS: LTS0106107
• wikiData: Q77382783