Methyl 4,8-dihydroxy-3-methyl-1-oxo-3,4-dihydroisochromene-5-carboxylate

Details

• Internal ID: 469b2294-1fb1-46fd-be2d-71328a05e0c4
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Phthalate esters > m-Phthalate esters
• IUPAC Name: methyl 4,8-dihydroxy-3-methyl-1-oxo-3,4-dihydroisochromene-5-carboxylate
• SMILES (Canonical): CC1C(C2=C(C=CC(=C2C(=O)O1)O)C(=O)OC)O
• SMILES (Isomeric): CC1C(C2=C(C=CC(=C2C(=O)O1)O)C(=O)OC)O
• InChI: InChI=1S/C12H12O6/c1-5-10(14)8-6(11(15)17-2)3-4-7(13)9(8)12(16)18-5/h3-5,10,13-14H,1-2H3
• InChI Key: OIKSASBCRUAAKC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂O₆
• Molecular Weight: 252.22 g/mol
• Exact Mass: 252.06338810 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 0.77
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9135	91.35%
Caco-2	-	0.7375	73.75%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7201	72.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8903	89.03%
OATP1B3 inhibitior	+	0.9580	95.80%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9551	95.51%
P-glycoprotein inhibitior	-	0.9271	92.71%
P-glycoprotein substrate	-	0.8938	89.38%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.5773	57.73%
CYP2D6 substrate	-	0.8573	85.73%
CYP3A4 inhibition	-	0.9151	91.51%
CYP2C9 inhibition	-	0.7589	75.89%
CYP2C19 inhibition	-	0.8710	87.10%
CYP2D6 inhibition	-	0.8778	87.78%
CYP1A2 inhibition	+	0.6747	67.47%
CYP2C8 inhibition	-	0.8231	82.31%
CYP inhibitory promiscuity	-	0.7614	76.14%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6412	64.12%
Eye corrosion	-	0.9529	95.29%
Eye irritation	+	0.5687	56.87%
Skin irritation	-	0.6293	62.93%
Skin corrosion	-	0.9487	94.87%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7864	78.64%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.5441	54.41%
skin sensitisation	-	0.9176	91.76%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5175	51.75%
Acute Oral Toxicity (c)	II	0.5187	51.87%
Estrogen receptor binding	-	0.5886	58.86%
Androgen receptor binding	-	0.5992	59.92%
Thyroid receptor binding	-	0.6477	64.77%
Glucocorticoid receptor binding	-	0.4648	46.48%
Aromatase binding	-	0.8176	81.76%
PPAR gamma	-	0.6485	64.85%
Honey bee toxicity	-	0.9214	92.14%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.8798	87.98%

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	97.61%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	92.43%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.19%	99.23%
CHEMBL2581	P07339	Cathepsin D	87.38%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.75%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.04%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	82.39%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.61%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.06%	99.15%

Plants that contains it

• Panax ginseng

Cross-Links

• PubChem: 163064163
• LOTUS: LTS0206178
• wikiData: Q105216845