Methyl 4a,6-dihydroxy-10a-methyl-4-oxopyrano[2,3-b][1,4]benzodioxine-8-carboxylate

Details

• Internal ID: 17199409-0027-4096-82ab-435d53c80331
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives > Gallic acid and derivatives
• IUPAC Name: methyl 4a,6-dihydroxy-10a-methyl-4-oxopyrano[2,3-b][1,4]benzodioxine-8-carboxylate
• InChI: InChI=1S/C14H12O8/c1-13-14(18,10(16)3-4-20-13)22-11-8(15)5-7(12(17)19-2)6-9(11)21-13/h3-6,15,18H,1-2H3
• InChI Key: IZJISFITYXEVHJ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂O₈
• Molecular Weight: 308.24 g/mol
• Exact Mass: 308.05321734 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.47
• H-Bond Acceptor: 8
• 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	+	0.8951	89.51%
Caco-2	+	0.6202	62.02%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6778	67.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8231	82.31%
OATP1B3 inhibitior	+	0.9520	95.20%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7015	70.15%
P-glycoprotein inhibitior	-	0.8694	86.94%
P-glycoprotein substrate	-	0.8143	81.43%
CYP3A4 substrate	+	0.5972	59.72%
CYP2C9 substrate	-	0.8042	80.42%
CYP2D6 substrate	-	0.8802	88.02%
CYP3A4 inhibition	-	0.7070	70.70%
CYP2C9 inhibition	-	0.7870	78.70%
CYP2C19 inhibition	-	0.7008	70.08%
CYP2D6 inhibition	-	0.8608	86.08%
CYP1A2 inhibition	-	0.8653	86.53%
CYP2C8 inhibition	+	0.4500	45.00%
CYP inhibitory promiscuity	-	0.7096	70.96%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.4897	48.97%
Eye corrosion	-	0.9727	97.27%
Eye irritation	+	0.5277	52.77%
Skin irritation	-	0.6237	62.37%
Skin corrosion	-	0.9359	93.59%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7841	78.41%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.5801	58.01%
skin sensitisation	-	0.8315	83.15%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.6848	68.48%
Acute Oral Toxicity (c)	III	0.4403	44.03%
Estrogen receptor binding	+	0.7270	72.70%
Androgen receptor binding	+	0.5675	56.75%
Thyroid receptor binding	-	0.5741	57.41%
Glucocorticoid receptor binding	+	0.6793	67.93%
Aromatase binding	+	0.5634	56.34%
PPAR gamma	+	0.6934	69.34%
Honey bee toxicity	-	0.8948	89.48%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9396	93.96%

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	99.09%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	95.35%	83.82%
CHEMBL4208	P20618	Proteasome component C5	91.29%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.89%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	87.93%	94.73%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	87.79%	85.30%
CHEMBL2581	P07339	Cathepsin D	87.78%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.52%	94.45%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	87.19%	87.67%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.41%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.06%	91.07%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.89%	94.42%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.57%	99.17%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.52%	95.71%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	80.34%	92.29%

Plants that contains it

• Cercidiphyllum japonicum

Cross-Links

• PubChem: 14830707
• LOTUS: LTS0243646
• wikiData: Q105123243