Inonotic acid methyl ester

Details

• Internal ID: f36d4b23-3bf2-47c5-8b59-afc373f1e464
• Taxonomy: Benzenoids > Phenols > Benzenediols > Catechols
• IUPAC Name: methyl (4Z,6E)-7-(3,4-dihydroxyphenyl)-5-hydroxy-3-oxohepta-4,6-dienoate
• SMILES (Canonical): COC(=O)CC(=O)C=C(C=CC1=CC(=C(C=C1)O)O)O
• SMILES (Isomeric): COC(=O)CC(=O)/C=C(/C=C/C1=CC(=C(C=C1)O)O)\O
• InChI: InChI=1S/C14H14O6/c1-20-14(19)8-11(16)7-10(15)4-2-9-3-5-12(17)13(18)6-9/h2-7,15,17-18H,8H2,1H3/b4-2+,10-7-
• InChI Key: QXUVQBJJRVSDDZ-OLNNHYSCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₆
• Molecular Weight: 278.26 g/mol
• Exact Mass: 278.07903816 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.69
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9343	93.43%
Caco-2	+	0.6452	64.52%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8118	81.18%
OATP2B1 inhibitior	-	0.5745	57.45%
OATP1B1 inhibitior	+	0.9434	94.34%
OATP1B3 inhibitior	+	0.9686	96.86%
MATE1 inhibitior	-	0.5200	52.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5577	55.77%
P-glycoprotein inhibitior	-	0.9456	94.56%
P-glycoprotein substrate	-	0.9058	90.58%
CYP3A4 substrate	-	0.6036	60.36%
CYP2C9 substrate	-	0.6080	60.80%
CYP2D6 substrate	-	0.8652	86.52%
CYP3A4 inhibition	-	0.9287	92.87%
CYP2C9 inhibition	-	0.6996	69.96%
CYP2C19 inhibition	-	0.6939	69.39%
CYP2D6 inhibition	-	0.7709	77.09%
CYP1A2 inhibition	-	0.5961	59.61%
CYP2C8 inhibition	+	0.4931	49.31%
CYP inhibitory promiscuity	-	0.8746	87.46%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7529	75.29%
Carcinogenicity (trinary)	Non-required	0.6882	68.82%
Eye corrosion	-	0.9610	96.10%
Eye irritation	+	0.6146	61.46%
Skin irritation	-	0.5893	58.93%
Skin corrosion	-	0.9067	90.67%
Ames mutagenesis	-	0.8654	86.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6252	62.52%
Micronuclear	+	0.6118	61.18%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.6964	69.64%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.8001	80.01%
Acute Oral Toxicity (c)	III	0.5011	50.11%
Estrogen receptor binding	+	0.7027	70.27%
Androgen receptor binding	+	0.8652	86.52%
Thyroid receptor binding	-	0.5452	54.52%
Glucocorticoid receptor binding	+	0.5794	57.94%
Aromatase binding	+	0.7299	72.99%
PPAR gamma	+	0.5964	59.64%
Honey bee toxicity	-	0.9417	94.17%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9786	97.86%

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	98.72%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.16%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.44%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.43%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.74%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.55%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.88%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.68%	95.50%
CHEMBL2581	P07339	Cathepsin D	86.83%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.71%	94.45%
CHEMBL3194	P02766	Transthyretin	85.66%	90.71%
CHEMBL4208	P20618	Proteasome component C5	83.37%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	82.47%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.15%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11521968
• LOTUS: LTS0042372
• wikiData: Q77503358