Xylaric acid

Details

• Internal ID: 342a574a-4992-4f41-9d23-da5b2a5de27d
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 2-(4-oxopyran-3-yl)acetic acid
• SMILES (Canonical): C1=COC=C(C1=O)CC(=O)O
• SMILES (Isomeric): C1=COC=C(C1=O)CC(=O)O
• InChI: InChI=1S/C7H6O4/c8-6-1-2-11-4-5(6)3-7(9)10/h1-2,4H,3H2,(H,9,10)
• InChI Key: OIYFAQRHWMVENL-UHFFFAOYSA-N
• Popularity: 9 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₆O₄
• Molecular Weight: 154.12 g/mol
• Exact Mass: 154.02660867 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): 0.27
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 10158-64-2
• SCHEMBL3657249
• 4-oxo-4h-pyran-3-acetic acid
• OIYFAQRHWMVENL-UHFFFAOYSA-
• DTXSID30144027
• C5-H8-O7
• (4-Oxo-4H-pyran-3-yl)-acetic acid
• L-741494
• InChI=1/C7H6O4/c8-6-1-2-11-4-5(6)3-7(9)10/h1-2,4H,3H2,(H,9,10)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9370	93.70%
Caco-2	+	0.7585	75.85%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8429	84.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8824	88.24%
OATP1B3 inhibitior	+	0.9590	95.90%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9765	97.65%
P-glycoprotein inhibitior	-	0.9895	98.95%
P-glycoprotein substrate	-	0.9821	98.21%
CYP3A4 substrate	-	0.7363	73.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8714	87.14%
CYP3A4 inhibition	-	0.9283	92.83%
CYP2C9 inhibition	-	0.9325	93.25%
CYP2C19 inhibition	-	0.9609	96.09%
CYP2D6 inhibition	-	0.9532	95.32%
CYP1A2 inhibition	-	0.9818	98.18%
CYP2C8 inhibition	-	0.9485	94.85%
CYP inhibitory promiscuity	-	0.9779	97.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8528	85.28%
Carcinogenicity (trinary)	Non-required	0.7375	73.75%
Eye corrosion	-	0.8857	88.57%
Eye irritation	+	0.9930	99.30%
Skin irritation	+	0.6625	66.25%
Skin corrosion	-	0.9402	94.02%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8575	85.75%
Micronuclear	+	0.6535	65.35%
Hepatotoxicity	+	0.6908	69.08%
skin sensitisation	-	0.6642	66.42%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.5886	58.86%
Acute Oral Toxicity (c)	II	0.4345	43.45%
Estrogen receptor binding	-	0.9746	97.46%
Androgen receptor binding	-	0.8580	85.80%
Thyroid receptor binding	-	0.8888	88.88%
Glucocorticoid receptor binding	-	0.9319	93.19%
Aromatase binding	-	0.8809	88.09%
PPAR gamma	-	0.6531	65.31%
Honey bee toxicity	-	0.9829	98.29%
Biodegradation	+	0.7750	77.50%
Crustacea aquatic toxicity	-	0.9100	91.00%
Fish aquatic toxicity	-	0.3694	36.94%

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	92.57%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.46%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.97%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	84.26%	90.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.15%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.47%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.27%	94.45%

Plants that contains it

• Achyranthes aspera var. indica
• Achyrocline tomentosa
• Alhagi maurorum
• Allium angulosum
• Anemonella thalictroides
• Erythrophleum chlorostachys
• Goniothalamus dolichocarpus
• Guettarda platypoda
• Helicia nilagirica
• Lessingianthus brevifolius
• Lobelia inflata
• Phaleria macrocarpa
• Pistacia chinensis
• Pulicaria insignis
• Shirakiopsis indica
• Tecomella undulata

Cross-Links

• PubChem: 3084064
• NPASS: NPC174513
• LOTUS: LTS0268377
• wikiData: Q77564477