Deoxypatulinic acid

Details

• Internal ID: bd19f40b-bbde-4bef-9795-6bf9835c6d46
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: 2-(4-oxo-2,3-dihydropyran-5-yl)acetic acid
• SMILES (Canonical): C1COC=C(C1=O)CC(=O)O
• SMILES (Isomeric): C1COC=C(C1=O)CC(=O)O
• InChI: InChI=1S/C7H8O4/c8-6-1-2-11-4-5(6)3-7(9)10/h4H,1-3H2,(H,9,10)
• InChI Key: NDEBBGKFXQDNLC-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₈O₄
• Molecular Weight: 156.14 g/mol
• Exact Mass: 156.04225873 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): 0.33
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 39115-30-5
• 3,4-dihydro-4-oxo-2h-pyran-5-acetic acid
• L62PI92L73
• UNII-L62PI92L73
• 2-(4-oxo-2,3-dihydropyran-5-yl)acetic acid
• 2H-Pyran-5-acetic acid, 3,4-dihydro-4-oxo-
• Desoxypatulinic acid
• Q27896874

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9269	92.69%
Caco-2	+	0.5250	52.50%
Blood Brain Barrier	-	0.5072	50.72%
Human oral bioavailability	+	0.8714	87.14%
Subcellular localzation	Mitochondria	0.9013	90.13%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.9005	90.05%
OATP1B3 inhibitior	+	0.9636	96.36%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.9654	96.54%
P-glycoprotein inhibitior	-	0.9834	98.34%
P-glycoprotein substrate	-	0.9885	98.85%
CYP3A4 substrate	-	0.6879	68.79%
CYP2C9 substrate	-	0.5858	58.58%
CYP2D6 substrate	-	0.8631	86.31%
CYP3A4 inhibition	-	0.8639	86.39%
CYP2C9 inhibition	-	0.9534	95.34%
CYP2C19 inhibition	-	0.8455	84.55%
CYP2D6 inhibition	-	0.9192	91.92%
CYP1A2 inhibition	-	0.9347	93.47%
CYP2C8 inhibition	-	0.9817	98.17%
CYP inhibitory promiscuity	-	0.9722	97.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9128	91.28%
Carcinogenicity (trinary)	Non-required	0.7484	74.84%
Eye corrosion	-	0.9222	92.22%
Eye irritation	+	0.9862	98.62%
Skin irritation	-	0.6102	61.02%
Skin corrosion	-	0.9625	96.25%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7610	76.10%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.8000	80.00%
skin sensitisation	-	0.8585	85.85%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.5941	59.41%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.5672	56.72%
Acute Oral Toxicity (c)	III	0.6490	64.90%
Estrogen receptor binding	-	0.8927	89.27%
Androgen receptor binding	-	0.9088	90.88%
Thyroid receptor binding	-	0.8605	86.05%
Glucocorticoid receptor binding	-	0.8420	84.20%
Aromatase binding	-	0.8881	88.81%
PPAR gamma	-	0.6721	67.21%
Honey bee toxicity	-	0.9689	96.89%
Biodegradation	+	0.8750	87.50%
Crustacea aquatic toxicity	-	0.8800	88.00%
Fish aquatic toxicity	+	0.7228	72.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	89.64%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.07%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.66%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.15%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.29%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.79%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	80.66%	83.82%

Plants that contains it

• Kopsia singapurensis

Cross-Links

• PubChem: 71437500
• LOTUS: LTS0056341
• wikiData: Q105180653