3-Hydroxy-4H-pyran-4-one

Details

• Internal ID: e141e673-2b31-4f21-87f8-1e713462c534
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 3-hydroxypyran-4-one
• SMILES (Canonical): C1=COC=C(C1=O)O
• SMILES (Isomeric): C1=COC=C(C1=O)O
• InChI: InChI=1S/C5H4O3/c6-4-1-2-8-3-5(4)7/h1-3,7H
• InChI Key: VEYIMQVTPXPUHA-UHFFFAOYSA-N
• Popularity: 71 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅H₄O₃
• Molecular Weight: 112.08 g/mol
• Exact Mass: 112.016043985 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.35
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• Pyromeconic acid
• 496-63-9
• 3-hydroxypyran-4-one
• 4H-Pyran-4-one, 3-hydroxy-
• 3-Hydroxy-4-pyrone
• NSC 78608
• CHEMBL79857
• UNII-8J0G2X46R7
• 8J0G2X46R7
• EINECS 207-823-6
• MFCD09863957
• NSC-78608
• Pyrocomenic Acid
• Pyromeconicacid
• Pyromekonsaure
• 3-Hydroxy-pyran-4-one
• 3-hydroxy-pyran-4(1H)-one
• SCHEMBL588597
• 3-hydroxy-pyran-4(l H)-one
• SCHEMBL6991329
• DTXSID7060091
• VEYIMQVTPXPUHA-UHFFFAOYSA-
• 4-oxo-(4H)-pyran-3-yl alcohol
• AMY19288
• CS-D1527
• HY-N1997
• NSC78608
• BDBM50536112
• AKOS006283182
• GS-0900
• SB12364
• SY024796
• FT-0674242
• EN300-116571
• Q27270604
• Z1198235068
• InChI=1/C5H4O3/c6-4-1-2-8-3-5(4)7/h1-3,7H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9859	98.59%
Caco-2	+	0.7629	76.29%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8573	85.73%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9207	92.07%
OATP1B3 inhibitior	+	0.9843	98.43%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9688	96.88%
P-glycoprotein inhibitior	-	0.9847	98.47%
P-glycoprotein substrate	-	0.9934	99.34%
CYP3A4 substrate	-	0.7423	74.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7994	79.94%
CYP3A4 inhibition	-	0.9367	93.67%
CYP2C9 inhibition	-	0.9566	95.66%
CYP2C19 inhibition	-	0.7596	75.96%
CYP2D6 inhibition	-	0.9548	95.48%
CYP1A2 inhibition	-	0.6595	65.95%
CYP2C8 inhibition	-	0.9703	97.03%
CYP inhibitory promiscuity	-	0.8423	84.23%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6456	64.56%
Eye corrosion	+	0.7262	72.62%
Eye irritation	+	0.9941	99.41%
Skin irritation	+	0.9228	92.28%
Skin corrosion	-	0.9232	92.32%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8902	89.02%
Micronuclear	+	0.8340	83.40%
Hepatotoxicity	+	0.8283	82.83%
skin sensitisation	+	0.7011	70.11%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	+	0.5971	59.71%
Acute Oral Toxicity (c)	III	0.7075	70.75%
Estrogen receptor binding	-	0.9386	93.86%
Androgen receptor binding	-	0.8719	87.19%
Thyroid receptor binding	-	0.8592	85.92%
Glucocorticoid receptor binding	-	0.9081	90.81%
Aromatase binding	-	0.8619	86.19%
PPAR gamma	-	0.8649	86.49%
Honey bee toxicity	-	0.9713	97.13%
Biodegradation	+	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.5052	50.52%

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	93.88%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.87%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	88.12%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.36%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.32%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.20%	94.00%

Plants that contains it

• Erigeron annuus
• Erigeron breviscapus
• Parthenium integrifolium
• Pyrola rotundifolia

Cross-Links

• PubChem: 68129
• NPASS: NPC2741
• LOTUS: LTS0122688
• wikiData: Q27270604