2(5H)-Furanone, 4-(hydroxymethyl)-

Details

• Internal ID: b8f41ce4-bb37-45ea-b12a-c3424aea31a9
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: 3-(hydroxymethyl)-2H-furan-5-one
• SMILES (Canonical): C1C(=CC(=O)O1)CO
• SMILES (Isomeric): C1C(=CC(=O)O1)CO
• InChI: InChI=1S/C5H6O3/c6-2-4-1-5(7)8-3-4/h1,6H,2-3H2
• InChI Key: CHSMEYAHRFTDFX-UHFFFAOYSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅H₆O₃
• Molecular Weight: 114.10 g/mol
• Exact Mass: 114.031694049 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -0.54
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 2(5H)-Furanone, 4-(hydroxymethyl)-
• 4-(hydroxymethyl)furan-2(5h)-one
• 4-hydroxymethyl-5h-furan-2-one
• 3-(hydroxymethyl)-2H-furan-5-one
• 4-(hydroxymethyl)-2,5-dihydrofuran-2-one
• 4-(hydroxymethyl)-2(5H)-Furanone
• Siphonodin
• T8RNT3YL82
• SCHEMBL420617
• 4-hydroxymethylfuran-2(5h)-one
• DTXSID60230780
• 4-(Hydroxymethyl)5H-furan-2-one
• MFCD20484654
• AKOS023600246
• SB38848
• CS-0268577
• FT-0686820
• EN300-141146
• F2147-2092
• Z1486015893

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9868	98.68%
Caco-2	+	0.7057	70.57%
Blood Brain Barrier	+	0.6678	66.78%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6390	63.90%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.9652	96.52%
OATP1B3 inhibitior	+	0.9549	95.49%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9299	92.99%
P-glycoprotein inhibitior	-	0.9887	98.87%
P-glycoprotein substrate	-	0.9705	97.05%
CYP3A4 substrate	-	0.7377	73.77%
CYP2C9 substrate	-	0.6420	64.20%
CYP2D6 substrate	-	0.8992	89.92%
CYP3A4 inhibition	-	0.9696	96.96%
CYP2C9 inhibition	-	0.8996	89.96%
CYP2C19 inhibition	-	0.8180	81.80%
CYP2D6 inhibition	-	0.9402	94.02%
CYP1A2 inhibition	-	0.8044	80.44%
CYP2C8 inhibition	-	0.9914	99.14%
CYP inhibitory promiscuity	-	0.8946	89.46%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8828	88.28%
Carcinogenicity (trinary)	Non-required	0.5112	51.12%
Eye corrosion	+	0.4917	49.17%
Eye irritation	+	0.9860	98.60%
Skin irritation	+	0.5835	58.35%
Skin corrosion	-	0.6320	63.20%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8444	84.44%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.7620	76.20%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.5462	54.62%
Acute Oral Toxicity (c)	III	0.6549	65.49%
Estrogen receptor binding	-	0.8540	85.40%
Androgen receptor binding	-	0.7650	76.50%
Thyroid receptor binding	-	0.9086	90.86%
Glucocorticoid receptor binding	-	0.7699	76.99%
Aromatase binding	-	0.8292	82.92%
PPAR gamma	-	0.7975	79.75%
Honey bee toxicity	-	0.9560	95.60%
Biodegradation	+	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	-	0.4639	46.39%

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	95.03%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.42%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.23%	98.95%

Plants that contains it

• Actiniopteris australis
• Canarium album
• Clematis hexapetala
• Hemsleya ellipsoidea
• Ilex hainanensis
• Melicope durifolia
• Morus rubra
• Nephelium lappaceum
• Plinia cauliflora
• Sideritis nutans
• Stenomesson miniatum
• Uncaria guianensis
• Xylopia brasiliensis

Cross-Links

• PubChem: 157706
• NPASS: NPC4103
• LOTUS: LTS0249193
• wikiData: Q83111493