2,4-Dihydroxy-2,5-dimethyl-3(2H)-furanone

Details

• Internal ID: fa90ac0c-bd48-47f4-8ea2-0d6ebae3c761
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones
• IUPAC Name: 2,4-dihydroxy-2,5-dimethylfuran-3-one
• SMILES (Canonical): CC1=C(C(=O)C(O1)(C)O)O
• SMILES (Isomeric): CC1=C(C(=O)C(O1)(C)O)O
• InChI: InChI=1S/C6H8O4/c1-3-4(7)5(8)6(2,9)10-3/h7,9H,1-2H3
• InChI Key: GMQUMWVEWMCMOQ-UHFFFAOYSA-N
• Popularity: 11 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₈O₄
• Molecular Weight: 144.12 g/mol
• Exact Mass: 144.04225873 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.08
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• 2,4-Dihydroxy-2,5-dimethyl-3(2H)-furan-3-one
• 10230-62-3
• 2,4-dihydroxy-2,5-dimethylfuran-3-one
• 2,4-Dihydroxy-2,5-dimethylfuran-3(2H)-one
• SCHEMBL17143362
• GMQUMWVEWMCMOQ-UHFFFAOYSA-N
• 2,4-Dihydroxy-2,5-dimethyl-3-furanon
• 2,5-Dimethyl-2,4-dihydroxy-3(2H)-furanone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8119	81.19%
Caco-2	-	0.5316	53.16%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6707	67.07%
OATP2B1 inhibitior	-	0.8663	86.63%
OATP1B1 inhibitior	+	0.9246	92.46%
OATP1B3 inhibitior	+	0.9541	95.41%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9217	92.17%
P-glycoprotein inhibitior	-	0.9724	97.24%
P-glycoprotein substrate	-	0.9828	98.28%
CYP3A4 substrate	-	0.5648	56.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8749	87.49%
CYP3A4 inhibition	-	0.9097	90.97%
CYP2C9 inhibition	-	0.9290	92.90%
CYP2C19 inhibition	-	0.8912	89.12%
CYP2D6 inhibition	-	0.9589	95.89%
CYP1A2 inhibition	-	0.8239	82.39%
CYP2C8 inhibition	-	0.9552	95.52%
CYP inhibitory promiscuity	-	0.7581	75.81%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9128	91.28%
Carcinogenicity (trinary)	Non-required	0.4751	47.51%
Eye corrosion	-	0.8943	89.43%
Eye irritation	+	0.7406	74.06%
Skin irritation	-	0.5257	52.57%
Skin corrosion	-	0.8335	83.35%
Ames mutagenesis	-	0.6182	61.82%
Human Ether-a-go-go-Related Gene inhibition	-	0.7823	78.23%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.6492	64.92%
skin sensitisation	-	0.7389	73.89%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.8575	85.75%
Acute Oral Toxicity (c)	III	0.4715	47.15%
Estrogen receptor binding	-	0.8873	88.73%
Androgen receptor binding	-	0.8557	85.57%
Thyroid receptor binding	-	0.5964	59.64%
Glucocorticoid receptor binding	-	0.8888	88.88%
Aromatase binding	-	0.8003	80.03%
PPAR gamma	-	0.7797	77.97%
Honey bee toxicity	-	0.9861	98.61%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.7085	70.85%

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	91.20%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.99%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.36%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	83.12%	83.82%
CHEMBL1871	P10275	Androgen Receptor	80.91%	96.43%

Plants that contains it

• Crocus sativus

Cross-Links

• PubChem: 538757
• NPASS: NPC302481