2(5H)-Furanone, 5-hydroxy-4-(7-hydroxy-2H-1-benzopyran-3-yl)-5-methyl-

Details

• Internal ID: ebc1c7c8-daaf-475c-9954-ede0e8a2a16e
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
• IUPAC Name: 5-hydroxy-4-(7-hydroxy-2H-chromen-3-yl)-5-methylfuran-2-one
• SMILES (Canonical): CC1(C(=CC(=O)O1)C2=CC3=C(C=C(C=C3)O)OC2)O
• SMILES (Isomeric): CC1(C(=CC(=O)O1)C2=CC3=C(C=C(C=C3)O)OC2)O
• InChI: InChI=1S/C14H12O5/c1-14(17)11(6-13(16)19-14)9-4-8-2-3-10(15)5-12(8)18-7-9/h2-6,15,17H,7H2,1H3
• InChI Key: KRSPJKTYTOMLFY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂O₅
• Molecular Weight: 260.24 g/mol
• Exact Mass: 260.06847348 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.36
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 2(5H)-Furanone, 5-hydroxy-4-(7-hydroxy-2H-1-benzopyran-3-yl)-5-methyl-
• 147838-41-3

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9767	97.67%
Caco-2	+	0.8415	84.15%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8805	88.05%
OATP2B1 inhibitior	-	0.8610	86.10%
OATP1B1 inhibitior	+	0.8749	87.49%
OATP1B3 inhibitior	+	0.9560	95.60%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.4886	48.86%
P-glycoprotein inhibitior	-	0.9693	96.93%
P-glycoprotein substrate	-	0.7255	72.55%
CYP3A4 substrate	+	0.5623	56.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8552	85.52%
CYP3A4 inhibition	-	0.5630	56.30%
CYP2C9 inhibition	+	0.9353	93.53%
CYP2C19 inhibition	+	0.7909	79.09%
CYP2D6 inhibition	-	0.8556	85.56%
CYP1A2 inhibition	+	0.6867	68.67%
CYP2C8 inhibition	-	0.6426	64.26%
CYP inhibitory promiscuity	+	0.8749	87.49%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4357	43.57%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.5236	52.36%
Skin irritation	-	0.6613	66.13%
Skin corrosion	-	0.9389	93.89%
Ames mutagenesis	-	0.5670	56.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5957	59.57%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.7660	76.60%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.7216	72.16%
Acute Oral Toxicity (c)	I	0.4556	45.56%
Estrogen receptor binding	+	0.6377	63.77%
Androgen receptor binding	+	0.6956	69.56%
Thyroid receptor binding	+	0.6956	69.56%
Glucocorticoid receptor binding	+	0.8160	81.60%
Aromatase binding	+	0.9033	90.33%
PPAR gamma	+	0.5340	53.40%
Honey bee toxicity	-	0.9241	92.41%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9818	98.18%

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	98.64%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.24%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.74%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.10%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	90.66%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.34%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.93%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.63%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.41%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.69%	96.09%
CHEMBL4208	P20618	Proteasome component C5	82.39%	90.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.99%	94.80%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.34%	99.23%

Plants that contains it

• Trifolium pratense

Cross-Links

• PubChem: 101641112
• LOTUS: LTS0251087
• wikiData: Q105145198