7,8-Dihydro-8-hydroxy-4-methoxy-7-methyl-5H-furo[2,3-g][2]benzopyran-5-one

Details

• Internal ID: 4454a6e4-bbff-4730-85ed-ed94da351f7d
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: 8-hydroxy-4-methoxy-7-methyl-7,8-dihydrofuro[2,3-g]isochromen-5-one
• SMILES (Canonical): CC1C(C2=CC3=C(C=CO3)C(=C2C(=O)O1)OC)O
• SMILES (Isomeric): CC1C(C2=CC3=C(C=CO3)C(=C2C(=O)O1)OC)O
• InChI: InChI=1S/C13H12O5/c1-6-11(14)8-5-9-7(3-4-17-9)12(16-2)10(8)13(15)18-6/h3-6,11,14H,1-2H3
• InChI Key: FDLXWTAXBWPMFB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₅
• Molecular Weight: 248.23 g/mol
• Exact Mass: 248.06847348 g/mol
• Topological Polar Surface Area (TPSA): 68.90 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.03
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 7,8-Dihydro-8-hydroxy-4-methoxy-7-methyl-5H-furo[2,3-g][2]benzopyran-5-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9743	97.43%
Caco-2	+	0.6318	63.18%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7404	74.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8979	89.79%
OATP1B3 inhibitior	+	0.8833	88.33%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9401	94.01%
P-glycoprotein inhibitior	-	0.8696	86.96%
P-glycoprotein substrate	-	0.8790	87.90%
CYP3A4 substrate	+	0.5374	53.74%
CYP2C9 substrate	-	0.6233	62.33%
CYP2D6 substrate	-	0.8402	84.02%
CYP3A4 inhibition	+	0.5897	58.97%
CYP2C9 inhibition	-	0.7310	73.10%
CYP2C19 inhibition	+	0.7943	79.43%
CYP2D6 inhibition	+	0.5476	54.76%
CYP1A2 inhibition	+	0.8116	81.16%
CYP2C8 inhibition	-	0.6995	69.95%
CYP inhibitory promiscuity	+	0.5713	57.13%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.3950	39.50%
Eye corrosion	-	0.9762	97.62%
Eye irritation	-	0.5221	52.21%
Skin irritation	-	0.6700	67.00%
Skin corrosion	-	0.9783	97.83%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6274	62.74%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.8319	83.19%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9251	92.51%
Acute Oral Toxicity (c)	II	0.6561	65.61%
Estrogen receptor binding	+	0.6111	61.11%
Androgen receptor binding	+	0.6628	66.28%
Thyroid receptor binding	-	0.6183	61.83%
Glucocorticoid receptor binding	-	0.4782	47.82%
Aromatase binding	-	0.5961	59.61%
PPAR gamma	+	0.5206	52.06%
Honey bee toxicity	-	0.8816	88.16%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9204	92.04%

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	98.69%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.65%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.73%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.76%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.55%	89.00%
CHEMBL2581	P07339	Cathepsin D	92.34%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.43%	86.33%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	89.39%	94.03%
CHEMBL2056	P21728	Dopamine D1 receptor	86.12%	91.00%
CHEMBL2535	P11166	Glucose transporter	85.39%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.27%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.14%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.06%	94.45%

Plants that contains it

• Coriandrum sativum

Cross-Links

• PubChem: 131750935
• LOTUS: LTS0096401
• wikiData: Q104993644