3-Hydroxy-9-methyl-2-prop-1-en-2-yl-2,3-dihydrofuro[3,2-c]chromen-4-one

Details

• Internal ID: a97c0aee-d429-4deb-ad33-1813f11556ab
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Angular furanocoumarins
• IUPAC Name: 3-hydroxy-9-methyl-2-prop-1-en-2-yl-2,3-dihydrofuro[3,2-c]chromen-4-one
• SMILES (Canonical): CC1=C2C(=CC=C1)OC(=O)C3=C2OC(C3O)C(=C)C
• SMILES (Isomeric): CC1=C2C(=CC=C1)OC(=O)C3=C2OC(C3O)C(=C)C
• InChI: InChI=1S/C15H14O4/c1-7(2)13-12(16)11-14(19-13)10-8(3)5-4-6-9(10)18-15(11)17/h4-6,12-13,16H,1H2,2-3H3
• InChI Key: OIHYWGWAYOXSRB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₄
• Molecular Weight: 258.27 g/mol
• Exact Mass: 258.08920892 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.47
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9889	98.89%
Caco-2	+	0.7441	74.41%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7453	74.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9118	91.18%
OATP1B3 inhibitior	+	0.9187	91.87%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8063	80.63%
P-glycoprotein inhibitior	-	0.7547	75.47%
P-glycoprotein substrate	-	0.7940	79.40%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.6562	65.62%
CYP2D6 substrate	-	0.8289	82.89%
CYP3A4 inhibition	+	0.7625	76.25%
CYP2C9 inhibition	+	0.5151	51.51%
CYP2C19 inhibition	+	0.8142	81.42%
CYP2D6 inhibition	-	0.8470	84.70%
CYP1A2 inhibition	+	0.6803	68.03%
CYP2C8 inhibition	-	0.9006	90.06%
CYP inhibitory promiscuity	+	0.7223	72.23%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Danger	0.4574	45.74%
Eye corrosion	-	0.9849	98.49%
Eye irritation	+	0.6547	65.47%
Skin irritation	-	0.5847	58.47%
Skin corrosion	-	0.9511	95.11%
Ames mutagenesis	+	0.6353	63.53%
Human Ether-a-go-go-Related Gene inhibition	-	0.6701	67.01%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	+	0.6051	60.51%
skin sensitisation	-	0.5568	55.68%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.5788	57.88%
Acute Oral Toxicity (c)	II	0.6196	61.96%
Estrogen receptor binding	+	0.5985	59.85%
Androgen receptor binding	-	0.5262	52.62%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6456	64.56%
Aromatase binding	+	0.6547	65.47%
PPAR gamma	+	0.6944	69.44%
Honey bee toxicity	-	0.8500	85.00%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9942	99.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3401	O75469	Pregnane X receptor	94.89%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.26%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.53%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.32%	89.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	90.90%	93.65%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.47%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.42%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	85.46%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.06%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.29%	86.33%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	80.26%	96.39%

Plants that contains it

• Ekebergia pterophylla

Cross-Links

• PubChem: 15838084
• LOTUS: LTS0187866
• wikiData: Q105192517