4-Hydroxy-5-(3-methylbutanoyl)-9-phenylfuro[2,3-f]chromen-7-one

Details

• Internal ID: e6ae2232-dd81-4f26-a3a7-9153b3c392a2
• Taxonomy: Phenylpropanoids and polyketides > Neoflavonoids > Prenylated neoflavonoids
• IUPAC Name: 4-hydroxy-5-(3-methylbutanoyl)-9-phenylfuro[2,3-f]chromen-7-one
• SMILES (Canonical): CC(C)CC(=O)C1=C2C(=C3C(=C1O)C=CO3)C(=CC(=O)O2)C4=CC=CC=C4
• SMILES (Isomeric): CC(C)CC(=O)C1=C2C(=C3C(=C1O)C=CO3)C(=CC(=O)O2)C4=CC=CC=C4
• InChI: InChI=1S/C22H18O5/c1-12(2)10-16(23)19-20(25)14-8-9-26-21(14)18-15(11-17(24)27-22(18)19)13-6-4-3-5-7-13/h3-9,11-12,25H,10H2,1-2H3
• InChI Key: DCOPSDSASCGVRJ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₁₈O₅
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.11542367 g/mol
• Topological Polar Surface Area (TPSA): 76.70 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 5.14
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9610	96.10%
Caco-2	+	0.6422	64.22%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8382	83.82%
OATP2B1 inhibitior	-	0.7267	72.67%
OATP1B1 inhibitior	+	0.7462	74.62%
OATP1B3 inhibitior	+	0.9150	91.50%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7388	73.88%
P-glycoprotein inhibitior	+	0.6744	67.44%
P-glycoprotein substrate	-	0.6833	68.33%
CYP3A4 substrate	+	0.5112	51.12%
CYP2C9 substrate	+	1.0000	100.00%
CYP2D6 substrate	-	0.8613	86.13%
CYP3A4 inhibition	-	0.8168	81.68%
CYP2C9 inhibition	+	0.9129	91.29%
CYP2C19 inhibition	-	0.6213	62.13%
CYP2D6 inhibition	-	0.8678	86.78%
CYP1A2 inhibition	-	0.7495	74.95%
CYP2C8 inhibition	+	0.5384	53.84%
CYP inhibitory promiscuity	-	0.6789	67.89%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4661	46.61%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.8494	84.94%
Skin irritation	-	0.7770	77.70%
Skin corrosion	-	0.9366	93.66%
Ames mutagenesis	+	0.5336	53.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.4474	44.74%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.5909	59.09%
skin sensitisation	-	0.8541	85.41%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7254	72.54%
Acute Oral Toxicity (c)	I	0.6637	66.37%
Estrogen receptor binding	+	0.7500	75.00%
Androgen receptor binding	+	0.8916	89.16%
Thyroid receptor binding	-	0.5398	53.98%
Glucocorticoid receptor binding	+	0.7571	75.71%
Aromatase binding	+	0.6763	67.63%
PPAR gamma	+	0.7927	79.27%
Honey bee toxicity	-	0.8868	88.68%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9875	98.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.26%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.74%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.57%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.13%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.45%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.40%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.33%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.66%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.57%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	84.35%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.30%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.33%	94.00%

Plants that contains it

• Calophyllum dispar

Cross-Links

• PubChem: 10959387
• LOTUS: LTS0179434
• wikiData: Q104975751