5-Hydroxy-6-(2-methylbutanoyl)-4-phenylfuro[2,3-h]chromen-2-one

Details

• Internal ID: 05992e95-ed1f-43e9-bf81-3b83b911fb16
• Taxonomy: Phenylpropanoids and polyketides > Neoflavonoids > Neoflavones
• IUPAC Name: 5-hydroxy-6-(2-methylbutanoyl)-4-phenylfuro[2,3-h]chromen-2-one
• SMILES (Canonical): CCC(C)C(=O)C1=C2C(=C3C(=C1O)C(=CC(=O)O3)C4=CC=CC=C4)C=CO2
• SMILES (Isomeric): CCC(C)C(=O)C1=C2C(=C3C(=C1O)C(=CC(=O)O3)C4=CC=CC=C4)C=CO2
• InChI: InChI=1S/C22H18O5/c1-3-12(2)19(24)18-20(25)17-15(13-7-5-4-6-8-13)11-16(23)27-22(17)14-9-10-26-21(14)18/h4-12,25H,3H2,1-2H3
• InChI Key: JAUBTGXMJPQEII-UHFFFAOYSA-N
• Popularity: 0 references 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: 4.80
• 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	+	0.9826	98.26%
Caco-2	+	0.7326	73.26%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7691	76.91%
OATP2B1 inhibitior	-	0.7253	72.53%
OATP1B1 inhibitior	+	0.7886	78.86%
OATP1B3 inhibitior	+	0.8874	88.74%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8989	89.89%
P-glycoprotein inhibitior	+	0.6448	64.48%
P-glycoprotein substrate	-	0.6190	61.90%
CYP3A4 substrate	-	0.5104	51.04%
CYP2C9 substrate	+	1.0000	100.00%
CYP2D6 substrate	-	0.8613	86.13%
CYP3A4 inhibition	-	0.8574	85.74%
CYP2C9 inhibition	+	0.9031	90.31%
CYP2C19 inhibition	+	0.5433	54.33%
CYP2D6 inhibition	-	0.9449	94.49%
CYP1A2 inhibition	+	0.5092	50.92%
CYP2C8 inhibition	+	0.7056	70.56%
CYP inhibitory promiscuity	-	0.6458	64.58%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4844	48.44%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9344	93.44%
Skin irritation	-	0.7403	74.03%
Skin corrosion	-	0.9414	94.14%
Ames mutagenesis	+	0.5036	50.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7249	72.49%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.5534	55.34%
skin sensitisation	-	0.8504	85.04%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.8436	84.36%
Acute Oral Toxicity (c)	II	0.5085	50.85%
Estrogen receptor binding	+	0.8689	86.89%
Androgen receptor binding	+	0.8982	89.82%
Thyroid receptor binding	+	0.5157	51.57%
Glucocorticoid receptor binding	+	0.8030	80.30%
Aromatase binding	+	0.7180	71.80%
PPAR gamma	+	0.8393	83.93%
Honey bee toxicity	-	0.9124	91.24%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9932	99.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.22%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.24%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.86%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.69%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.82%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.05%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.04%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.97%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.31%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.23%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	84.09%	94.73%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	83.49%	100.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.43%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.05%	96.09%

Plants that contains it

• Calophyllum dispar

Cross-Links

• PubChem: 21592417
• LOTUS: LTS0051550
• wikiData: Q105124074