(2S)-4-hydroxy-2-(2-hydroxypropan-2-yl)-5-(2-methylpropanoyl)-9-phenyl-2,3-dihydrofuro[2,3-f]chromen-7-one

Details

• Internal ID: 5b5a7618-5e4c-4198-855c-c50bcd95d2f0
• Taxonomy: Phenylpropanoids and polyketides > Neoflavonoids > Prenylated neoflavonoids
• IUPAC Name: (2S)-4-hydroxy-2-(2-hydroxypropan-2-yl)-5-(2-methylpropanoyl)-9-phenyl-2,3-dihydrofuro[2,3-f]chromen-7-one
• InChI: InChI=1S/C24H24O6/c1-12(2)20(26)19-21(27)15-10-16(24(3,4)28)29-22(15)18-14(11-17(25)30-23(18)19)13-8-6-5-7-9-13/h5-9,11-12,16,27-28H,10H2,1-4H3/t16-/m0/s1
• InChI Key: FKONHDPZVQENQZ-INIZCTEOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₄O₆
• Molecular Weight: 408.40 g/mol
• Exact Mass: 408.15728848 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.08
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9810	98.10%
Caco-2	+	0.5070	50.70%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8400	84.00%
OATP2B1 inhibitior	-	0.7184	71.84%
OATP1B1 inhibitior	+	0.8736	87.36%
OATP1B3 inhibitior	+	0.8318	83.18%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6861	68.61%
P-glycoprotein inhibitior	+	0.6586	65.86%
P-glycoprotein substrate	-	0.6722	67.22%
CYP3A4 substrate	+	0.5865	58.65%
CYP2C9 substrate	+	0.8488	84.88%
CYP2D6 substrate	-	0.8539	85.39%
CYP3A4 inhibition	-	0.9080	90.80%
CYP2C9 inhibition	-	0.5912	59.12%
CYP2C19 inhibition	-	0.8197	81.97%
CYP2D6 inhibition	-	0.9362	93.62%
CYP1A2 inhibition	-	0.8574	85.74%
CYP2C8 inhibition	+	0.5416	54.16%
CYP inhibitory promiscuity	-	0.8968	89.68%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4773	47.73%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.7050	70.50%
Skin irritation	-	0.7492	74.92%
Skin corrosion	-	0.9081	90.81%
Ames mutagenesis	-	0.5064	50.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.4633	46.33%
Micronuclear	+	0.5759	57.59%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8598	85.98%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8105	81.05%
Acute Oral Toxicity (c)	III	0.5851	58.51%
Estrogen receptor binding	+	0.8010	80.10%
Androgen receptor binding	+	0.8145	81.45%
Thyroid receptor binding	+	0.6451	64.51%
Glucocorticoid receptor binding	+	0.7310	73.10%
Aromatase binding	+	0.6785	67.85%
PPAR gamma	+	0.8129	81.29%
Honey bee toxicity	-	0.8454	84.54%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9835	98.35%

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	99.42%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.64%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.16%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.12%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.55%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	88.69%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.23%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.69%	99.15%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.93%	93.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.73%	85.14%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.31%	100.00%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.14%	85.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.21%	99.17%

Plants that contains it

• Mammea punctata

Cross-Links

• PubChem: 163027969
• LOTUS: LTS0182935
• wikiData: Q104996720