5,7-Dihydroxy-8-(2-hydroxy-3-methylbut-3-enyl)-6-(2-methylpropanoyl)-4-phenylchromen-2-one

Details

• Internal ID: faa941a5-eecd-4547-b0d8-3a664f05d1e1
• Taxonomy: Phenylpropanoids and polyketides > Neoflavonoids > Prenylated neoflavonoids
• IUPAC Name: 5,7-dihydroxy-8-(2-hydroxy-3-methylbut-3-enyl)-6-(2-methylpropanoyl)-4-phenylchromen-2-one
• InChI: InChI=1S/C24H24O6/c1-12(2)17(25)10-16-22(28)20(21(27)13(3)4)23(29)19-15(11-18(26)30-24(16)19)14-8-6-5-7-9-14/h5-9,11,13,17,25,28-29H,1,10H2,2-4H3
• InChI Key: HUJQDILIRUAUFY-UHFFFAOYSA-N
• Popularity: 1 reference 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): 104.00 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.19
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9820	98.20%
Caco-2	-	0.5885	58.85%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6748	67.48%
OATP2B1 inhibitior	-	0.5705	57.05%
OATP1B1 inhibitior	+	0.7961	79.61%
OATP1B3 inhibitior	+	0.8537	85.37%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6449	64.49%
P-glycoprotein inhibitior	-	0.5336	53.36%
P-glycoprotein substrate	-	0.6677	66.77%
CYP3A4 substrate	+	0.5369	53.69%
CYP2C9 substrate	+	0.8488	84.88%
CYP2D6 substrate	-	0.8606	86.06%
CYP3A4 inhibition	-	0.7665	76.65%
CYP2C9 inhibition	+	0.5278	52.78%
CYP2C19 inhibition	-	0.6043	60.43%
CYP2D6 inhibition	-	0.8571	85.71%
CYP1A2 inhibition	-	0.6637	66.37%
CYP2C8 inhibition	+	0.5744	57.44%
CYP inhibitory promiscuity	-	0.6074	60.74%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6423	64.23%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.8361	83.61%
Skin irritation	-	0.7347	73.47%
Skin corrosion	-	0.9253	92.53%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6528	65.28%
Micronuclear	-	0.5041	50.41%
Hepatotoxicity	-	0.6091	60.91%
skin sensitisation	-	0.7386	73.86%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6571	65.71%
Acute Oral Toxicity (c)	III	0.5447	54.47%
Estrogen receptor binding	+	0.6653	66.53%
Androgen receptor binding	+	0.7820	78.20%
Thyroid receptor binding	+	0.5686	56.86%
Glucocorticoid receptor binding	+	0.7619	76.19%
Aromatase binding	+	0.5186	51.86%
PPAR gamma	+	0.7878	78.78%
Honey bee toxicity	-	0.8337	83.37%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9967	99.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.40%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.10%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.34%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	93.03%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.96%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.39%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	87.40%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.92%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.72%	99.15%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.69%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.41%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.98%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.81%	96.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.50%	94.00%

Plants that contains it

• Calophyllum dispar

Cross-Links

• PubChem: 10250877
• LOTUS: LTS0199915
• wikiData: Q105033815