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

Details

• Internal ID: 2056b10e-31ff-404a-8da3-bfb70b77a099
• Taxonomy: Phenylpropanoids and polyketides > Neoflavonoids > Prenylated neoflavonoids
• IUPAC Name: 8-butanoyl-5,7-dihydroxy-6-(2-hydroxy-3-methylbut-3-enyl)-4-phenylchromen-2-one
• InChI: InChI=1S/C24H24O6/c1-4-8-17(25)21-23(29)16(11-18(26)13(2)3)22(28)20-15(12-19(27)30-24(20)21)14-9-6-5-7-10-14/h5-7,9-10,12,18,26,28-29H,2,4,8,11H2,1,3H3
• InChI Key: XSNRTHHONWPPCD-UHFFFAOYSA-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): 104.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.33
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9565	95.65%
Caco-2	-	0.6831	68.31%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6769	67.69%
OATP2B1 inhibitior	+	0.5671	56.71%
OATP1B1 inhibitior	+	0.7872	78.72%
OATP1B3 inhibitior	+	0.9188	91.88%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8278	82.78%
P-glycoprotein inhibitior	+	0.6355	63.55%
P-glycoprotein substrate	-	0.5774	57.74%
CYP3A4 substrate	+	0.5567	55.67%
CYP2C9 substrate	+	0.8340	83.40%
CYP2D6 substrate	-	0.8601	86.01%
CYP3A4 inhibition	+	0.6494	64.94%
CYP2C9 inhibition	-	0.6314	63.14%
CYP2C19 inhibition	-	0.6663	66.63%
CYP2D6 inhibition	-	0.8482	84.82%
CYP1A2 inhibition	-	0.6169	61.69%
CYP2C8 inhibition	+	0.6952	69.52%
CYP inhibitory promiscuity	-	0.5386	53.86%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6834	68.34%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.8005	80.05%
Skin irritation	-	0.7263	72.63%
Skin corrosion	-	0.8935	89.35%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7372	73.72%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.7963	79.63%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.8155	81.55%
Acute Oral Toxicity (c)	I	0.4181	41.81%
Estrogen receptor binding	+	0.6469	64.69%
Androgen receptor binding	+	0.7417	74.17%
Thyroid receptor binding	-	0.5588	55.88%
Glucocorticoid receptor binding	+	0.7380	73.80%
Aromatase binding	+	0.6148	61.48%
PPAR gamma	+	0.8581	85.81%
Honey bee toxicity	-	0.8569	85.69%
Biodegradation	-	1.0000	100.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.68%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.90%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.54%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.94%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.05%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.19%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.19%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.40%	99.23%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.23%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	85.08%	94.73%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.66%	97.21%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	84.57%	92.08%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.58%	89.34%
CHEMBL1951	P21397	Monoamine oxidase A	81.06%	91.49%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	80.50%	92.29%

Plants that contains it

• Kayea racemosa

Cross-Links

• PubChem: 15407043
• LOTUS: LTS0221979
• wikiData: Q105341130