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

Details

• Internal ID: ea483f5d-eae1-4c40-be40-a02c1957a6c0
• Taxonomy: Phenylpropanoids and polyketides > Neoflavonoids > Prenylated neoflavonoids
• IUPAC Name: 6-butanoyl-5,7-dihydroxy-8-(2-hydroxy-3-methylbut-3-enyl)-4-phenylchromen-2-one
• SMILES (Canonical): CCCC(=O)C1=C(C2=C(C(=C1O)CC(C(=C)C)O)OC(=O)C=C2C3=CC=CC=C3)O
• SMILES (Isomeric): CCCC(=O)C1=C(C2=C(C(=C1O)CC(C(=C)C)O)OC(=O)C=C2C3=CC=CC=C3)O
• InChI: InChI=1S/C24H24O6/c1-4-8-17(25)21-22(28)16(11-18(26)13(2)3)24-20(23(21)29)15(12-19(27)30-24)14-9-6-5-7-10-14/h5-7,9-10,12,18,26,28-29H,2,4,8,11H2,1,3H3
• InChI Key: FFAHYNUSDBSEHW-UHFFFAOYSA-N
• Popularity: 3 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	-	0.7156	71.56%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6769	67.69%
OATP2B1 inhibitior	+	0.5666	56.66%
OATP1B1 inhibitior	+	0.7650	76.50%
OATP1B3 inhibitior	+	0.9188	91.88%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8147	81.47%
P-glycoprotein inhibitior	-	0.4387	43.87%
P-glycoprotein substrate	-	0.5722	57.22%
CYP3A4 substrate	+	0.5513	55.13%
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	+	0.7185	71.85%
CYP inhibitory promiscuity	-	0.5386	53.86%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6834	68.34%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.8117	81.17%
Skin irritation	-	0.7263	72.63%
Skin corrosion	-	0.8935	89.35%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7317	73.17%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.5125	51.25%
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	-	0.7172	71.72%
Acute Oral Toxicity (c)	I	0.4181	41.81%
Estrogen receptor binding	+	0.7289	72.89%
Androgen receptor binding	+	0.7496	74.96%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6927	69.27%
Aromatase binding	+	0.5823	58.23%
PPAR gamma	+	0.8593	85.93%
Honey bee toxicity	-	0.8527	85.27%
Biodegradation	-	1.0000	100.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
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	99.55%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.90%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.87%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.40%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.05%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.31%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.11%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.58%	95.50%
CHEMBL1951	P21397	Monoamine oxidase A	88.45%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.33%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	84.80%	94.73%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	84.45%	92.08%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.99%	97.21%

Plants that contains it

• Bauhinia racemosa
• Mesua racemosa
• Stemona collinsae

Cross-Links

• PubChem: 5320883
• LOTUS: LTS0265048
• wikiData: Q104994312