8-Benzoyl-5,7-dihydroxy-6-(3-methylbut-2-enyl)-4-phenyl-3,4-dihydrochromen-2-one

Details

• Internal ID: caeda8c8-f98c-49cb-9de1-dc4f4dbaa525
• Taxonomy: Phenylpropanoids and polyketides > Neoflavonoids > Prenylated neoflavonoids
• IUPAC Name: 8-benzoyl-5,7-dihydroxy-6-(3-methylbut-2-enyl)-4-phenyl-3,4-dihydrochromen-2-one
• SMILES (Canonical): CC(=CCC1=C(C2=C(C(=C1O)C(=O)C3=CC=CC=C3)OC(=O)CC2C4=CC=CC=C4)O)C
• SMILES (Isomeric): CC(=CCC1=C(C2=C(C(=C1O)C(=O)C3=CC=CC=C3)OC(=O)CC2C4=CC=CC=C4)O)C
• InChI: InChI=1S/C27H24O5/c1-16(2)13-14-19-25(30)22-20(17-9-5-3-6-10-17)15-21(28)32-27(22)23(26(19)31)24(29)18-11-7-4-8-12-18/h3-13,20,30-31H,14-15H2,1-2H3
• InChI Key: BKIBEPYJFMPNLS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₄O₅
• Molecular Weight: 428.50 g/mol
• Exact Mass: 428.16237386 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 5.28
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9619	96.19%
Caco-2	+	0.6256	62.56%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7760	77.60%
OATP2B1 inhibitior	-	0.7221	72.21%
OATP1B1 inhibitior	+	0.7836	78.36%
OATP1B3 inhibitior	+	0.9280	92.80%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8830	88.30%
P-glycoprotein inhibitior	+	0.7694	76.94%
P-glycoprotein substrate	-	0.7180	71.80%
CYP3A4 substrate	+	0.5240	52.40%
CYP2C9 substrate	+	0.6398	63.98%
CYP2D6 substrate	-	0.8689	86.89%
CYP3A4 inhibition	-	0.7376	73.76%
CYP2C9 inhibition	+	0.8396	83.96%
CYP2C19 inhibition	+	0.5466	54.66%
CYP2D6 inhibition	-	0.7628	76.28%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	+	0.6420	64.20%
CYP inhibitory promiscuity	+	0.7031	70.31%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6429	64.29%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.6694	66.94%
Skin irritation	-	0.7368	73.68%
Skin corrosion	-	0.9194	91.94%
Ames mutagenesis	+	0.6930	69.30%
Human Ether-a-go-go-Related Gene inhibition	+	0.7107	71.07%
Micronuclear	+	0.5359	53.59%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.7936	79.36%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7441	74.41%
Acute Oral Toxicity (c)	I	0.3518	35.18%
Estrogen receptor binding	+	0.6865	68.65%
Androgen receptor binding	+	0.7277	72.77%
Thyroid receptor binding	-	0.5303	53.03%
Glucocorticoid receptor binding	+	0.6734	67.34%
Aromatase binding	-	0.6398	63.98%
PPAR gamma	+	0.8030	80.30%
Honey bee toxicity	-	0.9164	91.64%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9956	99.56%

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	98.77%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	96.90%	90.17%
CHEMBL2581	P07339	Cathepsin D	95.13%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.04%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	91.49%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.35%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.17%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.98%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.54%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.90%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.82%	95.50%
CHEMBL2535	P11166	Glucose transporter	81.59%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.49%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	81.37%	83.82%

Plants that contains it

• Vismia guianensis

Cross-Links

• PubChem: 10071240
• LOTUS: LTS0059660
• wikiData: Q104937602