5-hydroxy-2,2-dimethyl-6-[(E)-2-methylbut-2-enoyl]-10-phenyl-pyrano[2,3-f]chromen-8-one

Details

• Internal ID: e4b6436c-1bf6-4fa0-b447-ce7cdc654e04
• Taxonomy: Phenylpropanoids and polyketides > Neoflavonoids > Prenylated neoflavonoids
• IUPAC Name: 5-hydroxy-2,2-dimethyl-6-[(E)-2-methylbut-2-enoyl]-10-phenylpyrano[2,3-f]chromen-8-one
• InChI: InChI=1S/C25H22O5/c1-5-14(2)21(27)20-22(28)16-11-12-25(3,4)30-23(16)19-17(13-18(26)29-24(19)20)15-9-7-6-8-10-15/h5-13,28H,1-4H3/b14-5+
• InChI Key: FJRAMOHKDFZZBL-LHHJGKSTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₂O₅
• Molecular Weight: 402.40 g/mol
• Exact Mass: 402.14672380 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 5.50
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• NSC-692284
• 5-hydroxy-2,2-dimethyl-6-[(E)-2-methylbut-2-enoyl]-10-phenyl-pyrano[2,3-f]chromen-8-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9892	98.92%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8429	84.29%
OATP2B1 inhibitior	-	0.5830	58.30%
OATP1B1 inhibitior	+	0.8344	83.44%
OATP1B3 inhibitior	+	0.9210	92.10%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9319	93.19%
P-glycoprotein inhibitior	+	0.8279	82.79%
P-glycoprotein substrate	-	0.6100	61.00%
CYP3A4 substrate	+	0.6060	60.60%
CYP2C9 substrate	+	0.6219	62.19%
CYP2D6 substrate	-	0.8703	87.03%
CYP3A4 inhibition	-	0.6901	69.01%
CYP2C9 inhibition	+	0.8139	81.39%
CYP2C19 inhibition	+	0.5933	59.33%
CYP2D6 inhibition	-	0.9443	94.43%
CYP1A2 inhibition	-	0.9006	90.06%
CYP2C8 inhibition	+	0.7210	72.10%
CYP inhibitory promiscuity	-	0.5287	52.87%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9713	97.13%
Carcinogenicity (trinary)	Danger	0.4943	49.43%
Eye corrosion	-	0.9920	99.20%
Eye irritation	+	0.5474	54.74%
Skin irritation	-	0.6841	68.41%
Skin corrosion	-	0.9526	95.26%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4201	42.01%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.5652	56.52%
skin sensitisation	-	0.7820	78.20%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8965	89.65%
Acute Oral Toxicity (c)	III	0.6325	63.25%
Estrogen receptor binding	+	0.8851	88.51%
Androgen receptor binding	+	0.8706	87.06%
Thyroid receptor binding	+	0.6875	68.75%
Glucocorticoid receptor binding	+	0.7956	79.56%
Aromatase binding	+	0.7382	73.82%
PPAR gamma	+	0.7356	73.56%
Honey bee toxicity	-	0.8729	87.29%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9955	99.55%

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	99.59%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.47%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.70%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.27%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.75%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.34%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.41%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.84%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	84.77%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.59%	96.09%

Plants that contains it

• Calophyllum inophyllum

Cross-Links

• PubChem: 6475630
• NPASS: NPC290280