5-Hydroxy-2,2-dimethyl-6-(2-methylbutanoyl)-10-phenylpyrano[2,3-f]chromen-8-one

Details

• Internal ID: be908a07-1532-4772-a8bf-23dc316e9db0
• Taxonomy: Phenylpropanoids and polyketides > Neoflavonoids > Prenylated neoflavonoids
• IUPAC Name: 5-hydroxy-2,2-dimethyl-6-(2-methylbutanoyl)-10-phenylpyrano[2,3-f]chromen-8-one
• InChI: InChI=1S/C25H24O5/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/h6-14,28H,5H2,1-4H3
• InChI Key: MIXHWJJKSJFGCZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₄O₅
• Molecular Weight: 404.50 g/mol
• Exact Mass: 404.16237386 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 5.58
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9856	98.56%
Caco-2	+	0.6929	69.29%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7504	75.04%
OATP2B1 inhibitior	-	0.8605	86.05%
OATP1B1 inhibitior	+	0.7747	77.47%
OATP1B3 inhibitior	+	0.9202	92.02%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9734	97.34%
P-glycoprotein inhibitior	+	0.7999	79.99%
P-glycoprotein substrate	-	0.5487	54.87%
CYP3A4 substrate	+	0.5771	57.71%
CYP2C9 substrate	+	0.8367	83.67%
CYP2D6 substrate	-	0.8589	85.89%
CYP3A4 inhibition	-	0.8088	80.88%
CYP2C9 inhibition	+	0.7572	75.72%
CYP2C19 inhibition	-	0.6667	66.67%
CYP2D6 inhibition	-	0.9554	95.54%
CYP1A2 inhibition	-	0.8835	88.35%
CYP2C8 inhibition	+	0.6864	68.64%
CYP inhibitory promiscuity	-	0.6748	67.48%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.4910	49.10%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.7069	70.69%
Skin irritation	-	0.7773	77.73%
Skin corrosion	-	0.9354	93.54%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6835	68.35%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.5064	50.64%
skin sensitisation	-	0.8109	81.09%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8930	89.30%
Acute Oral Toxicity (c)	III	0.5282	52.82%
Estrogen receptor binding	+	0.8793	87.93%
Androgen receptor binding	+	0.8581	85.81%
Thyroid receptor binding	+	0.6470	64.70%
Glucocorticoid receptor binding	+	0.8389	83.89%
Aromatase binding	+	0.7742	77.42%
PPAR gamma	+	0.8443	84.43%
Honey bee toxicity	-	0.8962	89.62%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9973	99.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.20%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.75%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.40%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.87%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.59%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.03%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.78%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	88.43%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.05%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.59%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	81.91%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.37%	94.00%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	80.63%	89.23%

Plants that contains it

• Calophyllum inophyllum

Cross-Links

• PubChem: 12314461
• NPASS: NPC151220