(7R,8R)-5-hydroxy-7,8-dimethyl-10-(3-methylbut-2-enyl)-4-phenyl-7,8-dihydropyrano[3,2-g]chromene-2,6-dione

Details

• Internal ID: ba206273-425a-48c2-beb6-73a60d995a64
• Taxonomy: Phenylpropanoids and polyketides > Neoflavonoids > Prenylated neoflavonoids
• IUPAC Name: (7R,8R)-5-hydroxy-7,8-dimethyl-10-(3-methylbut-2-enyl)-4-phenyl-7,8-dihydropyrano[3,2-g]chromene-2,6-dione
• InChI: InChI=1S/C25H24O5/c1-13(2)10-11-17-24-20(18(12-19(26)30-24)16-8-6-5-7-9-16)23(28)21-22(27)14(3)15(4)29-25(17)21/h5-10,12,14-15,28H,11H2,1-4H3/t14-,15-/m1/s1
• InChI Key: LCHRCBXGRPWRBG-HUUCEWRRSA-N
• Popularity: 2 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: 5.70
• Atomic LogP (AlogP): 5.27
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9910	99.10%
Caco-2	+	0.7630	76.30%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8276	82.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7687	76.87%
OATP1B3 inhibitior	+	0.8494	84.94%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8822	88.22%
P-glycoprotein inhibitior	+	0.8470	84.70%
P-glycoprotein substrate	-	0.6559	65.59%
CYP3A4 substrate	+	0.5587	55.87%
CYP2C9 substrate	+	0.8580	85.80%
CYP2D6 substrate	-	0.8541	85.41%
CYP3A4 inhibition	-	0.8738	87.38%
CYP2C9 inhibition	+	0.8236	82.36%
CYP2C19 inhibition	+	0.5223	52.23%
CYP2D6 inhibition	-	0.9145	91.45%
CYP1A2 inhibition	-	0.7941	79.41%
CYP2C8 inhibition	+	0.6263	62.63%
CYP inhibitory promiscuity	+	0.5875	58.75%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.5306	53.06%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.8716	87.16%
Skin irritation	-	0.6971	69.71%
Skin corrosion	-	0.9531	95.31%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3923	39.23%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.7889	78.89%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7755	77.55%
Acute Oral Toxicity (c)	III	0.6262	62.62%
Estrogen receptor binding	+	0.7767	77.67%
Androgen receptor binding	+	0.8413	84.13%
Thyroid receptor binding	-	0.5614	56.14%
Glucocorticoid receptor binding	+	0.7753	77.53%
Aromatase binding	-	0.5157	51.57%
PPAR gamma	+	0.7341	73.41%
Honey bee toxicity	-	0.8192	81.92%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9975	99.75%

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	98.52%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.17%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.27%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.86%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.38%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	89.96%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.66%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	85.06%	91.49%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.06%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.82%	99.17%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.37%	91.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.90%	96.95%

Plants that contains it

• Calophyllum inophyllum

Cross-Links

• PubChem: 21579151
• LOTUS: LTS0140634
• wikiData: Q105149834