(8R,9R)-8-benzyl-5,8,9-trihydroxy-6-methyl-4-phenyl-9H-furo[2,3-h]chromen-2-one

Details

• Internal ID: 338b58ec-40c6-4f5a-98b8-4c235366fe37
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: (8R,9R)-8-benzyl-5,8,9-trihydroxy-6-methyl-4-phenyl-9H-furo[2,3-h]chromen-2-one
• InChI: InChI=1S/C25H20O6/c1-14-21(27)19-17(16-10-6-3-7-11-16)12-18(26)30-23(19)20-22(14)31-25(29,24(20)28)13-15-8-4-2-5-9-15/h2-12,24,27-29H,13H2,1H3/t24-,25-/m1/s1
• InChI Key: MVZOBERUULSCEN-JWQCQUIFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₀O₆
• Molecular Weight: 416.40 g/mol
• Exact Mass: 416.12598835 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.83
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9265	92.65%
Caco-2	-	0.7620	76.20%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8263	82.63%
OATP2B1 inhibitior	-	0.5767	57.67%
OATP1B1 inhibitior	+	0.7971	79.71%
OATP1B3 inhibitior	+	0.8822	88.22%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5122	51.22%
P-glycoprotein inhibitior	+	0.7249	72.49%
P-glycoprotein substrate	-	0.6315	63.15%
CYP3A4 substrate	+	0.6041	60.41%
CYP2C9 substrate	-	0.5914	59.14%
CYP2D6 substrate	-	0.8188	81.88%
CYP3A4 inhibition	-	0.8529	85.29%
CYP2C9 inhibition	-	0.7498	74.98%
CYP2C19 inhibition	-	0.7587	75.87%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	-	0.9084	90.84%
CYP2C8 inhibition	+	0.7860	78.60%
CYP inhibitory promiscuity	-	0.9043	90.43%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4524	45.24%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.8315	83.15%
Skin irritation	-	0.6890	68.90%
Skin corrosion	-	0.9329	93.29%
Ames mutagenesis	+	0.5199	51.99%
Human Ether-a-go-go-Related Gene inhibition	+	0.7585	75.85%
Micronuclear	+	0.8118	81.18%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8383	83.83%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.8340	83.40%
Acute Oral Toxicity (c)	III	0.4374	43.74%
Estrogen receptor binding	+	0.7956	79.56%
Androgen receptor binding	+	0.8695	86.95%
Thyroid receptor binding	+	0.6471	64.71%
Glucocorticoid receptor binding	+	0.8125	81.25%
Aromatase binding	+	0.5792	57.92%
PPAR gamma	+	0.7736	77.36%
Honey bee toxicity	-	0.8424	84.24%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9109	91.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.17%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.95%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.61%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.05%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.91%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.93%	86.33%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	88.08%	91.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.01%	95.50%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	85.31%	85.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.30%	96.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.35%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.32%	99.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.69%	94.62%

Plants that contains it

• Cyclosorus interruptus

Cross-Links

• PubChem: 10409650
• LOTUS: LTS0094363
• wikiData: Q105173463