(8S)-8-benzyl-5,8-dihydroxy-6-methyl-4-phenylfuro[2,3-h]chromene-2,9-dione

Details

• Internal ID: 12763698-d2fc-460d-acfe-ee21a86c2a84
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: (8S)-8-benzyl-5,8-dihydroxy-6-methyl-4-phenylfuro[2,3-h]chromene-2,9-dione
• InChI: InChI=1S/C25H18O6/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/h2-12,27,29H,13H2,1H3/t25-/m0/s1
• InChI Key: YICIIZDXYKQWHP-VWLOTQADSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₁₈O₆
• Molecular Weight: 414.40 g/mol
• Exact Mass: 414.11033829 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.98
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9348	93.48%
Caco-2	-	0.7692	76.92%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8425	84.25%
OATP2B1 inhibitior	-	0.5772	57.72%
OATP1B1 inhibitior	+	0.7886	78.86%
OATP1B3 inhibitior	+	0.8672	86.72%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6631	66.31%
P-glycoprotein inhibitior	+	0.6860	68.60%
P-glycoprotein substrate	-	0.7389	73.89%
CYP3A4 substrate	+	0.5699	56.99%
CYP2C9 substrate	+	0.6202	62.02%
CYP2D6 substrate	-	0.8462	84.62%
CYP3A4 inhibition	-	0.8312	83.12%
CYP2C9 inhibition	+	0.5330	53.30%
CYP2C19 inhibition	-	0.8458	84.58%
CYP2D6 inhibition	-	0.9453	94.53%
CYP1A2 inhibition	-	0.9275	92.75%
CYP2C8 inhibition	+	0.8265	82.65%
CYP inhibitory promiscuity	-	0.8539	85.39%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4020	40.20%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.7919	79.19%
Skin irritation	-	0.6959	69.59%
Skin corrosion	-	0.9250	92.50%
Ames mutagenesis	+	0.5536	55.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7139	71.39%
Micronuclear	+	0.8118	81.18%
Hepatotoxicity	+	0.6158	61.58%
skin sensitisation	-	0.8704	87.04%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7128	71.28%
Acute Oral Toxicity (c)	III	0.4554	45.54%
Estrogen receptor binding	+	0.8073	80.73%
Androgen receptor binding	+	0.8756	87.56%
Thyroid receptor binding	+	0.5680	56.80%
Glucocorticoid receptor binding	+	0.7821	78.21%
Aromatase binding	+	0.6063	60.63%
PPAR gamma	+	0.7443	74.43%
Honey bee toxicity	-	0.8682	86.82%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9185	91.85%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.32%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.58%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.94%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.24%	86.33%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	90.51%	91.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.94%	94.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.73%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.61%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.84%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	85.82%	94.73%
CHEMBL240	Q12809	HERG	84.98%	89.76%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	82.44%	85.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.69%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.29%	99.23%
CHEMBL4040	P28482	MAP kinase ERK2	80.22%	83.82%

Plants that contains it

• Cyclosorus interruptus

Cross-Links

• PubChem: 162845116
• LOTUS: LTS0204949
• wikiData: Q105348755