5,7-dihydroxy-8-[(2R)-2-hydroxy-3-phenylpropanoyl]-6-methyl-4-phenylchromen-2-one

Details

• Internal ID: 31b01923-ec99-49c0-968a-33ec12145ed5
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: 5,7-dihydroxy-8-[(2R)-2-hydroxy-3-phenylpropanoyl]-6-methyl-4-phenylchromen-2-one
• InChI: InChI=1S/C25H20O6/c1-14-22(28)20-17(16-10-6-3-7-11-16)13-19(27)31-25(20)21(23(14)29)24(30)18(26)12-15-8-4-2-5-9-15/h2-11,13,18,26,28-29H,12H2,1H3/t18-/m1/s1
• InChI Key: NZYPVESEAWYSEE-GOSISDBHSA-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): 104.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.97
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8742	87.42%
Caco-2	-	0.6689	66.89%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6192	61.92%
OATP2B1 inhibitior	+	0.5632	56.32%
OATP1B1 inhibitior	+	0.7392	73.92%
OATP1B3 inhibitior	-	0.2580	25.80%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8084	80.84%
P-glycoprotein inhibitior	-	0.4779	47.79%
P-glycoprotein substrate	-	0.6833	68.33%
CYP3A4 substrate	+	0.5323	53.23%
CYP2C9 substrate	+	0.6700	67.00%
CYP2D6 substrate	-	0.8610	86.10%
CYP3A4 inhibition	-	0.8219	82.19%
CYP2C9 inhibition	-	0.7419	74.19%
CYP2C19 inhibition	-	0.9541	95.41%
CYP2D6 inhibition	-	0.9449	94.49%
CYP1A2 inhibition	-	0.9381	93.81%
CYP2C8 inhibition	+	0.5214	52.14%
CYP inhibitory promiscuity	-	0.8313	83.13%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6565	65.65%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.8526	85.26%
Skin irritation	-	0.6795	67.95%
Skin corrosion	-	0.9191	91.91%
Ames mutagenesis	-	0.5564	55.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.3919	39.19%
Micronuclear	+	0.8318	83.18%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.8978	89.78%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8749	87.49%
Acute Oral Toxicity (c)	III	0.4695	46.95%
Estrogen receptor binding	+	0.7841	78.41%
Androgen receptor binding	+	0.8921	89.21%
Thyroid receptor binding	-	0.5306	53.06%
Glucocorticoid receptor binding	+	0.7947	79.47%
Aromatase binding	+	0.6009	60.09%
PPAR gamma	+	0.7991	79.91%
Honey bee toxicity	-	0.9115	91.15%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8886	88.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.60%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.72%	95.56%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	93.65%	91.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.33%	91.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	92.68%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.27%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	90.17%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.40%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.26%	96.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.27%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.23%	89.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.11%	97.21%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.43%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.34%	85.14%
CHEMBL1255126	O15151	Protein Mdm4	80.85%	90.20%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.55%	99.23%

Plants that contains it

• Cyclosorus interruptus

Cross-Links

• PubChem: 162892471
• LOTUS: LTS0145981
• wikiData: Q105188513