Lepidissipyrone

Details

• Internal ID: f0e395da-4694-4dbf-80a3-5ab3591108e8
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavanones
• IUPAC Name: 6-[(6-ethyl-4-hydroxy-5-methyl-2-oxopyran-3-yl)methyl]-5,7-dihydroxy-2-phenyl-2,3-dihydrochromen-4-one
• InChI: InChI=1S/C24H22O7/c1-3-18-12(2)22(27)15(24(29)31-18)9-14-16(25)10-20-21(23(14)28)17(26)11-19(30-20)13-7-5-4-6-8-13/h4-8,10,19,25,27-28H,3,9,11H2,1-2H3
• InChI Key: OOCUGTZJHIRSOO-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₂O₇
• Molecular Weight: 422.40 g/mol
• Exact Mass: 422.13655304 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.92
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• CHEBI:187133
• LMPK12140212
• 6-((6-ethyl-4-hydroxy-5-methyl-2-oxo-2H-pyran-3-yl)methyl)-5,7-dihydroxy-2-phenylchroman-4-one
• 6-[(6-ethyl-4-hydroxy-5-methyl-2-oxopyran-3-yl)methyl]-5,7-dihydroxy-2-phenyl-2,3-dihydrochromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8901	89.01%
Caco-2	-	0.7986	79.86%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7654	76.54%
OATP2B1 inhibitior	+	0.5632	56.32%
OATP1B1 inhibitior	+	0.7779	77.79%
OATP1B3 inhibitior	+	0.8801	88.01%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8497	84.97%
P-glycoprotein inhibitior	-	0.4823	48.23%
P-glycoprotein substrate	-	0.7551	75.51%
CYP3A4 substrate	+	0.5724	57.24%
CYP2C9 substrate	+	0.8485	84.85%
CYP2D6 substrate	-	0.8508	85.08%
CYP3A4 inhibition	-	0.7852	78.52%
CYP2C9 inhibition	-	0.5522	55.22%
CYP2C19 inhibition	-	0.8366	83.66%
CYP2D6 inhibition	-	0.9506	95.06%
CYP1A2 inhibition	-	0.8837	88.37%
CYP2C8 inhibition	+	0.7039	70.39%
CYP inhibitory promiscuity	-	0.7168	71.68%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6759	67.59%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.9061	90.61%
Skin irritation	-	0.7588	75.88%
Skin corrosion	-	0.9109	91.09%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7116	71.16%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	-	0.5467	54.67%
skin sensitisation	-	0.9027	90.27%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.8958	89.58%
Acute Oral Toxicity (c)	II	0.4104	41.04%
Estrogen receptor binding	+	0.8891	88.91%
Androgen receptor binding	+	0.7268	72.68%
Thyroid receptor binding	+	0.5189	51.89%
Glucocorticoid receptor binding	+	0.7998	79.98%
Aromatase binding	+	0.5340	53.40%
PPAR gamma	+	0.8691	86.91%
Honey bee toxicity	-	0.8785	87.85%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9827	98.27%

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	98.66%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.55%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.95%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.49%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	90.38%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.35%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.60%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.61%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.60%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.03%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.73%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.96%	94.45%

Plants that contains it

• Helichrysum lepidissimum

Cross-Links

• PubChem: 54747186
• LOTUS: LTS0184987
• wikiData: Q105195301