Irilin A

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	54b3eb11-3ea3-489a-ba1e-1141a22a1032
Taxonomy	Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 7-O-methylated isoflavonoids > 7-O-methylisoflavones
IUPAC Name	5-hydroxy-3-(2-hydroxyphenyl)-6,7-dimethoxychromen-4-one
SMILES (Canonical)	COC1=C(C(=C2C(=C1)OC=C(C2=O)C3=CC=CC=C3O)O)OC
SMILES (Isomeric)	COC1=C(C(=C2C(=C1)OC=C(C2=O)C3=CC=CC=C3O)O)OC
InChI	InChI=1S/C17H14O6/c1-21-13-7-12-14(16(20)17(13)22-2)15(19)10(8-23-12)9-5-3-4-6-11(9)18/h3-8,18,20H,1-2H3
InChI Key	HVYFRUIBILXVBU-UHFFFAOYSA-N
Popularity	1 reference in papers

Physical and Chemical Properties

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Molecular Formula	C₁₇H₁₄O₆
Molecular Weight	314.29 g/mol
Exact Mass	314.07903816 g/mol
Topological Polar Surface Area (TPSA)	85.20 Å²
XlogP	3.00
Atomic LogP (AlogP)	2.89
H-Bond Acceptor	6
H-Bond Donor	2
Rotatable Bonds	3

Synonyms

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132915-49-2

5-hydroxy-3-(2-hydroxyphenyl)-6,7-dimethoxychromen-4-one

5,2'-Dihydroxy-6,7-dimethoxyisoflavone

DTXSID80157849

5-Hydroxy-3-(2-hydroxyphenyl)-6,7-dimethoxy-4H-chromen-4-one

4H-Chromen-4-one, 5-hydroxy-3-(2-hydroxyphenyl)-6,7-dimethoxy-

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9730	97.30%
Caco-2	+	0.7903	79.03%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8156	81.56%
OATP2B1 inhibitior	-	0.5733	57.33%
OATP1B1 inhibitior	+	0.9455	94.55%
OATP1B3 inhibitior	+	0.9738	97.38%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7072	70.72%
P-glycoprotein inhibitior	+	0.7139	71.39%
P-glycoprotein substrate	-	0.8175	81.75%
CYP3A4 substrate	+	0.5529	55.29%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	-	0.5571	55.71%
CYP2C9 inhibition	+	0.7766	77.66%
CYP2C19 inhibition	+	0.8962	89.62%
CYP2D6 inhibition	-	0.7334	73.34%
CYP1A2 inhibition	+	0.8679	86.79%
CYP2C8 inhibition	+	0.6547	65.47%
CYP inhibitory promiscuity	+	0.7750	77.50%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6135	61.35%
Eye corrosion	-	0.9782	97.82%
Eye irritation	+	0.8149	81.49%
Skin irritation	-	0.6511	65.11%
Skin corrosion	-	0.9662	96.62%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7693	76.93%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.9410	94.10%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6378	63.78%
Acute Oral Toxicity (c)	III	0.5602	56.02%
Estrogen receptor binding	+	0.7729	77.29%
Androgen receptor binding	+	0.7630	76.30%
Thyroid receptor binding	+	0.7232	72.32%
Glucocorticoid receptor binding	+	0.8243	82.43%
Aromatase binding	+	0.7862	78.62%
PPAR gamma	+	0.7712	77.12%
Honey bee toxicity	-	0.8787	87.87%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5051	50.51%
Fish aquatic toxicity	+	0.8898	88.98%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	98.80%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.78%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.28%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.21%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.06%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.51%	89.00%
CHEMBL2535	P11166	Glucose transporter	89.01%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.67%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.59%	85.14%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	84.59%	80.78%
CHEMBL4208	P20618	Proteasome component C5	84.37%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.18%	99.23%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	82.60%	98.21%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.86%	99.15%
CHEMBL1937	Q92769	Histone deacetylase 2	80.77%	94.75%
CHEMBL1255126	O15151	Protein Mdm4	80.66%	90.20%
CHEMBL4302	P08183	P-glycoprotein 1	80.51%	92.98%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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