2'-Methoxyformonetin

Details

• Internal ID: 7d48cac2-a91e-4851-a6e2-ef8c45a05f98
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 4-O-methylated isoflavonoids > 4-O-methylisoflavones
• IUPAC Name: 3-(2,4-dimethoxyphenyl)-7-hydroxychromen-4-one
• InChI: InChI=1S/C17H14O5/c1-20-11-4-6-12(15(8-11)21-2)14-9-22-16-7-10(18)3-5-13(16)17(14)19/h3-9,18H,1-2H3
• InChI Key: SSRCYGATNWFTBJ-UHFFFAOYSA-N
• Popularity: 11 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₅
• Molecular Weight: 298.29 g/mol
• Exact Mass: 298.08412354 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.18
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• 2'-methoxyformononetin
• 3-(2,4-dimethoxyphenyl)-7-hydroxychromen-4-one
• 1891-01-6
• 3-(2,4-Dimethoxyphenyl)-7-hydroxy-4H-chromen-4-one
• KBio2_001217
• Spectrum_000737
• SpecPlus_000117
• Spectrum2_000188
• Spectrum3_000212
• Spectrum4_001614
• Spectrum5_000367
• RefChem:1058636
• BSPBio_001823
• KBioGR_001987
• KBioSS_001217
• SPECTRUM201310
• DivK1c_006213
• SCHEMBL234355
• SPBio_000115
• CHEMBL1087126
• SCHEMBL29777010
• KBio1_001157
• KBio2_003785
• KBio2_006353
• KBio3_001323
• CHEBI:182092
• SSRCYGATNWFTBJ-UHFFFAOYSA-N
• CCG-38396
• 7-Hydroxy-2',4'-dimethoxyisoflavone
• SDCCGMLS-0066420.P001
• NCGC00095503-01
• NCGC00095503-02
• NCGC00178978-01
• XH161603
• 3-(2,4-dimethoxy-phenyl)-7-hydroxy-chromen-4-one
• BRD-K84390227-001-02-2
• BRD-K84390227-001-03-0
• 2'-Methoxyformononetin;3-(2,4-Dimethoxyphenyl)-7-hydroxychromen-4-one;3-(2,4-Dimethoxyphenyl)-7-hydroxy-4H-1-benzopyran-4-one
• 3-(2,4-Dimethoxyphenyl)-7-hydroxychromen-4-one; 3-(2,4-Dimethoxyphenyl)-7-hydroxy-4H-1-benzopyran-4-one; 7-Hydroxy-2',4'-dimethoxy-isoflavone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9895	98.95%
Caco-2	+	0.9321	93.21%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8105	81.05%
OATP2B1 inhibitior	-	0.7198	71.98%
OATP1B1 inhibitior	+	0.9413	94.13%
OATP1B3 inhibitior	+	0.9934	99.34%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7006	70.06%
P-glycoprotein inhibitior	+	0.6125	61.25%
P-glycoprotein substrate	-	0.7279	72.79%
CYP3A4 substrate	+	0.5974	59.74%
CYP2C9 substrate	-	0.8382	83.82%
CYP2D6 substrate	-	0.7720	77.20%
CYP3A4 inhibition	+	0.5759	57.59%
CYP2C9 inhibition	+	0.7301	73.01%
CYP2C19 inhibition	+	0.9119	91.19%
CYP2D6 inhibition	-	0.8489	84.89%
CYP1A2 inhibition	+	0.9107	91.07%
CYP2C8 inhibition	+	0.6062	60.62%
CYP inhibitory promiscuity	+	0.7230	72.30%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Non-required	0.6131	61.31%
Eye corrosion	-	0.9773	97.73%
Eye irritation	+	0.6682	66.82%
Skin irritation	-	0.6644	66.44%
Skin corrosion	-	0.9843	98.43%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6108	61.08%
Micronuclear	+	0.8959	89.59%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.9635	96.35%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.6264	62.64%
Acute Oral Toxicity (c)	III	0.5335	53.35%
Estrogen receptor binding	+	0.9499	94.99%
Androgen receptor binding	+	0.9410	94.10%
Thyroid receptor binding	+	0.8206	82.06%
Glucocorticoid receptor binding	+	0.8219	82.19%
Aromatase binding	+	0.8003	80.03%
PPAR gamma	+	0.6279	62.79%
Honey bee toxicity	-	0.8948	89.48%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5049	50.49%
Fish aquatic toxicity	+	0.9126	91.26%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	31622.8 nM	Potency	PMID: 24211632
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	39810.7 nM	Potency	PMID: 26290401
CHEMBL340	P08684	Cytochrome P450 3A4	39810.7 nM; 39810.7 nM	Potency; Potency	PMID: 8277312; PMID: 19506060
CHEMBL4159	Q99714	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	25118.9 nM	Potency	PMID: 18411316
CHEMBL1293226	B2RXH2	Lysine-specific demethylase 4D-like	28183.8 nM	Potency	PMID: 20547812

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.09%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.48%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.77%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.62%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.49%	86.33%
CHEMBL2535	P11166	Glucose transporter	91.38%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.62%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.53%	99.17%
CHEMBL1907	P15144	Aminopeptidase N	88.65%	93.31%
CHEMBL4208	P20618	Proteasome component C5	88.18%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.57%	99.15%
CHEMBL242	Q92731	Estrogen receptor beta	86.41%	98.35%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	85.69%	98.21%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.00%	99.23%

Plants that contains it

• Dalbergia odorifera
• Dalbergia parviflora
• Eschscholzia californica

Cross-Links

• PubChem: 5781145
• NPASS: NPC55162
• ChEMBL: CHEMBL1087126
• LOTUS: LTS0082988
• wikiData: Q104401192