5,7-Dihydroxyisoflavone

Details

• Internal ID: 9f6ac554-4cbe-4333-80f5-8c3394d1e9b2
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
• IUPAC Name: 5,7-dihydroxy-3-phenylchromen-4-one
• InChI: InChI=1S/C15H10O4/c16-10-6-12(17)14-13(7-10)19-8-11(15(14)18)9-4-2-1-3-5-9/h1-8,16-17H
• InChI Key: PJJGZPJJTHBVMX-UHFFFAOYSA-N
• Popularity: 1,180 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₄
• Molecular Weight: 254.24 g/mol
• Exact Mass: 254.05790880 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.87
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 4044-00-2
• 5,7-dihydroxy-3-phenylchromen-4-one
• AT3TWT83XW
• DTXSID80418801
• RefChem:1072264
• DTXCID40369648
• 5,7-Dihydroxy-3-phenyl-4H-chromen-4-one
• Isoflavone, 5,7-dihydroxy-
• 5,7-Dihydroxy-3-phenyl-4H-1-benzopyran-4-one
• 4H-1-Benzopyran-4-one, 5,7-dihydroxy-3-phenyl-
• 5,7-Dihydroxy-3-phenyl-chromen-4-one
• Contraflam
• Pinalgesic
• Ponalgic
• ApoMefenamic
• Dysman
• NuMefenamic
• Ponmel
• Ponsyl
• Mefac
• Mefic
• Apo-Mefenamic
• Nu-Mefenamic
• Forte, Ponstan
• KBio3_002307
• Acid, Mefenaminic
• PMS-Mefenamic Acid
• Spectrum_000544
• SpecPlus_000102
• Spectrum3_001334
• Spectrum4_001587
• Spectrum5_000274
• APS Brand of Mefenamic Acid
• BSPBio_003087
• KBioGR_002174
• KBioSS_001024
• SPECTRUM240565
• Elan Brand of Mefenamic Acid
• Rowa Brand of Mefenamic Acid
• DivK1c_006198
• Apotex Brand of Mefenamic Acid
• N-2,3-Xylyl-Anthranilic acid
• Pfizer Brand of Mefenamic Acid
• SCHEMBL1586459
• Antigen Brand of Mefenamic Acid
• CHEMBL1488393
• Clonmel Brand of Mefenamic Acid
• Chemidex Brand of Mefenamic Acid
• KBio1_001142
• KBio2_001024
• KBio2_003592
• KBio2_006160
• Pinewood Brand of Mefenamic Acid
• n-(2,3-xylyl)-anthranilic acid
• Ashbourne Brand of Mefenamic Acid
• CHEBI:174348
• Nu Pharm Brand of Mefenamic Acid
• Nu-Pharm Brand of Mefenamic Acid
• PJJGZPJJTHBVMX-UHFFFAOYSA-N
• Mefenamic acid (JP15/USP/INN)
• BB_NC-03216
• Farmasierra Brand of Mefenamic Acid
• Parke Davis Brand of Mefenamic Acid
• BBL036453
• CCG-38716
• LMPK12050160
• MFCD00076015
• STL559003
• Pharmascience Brand of Mefenamic Acid
• AKOS005258612
• First Horizon Brand of Mefenamic Acid
• Mefenamic acid [USAN:INN:BAN:JAN]
• FD66334
• SDCCGMLS-0066480.P001
• Warner Lambert Brand of Mefenamic Acid
• Warner-Lambert Brand of Mefenamic Acid
• NCGC00095547-01
• NCGC00095547-02
• NCGC00095547-03
• NCGC00178305-01
• N-(2, 3-Dimethylphenyl)anthranilic acid
• VS-13495
• 2-(2,3-Dimethylphenyl)amino-Benzoic acid
• 5,7-Bis(oxidanyl)-3-phenyl-chromen-4-one
• CS-0320129
• 5,7-Dihydroxy-3-phenyl-4H-chromen-4-one #
• 2',3'-Dimethyl-2-Diphenylaminecarboxylic acid
• AC-542/21092024
• AE-848/34953026
• 5,7-Dihydroxy-3-phenyl-4H-1-benzopyran-4-one, 9CI

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9677	96.77%
Caco-2	+	0.5815	58.15%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7606	76.06%
OATP2B1 inhibitior	-	0.7015	70.15%
OATP1B1 inhibitior	+	0.9548	95.48%
OATP1B3 inhibitior	-	0.5698	56.98%
MATE1 inhibitior	+	0.6600	66.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7622	76.22%
P-glycoprotein inhibitior	-	0.8243	82.43%
P-glycoprotein substrate	-	0.9630	96.30%
CYP3A4 substrate	-	0.5657	56.57%
CYP2C9 substrate	-	0.6443	64.43%
CYP2D6 substrate	-	0.8503	85.03%
CYP3A4 inhibition	+	0.7960	79.60%
CYP2C9 inhibition	+	0.8949	89.49%
CYP2C19 inhibition	+	0.8881	88.81%
CYP2D6 inhibition	-	0.9232	92.32%
CYP1A2 inhibition	+	0.9254	92.54%
CYP2C8 inhibition	+	0.6151	61.51%
CYP inhibitory promiscuity	+	0.8009	80.09%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7003	70.03%
Eye corrosion	-	0.9917	99.17%
Eye irritation	+	0.9739	97.39%
Skin irritation	+	0.6236	62.36%
Skin corrosion	-	0.9718	97.18%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8756	87.56%
Micronuclear	+	0.9500	95.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8396	83.96%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.7215	72.15%
Acute Oral Toxicity (c)	II	0.5830	58.30%
Estrogen receptor binding	+	0.9291	92.91%
Androgen receptor binding	+	0.8925	89.25%
Thyroid receptor binding	+	0.7989	79.89%
Glucocorticoid receptor binding	+	0.9183	91.83%
Aromatase binding	+	0.9262	92.62%
PPAR gamma	+	0.9171	91.71%
Honey bee toxicity	-	0.9189	91.89%
Biodegradation	-	1.0000	100.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9214	92.14%

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	97.94%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.65%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.66%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.36%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.84%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.38%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.74%	99.15%
CHEMBL1929	P47989	Xanthine dehydrogenase	84.99%	96.12%
CHEMBL3194	P02766	Transthyretin	81.81%	90.71%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.37%	93.99%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.11%	99.17%

Plants that contains it

• Maackia amurensis

Cross-Links

• PubChem: 5377381
• LOTUS: LTS0018166
• wikiData: Q82229489