5,7-Dihydroxy-3-(2,4,5-trimethoxyphenyl)chromen-4-one

Details

• Internal ID: 4fc510c4-75bb-479c-9106-e70784907033
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 4-O-methylated isoflavonoids > 4-O-methylisoflavones
• IUPAC Name: 5,7-dihydroxy-3-(2,4,5-trimethoxyphenyl)chromen-4-one
• InChI: InChI=1S/C18H16O7/c1-22-13-7-15(24-3)14(23-2)6-10(13)11-8-25-16-5-9(19)4-12(20)17(16)18(11)21/h4-8,19-20H,1-3H3
• InChI Key: JLYUMUHNYLUAKZ-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₇
• Molecular Weight: 344.30 g/mol
• Exact Mass: 344.08960285 g/mol
• Topological Polar Surface Area (TPSA): 94.50 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.90
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• 75340-02-2
• 5,7-dihydroxy-3-(2,4,5-trimethoxyphenyl)chromen-4-one
• 5,7-Dihydroxy-3-(2,4,5-trimethoxyphenyl)-4H-1-benzopyran-4-one
• MEGxp0_001809
• CHEMBL1087519
• DTXSID301177865

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9417	94.17%
Caco-2	+	0.8765	87.65%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6343	63.43%
OATP2B1 inhibitior	-	0.7133	71.33%
OATP1B1 inhibitior	+	0.9028	90.28%
OATP1B3 inhibitior	+	0.8767	87.67%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	+	0.6777	67.77%
P-glycoprotein substrate	-	0.8525	85.25%
CYP3A4 substrate	+	0.5516	55.16%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	+	0.6154	61.54%
CYP2C9 inhibition	-	0.7484	74.84%
CYP2C19 inhibition	+	0.5640	56.40%
CYP2D6 inhibition	-	0.7310	73.10%
CYP1A2 inhibition	+	0.8610	86.10%
CYP2C8 inhibition	+	0.5510	55.10%
CYP inhibitory promiscuity	+	0.8068	80.68%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6142	61.42%
Eye corrosion	-	0.9818	98.18%
Eye irritation	+	0.6236	62.36%
Skin irritation	-	0.7187	71.87%
Skin corrosion	-	0.9573	95.73%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6314	63.14%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.9352	93.52%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.6676	66.76%
Acute Oral Toxicity (c)	III	0.5210	52.10%
Estrogen receptor binding	+	0.9202	92.02%
Androgen receptor binding	+	0.6751	67.51%
Thyroid receptor binding	+	0.7443	74.43%
Glucocorticoid receptor binding	+	0.8259	82.59%
Aromatase binding	+	0.7122	71.22%
PPAR gamma	+	0.7404	74.04%
Honey bee toxicity	-	0.8640	86.40%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5149	51.49%
Fish aquatic toxicity	+	0.8724	87.24%

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	97.11%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.90%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.45%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.67%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.98%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.57%	94.00%
CHEMBL2535	P11166	Glucose transporter	89.11%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.19%	99.17%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	86.01%	98.21%
CHEMBL4208	P20618	Proteasome component C5	85.21%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.90%	99.23%
CHEMBL3194	P02766	Transthyretin	84.82%	90.71%
CHEMBL1937	Q92769	Histone deacetylase 2	80.12%	94.75%

Plants that contains it

• Dalbergia parviflora
• Erythrina sacleuxii

Cross-Links

• PubChem: 7330538
• NPASS: NPC239363
• LOTUS: LTS0092700
• wikiData: Q104401195