2-(2,5-Dihydroxy-3,4-dimethoxy-phenyl)-5,7-dihydroxy-6-methoxy-chromen-4-one

Details

• Internal ID: 2065cc17-d6ab-41b3-a763-03458ad847ee
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 6-O-methylated flavonoids
• IUPAC Name: 2-(2,5-dihydroxy-3,4-dimethoxyphenyl)-5,7-dihydroxy-6-methoxychromen-4-one
• InChI: InChI=1S/C18H16O9/c1-24-16-10(21)6-12-13(15(16)23)8(19)5-11(27-12)7-4-9(20)17(25-2)18(26-3)14(7)22/h4-6,20-23H,1-3H3
• InChI Key: ZGZONAJRKLUCIG-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₉
• Molecular Weight: 376.30 g/mol
• Exact Mass: 376.07943208 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.31
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9417	94.17%
Caco-2	+	0.7050	70.50%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6343	63.43%
OATP2B1 inhibitior	-	0.6945	69.45%
OATP1B1 inhibitior	+	0.8853	88.53%
OATP1B3 inhibitior	+	0.8767	87.67%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8204	82.04%
P-glycoprotein inhibitior	-	0.5378	53.78%
P-glycoprotein substrate	-	0.8597	85.97%
CYP3A4 substrate	+	0.5164	51.64%
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	-	0.6319	63.19%
CYP inhibitory promiscuity	+	0.8068	80.68%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6142	61.42%
Eye corrosion	-	0.9818	98.18%
Eye irritation	-	0.4942	49.42%
Skin irritation	-	0.7187	71.87%
Skin corrosion	-	0.9573	95.73%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6034	60.34%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.9352	93.52%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8151	81.51%
Acute Oral Toxicity (c)	III	0.5210	52.10%
Estrogen receptor binding	+	0.8813	88.13%
Androgen receptor binding	+	0.6797	67.97%
Thyroid receptor binding	+	0.6452	64.52%
Glucocorticoid receptor binding	+	0.8288	82.88%
Aromatase binding	+	0.6980	69.80%
PPAR gamma	+	0.7470	74.70%
Honey bee toxicity	-	0.7244	72.44%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
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	98.99%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.78%	94.00%
CHEMBL2581	P07339	Cathepsin D	91.81%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.47%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.64%	85.14%
CHEMBL3194	P02766	Transthyretin	89.37%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.77%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.75%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.23%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.80%	99.23%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.32%	94.42%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.77%	93.99%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.05%	90.71%

Plants that contains it

• Gardenia carinata

Cross-Links

• PubChem: 57336046
• LOTUS: LTS0208719
• wikiData: Q105375524