2-(2,5-Dihydroxy-4-methoxyphenyl)-5,7-dihydroxy-6,8-dimethoxychromen-4-one

Details

• Internal ID: 48263aa9-c1a4-45ed-a675-b74fb12b5722
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
• IUPAC Name: 2-(2,5-dihydroxy-4-methoxyphenyl)-5,7-dihydroxy-6,8-dimethoxychromen-4-one
• SMILES (Canonical): COC1=C(C=C(C(=C1)O)C2=CC(=O)C3=C(C(=C(C(=C3O2)OC)O)OC)O)O
• SMILES (Isomeric): COC1=C(C=C(C(=C1)O)C2=CC(=O)C3=C(C(=C(C(=C3O2)OC)O)OC)O)O
• InChI: InChI=1S/C18H16O9/c1-24-12-5-8(19)7(4-9(12)20)11-6-10(21)13-14(22)17(25-2)15(23)18(26-3)16(13)27-11/h4-6,19-20,22-23H,1-3H3
• InChI Key: OYWQHIBOJZVBSB-UHFFFAOYSA-N
• Popularity: 0 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	+	0.7191	71.91%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6343	63.43%
OATP2B1 inhibitior	-	0.6902	69.02%
OATP1B1 inhibitior	+	0.8427	84.27%
OATP1B3 inhibitior	+	0.8767	87.67%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6250	62.50%
P-glycoprotein inhibitior	-	0.5601	56.01%
P-glycoprotein substrate	-	0.7837	78.37%
CYP3A4 substrate	+	0.5325	53.25%
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	+	0.5350	53.50%
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	-	0.5059	50.59%
Skin irritation	-	0.7187	71.87%
Skin corrosion	-	0.9573	95.73%
Ames mutagenesis	-	0.5364	53.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.7369	73.69%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.9352	93.52%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7266	72.66%
Acute Oral Toxicity (c)	III	0.5210	52.10%
Estrogen receptor binding	+	0.9008	90.08%
Androgen receptor binding	+	0.7011	70.11%
Thyroid receptor binding	+	0.7079	70.79%
Glucocorticoid receptor binding	+	0.8700	87.00%
Aromatase binding	+	0.6759	67.59%
PPAR gamma	+	0.7258	72.58%
Honey bee toxicity	-	0.8814	88.14%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6449	64.49%
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	98.41%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.10%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.09%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.23%	89.00%
CHEMBL3194	P02766	Transthyretin	92.18%	90.71%
CHEMBL2581	P07339	Cathepsin D	91.94%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.25%	86.33%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	88.19%	98.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.68%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.15%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.72%	94.45%
CHEMBL2535	P11166	Glucose transporter	82.80%	98.75%

Plants that contains it

• Gutierrezia microcephala

Cross-Links

• PubChem: 131836656
• LOTUS: LTS0039617
• wikiData: Q105203579