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

Details

• Internal ID: 6523a833-f578-4e85-b206-c5f51bd92a41
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
• IUPAC Name: 2-(2,5-dihydroxy-4-methoxyphenyl)-5,7-dihydroxy-8-methoxychromen-4-one
• SMILES (Canonical): COC1=C(C=C(C(=C1)O)C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)OC)O
• SMILES (Isomeric): COC1=C(C=C(C(=C1)O)C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)OC)O
• InChI: InChI=1S/C17H14O8/c1-23-14-5-8(18)7(3-9(14)19)13-6-11(21)15-10(20)4-12(22)16(24-2)17(15)25-13/h3-6,18-20,22H,1-2H3
• InChI Key: XRIGGQUTPYWOPL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₄O₈
• Molecular Weight: 346.30 g/mol
• Exact Mass: 346.06886740 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.30
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9440	94.40%
Caco-2	+	0.8173	81.73%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6642	66.42%
OATP2B1 inhibitior	-	0.5463	54.63%
OATP1B1 inhibitior	+	0.8765	87.65%
OATP1B3 inhibitior	+	0.9261	92.61%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.6424	64.24%
P-glycoprotein substrate	-	0.7762	77.62%
CYP3A4 substrate	+	0.5241	52.41%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	+	0.7817	78.17%
CYP2C9 inhibition	+	0.6258	62.58%
CYP2C19 inhibition	+	0.8187	81.87%
CYP2D6 inhibition	-	0.6249	62.49%
CYP1A2 inhibition	+	0.8668	86.68%
CYP2C8 inhibition	-	0.5721	57.21%
CYP inhibitory promiscuity	+	0.8459	84.59%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6581	65.81%
Eye corrosion	-	0.9779	97.79%
Eye irritation	+	0.8407	84.07%
Skin irritation	-	0.6522	65.22%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.6264	62.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.7525	75.25%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.9222	92.22%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6365	63.65%
Acute Oral Toxicity (c)	III	0.5920	59.20%
Estrogen receptor binding	+	0.9510	95.10%
Androgen receptor binding	+	0.7009	70.09%
Thyroid receptor binding	+	0.7076	70.76%
Glucocorticoid receptor binding	+	0.9079	90.79%
Aromatase binding	+	0.7320	73.20%
PPAR gamma	+	0.7615	76.15%
Honey bee toxicity	-	0.8490	84.90%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6449	64.49%
Fish aquatic toxicity	+	0.8636	86.36%

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	96.19%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.00%	94.00%
CHEMBL3194	P02766	Transthyretin	92.70%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.42%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.50%	89.00%
CHEMBL2581	P07339	Cathepsin D	90.17%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.04%	86.33%
CHEMBL2535	P11166	Glucose transporter	85.38%	98.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.35%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.12%	99.17%
CHEMBL4208	P20618	Proteasome component C5	80.56%	90.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.29%	96.77%
CHEMBL3401	O75469	Pregnane X receptor	80.09%	94.73%

Plants that contains it

• Gutierrezia microcephala

Cross-Links

• PubChem: 162965217
• LOTUS: LTS0004930
• wikiData: Q105340497