2-[2-(3,5-Dihydroxyphenyl)ethenyl]-5-hydroxy-6,7,8-trimethoxy-3-methylchromen-4-one

Details

• Internal ID: 4cf1d0c2-b850-4e88-b63b-3a647e95271c
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: 2-[2-(3,5-dihydroxyphenyl)ethenyl]-5-hydroxy-6,7,8-trimethoxy-3-methylchromen-4-one
• SMILES (Canonical): CC1=C(OC2=C(C(=C(C(=C2C1=O)O)OC)OC)OC)C=CC3=CC(=CC(=C3)O)O
• SMILES (Isomeric): CC1=C(OC2=C(C(=C(C(=C2C1=O)O)OC)OC)OC)C=CC3=CC(=CC(=C3)O)O
• InChI: InChI=1S/C21H20O8/c1-10-14(6-5-11-7-12(22)9-13(23)8-11)29-18-15(16(10)24)17(25)19(26-2)21(28-4)20(18)27-3/h5-9,22-23,25H,1-4H3
• InChI Key: OUTWDDOLLXVXMF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₈
• Molecular Weight: 400.40 g/mol
• Exact Mass: 400.11581759 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.41
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9508	95.08%
Caco-2	+	0.7491	74.91%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Nucleus	0.4621	46.21%
OATP2B1 inhibitior	-	0.7142	71.42%
OATP1B1 inhibitior	+	0.8850	88.50%
OATP1B3 inhibitior	+	0.9590	95.90%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7519	75.19%
P-glycoprotein inhibitior	+	0.8004	80.04%
P-glycoprotein substrate	-	0.8834	88.34%
CYP3A4 substrate	+	0.5247	52.47%
CYP2C9 substrate	-	0.6192	61.92%
CYP2D6 substrate	-	0.8382	83.82%
CYP3A4 inhibition	+	0.7188	71.88%
CYP2C9 inhibition	-	0.8565	85.65%
CYP2C19 inhibition	+	0.5374	53.74%
CYP2D6 inhibition	-	0.6163	61.63%
CYP1A2 inhibition	+	0.9084	90.84%
CYP2C8 inhibition	+	0.5553	55.53%
CYP inhibitory promiscuity	+	0.8326	83.26%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5054	50.54%
Eye corrosion	-	0.9794	97.94%
Eye irritation	-	0.6475	64.75%
Skin irritation	-	0.6866	68.66%
Skin corrosion	-	0.9564	95.64%
Ames mutagenesis	+	0.5236	52.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.4231	42.31%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.5175	51.75%
skin sensitisation	-	0.8539	85.39%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6719	67.19%
Acute Oral Toxicity (c)	II	0.5016	50.16%
Estrogen receptor binding	+	0.8775	87.75%
Androgen receptor binding	+	0.5893	58.93%
Thyroid receptor binding	+	0.6794	67.94%
Glucocorticoid receptor binding	+	0.8014	80.14%
Aromatase binding	+	0.6272	62.72%
PPAR gamma	+	0.7872	78.72%
Honey bee toxicity	-	0.8588	85.88%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9303	93.03%

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	98.23%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.48%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.14%	89.00%
CHEMBL3194	P02766	Transthyretin	93.39%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	91.97%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.15%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.05%	96.00%
CHEMBL2581	P07339	Cathepsin D	87.89%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.43%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.40%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.06%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.15%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.93%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 6825168
• LOTUS: LTS0142711
• wikiData: Q105200429