[5-(6-Acetyloxy-3,5,7-trimethoxy-4-oxochromen-2-yl)-2,3-dimethoxyphenyl] acetate

Details

• Internal ID: d7bd233f-56a3-4544-88c5-abffcd8383fe
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: [5-(6-acetyloxy-3,5,7-trimethoxy-4-oxochromen-2-yl)-2,3-dimethoxyphenyl] acetate
• SMILES (Canonical): CC(=O)OC1=CC(=CC(=C1OC)OC)C2=C(C(=O)C3=C(C(=C(C=C3O2)OC)OC(=O)C)OC)OC
• SMILES (Isomeric): CC(=O)OC1=CC(=CC(=C1OC)OC)C2=C(C(=O)C3=C(C(=C(C=C3O2)OC)OC(=O)C)OC)OC
• InChI: InChI=1S/C24H24O11/c1-11(25)33-17-9-13(8-15(28-3)21(17)30-5)20-24(32-7)19(27)18-14(35-20)10-16(29-4)22(23(18)31-6)34-12(2)26/h8-10H,1-7H3
• InChI Key: LRRWBYKVYKARSY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₄O₁₁
• Molecular Weight: 488.40 g/mol
• Exact Mass: 488.13186158 g/mol
• Topological Polar Surface Area (TPSA): 125.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.35
• H-Bond Acceptor: 11
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9751	97.51%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6549	65.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9403	94.03%
OATP1B3 inhibitior	+	0.9806	98.06%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8201	82.01%
P-glycoprotein inhibitior	+	0.8918	89.18%
P-glycoprotein substrate	-	0.6909	69.09%
CYP3A4 substrate	+	0.5156	51.56%
CYP2C9 substrate	-	0.8104	81.04%
CYP2D6 substrate	-	0.8618	86.18%
CYP3A4 inhibition	-	0.7725	77.25%
CYP2C9 inhibition	-	0.9062	90.62%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9796	97.96%
CYP1A2 inhibition	+	0.9108	91.08%
CYP2C8 inhibition	+	0.6381	63.81%
CYP inhibitory promiscuity	+	0.5112	51.12%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5526	55.26%
Eye corrosion	-	0.9752	97.52%
Eye irritation	-	0.7403	74.03%
Skin irritation	-	0.8090	80.90%
Skin corrosion	-	0.9780	97.80%
Ames mutagenesis	-	0.5364	53.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.8169	81.69%
Micronuclear	+	0.7659	76.59%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.9547	95.47%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7434	74.34%
Acute Oral Toxicity (c)	II	0.6190	61.90%
Estrogen receptor binding	+	0.8533	85.33%
Androgen receptor binding	+	0.7096	70.96%
Thyroid receptor binding	+	0.5830	58.30%
Glucocorticoid receptor binding	+	0.8295	82.95%
Aromatase binding	-	0.4905	49.05%
PPAR gamma	+	0.7024	70.24%
Honey bee toxicity	-	0.7644	76.44%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5949	59.49%
Fish aquatic toxicity	+	0.9683	96.83%

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	95.11%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.34%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.65%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.58%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.43%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.74%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.70%	99.17%
CHEMBL2581	P07339	Cathepsin D	88.21%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.51%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.24%	95.56%
CHEMBL4302	P08183	P-glycoprotein 1	82.78%	92.98%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	82.14%	81.11%
CHEMBL3401	O75469	Pregnane X receptor	80.23%	94.73%

Plants that contains it

• Apuleia leiocarpa

Cross-Links

• PubChem: 162820258
• LOTUS: LTS0063968
• wikiData: Q104171251