[3-(4,5-Diacetyloxy-2-methoxyphenyl)-4-oxochromen-7-yl] acetate

Details

• Internal ID: c617aea1-7ab1-44ad-85f8-caebcb2854c1
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
• IUPAC Name: [3-(4,5-diacetyloxy-2-methoxyphenyl)-4-oxochromen-7-yl] acetate
• SMILES (Canonical): CC(=O)OC1=CC2=C(C=C1)C(=O)C(=CO2)C3=CC(=C(C=C3OC)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC(=O)OC1=CC2=C(C=C1)C(=O)C(=CO2)C3=CC(=C(C=C3OC)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C22H18O9/c1-11(23)29-14-5-6-15-19(7-14)28-10-17(22(15)26)16-8-20(30-12(2)24)21(31-13(3)25)9-18(16)27-4/h5-10H,1-4H3
• InChI Key: JEGLRHUJYPUQBX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₁₈O₉
• Molecular Weight: 426.40 g/mol
• Exact Mass: 426.09508215 g/mol
• Topological Polar Surface Area (TPSA): 114.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.24
• H-Bond Acceptor: 9
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9751	97.51%
Caco-2	+	0.5076	50.76%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6549	65.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9451	94.51%
OATP1B3 inhibitior	+	0.9806	98.06%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8645	86.45%
P-glycoprotein inhibitior	+	0.9194	91.94%
P-glycoprotein substrate	-	0.7994	79.94%
CYP3A4 substrate	+	0.5949	59.49%
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	+	0.4442	44.42%
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	-	0.7862	78.62%
Skin irritation	-	0.8090	80.90%
Skin corrosion	-	0.9780	97.80%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8258	82.58%
Micronuclear	+	0.7659	76.59%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.9547	95.47%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.7018	70.18%
Acute Oral Toxicity (c)	II	0.6190	61.90%
Estrogen receptor binding	+	0.8466	84.66%
Androgen receptor binding	+	0.8517	85.17%
Thyroid receptor binding	-	0.5401	54.01%
Glucocorticoid receptor binding	+	0.7845	78.45%
Aromatase binding	-	0.7297	72.97%
PPAR gamma	+	0.6815	68.15%
Honey bee toxicity	-	0.7895	78.95%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5549	55.49%
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	99.30%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.62%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.53%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.42%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.03%	94.00%
CHEMBL2535	P11166	Glucose transporter	91.41%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.51%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.48%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.95%	92.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.70%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.09%	99.23%
CHEMBL4208	P20618	Proteasome component C5	82.62%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.55%	95.50%

Plants that contains it

• Dalbergia nitidula

Cross-Links

• PubChem: 5322003
• LOTUS: LTS0121115
• wikiData: Q105126044