5-(Acetyloxy)-3-[4-(acetyloxy)phenyl]-4-oxo-4H-chromen-7-yl acetate

Details

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Internal ID 1e1b32ff-84dd-43f2-b4f4-49cd6bcf27b2
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > Isoflav-2-enes > Isoflavones
IUPAC Name [4-(5,7-diacetyloxy-4-oxochromen-3-yl)phenyl] acetate
SMILES (Canonical) CC(=O)OC1=CC=C(C=C1)C2=COC3=C(C2=O)C(=CC(=C3)OC(=O)C)OC(=O)C
SMILES (Isomeric) CC(=O)OC1=CC=C(C=C1)C2=COC3=C(C2=O)C(=CC(=C3)OC(=O)C)OC(=O)C
InChI InChI=1S/C21H16O8/c1-11(22)27-15-6-4-14(5-7-15)17-10-26-18-8-16(28-12(2)23)9-19(29-13(3)24)20(18)21(17)25/h4-10H,1-3H3
InChI Key YFPWPHUQAVBEHF-UHFFFAOYSA-N
Popularity 8 references in papers

Physical and Chemical Properties

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Molecular Formula C21H16O8
Molecular Weight 396.30 g/mol
Exact Mass 396.08451746 g/mol
Topological Polar Surface Area (TPSA) 105.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 3.24
H-Bond Acceptor 8
H-Bond Donor 0
Rotatable Bonds 4

Synonyms

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5-(Acetyloxy)-3-[4-(acetyloxy)phenyl]-4-oxo-4H-chromen-7-yl acetate
[4-(5,7-diacetyloxy-4-oxochromen-3-yl)phenyl] acetate
4',5,7-TrihydroxyisoflavoneTriacetate
Maybridge4_003455
Oprea1_316771
SCHEMBL2072196
DTXSID10347574
YFPWPHUQAVBEHF-UHFFFAOYSA-N
HMS1530N01
AKOS030255023
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of 5-(Acetyloxy)-3-[4-(acetyloxy)phenyl]-4-oxo-4H-chromen-7-yl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9860 98.60%
Caco-2 + 0.5000 50.00%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.6663 66.63%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9684 96.84%
OATP1B3 inhibitior + 0.9732 97.32%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.8444 84.44%
P-glycoprotein inhibitior + 0.8852 88.52%
P-glycoprotein substrate - 0.9209 92.09%
CYP3A4 substrate + 0.5469 54.69%
CYP2C9 substrate - 0.7948 79.48%
CYP2D6 substrate - 0.8827 88.27%
CYP3A4 inhibition - 0.8404 84.04%
CYP2C9 inhibition - 0.7120 71.20%
CYP2C19 inhibition - 0.8922 89.22%
CYP2D6 inhibition - 0.9834 98.34%
CYP1A2 inhibition + 0.9075 90.75%
CYP2C8 inhibition + 0.4455 44.55%
CYP inhibitory promiscuity + 0.5383 53.83%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9813 98.13%
Carcinogenicity (trinary) Non-required 0.5869 58.69%
Eye corrosion - 0.9832 98.32%
Eye irritation - 0.6773 67.73%
Skin irritation - 0.8054 80.54%
Skin corrosion - 0.9814 98.14%
Ames mutagenesis - 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7559 75.59%
Micronuclear + 0.7659 76.59%
Hepatotoxicity + 0.6000 60.00%
skin sensitisation - 0.9601 96.01%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity + 0.7969 79.69%
Acute Oral Toxicity (c) III 0.5019 50.19%
Estrogen receptor binding + 0.8143 81.43%
Androgen receptor binding + 0.9325 93.25%
Thyroid receptor binding - 0.5770 57.70%
Glucocorticoid receptor binding + 0.7711 77.11%
Aromatase binding - 0.6637 66.37%
PPAR gamma + 0.5733 57.33%
Honey bee toxicity - 0.7610 76.10%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5051 50.51%
Fish aquatic toxicity + 0.9888 98.88%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 96.88% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.36% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.66% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.27% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.74% 89.00%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 88.41% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.68% 95.56%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 86.11% 95.78%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.51% 86.92%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 84.99% 81.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.67% 99.17%
CHEMBL3922 P50579 Methionine aminopeptidase 2 83.53% 97.28%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.49% 90.71%
CHEMBL4208 P20618 Proteasome component C5 81.72% 90.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 80.26% 96.09%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Laburnum alpinum
Pterocarpus angolensis

Cross-Links

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PubChem 623118
LOTUS LTS0215946
wikiData Q82121635