Avicequinone A

Details

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Internal ID e15d9264-1fc9-4aa5-a221-fd3d89448363
Taxonomy Organoheterocyclic compounds > Naphthofurans
IUPAC Name (2S,3S)-3-hydroxy-2-(2-hydroxypropan-2-yl)-2,3-dihydrobenzo[f][1]benzofuran-4,9-dione
SMILES (Canonical) CC(C)(C1C(C2=C(O1)C(=O)C3=CC=CC=C3C2=O)O)O
SMILES (Isomeric) CC(C)([C@@H]1[C@H](C2=C(O1)C(=O)C3=CC=CC=C3C2=O)O)O
InChI InChI=1S/C15H14O5/c1-15(2,19)14-12(18)9-10(16)7-5-3-4-6-8(7)11(17)13(9)20-14/h3-6,12,14,18-19H,1-2H3/t12-,14-/m0/s1
InChI Key AAULQOBOWPLXLU-JSGCOSHPSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C15H14O5
Molecular Weight 274.27 g/mol
Exact Mass 274.08412354 g/mol
Topological Polar Surface Area (TPSA) 83.80 Ų
XlogP 1.10
Atomic LogP (AlogP) 0.85
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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CHEMBL375700

2D Structure

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2D Structure of Avicequinone A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9888 98.88%
Caco-2 - 0.5421 54.21%
Blood Brain Barrier + 0.5398 53.98%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.7778 77.78%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9444 94.44%
OATP1B3 inhibitior + 0.9547 95.47%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.9115 91.15%
P-glycoprotein inhibitior - 0.8082 80.82%
P-glycoprotein substrate - 0.9378 93.78%
CYP3A4 substrate - 0.5341 53.41%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8420 84.20%
CYP3A4 inhibition - 0.8656 86.56%
CYP2C9 inhibition + 0.8609 86.09%
CYP2C19 inhibition - 0.6426 64.26%
CYP2D6 inhibition - 0.7352 73.52%
CYP1A2 inhibition + 0.7716 77.16%
CYP2C8 inhibition - 0.9402 94.02%
CYP inhibitory promiscuity + 0.8845 88.45%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9743 97.43%
Carcinogenicity (trinary) Danger 0.4207 42.07%
Eye corrosion - 0.9820 98.20%
Eye irritation + 0.8545 85.45%
Skin irritation - 0.6117 61.17%
Skin corrosion - 0.8859 88.59%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7250 72.50%
Micronuclear + 0.6600 66.00%
Hepatotoxicity + 0.5250 52.50%
skin sensitisation - 0.6084 60.84%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.5946 59.46%
Acute Oral Toxicity (c) III 0.5160 51.60%
Estrogen receptor binding + 0.8003 80.03%
Androgen receptor binding + 0.5601 56.01%
Thyroid receptor binding + 0.5340 53.40%
Glucocorticoid receptor binding - 0.5000 50.00%
Aromatase binding - 0.5693 56.93%
PPAR gamma + 0.7626 76.26%
Honey bee toxicity - 0.8623 86.23%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9836 98.36%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.95% 95.56%
CHEMBL2581 P07339 Cathepsin D 95.15% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 94.71% 94.73%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.31% 99.23%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 89.34% 93.65%
CHEMBL1951 P21397 Monoamine oxidase A 87.34% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.64% 89.00%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 82.24% 85.94%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.31% 93.56%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.94% 100.00%

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.
Avicennia marina
Avicennia marina subsp. marina

Cross-Links

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PubChem 16757531
LOTUS LTS0144338
wikiData Q104908360