(8-acetyloxy-3,9-dimethylidene-2-oxo-4,5,7,8,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-6-yl)methyl acetate

Details

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Internal ID 97b5a9f0-8334-4a71-8a27-bc45e653b5f1
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name (8-acetyloxy-3,9-dimethylidene-2-oxo-4,5,7,8,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-6-yl)methyl acetate
SMILES (Canonical) CC(=O)OCC1=C2CC(C(=C)C2C3C(CC1)C(=C)C(=O)O3)OC(=O)C
SMILES (Isomeric) CC(=O)OCC1=C2CC(C(=C)C2C3C(CC1)C(=C)C(=O)O3)OC(=O)C
InChI InChI=1S/C19H22O6/c1-9-14-6-5-13(8-23-11(3)20)15-7-16(24-12(4)21)10(2)17(15)18(14)25-19(9)22/h14,16-18H,1-2,5-8H2,3-4H3
InChI Key BRBKGYDAQMCZSA-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C19H22O6
Molecular Weight 346.40 g/mol
Exact Mass 346.14163842 g/mol
Topological Polar Surface Area (TPSA) 78.90 Ų
XlogP 0.90
Atomic LogP (AlogP) 2.25
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (8-acetyloxy-3,9-dimethylidene-2-oxo-4,5,7,8,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-6-yl)methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9910 99.10%
Caco-2 + 0.5420 54.20%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7457 74.57%
OATP2B1 inhibitior - 0.8571 85.71%
OATP1B1 inhibitior + 0.8722 87.22%
OATP1B3 inhibitior + 0.9310 93.10%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior - 0.7573 75.73%
P-glycoprotein inhibitior - 0.5728 57.28%
P-glycoprotein substrate - 0.7452 74.52%
CYP3A4 substrate + 0.6035 60.35%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8884 88.84%
CYP3A4 inhibition - 0.7418 74.18%
CYP2C9 inhibition - 0.8286 82.86%
CYP2C19 inhibition - 0.7960 79.60%
CYP2D6 inhibition - 0.8879 88.79%
CYP1A2 inhibition + 0.5875 58.75%
CYP2C8 inhibition + 0.5791 57.91%
CYP inhibitory promiscuity - 0.7961 79.61%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7236 72.36%
Eye corrosion - 0.9567 95.67%
Eye irritation - 0.6722 67.22%
Skin irritation - 0.6313 63.13%
Skin corrosion - 0.9378 93.78%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6273 62.73%
Micronuclear - 0.7500 75.00%
Hepatotoxicity + 0.7197 71.97%
skin sensitisation - 0.7314 73.14%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.5778 57.78%
Mitochondrial toxicity + 0.5375 53.75%
Nephrotoxicity + 0.6952 69.52%
Acute Oral Toxicity (c) III 0.6513 65.13%
Estrogen receptor binding - 0.5249 52.49%
Androgen receptor binding + 0.6747 67.47%
Thyroid receptor binding - 0.6154 61.54%
Glucocorticoid receptor binding + 0.7450 74.50%
Aromatase binding - 0.6367 63.67%
PPAR gamma - 0.5735 57.35%
Honey bee toxicity - 0.7698 76.98%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9922 99.22%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.00% 85.14%
CHEMBL2581 P07339 Cathepsin D 93.83% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.21% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.20% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.20% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.30% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.66% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.68% 99.17%
CHEMBL2664 P23526 Adenosylhomocysteinase 82.88% 86.67%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.24% 99.23%
CHEMBL2996 Q05655 Protein kinase C delta 81.74% 97.79%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.23% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.04% 89.00%

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.
Rhodanthe moschata

Cross-Links

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PubChem 14262476
LOTUS LTS0130748
wikiData Q104944704