Methyl 2-[2-acetyloxy-13-(furan-3-yl)-4,8,10,12-tetramethyl-7-oxo-16-oxatetracyclo[8.6.0.03,8.011,15]hexadeca-4,11-dien-9-yl]acetate

Details

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Internal ID dbeab14e-0b15-4982-9692-319df0ae2d4a
Taxonomy Organoheterocyclic compounds > Naphthofurans
IUPAC Name methyl 2-[2-acetyloxy-13-(furan-3-yl)-4,8,10,12-tetramethyl-7-oxo-16-oxatetracyclo[8.6.0.03,8.011,15]hexadeca-4,11-dien-9-yl]acetate
SMILES (Canonical) CC1=CCC(=O)C2(C1C(C3C(C2CC(=O)OC)(C4=C(C(CC4O3)C5=COC=C5)C)C)OC(=O)C)C
SMILES (Isomeric) CC1=CCC(=O)C2(C1C(C3C(C2CC(=O)OC)(C4=C(C(CC4O3)C5=COC=C5)C)C)OC(=O)C)C
InChI InChI=1S/C28H34O7/c1-14-7-8-21(30)27(4)20(12-22(31)32-6)28(5)24-15(2)18(17-9-10-33-13-17)11-19(24)35-26(28)25(23(14)27)34-16(3)29/h7,9-10,13,18-20,23,25-26H,8,11-12H2,1-6H3
InChI Key TXDYFFZJOSDMMR-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H34O7
Molecular Weight 482.60 g/mol
Exact Mass 482.23045342 g/mol
Topological Polar Surface Area (TPSA) 92.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 4.52
H-Bond Acceptor 7
H-Bond Donor 0
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Methyl 2-[2-acetyloxy-13-(furan-3-yl)-4,8,10,12-tetramethyl-7-oxo-16-oxatetracyclo[8.6.0.03,8.011,15]hexadeca-4,11-dien-9-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 + 0.9959 99.59%
Caco-2 - 0.5461 54.61%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7781 77.81%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.6948 69.48%
OATP1B3 inhibitior - 0.2759 27.59%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9738 97.38%
P-glycoprotein inhibitior + 0.8792 87.92%
P-glycoprotein substrate + 0.6031 60.31%
CYP3A4 substrate + 0.7086 70.86%
CYP2C9 substrate - 0.5873 58.73%
CYP2D6 substrate - 0.8350 83.50%
CYP3A4 inhibition + 0.6700 67.00%
CYP2C9 inhibition - 0.7975 79.75%
CYP2C19 inhibition - 0.7522 75.22%
CYP2D6 inhibition - 0.9284 92.84%
CYP1A2 inhibition - 0.8604 86.04%
CYP2C8 inhibition + 0.7212 72.12%
CYP inhibitory promiscuity + 0.6230 62.30%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Danger 0.4277 42.77%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.8974 89.74%
Skin irritation - 0.7052 70.52%
Skin corrosion - 0.9429 94.29%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8445 84.45%
Micronuclear - 0.5141 51.41%
Hepatotoxicity + 0.6574 65.74%
skin sensitisation - 0.7788 77.88%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.7446 74.46%
Acute Oral Toxicity (c) III 0.7166 71.66%
Estrogen receptor binding + 0.7899 78.99%
Androgen receptor binding + 0.7213 72.13%
Thyroid receptor binding + 0.5392 53.92%
Glucocorticoid receptor binding + 0.8708 87.08%
Aromatase binding + 0.6250 62.50%
PPAR gamma + 0.7936 79.36%
Honey bee toxicity - 0.6555 65.55%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9915 99.15%

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 99.13% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.29% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.98% 96.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.43% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.68% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.53% 97.09%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 89.80% 81.11%
CHEMBL4208 P20618 Proteasome component C5 89.31% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.38% 86.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.21% 95.50%
CHEMBL3401 O75469 Pregnane X receptor 87.03% 94.73%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.87% 92.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.46% 99.23%
CHEMBL2581 P07339 Cathepsin D 82.95% 98.95%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.75% 94.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.51% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.94% 89.00%
CHEMBL5408 Q9UHD2 Serine/threonine-protein kinase TBK1 81.80% 90.48%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 80.80% 89.67%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.59% 96.00%

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.
Azadirachta indica

Cross-Links

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PubChem 162970858
LOTUS LTS0201519
wikiData Q105266414