8-(3a-acetyl-4,4-dimethyl-6-oxo-2,3,7,7a-tetrahydrofuro[3,2-c]pyran-2-yl)-4-(furan-3-yl)-4a,8-dimethyl-4,5-dihydro-1aH-oxireno[2,3-d]isochromen-2-one

Details

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Internal ID 47d8c381-fd08-4f47-807f-191d6bda9d66
Taxonomy Organoheterocyclic compounds > Dioxepanes > 1,4-dioxepanes
IUPAC Name 8-(3a-acetyl-4,4-dimethyl-6-oxo-2,3,7,7a-tetrahydrofuro[3,2-c]pyran-2-yl)-4-(furan-3-yl)-4a,8-dimethyl-4,5-dihydro-1aH-oxireno[2,3-d]isochromen-2-one
SMILES (Canonical) CC(=O)C12CC(OC1CC(=O)OC2(C)C)C3(C=CCC4(C35C(O5)C(=O)OC4C6=COC=C6)C)C
SMILES (Isomeric) CC(=O)C12CC(OC1CC(=O)OC2(C)C)C3(C=CCC4(C35C(O5)C(=O)OC4C6=COC=C6)C)C
InChI InChI=1S/C26H30O8/c1-14(27)25-12-17(31-16(25)11-18(28)33-22(25,2)3)23(4)8-6-9-24(5)19(15-7-10-30-13-15)32-21(29)20-26(23,24)34-20/h6-8,10,13,16-17,19-20H,9,11-12H2,1-5H3
InChI Key LNWKVURUDFLMSX-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H30O8
Molecular Weight 470.50 g/mol
Exact Mass 470.19406791 g/mol
Topological Polar Surface Area (TPSA) 105.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 3.45
H-Bond Acceptor 8
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-(3a-acetyl-4,4-dimethyl-6-oxo-2,3,7,7a-tetrahydrofuro[3,2-c]pyran-2-yl)-4-(furan-3-yl)-4a,8-dimethyl-4,5-dihydro-1aH-oxireno[2,3-d]isochromen-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9877 98.77%
Caco-2 - 0.7281 72.81%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6876 68.76%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7203 72.03%
OATP1B3 inhibitior + 0.8686 86.86%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9665 96.65%
P-glycoprotein inhibitior + 0.7144 71.44%
P-glycoprotein substrate + 0.5080 50.80%
CYP3A4 substrate + 0.6769 67.69%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8366 83.66%
CYP3A4 inhibition + 0.8072 80.72%
CYP2C9 inhibition - 0.8317 83.17%
CYP2C19 inhibition - 0.7559 75.59%
CYP2D6 inhibition - 0.9412 94.12%
CYP1A2 inhibition - 0.8443 84.43%
CYP2C8 inhibition + 0.6103 61.03%
CYP inhibitory promiscuity - 0.8779 87.79%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5142 51.42%
Eye corrosion - 0.9876 98.76%
Eye irritation - 0.8677 86.77%
Skin irritation - 0.6893 68.93%
Skin corrosion - 0.8932 89.32%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6843 68.43%
Micronuclear - 0.5500 55.00%
Hepatotoxicity + 0.5875 58.75%
skin sensitisation - 0.7724 77.24%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity + 0.7471 74.71%
Acute Oral Toxicity (c) III 0.3938 39.38%
Estrogen receptor binding + 0.8559 85.59%
Androgen receptor binding + 0.7569 75.69%
Thyroid receptor binding + 0.6447 64.47%
Glucocorticoid receptor binding + 0.8850 88.50%
Aromatase binding + 0.8017 80.17%
PPAR gamma + 0.6973 69.73%
Honey bee toxicity - 0.8294 82.94%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 1.0000 100.00%

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 98.89% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.54% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.95% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.79% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.55% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.53% 94.45%
CHEMBL2581 P07339 Cathepsin D 87.52% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.40% 99.23%
CHEMBL4208 P20618 Proteasome component C5 84.17% 90.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.42% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.11% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.24% 95.89%

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.
Carapa grandiflora
Carapa procera

Cross-Links

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PubChem 73821381
LOTUS LTS0026303
wikiData Q105154540