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[5-(2,3,3a,4,5,6a-Hexahydrofuro[2,3-b]furan-5-yl)-2-acetyloxy-7-hydroxy-4,5-dimethylspiro[9-oxatricyclo[6.2.2.01,6]dodecane-11,2'-oxirane]-10-yl] 2-methylbut-2-enoate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 50553aa6-905a-4b31-8d7e-80bb75a94406
Taxonomy Organoheterocyclic compounds > Furofurans
IUPAC Name [5-(2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-5-yl)-2-acetyloxy-7-hydroxy-4,5-dimethylspiro[9-oxatricyclo[6.2.2.01,6]dodecane-11,2'-oxirane]-10-yl] 2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1C23C(CC(C(C2C(C(O1)CC34CO4)O)(C)C5CC6CCOC6O5)C)OC(=O)C
SMILES (Isomeric) CC=C(C)C(=O)OC1C23C(CC(C(C2C(C(O1)CC34CO4)O)(C)C5CC6CCOC6O5)C)OC(=O)C
InChI InChI=1S/C27H38O9/c1-6-13(2)22(30)36-24-27-19(33-15(4)28)9-14(3)25(5,18-10-16-7-8-31-23(16)35-18)21(27)20(29)17(34-24)11-26(27)12-32-26/h6,14,16-21,23-24,29H,7-12H2,1-5H3
InChI Key LCUUDDVODSPJLB-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H38O9
Molecular Weight 506.60 g/mol
Exact Mass 506.25158279 g/mol
Topological Polar Surface Area (TPSA) 113.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 2.49
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [5-(2,3,3a,4,5,6a-Hexahydrofuro[2,3-b]furan-5-yl)-2-acetyloxy-7-hydroxy-4,5-dimethylspiro[9-oxatricyclo[6.2.2.01,6]dodecane-11,2'-oxirane]-10-yl] 2-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9772 97.72%
Caco-2 - 0.7146 71.46%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8607 86.07%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8765 87.65%
OATP1B3 inhibitior + 0.9011 90.11%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior - 0.6132 61.32%
P-glycoprotein inhibitior + 0.6001 60.01%
P-glycoprotein substrate + 0.5457 54.57%
CYP3A4 substrate + 0.7088 70.88%
CYP2C9 substrate - 0.8100 81.00%
CYP2D6 substrate - 0.8832 88.32%
CYP3A4 inhibition - 0.8042 80.42%
CYP2C9 inhibition - 0.8537 85.37%
CYP2C19 inhibition - 0.9073 90.73%
CYP2D6 inhibition - 0.9497 94.97%
CYP1A2 inhibition - 0.8643 86.43%
CYP2C8 inhibition + 0.6480 64.80%
CYP inhibitory promiscuity - 0.9303 93.03%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5527 55.27%
Eye corrosion - 0.9874 98.74%
Eye irritation - 0.9315 93.15%
Skin irritation - 0.6350 63.50%
Skin corrosion - 0.9270 92.70%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5410 54.10%
Micronuclear - 0.6200 62.00%
Hepatotoxicity + 0.6034 60.34%
skin sensitisation - 0.8849 88.49%
Respiratory toxicity - 0.6778 67.78%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity + 0.7494 74.94%
Acute Oral Toxicity (c) I 0.7021 70.21%
Estrogen receptor binding + 0.8590 85.90%
Androgen receptor binding + 0.6551 65.51%
Thyroid receptor binding + 0.5238 52.38%
Glucocorticoid receptor binding + 0.7229 72.29%
Aromatase binding + 0.7458 74.58%
PPAR gamma + 0.7307 73.07%
Honey bee toxicity - 0.6704 67.04%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9848 98.48%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.78% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.96% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.99% 91.11%
CHEMBL340 P08684 Cytochrome P450 3A4 93.48% 91.19%
CHEMBL241 Q14432 Phosphodiesterase 3A 92.74% 92.94%
CHEMBL284 P27487 Dipeptidyl peptidase IV 91.85% 95.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.78% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.84% 89.00%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 89.07% 98.99%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 88.62% 97.47%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.27% 97.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.96% 91.07%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.78% 85.14%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.67% 94.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.35% 100.00%
CHEMBL2581 P07339 Cathepsin D 83.28% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.25% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.10% 96.77%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.71% 96.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.43% 91.24%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.93% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.62% 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.
Ajuga pyramidalis

Cross-Links

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PubChem 163005728
LOTUS LTS0189139
wikiData Q105150000