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[(1S,2S,4R,5S,6R,8R,10R,11R,12S)-5-[(3aS,5S,6aR)-3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl]-2-acetyloxy-12-hydroxy-4,5-dimethylspiro[9-oxatricyclo[6.2.2.01,6]dodecane-11,2'-oxirane]-10-yl] 2-methylpropanoate

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 3b23441c-5251-4489-b8e2-41690d9b71fa
Taxonomy Organoheterocyclic compounds > Furofurans
IUPAC Name [(1S,2S,4R,5S,6R,8R,10R,11R,12S)-5-[(3aS,5S,6aR)-3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl]-2-acetyloxy-12-hydroxy-4,5-dimethylspiro[9-oxatricyclo[6.2.2.01,6]dodecane-11,2'-oxirane]-10-yl] 2-methylpropanoate
SMILES (Canonical) CC1CC(C23C(C1(C)C4CC5C=COC5O4)CC(C(C26CO6)O)OC3OC(=O)C(C)C)OC(=O)C
SMILES (Isomeric) C[C@@H]1C[C@@H]([C@@]23[C@@H]([C@@]1(C)[C@@H]4C[C@H]5C=CO[C@@H]5O4)C[C@H]([C@@H]([C@]26CO6)O)O[C@@H]3OC(=O)C(C)C)OC(=O)C
InChI InChI=1S/C26H36O9/c1-12(2)21(29)35-23-26-17(10-16(33-23)20(28)25(26)11-31-25)24(5,13(3)8-19(26)32-14(4)27)18-9-15-6-7-30-22(15)34-18/h6-7,12-13,15-20,22-23,28H,8-11H2,1-5H3/t13-,15-,16-,17-,18+,19+,20+,22-,23-,24+,25-,26-/m1/s1
InChI Key OOIMZXQJSUZQQN-QYHIGUHESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H36O9
Molecular Weight 492.60 g/mol
Exact Mass 492.23593272 g/mol
Topological Polar Surface Area (TPSA) 113.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 2.30
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 [(1S,2S,4R,5S,6R,8R,10R,11R,12S)-5-[(3aS,5S,6aR)-3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl]-2-acetyloxy-12-hydroxy-4,5-dimethylspiro[9-oxatricyclo[6.2.2.01,6]dodecane-11,2'-oxirane]-10-yl] 2-methylpropanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9705 97.05%
Caco-2 - 0.7511 75.11%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.8247 82.47%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8518 85.18%
OATP1B3 inhibitior - 0.3538 35.38%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8364 83.64%
BSEP inhibitior + 0.5541 55.41%
P-glycoprotein inhibitior - 0.4553 45.53%
P-glycoprotein substrate - 0.5175 51.75%
CYP3A4 substrate + 0.6824 68.24%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8670 86.70%
CYP3A4 inhibition - 0.6364 63.64%
CYP2C9 inhibition - 0.7571 75.71%
CYP2C19 inhibition - 0.8212 82.12%
CYP2D6 inhibition - 0.9462 94.62%
CYP1A2 inhibition - 0.8934 89.34%
CYP2C8 inhibition + 0.5326 53.26%
CYP inhibitory promiscuity - 0.8754 87.54%
UGT catelyzed - 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5697 56.97%
Eye corrosion - 0.9873 98.73%
Eye irritation - 0.9243 92.43%
Skin irritation - 0.7196 71.96%
Skin corrosion - 0.9218 92.18%
Ames mutagenesis + 0.5063 50.63%
Human Ether-a-go-go-Related Gene inhibition - 0.5774 57.74%
Micronuclear - 0.6100 61.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.8304 83.04%
Respiratory toxicity + 0.5333 53.33%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity + 0.6583 65.83%
Acute Oral Toxicity (c) I 0.6740 67.40%
Estrogen receptor binding + 0.8954 89.54%
Androgen receptor binding + 0.6898 68.98%
Thyroid receptor binding + 0.6022 60.22%
Glucocorticoid receptor binding + 0.7012 70.12%
Aromatase binding + 0.7117 71.17%
PPAR gamma + 0.7483 74.83%
Honey bee toxicity - 0.7073 70.73%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9809 98.09%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.11% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.43% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.59% 91.11%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 91.26% 96.47%
CHEMBL340 P08684 Cytochrome P450 3A4 90.88% 91.19%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.64% 97.25%
CHEMBL2581 P07339 Cathepsin D 87.20% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.05% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.49% 86.33%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 85.04% 98.75%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.51% 97.14%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.03% 85.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.71% 91.07%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.58% 95.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.12% 92.62%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.70% 96.77%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 81.19% 95.71%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.12% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.82% 100.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.62% 96.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.14% 82.69%

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.
Scutellaria caucasica

Cross-Links

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PubChem 162844646
LOTUS LTS0229727
wikiData Q105195398