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[(1R,2S,4R,5S,6R,8R,10R,11R,12R)-5-[(3aR,5S,6aS)-2,3,3a,4,5,6a-hexahydrofuro[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 778e5000-6a42-4f18-9069-4dc0faabd2e4
Taxonomy Organoheterocyclic compounds > Furofurans
IUPAC Name [(1R,2S,4R,5S,6R,8R,10R,11R,12R)-5-[(3aR,5S,6aS)-2,3,3a,4,5,6a-hexahydrofuro[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)C4CC5CCOC5O4)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]5CCO[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/C26H38O9/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/h12-13,15-20,22-23,28H,6-11H2,1-5H3/t13-,15-,16-,17-,18+,19+,20-,22+,23-,24+,25-,26+/m1/s1
InChI Key JRFTYJRNDOQDQK-PRCXJLFBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H38O9
Molecular Weight 494.60 g/mol
Exact Mass 494.25158279 g/mol
Topological Polar Surface Area (TPSA) 113.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 2.18
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 [(1R,2S,4R,5S,6R,8R,10R,11R,12R)-5-[(3aR,5S,6aS)-2,3,3a,4,5,6a-hexahydrofuro[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 + 0.9320 93.20%
Caco-2 - 0.7184 71.84%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8751 87.51%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8639 86.39%
OATP1B3 inhibitior + 0.8717 87.17%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6787 67.87%
BSEP inhibitior - 0.7128 71.28%
P-glycoprotein inhibitior - 0.4911 49.11%
P-glycoprotein substrate - 0.5300 53.00%
CYP3A4 substrate + 0.6906 69.06%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8686 86.86%
CYP3A4 inhibition - 0.7444 74.44%
CYP2C9 inhibition - 0.7391 73.91%
CYP2C19 inhibition - 0.7803 78.03%
CYP2D6 inhibition - 0.9511 95.11%
CYP1A2 inhibition - 0.8923 89.23%
CYP2C8 inhibition + 0.5497 54.97%
CYP inhibitory promiscuity - 0.9528 95.28%
UGT catelyzed - 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5783 57.83%
Eye corrosion - 0.9865 98.65%
Eye irritation - 0.9013 90.13%
Skin irritation - 0.7396 73.96%
Skin corrosion - 0.9228 92.28%
Ames mutagenesis - 0.5937 59.37%
Human Ether-a-go-go-Related Gene inhibition - 0.7054 70.54%
Micronuclear - 0.6700 67.00%
Hepatotoxicity - 0.5375 53.75%
skin sensitisation - 0.9002 90.02%
Respiratory toxicity - 0.6000 60.00%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity + 0.6463 64.63%
Acute Oral Toxicity (c) I 0.6054 60.54%
Estrogen receptor binding + 0.8668 86.68%
Androgen receptor binding + 0.6797 67.97%
Thyroid receptor binding + 0.5494 54.94%
Glucocorticoid receptor binding + 0.7320 73.20%
Aromatase binding + 0.7199 71.99%
PPAR gamma + 0.7513 75.13%
Honey bee toxicity - 0.7288 72.88%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5400 54.00%
Fish aquatic toxicity + 0.9683 96.83%

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 98.24% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.37% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.25% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.97% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 91.53% 91.19%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 90.79% 96.47%
CHEMBL2581 P07339 Cathepsin D 89.95% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.12% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.44% 97.25%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.53% 92.62%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.38% 91.07%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.66% 97.14%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 85.31% 98.75%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.19% 96.77%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.54% 89.00%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 84.32% 95.71%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.94% 82.69%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.14% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.57% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.40% 86.33%

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 102092519
LOTUS LTS0218400
wikiData Q105133887