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[(4R,4aR,5S,7R,8S,8aR)-8-[(2S,3aS,5R,6aR)-5-hydroxy-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-2-yl]-5-acetyloxy-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-4a-yl]methyl acetate

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 edd5e80b-2cf7-4387-b301-ebddd015c0e3
Taxonomy Organoheterocyclic compounds > Furofurans
IUPAC Name [(4R,4aR,5S,7R,8S,8aR)-8-[(2S,3aS,5R,6aR)-5-hydroxy-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-2-yl]-5-acetyloxy-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-4a-yl]methyl acetate
SMILES (Canonical) CC1CC(C2(C(C1(C)C3CC4CC(OC4O3)O)CCCC25CO5)COC(=O)C)OC(=O)C
SMILES (Isomeric) C[C@@H]1C[C@@H]([C@@]2([C@@H]([C@@]1(C)[C@@H]3C[C@H]4C[C@@H](O[C@H]4O3)O)CCC[C@]25CO5)COC(=O)C)OC(=O)C
InChI InChI=1S/C24H36O8/c1-13-8-19(30-15(3)26)24(12-28-14(2)25)17(6-5-7-23(24)11-29-23)22(13,4)18-9-16-10-20(27)32-21(16)31-18/h13,16-21,27H,5-12H2,1-4H3/t13-,16+,17-,18+,19+,20-,21-,22+,23+,24+/m1/s1
InChI Key UXXDLTAQAXEQEL-MZVKURBCSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C24H36O8
Molecular Weight 452.50 g/mol
Exact Mass 452.24101810 g/mol
Topological Polar Surface Area (TPSA) 104.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 2.55
H-Bond Acceptor 8
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 [(4R,4aR,5S,7R,8S,8aR)-8-[(2S,3aS,5R,6aR)-5-hydroxy-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-2-yl]-5-acetyloxy-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-4a-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9620 96.20%
Caco-2 - 0.6480 64.80%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7971 79.71%
OATP2B1 inhibitior - 0.8624 86.24%
OATP1B1 inhibitior + 0.8830 88.30%
OATP1B3 inhibitior + 0.9150 91.50%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior - 0.5702 57.02%
P-glycoprotein inhibitior - 0.5272 52.72%
P-glycoprotein substrate - 0.6156 61.56%
CYP3A4 substrate + 0.6879 68.79%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8667 86.67%
CYP3A4 inhibition - 0.6562 65.62%
CYP2C9 inhibition - 0.7456 74.56%
CYP2C19 inhibition - 0.8111 81.11%
CYP2D6 inhibition - 0.9494 94.94%
CYP1A2 inhibition - 0.9229 92.29%
CYP2C8 inhibition + 0.5592 55.92%
CYP inhibitory promiscuity - 0.9242 92.42%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5472 54.72%
Eye corrosion - 0.9877 98.77%
Eye irritation - 0.8976 89.76%
Skin irritation - 0.6424 64.24%
Skin corrosion - 0.9265 92.65%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5746 57.46%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.6334 63.34%
skin sensitisation - 0.9119 91.19%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.5569 55.69%
Acute Oral Toxicity (c) I 0.5348 53.48%
Estrogen receptor binding + 0.8976 89.76%
Androgen receptor binding + 0.6414 64.14%
Thyroid receptor binding + 0.5858 58.58%
Glucocorticoid receptor binding + 0.6730 67.30%
Aromatase binding + 0.7674 76.74%
PPAR gamma + 0.7670 76.70%
Honey bee toxicity - 0.7604 76.04%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5887 58.87%
Fish aquatic toxicity + 0.9703 97.03%

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 98.52% 96.09%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 94.19% 89.05%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.17% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.36% 97.09%
CHEMBL2581 P07339 Cathepsin D 90.85% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 89.90% 91.19%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.17% 92.94%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 88.92% 95.50%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 88.83% 96.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.46% 82.69%
CHEMBL5255 O00206 Toll-like receptor 4 87.00% 92.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.85% 86.33%
CHEMBL3922 P50579 Methionine aminopeptidase 2 85.76% 97.28%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.19% 93.04%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.70% 94.45%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.00% 92.62%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.90% 94.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.76% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.63% 89.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.61% 91.24%
CHEMBL221 P23219 Cyclooxygenase-1 82.57% 90.17%
CHEMBL5028 O14672 ADAM10 82.25% 97.50%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.62% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.56% 97.25%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.42% 96.77%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.10% 100.00%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 80.72% 83.00%

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.
Scutellaria cypria
Scutellaria discolor
Scutellaria sieberi

Cross-Links

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PubChem 44566824
LOTUS LTS0151053
wikiData Q105281148