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[(1R,4R,4aR,5S,7R,8S,8aR)-5-acetyloxy-8-[(2S)-2-acetyloxy-2-(5-oxo-2H-furan-3-yl)ethyl]-1-hydroxy-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 bac127be-9783-4b31-9eb7-3f6490ffeca3
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
IUPAC Name [(1R,4R,4aR,5S,7R,8S,8aR)-5-acetyloxy-8-[(2S)-2-acetyloxy-2-(5-oxo-2H-furan-3-yl)ethyl]-1-hydroxy-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)CC(C3=CC(=O)OC3)OC(=O)C)C(CCC24CO4)O)COC(=O)C)OC(=O)C
SMILES (Isomeric) C[C@@H]1C[C@@H]([C@@]2([C@@H]([C@@]1(C)C[C@@H](C3=CC(=O)OC3)OC(=O)C)[C@@H](CC[C@]24CO4)O)COC(=O)C)OC(=O)C
InChI InChI=1S/C26H36O10/c1-14-8-21(36-17(4)29)26(13-33-15(2)27)23(19(30)6-7-25(26)12-34-25)24(14,5)10-20(35-16(3)28)18-9-22(31)32-11-18/h9,14,19-21,23,30H,6-8,10-13H2,1-5H3/t14-,19-,20+,21+,23-,24+,25+,26-/m1/s1
InChI Key FOHKIRFZNTVVEF-ZTPJMXGRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H36O10
Molecular Weight 508.60 g/mol
Exact Mass 508.23084734 g/mol
Topological Polar Surface Area (TPSA) 138.00 Ų
XlogP 1.00
Atomic LogP (AlogP) 1.86
H-Bond Acceptor 10
H-Bond Donor 1
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,4R,4aR,5S,7R,8S,8aR)-5-acetyloxy-8-[(2S)-2-acetyloxy-2-(5-oxo-2H-furan-3-yl)ethyl]-1-hydroxy-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 + 0.9809 98.09%
Caco-2 - 0.7272 72.72%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8184 81.84%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8666 86.66%
OATP1B3 inhibitior + 0.9441 94.41%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.5771 57.71%
BSEP inhibitior + 0.9551 95.51%
P-glycoprotein inhibitior + 0.7174 71.74%
P-glycoprotein substrate + 0.6839 68.39%
CYP3A4 substrate + 0.6944 69.44%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8932 89.32%
CYP3A4 inhibition - 0.6678 66.78%
CYP2C9 inhibition - 0.7170 71.70%
CYP2C19 inhibition - 0.8449 84.49%
CYP2D6 inhibition - 0.9413 94.13%
CYP1A2 inhibition - 0.8560 85.60%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.9025 90.25%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4941 49.41%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.8921 89.21%
Skin irritation - 0.5168 51.68%
Skin corrosion - 0.9346 93.46%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6704 67.04%
Micronuclear - 0.6900 69.00%
Hepatotoxicity + 0.5274 52.74%
skin sensitisation - 0.8820 88.20%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.5489 54.89%
Acute Oral Toxicity (c) I 0.5424 54.24%
Estrogen receptor binding + 0.8902 89.02%
Androgen receptor binding + 0.7287 72.87%
Thyroid receptor binding - 0.5185 51.85%
Glucocorticoid receptor binding + 0.8199 81.99%
Aromatase binding + 0.7668 76.68%
PPAR gamma + 0.6646 66.46%
Honey bee toxicity - 0.7294 72.94%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9896 98.96%

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 98.32% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.60% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.17% 91.11%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 96.72% 82.69%
CHEMBL2581 P07339 Cathepsin D 96.62% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.45% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.74% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.78% 97.09%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 91.36% 94.80%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.75% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.73% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.71% 86.33%
CHEMBL3922 P50579 Methionine aminopeptidase 2 86.23% 97.28%
CHEMBL340 P08684 Cytochrome P450 3A4 85.39% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.35% 92.62%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 85.04% 96.77%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.80% 95.56%
CHEMBL5255 O00206 Toll-like receptor 4 83.00% 92.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.72% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.17% 99.23%

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 taiwanensis

Cross-Links

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PubChem 12136677
LOTUS LTS0200648
wikiData Q104399883