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[(1R,4R,4aR,5S,7R,8S,8aR)-5-acetyloxy-4a-(acetyloxymethyl)-8-[2-hydroxy-2-(5-oxo-2H-furan-3-yl)ethyl]-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-1-yl] (E)-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 e7abd2f2-f5af-4a37-b043-787ec935cd54
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
IUPAC Name [(1R,4R,4aR,5S,7R,8S,8aR)-5-acetyloxy-4a-(acetyloxymethyl)-8-[2-hydroxy-2-(5-oxo-2H-furan-3-yl)ethyl]-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-1-yl] (E)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1CCC2(CO2)C3(C1C(C(CC3OC(=O)C)C)(C)CC(C4=CC(=O)OC4)O)COC(=O)C
SMILES (Isomeric) C/C=C(\C)/C(=O)O[C@@H]1CC[C@]2(CO2)[C@]3([C@H]1[C@@]([C@@H](C[C@@H]3OC(=O)C)C)(C)CC(C4=CC(=O)OC4)O)COC(=O)C
InChI InChI=1S/C29H40O10/c1-7-16(2)26(34)39-22-8-9-28(14-37-28)29(15-36-18(4)30)23(38-19(5)31)10-17(3)27(6,25(22)29)12-21(32)20-11-24(33)35-13-20/h7,11,17,21-23,25,32H,8-10,12-15H2,1-6H3/b16-7+/t17-,21?,22-,23+,25-,27+,28+,29-/m1/s1
InChI Key HZPBAEMQRBYDPW-LSDXYIOTSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C29H40O10
Molecular Weight 548.60 g/mol
Exact Mass 548.26214747 g/mol
Topological Polar Surface Area (TPSA) 138.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 2.80
H-Bond Acceptor 10
H-Bond Donor 1
Rotatable Bonds 8

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-4a-(acetyloxymethyl)-8-[2-hydroxy-2-(5-oxo-2H-furan-3-yl)ethyl]-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-1-yl] (E)-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 + 0.9877 98.77%
Caco-2 - 0.6950 69.50%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8133 81.33%
OATP2B1 inhibitior - 0.8623 86.23%
OATP1B1 inhibitior + 0.8539 85.39%
OATP1B3 inhibitior + 0.9481 94.81%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6021 60.21%
BSEP inhibitior + 0.9628 96.28%
P-glycoprotein inhibitior + 0.8349 83.49%
P-glycoprotein substrate + 0.6458 64.58%
CYP3A4 substrate + 0.7012 70.12%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8932 89.32%
CYP3A4 inhibition - 0.6777 67.77%
CYP2C9 inhibition - 0.7193 71.93%
CYP2C19 inhibition - 0.8788 87.88%
CYP2D6 inhibition - 0.9441 94.41%
CYP1A2 inhibition - 0.8733 87.33%
CYP2C8 inhibition + 0.5693 56.93%
CYP inhibitory promiscuity - 0.9317 93.17%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5120 51.20%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.9258 92.58%
Skin irritation - 0.5575 55.75%
Skin corrosion - 0.9330 93.30%
Ames mutagenesis - 0.5000 50.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6891 68.91%
Micronuclear - 0.6500 65.00%
Hepatotoxicity - 0.6101 61.01%
skin sensitisation - 0.8636 86.36%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.6191 61.91%
Acute Oral Toxicity (c) I 0.5172 51.72%
Estrogen receptor binding + 0.8563 85.63%
Androgen receptor binding + 0.7220 72.20%
Thyroid receptor binding + 0.5201 52.01%
Glucocorticoid receptor binding + 0.8379 83.79%
Aromatase binding + 0.7667 76.67%
PPAR gamma + 0.6423 64.23%
Honey bee toxicity - 0.6339 63.39%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9883 98.83%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.87% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.47% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.23% 94.45%
CHEMBL2581 P07339 Cathepsin D 96.80% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 93.71% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.28% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.19% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.46% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.38% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.67% 82.69%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.41% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.18% 95.89%
CHEMBL3922 P50579 Methionine aminopeptidase 2 84.33% 97.28%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.25% 99.23%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.18% 91.07%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 83.98% 94.80%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.66% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.61% 85.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 83.44% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.36% 86.33%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.99% 89.50%
CHEMBL340 P08684 Cytochrome P450 3A4 82.90% 91.19%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 82.22% 91.65%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.79% 100.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.23% 96.00%

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.
Ajuga decumbens
Ajuga nipponensis

Cross-Links

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PubChem 101277250
NPASS NPC266036
LOTUS LTS0182780
wikiData Q104397305