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

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 ca8ac44b-f4ba-4d88-820e-d80593598a25
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name [(1R,3S,4R,4aR,5S,7R,8S,8aR)-8-[(3aS,5S,6aR)-3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl]-5-acetyloxy-4a-(acetyloxymethyl)-3-hydroxy-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-1-yl] (2S)-2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OC1CC(C2(CO2)C3(C1C(C(CC3OC(=O)C)C)(C)C4CC5C=COC5O4)COC(=O)C)O
SMILES (Isomeric) CC[C@H](C)C(=O)O[C@@H]1C[C@@H]([C@]2(CO2)[C@]3([C@H]1[C@@]([C@@H](C[C@@H]3OC(=O)C)C)(C)[C@@H]4C[C@H]5C=CO[C@@H]5O4)COC(=O)C)O
InChI InChI=1S/C29H42O10/c1-7-15(2)25(33)38-20-12-21(32)29(14-36-29)28(13-35-17(4)30)23(37-18(5)31)10-16(3)27(6,24(20)28)22-11-19-8-9-34-26(19)39-22/h8-9,15-16,19-24,26,32H,7,10-14H2,1-6H3/t15-,16+,19+,20+,21-,22-,23-,24+,26+,27+,28+,29+/m0/s1
InChI Key IQCFYFBZFGILCX-CPKRKETQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H42O10
Molecular Weight 550.60 g/mol
Exact Mass 550.27779753 g/mol
Topological Polar Surface Area (TPSA) 130.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 2.90
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,3S,4R,4aR,5S,7R,8S,8aR)-8-[(3aS,5S,6aR)-3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl]-5-acetyloxy-4a-(acetyloxymethyl)-3-hydroxy-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-1-yl] (2S)-2-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9858 98.58%
Caco-2 - 0.7493 74.93%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7317 73.17%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8475 84.75%
OATP1B3 inhibitior + 0.8757 87.57%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9114 91.14%
P-glycoprotein inhibitior + 0.7147 71.47%
P-glycoprotein substrate + 0.6574 65.74%
CYP3A4 substrate + 0.6954 69.54%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8590 85.90%
CYP3A4 inhibition + 0.5457 54.57%
CYP2C9 inhibition - 0.7420 74.20%
CYP2C19 inhibition - 0.7749 77.49%
CYP2D6 inhibition - 0.9536 95.36%
CYP1A2 inhibition - 0.9178 91.78%
CYP2C8 inhibition + 0.6023 60.23%
CYP inhibitory promiscuity - 0.8413 84.13%
UGT catelyzed - 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5292 52.92%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9195 91.95%
Skin irritation - 0.6190 61.90%
Skin corrosion - 0.9397 93.97%
Ames mutagenesis + 0.5363 53.63%
Human Ether-a-go-go-Related Gene inhibition - 0.3600 36.00%
Micronuclear - 0.6000 60.00%
Hepatotoxicity - 0.5000 50.00%
skin sensitisation - 0.8800 88.00%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.5948 59.48%
Acute Oral Toxicity (c) I 0.5556 55.56%
Estrogen receptor binding + 0.8855 88.55%
Androgen receptor binding + 0.7184 71.84%
Thyroid receptor binding + 0.5190 51.90%
Glucocorticoid receptor binding + 0.7183 71.83%
Aromatase binding + 0.7249 72.49%
PPAR gamma + 0.7214 72.14%
Honey bee toxicity - 0.7192 71.92%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5355 53.55%
Fish aquatic toxicity + 0.9925 99.25%

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 98.87% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.08% 94.45%
CHEMBL2581 P07339 Cathepsin D 95.05% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.69% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.43% 91.11%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 91.91% 98.75%
CHEMBL221 P23219 Cyclooxygenase-1 91.74% 90.17%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 91.60% 97.21%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 91.48% 96.95%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 91.31% 95.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.54% 97.09%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 89.97% 96.47%
CHEMBL340 P08684 Cytochrome P450 3A4 89.27% 91.19%
CHEMBL2996 Q05655 Protein kinase C delta 87.26% 97.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.23% 86.33%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.06% 89.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.24% 97.14%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 82.67% 82.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.35% 96.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.05% 95.89%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.55% 97.28%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.14% 96.77%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.07% 94.33%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.90% 95.71%
CHEMBL230 P35354 Cyclooxygenase-2 80.87% 89.63%
CHEMBL5028 O14672 ADAM10 80.32% 97.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.11% 100.00%

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 reptans

Cross-Links

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PubChem 162986315
LOTUS LTS0272681
wikiData Q105117687