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Ajubractin B

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 6fb8cc87-c4f0-4dba-aabc-57f579e50c18
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
IUPAC Name [(1R,2S,4aR,5S,6R,8S,8aR)-5-[(3aS,5S,6aS)-3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl]-8-acetyloxy-8a-(acetyloxymethyl)-5,6-dimethylspiro[3,4,4a,6,7,8-hexahydro-2H-naphthalene-1,2'-oxirane]-2-yl] 2-methylpropanoate
SMILES (Canonical) CC1CC(C2(C(C1(C)C3CC4C=COC4O3)CCC(C25CO5)OC(=O)C(C)C)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=CO[C@H]4O3)CC[C@@H]([C@]25CO5)OC(=O)C(C)C)COC(=O)C)OC(=O)C
InChI InChI=1S/C28H40O9/c1-15(2)24(31)36-21-8-7-20-26(6,22-12-19-9-10-32-25(19)37-22)16(3)11-23(35-18(5)30)27(20,13-33-17(4)29)28(21)14-34-28/h9-10,15-16,19-23,25H,7-8,11-14H2,1-6H3/t16-,19-,20-,21+,22+,23+,25+,26+,27+,28-/m1/s1
InChI Key RKCOYWMHQMBBIY-LIPLWNDUSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H40O9
Molecular Weight 520.60 g/mol
Exact Mass 520.26723285 g/mol
Topological Polar Surface Area (TPSA) 110.00 Ų
XlogP 3.60
Atomic LogP (AlogP) 3.54
H-Bond Acceptor 9
H-Bond Donor 0
Rotatable Bonds 6

Synonyms

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3beta-(isobutyryloxy)clerodin
CHEBI:67458
Q27135926
(1R,2S,4aR,5S,6R,8S,8aR)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-5,6-dimethyl-5-[(2S,3aS,6aS)-2,3,3a,6a-tetrahydrofuro[2,3-b]furan-2-yl]octahydro-2H-spiro[naphthalene-1,2'-oxiran]-2-yl 2-methylpropanoate

2D Structure

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2D Structure of Ajubractin B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9824 98.24%
Caco-2 - 0.7055 70.55%
Blood Brain Barrier + 0.9000 90.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8161 81.61%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8567 85.67%
OATP1B3 inhibitior + 0.8736 87.36%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9054 90.54%
P-glycoprotein inhibitior + 0.7235 72.35%
P-glycoprotein substrate + 0.5552 55.52%
CYP3A4 substrate + 0.6894 68.94%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8640 86.40%
CYP3A4 inhibition - 0.7467 74.67%
CYP2C9 inhibition - 0.7623 76.23%
CYP2C19 inhibition - 0.7623 76.23%
CYP2D6 inhibition - 0.9417 94.17%
CYP1A2 inhibition - 0.9154 91.54%
CYP2C8 inhibition + 0.6446 64.46%
CYP inhibitory promiscuity - 0.8171 81.71%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5088 50.88%
Eye corrosion - 0.9847 98.47%
Eye irritation - 0.9003 90.03%
Skin irritation - 0.7106 71.06%
Skin corrosion - 0.9264 92.64%
Ames mutagenesis - 0.5937 59.37%
Human Ether-a-go-go-Related Gene inhibition + 0.6655 66.55%
Micronuclear - 0.5800 58.00%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.8404 84.04%
Respiratory toxicity - 0.6222 62.22%
Reproductive toxicity + 0.6111 61.11%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity + 0.4633 46.33%
Acute Oral Toxicity (c) III 0.3696 36.96%
Estrogen receptor binding + 0.8912 89.12%
Androgen receptor binding + 0.6944 69.44%
Thyroid receptor binding + 0.5663 56.63%
Glucocorticoid receptor binding + 0.7124 71.24%
Aromatase binding + 0.7340 73.40%
PPAR gamma + 0.7449 74.49%
Honey bee toxicity - 0.7165 71.65%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5045 50.45%
Fish aquatic toxicity + 0.9935 99.35%

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 98.88% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.48% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.27% 94.45%
CHEMBL2581 P07339 Cathepsin D 94.59% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.22% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.39% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 91.66% 91.19%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 91.21% 95.71%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 90.02% 96.47%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.49% 92.62%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 88.23% 89.05%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.30% 85.14%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.08% 94.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.41% 97.14%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.23% 96.77%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 85.48% 98.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.25% 86.33%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.83% 95.71%
CHEMBL3922 P50579 Methionine aminopeptidase 2 84.82% 97.28%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.65% 96.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.59% 82.69%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.49% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 82.69% 90.17%
CHEMBL5255 O00206 Toll-like receptor 4 81.92% 92.50%
CHEMBL2996 Q05655 Protein kinase C delta 80.82% 97.79%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.79% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.12% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.06% 89.00%

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.
There are no matching plants.

Cross-Links

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PubChem 53355576
NPASS NPC159461