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15-O-deacetylnimbolidin 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 8f74e959-286a-49ae-a8d7-0b5bdf1fd48d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1R,4R,5R,7S,8R,9R,10R,11S,12R)-5,7-diacetyloxy-10-[(3R,5S)-3-(furan-3-yl)-5-hydroxy-2-methylcyclopenten-1-yl]-9-(2-methoxy-2-oxoethyl)-4,8,10-trimethyl-2-oxatricyclo[6.3.1.04,12]dodecan-11-yl] (E)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1C2C3C(CO2)(C(CC(C3(C(C1(C)C4=C(C(CC4O)C5=COC=C5)C)CC(=O)OC)C)OC(=O)C)OC(=O)C)C
SMILES (Isomeric) C/C=C(\C)/C(=O)O[C@@H]1[C@H]2[C@H]3[C@](CO2)([C@@H](C[C@@H]([C@@]3([C@H]([C@]1(C)C4=C([C@@H](C[C@@H]4O)C5=COC=C5)C)CC(=O)OC)C)OC(=O)C)OC(=O)C)C
InChI InChI=1S/C36H48O11/c1-10-18(2)33(41)47-32-30-31-34(6,17-44-30)26(45-20(4)37)15-27(46-21(5)38)35(31,7)25(14-28(40)42-9)36(32,8)29-19(3)23(13-24(29)39)22-11-12-43-16-22/h10-12,16,23-27,30-32,39H,13-15,17H2,1-9H3/b18-10+/t23-,24+,25-,26-,27+,30-,31+,32-,34-,35+,36-/m1/s1
InChI Key BMWZKYUHNUEOJU-PNHGQMSBSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C36H48O11
Molecular Weight 656.80 g/mol
Exact Mass 656.31966234 g/mol
Topological Polar Surface Area (TPSA) 148.00 Ų
XlogP 3.50
Atomic LogP (AlogP) 4.82
H-Bond Acceptor 11
H-Bond Donor 1
Rotatable Bonds 8

Synonyms

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(2aR,3R,5S,5aR,6R,7R,8S,8aR,8bR)-3,5-bis(acetyloxy)-7-[(3R,5S)-3-(furan-3-yl)-5-hydroxy-2-methylcyclopent-1-en-1-yl]-6-(2-methoxy-2-oxoethyl)-2a,5a,7-trimethyldecahydro-2H-naphtho[1,8-bc]furan-8-yl (2E)-2-methylbut-2-enoate
CHEBI:65725
Q27134209
(15S,17R)-1alpha,3alpha-Bis(acetoxy)-7alpha-[(E)-2-methyl-2-butenoyloxy]-15-hydroxy-6alpha,4alpha-(epoxymethano)-12,13-seco-4-demethylmeliacan-13-en-12-oic acid methyl ester
[(1R,4R,5R,7S,8R,9R,10R,11S,12R)-5,7-diacetyloxy-10-[(3R,5S)-3-(furan-3-yl)-5-hydroxy-2-methylcyclopenten-1-yl]-9-(2-methoxy-2-oxoethyl)-4,8,10-trimethyl-2-oxatricyclo[6.3.1.04,12]dodecan-11-yl] (E)-2-methylbut-2-enoate

2D Structure

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2D Structure of 15-O-deacetylnimbolidin B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9938 99.38%
Caco-2 - 0.7979 79.79%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7617 76.17%
OATP2B1 inhibitior - 0.5779 57.79%
OATP1B1 inhibitior + 0.7102 71.02%
OATP1B3 inhibitior + 0.8742 87.42%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9961 99.61%
P-glycoprotein inhibitior + 0.8506 85.06%
P-glycoprotein substrate + 0.7152 71.52%
CYP3A4 substrate + 0.7104 71.04%
CYP2C9 substrate - 0.7958 79.58%
CYP2D6 substrate - 0.8820 88.20%
CYP3A4 inhibition + 0.5605 56.05%
CYP2C9 inhibition - 0.7988 79.88%
CYP2C19 inhibition - 0.8934 89.34%
CYP2D6 inhibition - 0.9526 95.26%
CYP1A2 inhibition - 0.8981 89.81%
CYP2C8 inhibition + 0.8501 85.01%
CYP inhibitory promiscuity - 0.8217 82.17%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4457 44.57%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.8969 89.69%
Skin irritation - 0.6443 64.43%
Skin corrosion - 0.9575 95.75%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7302 73.02%
Micronuclear - 0.5300 53.00%
Hepatotoxicity + 0.6552 65.52%
skin sensitisation - 0.8446 84.46%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.7625 76.25%
Nephrotoxicity + 0.5823 58.23%
Acute Oral Toxicity (c) I 0.6725 67.25%
Estrogen receptor binding + 0.7882 78.82%
Androgen receptor binding + 0.7099 70.99%
Thyroid receptor binding + 0.5722 57.22%
Glucocorticoid receptor binding + 0.8235 82.35%
Aromatase binding + 0.6522 65.22%
PPAR gamma + 0.7652 76.52%
Honey bee toxicity - 0.5977 59.77%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9940 99.40%

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 98.04% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.48% 96.09%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 96.84% 81.11%
CHEMBL221 P23219 Cyclooxygenase-1 95.48% 90.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.88% 94.45%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 94.86% 87.67%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.41% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.27% 97.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 92.19% 96.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 91.41% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.23% 95.56%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.87% 93.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.42% 94.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.36% 94.00%
CHEMBL2243 O00519 Anandamide amidohydrolase 86.78% 97.53%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.23% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.65% 89.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.47% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.27% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.26% 92.62%
CHEMBL5028 O14672 ADAM10 81.99% 97.50%
CHEMBL340 P08684 Cytochrome P450 3A4 81.73% 91.19%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.34% 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.
Melia azedarach

Cross-Links

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PubChem 11650425
NPASS NPC169638
LOTUS LTS0094173
wikiData Q27134209