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[(1R,4R,5R,7S,8R,9R,10R,11S,12S)-5,7-diacetyloxy-10-[(3R,5S)-5-acetyloxy-3-(furan-3-yl)-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

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 f0509163-3afa-4f72-b469-30171be9867e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1R,4R,5R,7S,8R,9R,10R,11S,12S)-5,7-diacetyloxy-10-[(3R,5S)-5-acetyloxy-3-(furan-3-yl)-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(CC4OC(=O)C)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]4OC(=O)C)C5=COC=C5)C)CC(=O)OC)C)OC(=O)C)OC(=O)C)C
InChI InChI=1S/C38H50O12/c1-11-19(2)35(43)50-34-32-33-36(7,18-46-32)28(48-22(5)40)16-29(49-23(6)41)37(33,8)27(15-30(42)44-10)38(34,9)31-20(3)25(24-12-13-45-17-24)14-26(31)47-21(4)39/h11-13,17,25-29,32-34H,14-16,18H2,1-10H3/b19-11+/t25-,26+,27-,28-,29+,32-,33-,34-,36-,37+,38-/m1/s1
InChI Key PWNMHYCRLXJKMN-PEYTVQIYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H50O12
Molecular Weight 698.80 g/mol
Exact Mass 698.33022703 g/mol
Topological Polar Surface Area (TPSA) 154.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 5.39
H-Bond Acceptor 12
H-Bond Donor 0
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,4R,5R,7S,8R,9R,10R,11S,12S)-5,7-diacetyloxy-10-[(3R,5S)-5-acetyloxy-3-(furan-3-yl)-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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9949 99.49%
Caco-2 - 0.8038 80.38%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7752 77.52%
OATP2B1 inhibitior - 0.5718 57.18%
OATP1B1 inhibitior + 0.6983 69.83%
OATP1B3 inhibitior + 0.8848 88.48%
MATE1 inhibitior - 0.6800 68.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 1.0000 100.00%
P-glycoprotein inhibitior + 0.8848 88.48%
P-glycoprotein substrate + 0.7128 71.28%
CYP3A4 substrate + 0.7128 71.28%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8924 89.24%
CYP3A4 inhibition + 0.5594 55.94%
CYP2C9 inhibition - 0.7959 79.59%
CYP2C19 inhibition - 0.8235 82.35%
CYP2D6 inhibition - 0.9542 95.42%
CYP1A2 inhibition - 0.8713 87.13%
CYP2C8 inhibition + 0.8568 85.68%
CYP inhibitory promiscuity + 0.5000 50.00%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.4882 48.82%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.8908 89.08%
Skin irritation - 0.7338 73.38%
Skin corrosion - 0.9615 96.15%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7317 73.17%
Micronuclear - 0.5300 53.00%
Hepatotoxicity + 0.5927 59.27%
skin sensitisation - 0.8297 82.97%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity + 0.6013 60.13%
Acute Oral Toxicity (c) I 0.5096 50.96%
Estrogen receptor binding + 0.8130 81.30%
Androgen receptor binding + 0.7133 71.33%
Thyroid receptor binding + 0.5918 59.18%
Glucocorticoid receptor binding + 0.8192 81.92%
Aromatase binding + 0.6673 66.73%
PPAR gamma + 0.7798 77.98%
Honey bee toxicity - 0.6293 62.93%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9974 99.74%

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 98.72% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.52% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.26% 86.33%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 92.76% 81.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.59% 94.45%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 91.42% 87.67%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 91.37% 95.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.76% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 90.53% 90.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.83% 96.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.56% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.89% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.55% 94.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.98% 93.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 86.89% 94.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.32% 92.62%
CHEMBL2243 O00519 Anandamide amidohydrolase 85.89% 97.53%
CHEMBL2581 P07339 Cathepsin D 84.17% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.27% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.74% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.04% 97.14%
CHEMBL5028 O14672 ADAM10 80.35% 97.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.34% 91.24%
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 163186649
LOTUS LTS0243602
wikiData Q105215910