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[(1S,3S,4S,5S,10R,12S,14R,15S,16R,18R,19S,20R,22S)-3-acetyloxy-12-[(2S)-butan-2-yl]-5-(furan-3-yl)-15,16-dihydroxy-19-(2-methoxy-2-oxoethyl)-4,18,20-trimethyl-7-oxo-6,11,13,21-tetraoxaheptacyclo[10.8.1.115,18.01,10.04,9.010,14.016,20]docos-8-en-22-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 f44899bc-bab7-4b48-9bc0-ed4975f20ae5
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1S,3S,4S,5S,10R,12S,14R,15S,16R,18R,19S,20R,22S)-3-acetyloxy-12-[(2S)-butan-2-yl]-5-(furan-3-yl)-15,16-dihydroxy-19-(2-methoxy-2-oxoethyl)-4,18,20-trimethyl-7-oxo-6,11,13,21-tetraoxaheptacyclo[10.8.1.115,18.01,10.04,9.010,14.016,20]docos-8-en-22-yl] (E)-2-methylbut-2-enoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C39H48O14/c1-10-19(3)29(43)50-30-32(6)18-35(44)34(8,23(32)14-26(41)46-9)36-16-25(48-21(5)40)33(7)24(15-27(42)49-28(33)22-12-13-47-17-22)38(36)31(37(30,35)45)51-39(52-36,53-38)20(4)11-2/h10,12-13,15,17,20,23,25,28,30-31,44-45H,11,14,16,18H2,1-9H3/b19-10+/t20-,23-,25-,28-,30-,31+,32+,33-,34+,35+,36-,37-,38+,39-/m0/s1
InChI Key VOAFDGNTDIOGRM-NOCLOXJDSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C39H48O14
Molecular Weight 740.80 g/mol
Exact Mass 740.30440620 g/mol
Topological Polar Surface Area (TPSA) 186.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 3.73
H-Bond Acceptor 14
H-Bond Donor 2
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,3S,4S,5S,10R,12S,14R,15S,16R,18R,19S,20R,22S)-3-acetyloxy-12-[(2S)-butan-2-yl]-5-(furan-3-yl)-15,16-dihydroxy-19-(2-methoxy-2-oxoethyl)-4,18,20-trimethyl-7-oxo-6,11,13,21-tetraoxaheptacyclo[10.8.1.115,18.01,10.04,9.010,14.016,20]docos-8-en-22-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 + 0.9884 98.84%
Caco-2 - 0.8285 82.85%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7284 72.84%
OATP2B1 inhibitior - 0.7162 71.62%
OATP1B1 inhibitior - 0.3624 36.24%
OATP1B3 inhibitior + 0.8339 83.39%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9905 99.05%
P-glycoprotein inhibitior + 0.8016 80.16%
P-glycoprotein substrate + 0.7754 77.54%
CYP3A4 substrate + 0.7398 73.98%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8840 88.40%
CYP3A4 inhibition + 0.7858 78.58%
CYP2C9 inhibition - 0.7819 78.19%
CYP2C19 inhibition - 0.7913 79.13%
CYP2D6 inhibition - 0.9185 91.85%
CYP1A2 inhibition - 0.8394 83.94%
CYP2C8 inhibition + 0.7697 76.97%
CYP inhibitory promiscuity - 0.7896 78.96%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4371 43.71%
Eye corrosion - 0.9873 98.73%
Eye irritation - 0.8959 89.59%
Skin irritation - 0.6202 62.02%
Skin corrosion - 0.9302 93.02%
Ames mutagenesis - 0.5870 58.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7876 78.76%
Micronuclear - 0.5200 52.00%
Hepatotoxicity + 0.5427 54.27%
skin sensitisation - 0.8555 85.55%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.7013 70.13%
Acute Oral Toxicity (c) I 0.4217 42.17%
Estrogen receptor binding + 0.7781 77.81%
Androgen receptor binding + 0.7767 77.67%
Thyroid receptor binding + 0.6385 63.85%
Glucocorticoid receptor binding + 0.7903 79.03%
Aromatase binding + 0.6970 69.70%
PPAR gamma + 0.7642 76.42%
Honey bee toxicity - 0.6831 68.31%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9966 99.66%

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 99.05% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.75% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.17% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.95% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.89% 89.00%
CHEMBL2581 P07339 Cathepsin D 92.05% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.27% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.12% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.19% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.14% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.51% 97.25%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.54% 96.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.34% 92.62%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.17% 91.07%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.80% 95.71%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.39% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.16% 93.56%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 82.86% 91.03%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.59% 94.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.55% 93.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.33% 99.17%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.90% 97.14%
CHEMBL4208 P20618 Proteasome component C5 81.80% 90.00%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 81.04% 83.10%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.85% 100.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 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.
Swietenia macrophylla

Cross-Links

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PubChem 162821284
LOTUS LTS0259090
wikiData Q105290053