PlantaeDB Logo
Login Sign-up

[(1S,3S,4S,5S,10R,12S,14R,15S,16R,18R,19S,20R,22S)-3-acetyloxy-5-(furan-3-yl)-15,16-dihydroxy-19-(2-methoxy-2-oxoethyl)-4,18,20-trimethyl-7-oxo-12-propan-2-yl-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

Top
Internal ID 9a1c60b6-eb22-4545-9a73-a5987e553204
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-5-(furan-3-yl)-15,16-dihydroxy-19-(2-methoxy-2-oxoethyl)-4,18,20-trimethyl-7-oxo-12-propan-2-yl-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/C38H46O14/c1-10-19(4)28(42)49-29-31(6)17-34(43)33(8,22(31)13-25(40)45-9)35-15-24(47-20(5)39)32(7)23(14-26(41)48-27(32)21-11-12-46-16-21)37(35)30(36(29,34)44)50-38(51-35,52-37)18(2)3/h10-12,14,16,18,22,24,27,29-30,43-44H,13,15,17H2,1-9H3/b19-10+/t22-,24-,27-,29-,30+,31+,32-,33+,34+,35-,36-,37+,38-/m0/s1
InChI Key MAALFCWFHOASHB-JZEIQJKMSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C38H46O14
Molecular Weight 726.80 g/mol
Exact Mass 726.28875614 g/mol
Topological Polar Surface Area (TPSA) 186.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 3.34
H-Bond Acceptor 14
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [(1S,3S,4S,5S,10R,12S,14R,15S,16R,18R,19S,20R,22S)-3-acetyloxy-5-(furan-3-yl)-15,16-dihydroxy-19-(2-methoxy-2-oxoethyl)-4,18,20-trimethyl-7-oxo-12-propan-2-yl-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

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9839 98.39%
Caco-2 - 0.8273 82.73%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7855 78.55%
OATP2B1 inhibitior - 0.5731 57.31%
OATP1B1 inhibitior - 0.3576 35.76%
OATP1B3 inhibitior + 0.7945 79.45%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9880 98.80%
P-glycoprotein inhibitior + 0.8001 80.01%
P-glycoprotein substrate + 0.7634 76.34%
CYP3A4 substrate + 0.7359 73.59%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8840 88.40%
CYP3A4 inhibition + 0.7637 76.37%
CYP2C9 inhibition - 0.7400 74.00%
CYP2C19 inhibition - 0.7836 78.36%
CYP2D6 inhibition - 0.9144 91.44%
CYP1A2 inhibition - 0.8404 84.04%
CYP2C8 inhibition + 0.7464 74.64%
CYP inhibitory promiscuity - 0.8114 81.14%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4430 44.30%
Eye corrosion - 0.9872 98.72%
Eye irritation - 0.8929 89.29%
Skin irritation - 0.6597 65.97%
Skin corrosion - 0.9320 93.20%
Ames mutagenesis - 0.5170 51.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7791 77.91%
Micronuclear - 0.5400 54.00%
Hepatotoxicity + 0.5177 51.77%
skin sensitisation - 0.8399 83.99%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.6151 61.51%
Acute Oral Toxicity (c) I 0.5989 59.89%
Estrogen receptor binding + 0.7832 78.32%
Androgen receptor binding + 0.7756 77.56%
Thyroid receptor binding + 0.6479 64.79%
Glucocorticoid receptor binding + 0.7902 79.02%
Aromatase binding + 0.7081 70.81%
PPAR gamma + 0.7608 76.08%
Honey bee toxicity - 0.6718 67.18%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9966 99.66%

Targets

Top

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.26% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.14% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.37% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.91% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.44% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.09% 95.56%
CHEMBL2581 P07339 Cathepsin D 90.07% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.93% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.92% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.47% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.23% 96.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.76% 97.25%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.61% 93.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.53% 92.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.76% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.90% 91.07%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.80% 100.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.58% 100.00%
CHEMBL3038469 P24941 CDK2/Cyclin A 80.77% 91.38%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.66% 94.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.65% 95.71%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.38% 91.03%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 80.30% 83.10%

Plants that contains it

Top
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

Top
PubChem 162821283
LOTUS LTS0149377
wikiData Q105160246