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[(4R,5R,14R,16R,18R,19S,20R,22S)-12-ethyl-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 93b0e2bc-ce0a-41e8-b42c-c6293fab29ad
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(4R,5R,14R,16R,18R,19S,20R,22S)-12-ethyl-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) CCC12OC3C4(C(C5(CC4(C(C5CC(=O)OC)(C6(C3(O1)C7=CC(=O)OC(C7(CC6)C)C8=COC=C8)O2)C)O)C)OC(=O)C(=CC)C)O
SMILES (Isomeric) CCC12O[C@@H]3C4([C@H]([C@@]5(C[C@]4([C@@]([C@H]5CC(=O)OC)(C6(C3(O1)C7=CC(=O)O[C@H]([C@@]7(CC6)C)C8=COC=C8)O2)C)O)C)OC(=O)/C(=C/C)/C)O
InChI InChI=1S/C35H42O12/c1-8-18(3)25(38)44-26-29(5)17-31(39)30(6,20(29)14-22(36)41-7)32-12-11-28(4)21(15-23(37)43-24(28)19-10-13-42-16-19)35(32)27(34(26,31)40)45-33(9-2,46-32)47-35/h8,10,13,15-16,20,24,26-27,39-40H,9,11-12,14,17H2,1-7H3/b18-8+/t20-,24-,26-,27+,28+,29+,30+,31+,32?,33?,34?,35?/m0/s1
InChI Key YXUIYDNZDJXDFI-ISRLNJNESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H42O12
Molecular Weight 654.70 g/mol
Exact Mass 654.26762677 g/mol
Topological Polar Surface Area (TPSA) 160.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 3.55
H-Bond Acceptor 12
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(4R,5R,14R,16R,18R,19S,20R,22S)-12-ethyl-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 + 0.9863 98.63%
Caco-2 - 0.7952 79.52%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7935 79.35%
OATP2B1 inhibitior - 0.8556 85.56%
OATP1B1 inhibitior - 0.3673 36.73%
OATP1B3 inhibitior + 0.8625 86.25%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9877 98.77%
P-glycoprotein inhibitior + 0.7880 78.80%
P-glycoprotein substrate + 0.7338 73.38%
CYP3A4 substrate + 0.7256 72.56%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8840 88.40%
CYP3A4 inhibition + 0.7550 75.50%
CYP2C9 inhibition - 0.7746 77.46%
CYP2C19 inhibition - 0.7914 79.14%
CYP2D6 inhibition - 0.9125 91.25%
CYP1A2 inhibition - 0.8005 80.05%
CYP2C8 inhibition + 0.7540 75.40%
CYP inhibitory promiscuity - 0.7976 79.76%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4448 44.48%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.8916 89.16%
Skin irritation - 0.5771 57.71%
Skin corrosion - 0.9252 92.52%
Ames mutagenesis - 0.6470 64.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7941 79.41%
Micronuclear - 0.6400 64.00%
Hepatotoxicity - 0.5674 56.74%
skin sensitisation - 0.8737 87.37%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.8154 81.54%
Acute Oral Toxicity (c) II 0.4335 43.35%
Estrogen receptor binding + 0.7969 79.69%
Androgen receptor binding + 0.7769 77.69%
Thyroid receptor binding + 0.6518 65.18%
Glucocorticoid receptor binding + 0.8013 80.13%
Aromatase binding + 0.7248 72.48%
PPAR gamma + 0.7363 73.63%
Honey bee toxicity - 0.6884 68.84%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9955 99.55%

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 97.71% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.56% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.30% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.51% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.16% 99.23%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 89.07% 91.24%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.82% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.67% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.24% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.02% 95.89%
CHEMBL3038469 P24941 CDK2/Cyclin A 85.38% 91.38%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.64% 100.00%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 83.62% 80.00%
CHEMBL4208 P20618 Proteasome component C5 83.54% 90.00%
CHEMBL221 P23219 Cyclooxygenase-1 83.52% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.45% 97.09%
CHEMBL255 P29275 Adenosine A2b receptor 82.20% 98.59%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.05% 96.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.50% 94.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 81.03% 89.34%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.01% 91.07%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.87% 85.14%

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 mahogani

Cross-Links

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PubChem 101396724
LOTUS LTS0006565
wikiData Q105368194