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[(1S,4R,5R,10R,12S,14R,15S,16R,18R,19S,20R,22S)-12-[(2S)-butan-2-yl]-5-(furan-3-yl)-15,16-dihydroxy-19-[(1R)-1-hydroxy-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 51d7585a-811e-4f17-a9e5-103c79651418
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1S,4R,5R,10R,12S,14R,15S,16R,18R,19S,20R,22S)-12-[(2S)-butan-2-yl]-5-(furan-3-yl)-15,16-dihydroxy-19-[(1R)-1-hydroxy-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/C37H46O13/c1-9-18(3)26(40)47-28-31(6)17-33(42)32(7,24(31)23(39)27(41)44-8)34-13-12-30(5)21(15-22(38)46-25(30)20-11-14-45-16-20)36(34)29(35(28,33)43)48-37(49-34,50-36)19(4)10-2/h9,11,14-16,19,23-25,28-29,39,42-43H,10,12-13,17H2,1-8H3/b18-9+/t19-,23+,24-,25-,28-,29+,30+,31+,32+,33+,34-,35-,36+,37-/m0/s1
InChI Key JTGDLRQPWQUGEM-PEMQBJAISA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C37H46O13
Molecular Weight 698.80 g/mol
Exact Mass 698.29384152 g/mol
Topological Polar Surface Area (TPSA) 180.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 3.16
H-Bond Acceptor 13
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,4R,5R,10R,12S,14R,15S,16R,18R,19S,20R,22S)-12-[(2S)-butan-2-yl]-5-(furan-3-yl)-15,16-dihydroxy-19-[(1R)-1-hydroxy-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 + 0.9851 98.51%
Caco-2 - 0.8185 81.85%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7729 77.29%
OATP2B1 inhibitior - 0.8575 85.75%
OATP1B1 inhibitior + 0.7303 73.03%
OATP1B3 inhibitior - 0.2184 21.84%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9554 95.54%
P-glycoprotein inhibitior + 0.7682 76.82%
P-glycoprotein substrate + 0.7319 73.19%
CYP3A4 substrate + 0.7351 73.51%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8786 87.86%
CYP3A4 inhibition + 0.7017 70.17%
CYP2C9 inhibition - 0.7542 75.42%
CYP2C19 inhibition - 0.7928 79.28%
CYP2D6 inhibition - 0.9080 90.80%
CYP1A2 inhibition - 0.8001 80.01%
CYP2C8 inhibition + 0.7421 74.21%
CYP inhibitory promiscuity - 0.7656 76.56%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4393 43.93%
Eye corrosion - 0.9878 98.78%
Eye irritation - 0.8959 89.59%
Skin irritation - 0.5975 59.75%
Skin corrosion - 0.9166 91.66%
Ames mutagenesis - 0.6540 65.40%
Human Ether-a-go-go-Related Gene inhibition + 0.7767 77.67%
Micronuclear - 0.6200 62.00%
Hepatotoxicity + 0.5003 50.03%
skin sensitisation - 0.8632 86.32%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.8940 89.40%
Acute Oral Toxicity (c) II 0.4077 40.77%
Estrogen receptor binding + 0.7893 78.93%
Androgen receptor binding + 0.7753 77.53%
Thyroid receptor binding + 0.6406 64.06%
Glucocorticoid receptor binding + 0.7750 77.50%
Aromatase binding + 0.7109 71.09%
PPAR gamma + 0.7539 75.39%
Honey bee toxicity - 0.6881 68.81%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9893 98.93%

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 98.66% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.38% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.17% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.10% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 93.99% 90.17%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 92.40% 91.24%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.21% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.82% 85.14%
CHEMBL2581 P07339 Cathepsin D 91.73% 98.95%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.82% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 89.76% 92.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.63% 99.23%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 88.84% 95.71%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.78% 91.07%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.52% 97.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.17% 96.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.96% 100.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 84.16% 100.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.13% 92.88%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.92% 86.33%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 81.76% 93.03%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 81.62% 89.34%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 81.48% 96.38%
CHEMBL4208 P20618 Proteasome component C5 81.46% 90.00%
CHEMBL255 P29275 Adenosine A2b receptor 81.02% 98.59%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.31% 98.75%

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 mahagoni

Cross-Links

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PubChem 162894481
LOTUS LTS0271193
wikiData Q105134766