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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-(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 3a3ef066-27e7-42b2-b492-9ebf60e21c2b
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-(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/C37H46O12/c1-9-19(3)27(40)46-28-31(6)18-33(41)32(7,22(31)15-24(38)43-8)34-13-12-30(5)23(16-25(39)45-26(30)21-11-14-44-17-21)36(34)29(35(28,33)42)47-37(48-34,49-36)20(4)10-2/h9,11,14,16-17,20,22,26,28-29,41-42H,10,12-13,15,18H2,1-8H3/b19-9+/t20-,22-,26-,28-,29+,30+,31+,32+,33+,34-,35-,36+,37-/m0/s1
InChI Key SPKRHHRYAOXOEE-GXWWLMFDSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C37H46O12
Molecular Weight 682.80 g/mol
Exact Mass 682.29892690 g/mol
Topological Polar Surface Area (TPSA) 160.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 4.19
H-Bond Acceptor 12
H-Bond Donor 2
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-(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 - 0.8034 80.34%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7935 79.35%
OATP2B1 inhibitior - 0.8563 85.63%
OATP1B1 inhibitior - 0.3575 35.75%
OATP1B3 inhibitior + 0.8625 86.25%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9884 98.84%
P-glycoprotein inhibitior + 0.7819 78.19%
P-glycoprotein substrate + 0.7484 74.84%
CYP3A4 substrate + 0.7330 73.30%
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 + 0.7370 73.70%
CYP inhibitory promiscuity - 0.7976 79.76%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4448 44.48%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.8937 89.37%
Skin irritation - 0.5771 57.71%
Skin corrosion - 0.9252 92.52%
Ames mutagenesis - 0.6940 69.40%
Human Ether-a-go-go-Related Gene inhibition + 0.8095 80.95%
Micronuclear - 0.6400 64.00%
Hepatotoxicity + 0.5201 52.01%
skin sensitisation - 0.8737 87.37%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.7551 75.51%
Acute Oral Toxicity (c) II 0.4335 43.35%
Estrogen receptor binding + 0.7891 78.91%
Androgen receptor binding + 0.7779 77.79%
Thyroid receptor binding + 0.6385 63.85%
Glucocorticoid receptor binding + 0.7922 79.22%
Aromatase binding + 0.7156 71.56%
PPAR gamma + 0.7528 75.28%
Honey bee toxicity - 0.6904 69.04%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6000 60.00%
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 98.11% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.06% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.22% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.68% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.42% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.37% 95.89%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 89.56% 95.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.40% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.13% 85.14%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 88.73% 91.24%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.49% 92.62%
CHEMBL2581 P07339 Cathepsin D 87.45% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.39% 95.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.24% 100.00%
CHEMBL3038469 P24941 CDK2/Cyclin A 86.80% 91.38%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.12% 91.07%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.92% 96.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.78% 97.09%
CHEMBL4208 P20618 Proteasome component C5 84.39% 90.00%
CHEMBL221 P23219 Cyclooxygenase-1 82.49% 90.17%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 82.25% 92.88%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.74% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.28% 93.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.59% 100.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 80.45% 89.34%

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 163065679
LOTUS LTS0261055
wikiData Q105257439