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[(1S,4R,5R,10R,12S,14R,15S,16R,18R,19S,20R,22S)-5-(furan-3-yl)-15,16-dihydroxy-19-(2-methoxy-2-oxoethyl)-4,12,18,20-tetramethyl-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 16ab6889-fae2-4016-828f-9c82d91a3477
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1S,4R,5R,10R,12S,14R,15S,16R,18R,19S,20R,22S)-5-(furan-3-yl)-15,16-dihydroxy-19-(2-methoxy-2-oxoethyl)-4,12,18,20-tetramethyl-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/C34H40O12/c1-8-17(2)24(37)43-25-28(4)16-31(38)29(5,19(28)13-21(35)40-7)32-11-10-27(3)20(14-22(36)42-23(27)18-9-12-41-15-18)34(32)26(33(25,31)39)44-30(6,45-32)46-34/h8-9,12,14-15,19,23,25-26,38-39H,10-11,13,16H2,1-7H3/b17-8+/t19-,23-,25-,26+,27+,28+,29+,30-,31+,32-,33-,34+/m0/s1
InChI Key MPHOFXNCVDRQLR-FNWYNJNUSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C34H40O12
Molecular Weight 640.70 g/mol
Exact Mass 640.25197671 g/mol
Topological Polar Surface Area (TPSA) 160.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 3.16
H-Bond Acceptor 12
H-Bond Donor 2
Rotatable Bonds 5

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)-5-(furan-3-yl)-15,16-dihydroxy-19-(2-methoxy-2-oxoethyl)-4,12,18,20-tetramethyl-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 + 0.9769 97.69%
Caco-2 - 0.7877 78.77%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.8142 81.42%
OATP2B1 inhibitior - 0.8551 85.51%
OATP1B1 inhibitior - 0.4018 40.18%
OATP1B3 inhibitior + 0.8679 86.79%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9783 97.83%
P-glycoprotein inhibitior + 0.7852 78.52%
P-glycoprotein substrate + 0.6914 69.14%
CYP3A4 substrate + 0.7244 72.44%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8840 88.40%
CYP3A4 inhibition + 0.5768 57.68%
CYP2C9 inhibition - 0.8004 80.04%
CYP2C19 inhibition - 0.8346 83.46%
CYP2D6 inhibition - 0.9217 92.17%
CYP1A2 inhibition - 0.8003 80.03%
CYP2C8 inhibition + 0.7223 72.23%
CYP inhibitory promiscuity - 0.8609 86.09%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4424 44.24%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.8882 88.82%
Skin irritation - 0.5896 58.96%
Skin corrosion - 0.9268 92.68%
Ames mutagenesis - 0.6270 62.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7640 76.40%
Micronuclear - 0.6300 63.00%
Hepatotoxicity - 0.5174 51.74%
skin sensitisation - 0.8762 87.62%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.7485 74.85%
Acute Oral Toxicity (c) I 0.5437 54.37%
Estrogen receptor binding + 0.8023 80.23%
Androgen receptor binding + 0.7772 77.72%
Thyroid receptor binding + 0.6491 64.91%
Glucocorticoid receptor binding + 0.7963 79.63%
Aromatase binding + 0.7408 74.08%
PPAR gamma + 0.7347 73.47%
Honey bee toxicity - 0.6781 67.81%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.9934 99.34%

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 98.53% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.12% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.40% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.55% 85.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.78% 89.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 90.07% 91.24%
CHEMBL3038469 P24941 CDK2/Cyclin A 89.84% 91.38%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.41% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.37% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.00% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.99% 86.33%
CHEMBL4208 P20618 Proteasome component C5 84.59% 90.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.29% 91.07%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.96% 96.00%
CHEMBL221 P23219 Cyclooxygenase-1 82.37% 90.17%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.88% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.04% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.03% 97.09%
CHEMBL5028 O14672 ADAM10 80.86% 97.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.59% 94.00%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 80.23% 80.00%

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 mahogani

Cross-Links

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PubChem 162992692
LOTUS LTS0107709
wikiData Q105169517