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[(4R,5R,14R,16R,18R,19S,20R,22S)-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

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Internal ID 1ab9ad77-ee1b-49b2-b191-6d6224eb66f9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(4R,5R,14R,16R,18R,19S,20R,22S)-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/C36H44O12/c1-9-19(4)26(39)45-27-30(6)17-32(40)31(7,21(30)14-23(37)42-8)33-12-11-29(5)22(15-24(38)44-25(29)20-10-13-43-16-20)35(33)28(34(27,32)41)46-36(47-33,48-35)18(2)3/h9-10,13,15-16,18,21,25,27-28,40-41H,11-12,14,17H2,1-8H3/b19-9+/t21-,25-,27-,28+,29+,30+,31+,32+,33?,34?,35?,36?/m0/s1
InChI Key FWKDHGIXHPHDTH-VUQSCMSUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H44O12
Molecular Weight 668.70 g/mol
Exact Mass 668.28327683 g/mol
Topological Polar Surface Area (TPSA) 160.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 3.80
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)-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

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9808 98.08%
Caco-2 - 0.8021 80.21%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8352 83.52%
OATP2B1 inhibitior - 0.8556 85.56%
OATP1B1 inhibitior - 0.3544 35.44%
OATP1B3 inhibitior + 0.8339 83.39%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9848 98.48%
P-glycoprotein inhibitior + 0.7803 78.03%
P-glycoprotein substrate + 0.7336 73.36%
CYP3A4 substrate + 0.7281 72.81%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8840 88.40%
CYP3A4 inhibition + 0.7370 73.70%
CYP2C9 inhibition - 0.7219 72.19%
CYP2C19 inhibition - 0.7964 79.64%
CYP2D6 inhibition - 0.9146 91.46%
CYP1A2 inhibition - 0.7951 79.51%
CYP2C8 inhibition + 0.7078 70.78%
CYP inhibitory promiscuity - 0.8293 82.93%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4519 45.19%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.8908 89.08%
Skin irritation - 0.6245 62.45%
Skin corrosion - 0.9266 92.66%
Ames mutagenesis - 0.6240 62.40%
Human Ether-a-go-go-Related Gene inhibition + 0.7959 79.59%
Micronuclear - 0.6300 63.00%
Hepatotoxicity + 0.5274 52.74%
skin sensitisation - 0.8578 85.78%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.6779 67.79%
Acute Oral Toxicity (c) I 0.5970 59.70%
Estrogen receptor binding + 0.7912 79.12%
Androgen receptor binding + 0.7768 77.68%
Thyroid receptor binding + 0.6491 64.91%
Glucocorticoid receptor binding + 0.7923 79.23%
Aromatase binding + 0.7273 72.73%
PPAR gamma + 0.7452 74.52%
Honey bee toxicity - 0.6819 68.19%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9952 99.52%

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 98.28% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.28% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.82% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.68% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.81% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.28% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.64% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.03% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.42% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.68% 96.00%
CHEMBL3038469 P24941 CDK2/Cyclin A 87.38% 91.38%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.74% 92.62%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 86.51% 95.71%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.90% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.53% 97.09%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.10% 91.24%
CHEMBL2581 P07339 Cathepsin D 84.52% 98.95%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.96% 91.07%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.85% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.54% 100.00%
CHEMBL4208 P20618 Proteasome component C5 82.75% 90.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.44% 93.00%
CHEMBL5028 O14672 ADAM10 81.44% 97.50%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 80.91% 94.80%

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 101396722
LOTUS LTS0093264
wikiData Q105003330