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methyl 2-[(1R,2R,6S,7R,8R,9R,10R,12R,14R,15S,16S,17R,18S,19S,20R)-8,9,18,20-tetraacetyloxy-15-(acetyloxymethyl)-6-(furan-3-yl)-19-hydroxy-7,12,17-trimethyl-4-oxo-5,11,13,21-tetraoxaheptacyclo[10.8.1.114,17.01,10.02,7.010,15.014,19]docosan-16-yl]acetate

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 4511f5c5-8f03-422c-b42e-dffa36ed5b90
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl 2-[(1R,2R,6S,7R,8R,9R,10R,12R,14R,15S,16S,17R,18S,19S,20R)-8,9,18,20-tetraacetyloxy-15-(acetyloxymethyl)-6-(furan-3-yl)-19-hydroxy-7,12,17-trimethyl-4-oxo-5,11,13,21-tetraoxaheptacyclo[10.8.1.114,17.01,10.02,7.010,15.014,19]docosan-16-yl]acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C39H46O19/c1-17(40)50-16-35-23(12-25(45)48-9)32(6)15-36(35)37(47,30(32)53-20(4)43)31(54-21(5)44)38-24-13-26(46)55-27(22-10-11-49-14-22)33(24,7)28(51-18(2)41)29(52-19(3)42)39(35,38)58-34(8,56-36)57-38/h10-11,14,23-24,27-31,47H,12-13,15-16H2,1-9H3/t23-,24+,27-,28-,29+,30-,31+,32+,33+,34+,35+,36+,37-,38+,39-/m0/s1
InChI Key CMIYPHGULJOYAG-LSIGFKMYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C39H46O19
Molecular Weight 818.80 g/mol
Exact Mass 818.26332923 g/mol
Topological Polar Surface Area (TPSA) 245.00 Ų
XlogP -0.30
Atomic LogP (AlogP) 1.49
H-Bond Acceptor 19
H-Bond Donor 1
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 2-[(1R,2R,6S,7R,8R,9R,10R,12R,14R,15S,16S,17R,18S,19S,20R)-8,9,18,20-tetraacetyloxy-15-(acetyloxymethyl)-6-(furan-3-yl)-19-hydroxy-7,12,17-trimethyl-4-oxo-5,11,13,21-tetraoxaheptacyclo[10.8.1.114,17.01,10.02,7.010,15.014,19]docosan-16-yl]acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9665 96.65%
Caco-2 - 0.8319 83.19%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7817 78.17%
OATP2B1 inhibitior - 0.7178 71.78%
OATP1B1 inhibitior - 0.5071 50.71%
OATP1B3 inhibitior - 0.2775 27.75%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8864 88.64%
BSEP inhibitior + 0.9870 98.70%
P-glycoprotein inhibitior + 0.8079 80.79%
P-glycoprotein substrate + 0.7150 71.50%
CYP3A4 substrate + 0.7155 71.55%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8391 83.91%
CYP3A4 inhibition - 0.6606 66.06%
CYP2C9 inhibition - 0.7801 78.01%
CYP2C19 inhibition - 0.8186 81.86%
CYP2D6 inhibition - 0.9537 95.37%
CYP1A2 inhibition - 0.8799 87.99%
CYP2C8 inhibition + 0.7969 79.69%
CYP inhibitory promiscuity - 0.8226 82.26%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6045 60.45%
Eye corrosion - 0.9878 98.78%
Eye irritation - 0.8898 88.98%
Skin irritation - 0.7843 78.43%
Skin corrosion - 0.9465 94.65%
Ames mutagenesis - 0.5464 54.64%
Human Ether-a-go-go-Related Gene inhibition + 0.7671 76.71%
Micronuclear - 0.5900 59.00%
Hepatotoxicity - 0.6271 62.71%
skin sensitisation - 0.8989 89.89%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity + 0.5677 56.77%
Acute Oral Toxicity (c) I 0.5067 50.67%
Estrogen receptor binding + 0.7835 78.35%
Androgen receptor binding + 0.7704 77.04%
Thyroid receptor binding + 0.6073 60.73%
Glucocorticoid receptor binding + 0.7502 75.02%
Aromatase binding + 0.6992 69.92%
PPAR gamma + 0.7564 75.64%
Honey bee toxicity - 0.7269 72.69%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6500 65.00%
Fish aquatic toxicity + 0.9870 98.70%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.82% 85.14%
CHEMBL4040 P28482 MAP kinase ERK2 99.17% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.28% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.79% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.38% 94.45%
CHEMBL2996 Q05655 Protein kinase C delta 93.20% 97.79%
CHEMBL2581 P07339 Cathepsin D 92.52% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.71% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.96% 97.09%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 89.83% 94.80%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.97% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.59% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.28% 94.00%
CHEMBL5028 O14672 ADAM10 86.07% 97.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.25% 91.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.83% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 84.53% 91.19%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.33% 95.71%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.91% 97.25%
CHEMBL3437 Q16853 Amine oxidase, copper containing 82.72% 94.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.78% 99.17%
CHEMBL299 P17252 Protein kinase C alpha 81.11% 98.03%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.90% 92.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.82% 97.14%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.57% 93.00%

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.
Chukrasia tabularis

Cross-Links

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PubChem 162902154
LOTUS LTS0180065
wikiData Q104964623