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methyl 2-[(1R,2R,6S,7R,8R,9R,10R,12R,14R,15S,16S,17R,18S,19S,20R)-8,18,20-triacetyloxy-15-(acetyloxymethyl)-6-(furan-3-yl)-9,19-dihydroxy-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 5175910d-23db-4e2b-b616-01217f6a623c
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)-8,18,20-triacetyloxy-15-(acetyloxymethyl)-6-(furan-3-yl)-9,19-dihydroxy-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/C37H44O18/c1-16(38)48-15-33-21(11-23(42)46-8)30(5)14-34(33)35(45,28(30)50-18(3)40)29(51-19(4)41)36-22-12-24(43)52-26(20-9-10-47-13-20)31(22,6)27(49-17(2)39)25(44)37(33,36)55-32(7,53-34)54-36/h9-10,13,21-22,25-29,44-45H,11-12,14-15H2,1-8H3/t21-,22+,25+,26-,27-,28-,29+,30+,31+,32+,33+,34+,35-,36+,37-/m0/s1
InChI Key WLMXWNKJEAHCOW-GWCHESLLSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C37H44O18
Molecular Weight 776.70 g/mol
Exact Mass 776.25276455 g/mol
Topological Polar Surface Area (TPSA) 239.00 Ų
XlogP -0.80
Atomic LogP (AlogP) 0.92
H-Bond Acceptor 18
H-Bond Donor 2
Rotatable Bonds 8

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)-8,18,20-triacetyloxy-15-(acetyloxymethyl)-6-(furan-3-yl)-9,19-dihydroxy-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 + 0.9530 95.30%
Caco-2 - 0.8286 82.86%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7857 78.57%
OATP2B1 inhibitior - 0.8589 85.89%
OATP1B1 inhibitior - 0.4850 48.50%
OATP1B3 inhibitior + 0.7877 78.77%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8364 83.64%
BSEP inhibitior + 0.9691 96.91%
P-glycoprotein inhibitior + 0.7839 78.39%
P-glycoprotein substrate + 0.7303 73.03%
CYP3A4 substrate + 0.7171 71.71%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8321 83.21%
CYP3A4 inhibition - 0.7568 75.68%
CYP2C9 inhibition - 0.8182 81.82%
CYP2C19 inhibition - 0.8488 84.88%
CYP2D6 inhibition - 0.9490 94.90%
CYP1A2 inhibition - 0.8815 88.15%
CYP2C8 inhibition + 0.7907 79.07%
CYP inhibitory promiscuity - 0.8162 81.62%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5962 59.62%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.8884 88.84%
Skin irritation - 0.7796 77.96%
Skin corrosion - 0.9471 94.71%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7217 72.17%
Micronuclear - 0.5800 58.00%
Hepatotoxicity - 0.6146 61.46%
skin sensitisation - 0.9041 90.41%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity + 0.5188 51.88%
Acute Oral Toxicity (c) I 0.5366 53.66%
Estrogen receptor binding + 0.7820 78.20%
Androgen receptor binding + 0.7680 76.80%
Thyroid receptor binding + 0.5980 59.80%
Glucocorticoid receptor binding + 0.7396 73.96%
Aromatase binding + 0.7054 70.54%
PPAR gamma + 0.7504 75.04%
Honey bee toxicity - 0.7252 72.52%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.9875 98.75%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.91% 83.82%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.72% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.58% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.00% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.38% 94.45%
CHEMBL2581 P07339 Cathepsin D 93.73% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 93.44% 97.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.96% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.36% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.09% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.83% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.07% 99.23%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 86.31% 94.80%
CHEMBL5028 O14672 ADAM10 86.18% 97.50%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.16% 91.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.70% 95.89%
CHEMBL1951 P21397 Monoamine oxidase A 85.53% 91.49%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.32% 95.71%
CHEMBL340 P08684 Cytochrome P450 3A4 84.70% 91.19%
CHEMBL3437 Q16853 Amine oxidase, copper containing 83.98% 94.00%
CHEMBL299 P17252 Protein kinase C alpha 81.17% 98.03%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.90% 92.62%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.54% 93.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.31% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.09% 97.25%

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 162934517
LOTUS LTS0216426
wikiData Q105308075