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methyl 2-[(1R,2R,6S,7R,8R,9R,10R,12R,14R,15S,16S,17R,18S,19S,20R)-8-acetyloxy-15-(acetyloxymethyl)-6-(furan-3-yl)-9,18,19,20-tetrahydroxy-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 b1fced75-bdf2-424b-9cef-38166c0d1c46
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-acetyloxy-15-(acetyloxymethyl)-6-(furan-3-yl)-9,18,19,20-tetrahydroxy-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/C33H40O16/c1-14(34)44-13-29-17(9-19(36)42-6)26(3)12-30(29)31(41,24(26)39)25(40)32-18-10-20(37)46-22(16-7-8-43-11-16)27(18,4)23(45-15(2)35)21(38)33(29,32)49-28(5,47-30)48-32/h7-8,11,17-18,21-25,38-41H,9-10,12-13H2,1-6H3/t17-,18+,21+,22-,23-,24-,25+,26+,27+,28+,29+,30+,31-,32+,33-/m0/s1
InChI Key LHVAUJXSTGBWKE-ITKVNEGLSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C33H40O16
Molecular Weight 692.70 g/mol
Exact Mass 692.23163518 g/mol
Topological Polar Surface Area (TPSA) 227.00 Ų
XlogP -2.00
Atomic LogP (AlogP) -0.22
H-Bond Acceptor 16
H-Bond Donor 4
Rotatable Bonds 6

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-acetyloxy-15-(acetyloxymethyl)-6-(furan-3-yl)-9,18,19,20-tetrahydroxy-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 + 0.8188 81.88%
Caco-2 - 0.8283 82.83%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7322 73.22%
OATP2B1 inhibitior - 0.8582 85.82%
OATP1B1 inhibitior - 0.3896 38.96%
OATP1B3 inhibitior + 0.8950 89.50%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9613 96.13%
P-glycoprotein inhibitior + 0.7429 74.29%
P-glycoprotein substrate + 0.7158 71.58%
CYP3A4 substrate + 0.7192 71.92%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8377 83.77%
CYP3A4 inhibition - 0.8230 82.30%
CYP2C9 inhibition - 0.8614 86.14%
CYP2C19 inhibition - 0.8620 86.20%
CYP2D6 inhibition - 0.9429 94.29%
CYP1A2 inhibition - 0.8867 88.67%
CYP2C8 inhibition + 0.7936 79.36%
CYP inhibitory promiscuity - 0.8768 87.68%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6316 63.16%
Eye corrosion - 0.9874 98.74%
Eye irritation - 0.8870 88.70%
Skin irritation - 0.7689 76.89%
Skin corrosion - 0.9411 94.11%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7122 71.22%
Micronuclear - 0.5700 57.00%
Hepatotoxicity - 0.5771 57.71%
skin sensitisation - 0.8964 89.64%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity + 0.4862 48.62%
Acute Oral Toxicity (c) I 0.4513 45.13%
Estrogen receptor binding + 0.7951 79.51%
Androgen receptor binding + 0.7701 77.01%
Thyroid receptor binding + 0.5972 59.72%
Glucocorticoid receptor binding + 0.6916 69.16%
Aromatase binding + 0.7011 70.11%
PPAR gamma + 0.7333 73.33%
Honey bee toxicity - 0.7433 74.33%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9861 98.61%

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 99.77% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.34% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.41% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.22% 94.45%
CHEMBL2581 P07339 Cathepsin D 93.73% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 91.98% 83.82%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.09% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.92% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.10% 89.00%
CHEMBL2996 Q05655 Protein kinase C delta 88.38% 97.79%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.93% 91.24%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.27% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.84% 99.23%
CHEMBL5028 O14672 ADAM10 85.75% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.62% 95.89%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.19% 95.71%
CHEMBL340 P08684 Cytochrome P450 3A4 84.65% 91.19%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.17% 97.25%
CHEMBL332 P03956 Matrix metalloproteinase-1 82.52% 94.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.66% 92.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.45% 97.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.08% 95.56%

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 162986389
LOTUS LTS0025539
wikiData Q105151989