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Methyl 2-[17-acetyloxy-6-(furan-3-yl)-10,11,12-trihydroxy-1,5,15-trimethyl-8,14-dioxo-7-oxapentacyclo[13.2.1.02,11.05,10.013,17]octadecan-18-yl]-2-hydroxyacetate

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 2c7e25f9-4a24-4225-8826-2a446bd1ea6d
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl 2-[17-acetyloxy-6-(furan-3-yl)-10,11,12-trihydroxy-1,5,15-trimethyl-8,14-dioxo-7-oxapentacyclo[13.2.1.02,11.05,10.013,17]octadecan-18-yl]-2-hydroxyacetate
SMILES (Canonical) CC(=O)OC12CC3(C(C1(C4CCC5(C(OC(=O)CC5(C4(C(C2C3=O)O)O)O)C6=COC=C6)C)C)C(C(=O)OC)O)C
SMILES (Isomeric) CC(=O)OC12CC3(C(C1(C4CCC5(C(OC(=O)CC5(C4(C(C2C3=O)O)O)O)C6=COC=C6)C)C)C(C(=O)OC)O)C
InChI InChI=1S/C29H36O12/c1-13(30)41-27-12-24(2)19(18(32)23(35)38-5)26(27,4)15-6-8-25(3)22(14-7-9-39-11-14)40-16(31)10-28(25,36)29(15,37)21(34)17(27)20(24)33/h7,9,11,15,17-19,21-22,32,34,36-37H,6,8,10,12H2,1-5H3
InChI Key BEEHSERCPMYOCS-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H36O12
Molecular Weight 576.60 g/mol
Exact Mass 576.22067658 g/mol
Topological Polar Surface Area (TPSA) 190.00 Ų
XlogP -0.70
Atomic LogP (AlogP) 0.59
H-Bond Acceptor 12
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Methyl 2-[17-acetyloxy-6-(furan-3-yl)-10,11,12-trihydroxy-1,5,15-trimethyl-8,14-dioxo-7-oxapentacyclo[13.2.1.02,11.05,10.013,17]octadecan-18-yl]-2-hydroxyacetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8302 83.02%
Caco-2 - 0.7985 79.85%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7120 71.20%
OATP2B1 inhibitior - 0.7187 71.87%
OATP1B1 inhibitior - 0.3767 37.67%
OATP1B3 inhibitior + 0.9010 90.10%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8821 88.21%
BSEP inhibitior + 0.7488 74.88%
P-glycoprotein inhibitior + 0.6865 68.65%
P-glycoprotein substrate + 0.6139 61.39%
CYP3A4 substrate + 0.7236 72.36%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8415 84.15%
CYP3A4 inhibition - 0.6849 68.49%
CYP2C9 inhibition - 0.9084 90.84%
CYP2C19 inhibition - 0.9151 91.51%
CYP2D6 inhibition - 0.9412 94.12%
CYP1A2 inhibition - 0.8940 89.40%
CYP2C8 inhibition + 0.6938 69.38%
CYP inhibitory promiscuity - 0.9726 97.26%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5443 54.43%
Eye corrosion - 0.9912 99.12%
Eye irritation - 0.8873 88.73%
Skin irritation - 0.6453 64.53%
Skin corrosion - 0.9074 90.74%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7420 74.20%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.5697 56.97%
skin sensitisation - 0.9095 90.95%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity - 0.7928 79.28%
Acute Oral Toxicity (c) II 0.4594 45.94%
Estrogen receptor binding + 0.7774 77.74%
Androgen receptor binding + 0.7631 76.31%
Thyroid receptor binding + 0.5813 58.13%
Glucocorticoid receptor binding + 0.7612 76.12%
Aromatase binding + 0.7573 75.73%
PPAR gamma + 0.6673 66.73%
Honey bee toxicity - 0.7303 73.03%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9615 96.15%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.58% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.49% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.25% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.66% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.77% 85.14%
CHEMBL2581 P07339 Cathepsin D 88.76% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.45% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.94% 99.23%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.12% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.73% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.68% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.48% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.20% 91.07%
CHEMBL255 P29275 Adenosine A2b receptor 83.98% 98.59%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.78% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.62% 92.62%
CHEMBL3524 P56524 Histone deacetylase 4 82.07% 92.97%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.05% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.08% 93.04%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.84% 95.71%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.64% 97.14%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 80.60% 96.39%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.50% 91.03%
CHEMBL221 P23219 Cyclooxygenase-1 80.02% 90.17%

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.
Khaya senegalensis

Cross-Links

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PubChem 163042286
LOTUS LTS0066530
wikiData Q103816672