methyl 2-[(1S,2R,5S,6S,10S,11S,13S,14R,16S)-6-(furan-3-yl)-10-hydroxy-1,5,15,15-tetramethyl-8,17-dioxo-7,18-dioxapentacyclo[11.3.1.111,14.02,11.05,10]octadecan-16-yl]acetate

Details

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Internal ID 2675a68e-5c53-49f1-a193-0f21a87347f4
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl 2-[(1S,2R,5S,6S,10S,11S,13S,14R,16S)-6-(furan-3-yl)-10-hydroxy-1,5,15,15-tetramethyl-8,17-dioxo-7,18-dioxapentacyclo[11.3.1.111,14.02,11.05,10]octadecan-16-yl]acetate
SMILES (Canonical) CC1(C(C2(C3CCC4(C(OC(=O)CC4(C35CC(C1O5)C2=O)O)C6=COC=C6)C)C)CC(=O)OC)C
SMILES (Isomeric) C[C@@]12CC[C@@H]3[C@@]4([C@H](C([C@H]5[C@@H](C4=O)C[C@]3([C@@]1(CC(=O)O[C@H]2C6=COC=C6)O)O5)(C)C)CC(=O)OC)C
InChI InChI=1S/C27H34O8/c1-23(2)17(10-18(28)32-5)25(4)16-6-8-24(3)21(14-7-9-33-13-14)34-19(29)12-27(24,31)26(16)11-15(20(25)30)22(23)35-26/h7,9,13,15-17,21-22,31H,6,8,10-12H2,1-5H3/t15-,16-,17+,21+,22-,24+,25-,26+,27+/m1/s1
InChI Key OQQDWKJSAQRSAX-ZEZOGHRQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H34O8
Molecular Weight 486.60 g/mol
Exact Mass 486.22536804 g/mol
Topological Polar Surface Area (TPSA) 112.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 3.37
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl 2-[(1S,2R,5S,6S,10S,11S,13S,14R,16S)-6-(furan-3-yl)-10-hydroxy-1,5,15,15-tetramethyl-8,17-dioxo-7,18-dioxapentacyclo[11.3.1.111,14.02,11.05,10]octadecan-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 + 0.9682 96.82%
Caco-2 - 0.6900 69.00%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.7867 78.67%
OATP2B1 inhibitior - 0.8630 86.30%
OATP1B1 inhibitior - 0.5180 51.80%
OATP1B3 inhibitior - 0.5948 59.48%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.7570 75.70%
P-glycoprotein inhibitior + 0.6642 66.42%
P-glycoprotein substrate + 0.6136 61.36%
CYP3A4 substrate + 0.7268 72.68%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8415 84.15%
CYP3A4 inhibition + 0.5809 58.09%
CYP2C9 inhibition - 0.7337 73.37%
CYP2C19 inhibition - 0.7930 79.30%
CYP2D6 inhibition - 0.9458 94.58%
CYP1A2 inhibition - 0.8796 87.96%
CYP2C8 inhibition + 0.6856 68.56%
CYP inhibitory promiscuity - 0.9366 93.66%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5896 58.96%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.9061 90.61%
Skin irritation - 0.6885 68.85%
Skin corrosion - 0.9202 92.02%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7813 78.13%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.5051 50.51%
skin sensitisation - 0.9039 90.39%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.7244 72.44%
Acute Oral Toxicity (c) I 0.5351 53.51%
Estrogen receptor binding + 0.8136 81.36%
Androgen receptor binding + 0.7629 76.29%
Thyroid receptor binding + 0.6449 64.49%
Glucocorticoid receptor binding + 0.8475 84.75%
Aromatase binding + 0.8032 80.32%
PPAR gamma + 0.6986 69.86%
Honey bee toxicity - 0.7759 77.59%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 0.9782 97.82%

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 97.83% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.65% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.60% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.89% 97.09%
CHEMBL255 P29275 Adenosine A2b receptor 89.86% 98.59%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.38% 92.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.18% 86.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.43% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.19% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.98% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.78% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.93% 89.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.85% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.18% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.70% 94.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.68% 91.07%

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.
Cedrela odorata
Xylocarpus granatum

Cross-Links

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PubChem 21574143
LOTUS LTS0112406
wikiData Q105197105