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Methyl 2-[6-(furan-3-yl)-14-hydroxy-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadecan-16-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 c429c452-35f2-4673-9410-01c450a8595b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl 2-[6-(furan-3-yl)-14-hydroxy-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadecan-16-yl]-2-hydroxyacetate
SMILES (Canonical) CC1(C(C2CC3C(CCC4(C3CC(=O)OC4C5=COC=C5)C)C(C1C(C(=O)OC)O)(C2=O)C)O)C
SMILES (Isomeric) CC1(C(C2CC3C(CCC4(C3CC(=O)OC4C5=COC=C5)C)C(C1C(C(=O)OC)O)(C2=O)C)O)C
InChI InChI=1S/C27H36O8/c1-25(2)20(19(29)24(32)33-5)27(4)16-6-8-26(3)17(14(16)10-15(21(25)30)22(27)31)11-18(28)35-23(26)13-7-9-34-12-13/h7,9,12,14-17,19-21,23,29-30H,6,8,10-11H2,1-5H3
InChI Key FCPCHIJLKNEVQH-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H36O8
Molecular Weight 488.60 g/mol
Exact Mass 488.24101810 g/mol
Topological Polar Surface Area (TPSA) 123.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 3.06
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Methyl 2-[6-(furan-3-yl)-14-hydroxy-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadecan-16-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 + 0.9690 96.90%
Caco-2 - 0.7311 73.11%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8368 83.68%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7370 73.70%
OATP1B3 inhibitior + 0.8369 83.69%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.5184 51.84%
P-glycoprotein inhibitior - 0.4656 46.56%
P-glycoprotein substrate + 0.5523 55.23%
CYP3A4 substrate + 0.7402 74.02%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8211 82.11%
CYP3A4 inhibition - 0.5483 54.83%
CYP2C9 inhibition - 0.8372 83.72%
CYP2C19 inhibition - 0.8893 88.93%
CYP2D6 inhibition - 0.9470 94.70%
CYP1A2 inhibition - 0.8740 87.40%
CYP2C8 inhibition + 0.7113 71.13%
CYP inhibitory promiscuity - 0.9506 95.06%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5437 54.37%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.9359 93.59%
Skin irritation - 0.7313 73.13%
Skin corrosion - 0.9067 90.67%
Ames mutagenesis - 0.6970 69.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7117 71.17%
Micronuclear - 0.7500 75.00%
Hepatotoxicity + 0.5375 53.75%
skin sensitisation - 0.9046 90.46%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.7256 72.56%
Acute Oral Toxicity (c) I 0.5919 59.19%
Estrogen receptor binding + 0.8091 80.91%
Androgen receptor binding + 0.7582 75.82%
Thyroid receptor binding + 0.5723 57.23%
Glucocorticoid receptor binding + 0.8150 81.50%
Aromatase binding + 0.7067 70.67%
PPAR gamma + 0.6537 65.37%
Honey bee toxicity - 0.7121 71.21%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9808 98.08%

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 98.25% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.10% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.70% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.28% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.98% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 94.33% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.76% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.06% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.20% 100.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 87.11% 92.88%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.10% 92.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.85% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.83% 99.23%
CHEMBL255 P29275 Adenosine A2b receptor 86.15% 98.59%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.54% 86.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.22% 100.00%
CHEMBL2581 P07339 Cathepsin D 82.94% 98.95%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.87% 82.69%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.86% 90.71%
CHEMBL299 P17252 Protein kinase C alpha 82.55% 98.03%
CHEMBL3437 Q16853 Amine oxidase, copper containing 82.37% 94.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.93% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 81.64% 97.79%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.13% 99.17%
CHEMBL5028 O14672 ADAM10 81.05% 97.50%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 80.79% 89.67%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.64% 95.89%

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

Cross-Links

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PubChem 74343993
LOTUS LTS0051859
wikiData Q104993264