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methyl (2S)-2-[(1R,2S,5S,6S,10S,11R,12S,13S,14S,15S,17R,18R)-12,14-diacetyloxy-6-(furan-3-yl)-11,17-dihydroxy-1,5,15-trimethyl-8-oxo-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 78446984-f700-41ef-a118-6ea53c3281d0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl (2S)-2-[(1R,2S,5S,6S,10S,11R,12S,13S,14S,15S,17R,18R)-12,14-diacetyloxy-6-(furan-3-yl)-11,17-dihydroxy-1,5,15-trimethyl-8-oxo-7-oxapentacyclo[13.2.1.02,11.05,10.013,17]octadecan-18-yl]-2-hydroxyacetate
SMILES (Canonical) CC(=O)OC1C2C(C3(C(CCC4(C3CC(=O)OC4C5=COC=C5)C)C6(C2(CC1(C6C(C(=O)OC)O)C)O)C)O)OC(=O)C
SMILES (Isomeric) CC(=O)O[C@H]1[C@H]2[C@@H]([C@@]3([C@@H](CC[C@]4([C@@H]3CC(=O)O[C@@H]4C5=COC=C5)C)[C@@]6([C@]2(C[C@]1([C@H]6[C@@H](C(=O)OC)O)C)O)C)O)OC(=O)C
InChI InChI=1S/C31H40O12/c1-14(32)41-24-20-25(42-15(2)33)31(38)17(29(5)22(21(35)26(36)39-6)28(24,4)13-30(20,29)37)7-9-27(3)18(31)11-19(34)43-23(27)16-8-10-40-12-16/h8,10,12,17-18,20-25,35,37-38H,7,9,11,13H2,1-6H3/t17-,18-,20-,21-,22+,23+,24-,25-,27-,28-,29-,30+,31-/m0/s1
InChI Key CBZCSQUNKXXZJV-GRTUPGHPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H40O12
Molecular Weight 604.60 g/mol
Exact Mass 604.25197671 g/mol
Topological Polar Surface Area (TPSA) 179.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 1.84
H-Bond Acceptor 12
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (2S)-2-[(1R,2S,5S,6S,10S,11R,12S,13S,14S,15S,17R,18R)-12,14-diacetyloxy-6-(furan-3-yl)-11,17-dihydroxy-1,5,15-trimethyl-8-oxo-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 + 0.9575 95.75%
Caco-2 - 0.7993 79.93%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7855 78.55%
OATP2B1 inhibitior - 0.8595 85.95%
OATP1B1 inhibitior - 0.3360 33.60%
OATP1B3 inhibitior - 0.2223 22.23%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8821 88.21%
BSEP inhibitior + 0.8300 83.00%
P-glycoprotein inhibitior + 0.7226 72.26%
P-glycoprotein substrate + 0.5572 55.72%
CYP3A4 substrate + 0.7177 71.77%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8340 83.40%
CYP3A4 inhibition - 0.6370 63.70%
CYP2C9 inhibition - 0.8958 89.58%
CYP2C19 inhibition - 0.9127 91.27%
CYP2D6 inhibition - 0.9494 94.94%
CYP1A2 inhibition - 0.8234 82.34%
CYP2C8 inhibition + 0.6571 65.71%
CYP inhibitory promiscuity - 0.9619 96.19%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4880 48.80%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.8881 88.81%
Skin irritation - 0.6377 63.77%
Skin corrosion - 0.9081 90.81%
Ames mutagenesis - 0.7270 72.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7544 75.44%
Micronuclear - 0.7600 76.00%
Hepatotoxicity - 0.6373 63.73%
skin sensitisation - 0.9216 92.16%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity + 0.5239 52.39%
Acute Oral Toxicity (c) I 0.5745 57.45%
Estrogen receptor binding + 0.8300 83.00%
Androgen receptor binding + 0.7412 74.12%
Thyroid receptor binding + 0.5819 58.19%
Glucocorticoid receptor binding + 0.7352 73.52%
Aromatase binding + 0.7550 75.50%
PPAR gamma + 0.7262 72.62%
Honey bee toxicity - 0.7733 77.33%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9646 96.46%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.95% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.07% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.34% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.06% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.30% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 92.57% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.09% 97.25%
CHEMBL2996 Q05655 Protein kinase C delta 91.40% 97.79%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.41% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.91% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.73% 97.09%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.48% 91.24%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.32% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.61% 97.14%
CHEMBL340 P08684 Cytochrome P450 3A4 85.60% 91.19%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.58% 82.69%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.48% 92.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.32% 100.00%
CHEMBL5028 O14672 ADAM10 81.82% 97.50%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.64% 95.71%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.09% 94.33%

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.
Xylocarpus granatum

Cross-Links

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PubChem 162976424
LOTUS LTS0111894
wikiData Q104952988