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methyl (2S)-2-acetyloxy-2-[(1S,2R,5R,6R,10R,11S,12R,13S,14R,15R,17S,18S)-12,14,17-triacetyloxy-6-(furan-3-yl)-11-hydroxy-1,5,15-trimethyl-8-oxo-7-oxapentacyclo[13.2.1.02,11.05,10.013,17]octadecan-18-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 b97a7c58-2341-44fb-a6d2-98eee0303cdf
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name methyl (2S)-2-acetyloxy-2-[(1S,2R,5R,6R,10R,11S,12R,13S,14R,15R,17S,18S)-12,14,17-triacetyloxy-6-(furan-3-yl)-11-hydroxy-1,5,15-trimethyl-8-oxo-7-oxapentacyclo[13.2.1.02,11.05,10.013,17]octadecan-18-yl]acetate
SMILES (Canonical) CC(=O)OC1C2C(C3(C(CCC4(C3CC(=O)OC4C5=COC=C5)C)C6(C2(CC1(C6C(C(=O)OC)OC(=O)C)C)OC(=O)C)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)OC(=O)C)C)OC(=O)C)C)O)OC(=O)C
InChI InChI=1S/C35H44O14/c1-16(36)45-25(30(41)43-8)26-32(6)15-34(49-19(4)39)24(28(32)46-17(2)37)29(47-18(3)38)35(42)21(33(26,34)7)9-11-31(5)22(35)13-23(40)48-27(31)20-10-12-44-14-20/h10,12,14,21-22,24-29,42H,9,11,13,15H2,1-8H3/t21-,22-,24+,25+,26+,27+,28-,29-,31-,32-,33-,34+,35-/m1/s1
InChI Key MODWWVKERCVJOU-YFOQNDGISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H44O14
Molecular Weight 688.70 g/mol
Exact Mass 688.27310607 g/mol
Topological Polar Surface Area (TPSA) 191.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 2.98
H-Bond Acceptor 14
H-Bond Donor 1
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of methyl (2S)-2-acetyloxy-2-[(1S,2R,5R,6R,10R,11S,12R,13S,14R,15R,17S,18S)-12,14,17-triacetyloxy-6-(furan-3-yl)-11-hydroxy-1,5,15-trimethyl-8-oxo-7-oxapentacyclo[13.2.1.02,11.05,10.013,17]octadecan-18-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 + 0.9596 95.96%
Caco-2 - 0.8145 81.45%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8192 81.92%
OATP2B1 inhibitior - 0.8565 85.65%
OATP1B1 inhibitior - 0.3443 34.43%
OATP1B3 inhibitior - 0.3497 34.97%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8571 85.71%
BSEP inhibitior + 0.9548 95.48%
P-glycoprotein inhibitior + 0.8180 81.80%
P-glycoprotein substrate + 0.5770 57.70%
CYP3A4 substrate + 0.7275 72.75%
CYP2C9 substrate - 0.8021 80.21%
CYP2D6 substrate - 0.8429 84.29%
CYP3A4 inhibition - 0.6799 67.99%
CYP2C9 inhibition - 0.8625 86.25%
CYP2C19 inhibition - 0.8638 86.38%
CYP2D6 inhibition - 0.9542 95.42%
CYP1A2 inhibition - 0.7784 77.84%
CYP2C8 inhibition + 0.7120 71.20%
CYP inhibitory promiscuity - 0.9449 94.49%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5341 53.41%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.8792 87.92%
Skin irritation - 0.6786 67.86%
Skin corrosion - 0.8968 89.68%
Ames mutagenesis - 0.6631 66.31%
Human Ether-a-go-go-Related Gene inhibition + 0.6759 67.59%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.5250 52.50%
skin sensitisation - 0.9276 92.76%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.7369 73.69%
Acute Oral Toxicity (c) I 0.5536 55.36%
Estrogen receptor binding + 0.8230 82.30%
Androgen receptor binding + 0.7552 75.52%
Thyroid receptor binding + 0.6116 61.16%
Glucocorticoid receptor binding + 0.7967 79.67%
Aromatase binding + 0.7337 73.37%
PPAR gamma + 0.7691 76.91%
Honey bee toxicity - 0.7359 73.59%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.6800 68.00%
Fish aquatic toxicity + 0.9747 97.47%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.75% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.61% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.47% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.82% 85.14%
CHEMBL2996 Q05655 Protein kinase C delta 94.09% 97.79%
CHEMBL2581 P07339 Cathepsin D 93.44% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 92.91% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.96% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.46% 89.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 89.96% 91.24%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 88.13% 82.69%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.41% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.08% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.81% 86.33%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 86.27% 95.71%
CHEMBL340 P08684 Cytochrome P450 3A4 85.72% 91.19%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.17% 93.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.83% 92.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.46% 97.14%
CHEMBL5028 O14672 ADAM10 83.77% 97.50%
CHEMBL4040 P28482 MAP kinase ERK2 83.11% 83.82%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.06% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.03% 94.00%
CHEMBL299 P17252 Protein kinase C alpha 80.76% 98.03%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.61% 94.33%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.51% 93.03%

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 162989172
LOTUS LTS0231235
wikiData Q105168819