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[(1S,2S,5R,6S,13R,14S,15S,17S,18S)-6-(furan-3-yl)-13-hydroxy-18-[(1R)-1-hydroxy-2-methoxy-2-oxoethyl]-1,5,15-trimethyl-14-(2-methylpropanoyloxy)-8,12-dioxo-7-oxapentacyclo[13.2.1.02,11.05,10.013,17]octadec-10-en-17-yl] (2S)-2-methylbutanoate

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 b398d6e9-26f1-40af-b6c1-0e7c2ce0aeee
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1S,2S,5R,6S,13R,14S,15S,17S,18S)-6-(furan-3-yl)-13-hydroxy-18-[(1R)-1-hydroxy-2-methoxy-2-oxoethyl]-1,5,15-trimethyl-14-(2-methylpropanoyloxy)-8,12-dioxo-7-oxapentacyclo[13.2.1.02,11.05,10.013,17]octadec-10-en-17-yl] (2S)-2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OC12CC3(C(C1(C4CCC5(C(OC(=O)CC5=C4C(=O)C2(C3OC(=O)C(C)C)O)C6=COC=C6)C)C)C(C(=O)OC)O)C
SMILES (Isomeric) CC[C@H](C)C(=O)O[C@@]12C[C@]3([C@@H]([C@@]1([C@@H]4CC[C@]5([C@H](OC(=O)CC5=C4C(=O)[C@]2([C@H]3OC(=O)C(C)C)O)C6=COC=C6)C)C)[C@H](C(=O)OC)O)C
InChI InChI=1S/C36H46O12/c1-9-18(4)29(41)48-35-16-33(6)25(24(38)30(42)44-8)34(35,7)20-10-12-32(5)21(14-22(37)46-27(32)19-11-13-45-15-19)23(20)26(39)36(35,43)31(33)47-28(40)17(2)3/h11,13,15,17-18,20,24-25,27,31,38,43H,9-10,12,14,16H2,1-8H3/t18-,20+,24+,25-,27+,31-,32+,33-,34-,35-,36+/m0/s1
InChI Key UBIMVMXJRZDHMZ-JXIWFYDUSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C36H46O12
Molecular Weight 670.70 g/mol
Exact Mass 670.29892690 g/mol
Topological Polar Surface Area (TPSA) 176.00 Ų
XlogP 3.50
Atomic LogP (AlogP) 3.77
H-Bond Acceptor 12
H-Bond Donor 2
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,5R,6S,13R,14S,15S,17S,18S)-6-(furan-3-yl)-13-hydroxy-18-[(1R)-1-hydroxy-2-methoxy-2-oxoethyl]-1,5,15-trimethyl-14-(2-methylpropanoyloxy)-8,12-dioxo-7-oxapentacyclo[13.2.1.02,11.05,10.013,17]octadec-10-en-17-yl] (2S)-2-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9902 99.02%
Caco-2 - 0.8176 81.76%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.8214 82.14%
OATP2B1 inhibitior - 0.8584 85.84%
OATP1B1 inhibitior + 0.7100 71.00%
OATP1B3 inhibitior - 0.3267 32.67%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9039 90.39%
P-glycoprotein inhibitior + 0.7732 77.32%
P-glycoprotein substrate + 0.6935 69.35%
CYP3A4 substrate + 0.7058 70.58%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8910 89.10%
CYP3A4 inhibition + 0.8079 80.79%
CYP2C9 inhibition - 0.6903 69.03%
CYP2C19 inhibition - 0.7617 76.17%
CYP2D6 inhibition - 0.9081 90.81%
CYP1A2 inhibition - 0.7771 77.71%
CYP2C8 inhibition + 0.7312 73.12%
CYP inhibitory promiscuity - 0.5741 57.41%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4394 43.94%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.8936 89.36%
Skin irritation - 0.6012 60.12%
Skin corrosion - 0.9328 93.28%
Ames mutagenesis - 0.6870 68.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6470 64.70%
Micronuclear - 0.6600 66.00%
Hepatotoxicity + 0.5706 57.06%
skin sensitisation - 0.8700 87.00%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.8639 86.39%
Acute Oral Toxicity (c) I 0.6372 63.72%
Estrogen receptor binding + 0.8080 80.80%
Androgen receptor binding + 0.7596 75.96%
Thyroid receptor binding + 0.5909 59.09%
Glucocorticoid receptor binding + 0.8138 81.38%
Aromatase binding + 0.7283 72.83%
PPAR gamma + 0.7984 79.84%
Honey bee toxicity - 0.7274 72.74%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9968 99.68%

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 99.50% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.88% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 98.54% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.33% 96.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 97.66% 96.38%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.39% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.11% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.07% 97.09%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 93.50% 92.88%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 92.34% 92.62%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 89.35% 91.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.13% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 88.66% 94.33%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 88.55% 95.71%
CHEMBL2581 P07339 Cathepsin D 87.89% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.78% 86.33%
CHEMBL255 P29275 Adenosine A2b receptor 86.18% 98.59%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.96% 100.00%
CHEMBL4208 P20618 Proteasome component C5 82.36% 90.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.95% 99.23%
CHEMBL3437 Q16853 Amine oxidase, copper containing 81.16% 94.00%
CHEMBL5255 O00206 Toll-like receptor 4 80.54% 92.50%

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 moluccensis

Cross-Links

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PubChem 163038149
LOTUS LTS0087373
wikiData Q105269300