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[(1S,2S,5S,6S,11S,13R,14S,15R,18S,19R)-6-(furan-3-yl)-11,18-dihydroxy-19-(2-methoxy-2-oxoethyl)-1,5,15-trimethyl-8-oxo-7,17-dioxapentacyclo[13.3.1.02,11.05,10.013,18]nonadec-9-en-14-yl] (E)-2-methylbut-2-enoate

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 aedbebcc-7ce4-4cc0-9be2-2b840ec0b0a1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1S,2S,5S,6S,11S,13R,14S,15R,18S,19R)-6-(furan-3-yl)-11,18-dihydroxy-19-(2-methoxy-2-oxoethyl)-1,5,15-trimethyl-8-oxo-7,17-dioxapentacyclo[13.3.1.02,11.05,10.013,18]nonadec-9-en-14-yl] (E)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1C2CC3(C(CCC4(C3=CC(=O)OC4C5=COC=C5)C)C6(C2(OCC1(C6CC(=O)OC)C)O)C)O
SMILES (Isomeric) C/C=C(\C)/C(=O)O[C@H]1[C@H]2C[C@@]3([C@@H](CC[C@]4(C3=CC(=O)O[C@@H]4C5=COC=C5)C)[C@]6([C@]2(OC[C@]1([C@H]6CC(=O)OC)C)O)C)O
InChI InChI=1S/C32H40O10/c1-7-17(2)27(35)42-26-19-14-31(36)20(30(5)21(12-23(33)38-6)29(26,4)16-40-32(19,30)37)8-10-28(3)22(31)13-24(34)41-25(28)18-9-11-39-15-18/h7,9,11,13,15,19-21,25-26,36-37H,8,10,12,14,16H2,1-6H3/b17-7+/t19-,20+,21-,25-,26+,28+,29+,30-,31+,32+/m1/s1
InChI Key WNSVMNDJWSPGDM-QDHWINFJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H40O10
Molecular Weight 584.70 g/mol
Exact Mass 584.26214747 g/mol
Topological Polar Surface Area (TPSA) 142.00 Ų
XlogP 2.50
Atomic LogP (AlogP) 3.77
H-Bond Acceptor 10
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2S,5S,6S,11S,13R,14S,15R,18S,19R)-6-(furan-3-yl)-11,18-dihydroxy-19-(2-methoxy-2-oxoethyl)-1,5,15-trimethyl-8-oxo-7,17-dioxapentacyclo[13.3.1.02,11.05,10.013,18]nonadec-9-en-14-yl] (E)-2-methylbut-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9875 98.75%
Caco-2 - 0.7593 75.93%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8850 88.50%
OATP2B1 inhibitior - 0.8559 85.59%
OATP1B1 inhibitior - 0.4460 44.60%
OATP1B3 inhibitior + 0.9808 98.08%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8614 86.14%
BSEP inhibitior + 0.9805 98.05%
P-glycoprotein inhibitior + 0.7717 77.17%
P-glycoprotein substrate + 0.6472 64.72%
CYP3A4 substrate + 0.7171 71.71%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8880 88.80%
CYP3A4 inhibition + 0.5133 51.33%
CYP2C9 inhibition - 0.8523 85.23%
CYP2C19 inhibition - 0.9277 92.77%
CYP2D6 inhibition - 0.9416 94.16%
CYP1A2 inhibition - 0.8155 81.55%
CYP2C8 inhibition + 0.7616 76.16%
CYP inhibitory promiscuity - 0.8058 80.58%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4620 46.20%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.9024 90.24%
Skin irritation - 0.5810 58.10%
Skin corrosion - 0.9443 94.43%
Ames mutagenesis - 0.6548 65.48%
Human Ether-a-go-go-Related Gene inhibition + 0.8173 81.73%
Micronuclear - 0.6500 65.00%
Hepatotoxicity - 0.6423 64.23%
skin sensitisation - 0.9097 90.97%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.5976 59.76%
Acute Oral Toxicity (c) I 0.7456 74.56%
Estrogen receptor binding + 0.8590 85.90%
Androgen receptor binding + 0.7486 74.86%
Thyroid receptor binding + 0.6225 62.25%
Glucocorticoid receptor binding + 0.8293 82.93%
Aromatase binding + 0.7209 72.09%
PPAR gamma + 0.7432 74.32%
Honey bee toxicity - 0.7359 73.59%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9920 99.20%

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 99.35% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.43% 91.11%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 95.07% 91.24%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.03% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.74% 82.69%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 92.03% 94.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.43% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.03% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.76% 91.07%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.72% 97.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 88.33% 93.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.20% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 87.71% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.52% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.09% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 86.89% 91.19%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 85.61% 94.80%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.43% 89.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 84.71% 89.34%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.11% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.31% 97.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.22% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.16% 92.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.26% 99.23%

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 163193530
LOTUS LTS0156274
wikiData Q105309279