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[(1R,2R,4S,5S,9S,10S,13R,14S,15S,16S,19R,20R)-9-(furan-3-yl)-5,19-dihydroxy-15-(2-methoxy-2-oxoethyl)-10,14,16-trimethyl-7-oxo-3,8,18-trioxahexacyclo[14.3.1.02,4.04,13.05,10.014,19]icosan-20-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 3d8740e1-0472-4f83-8ac0-7443a2a55480
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1R,2R,4S,5S,9S,10S,13R,14S,15S,16S,19R,20R)-9-(furan-3-yl)-5,19-dihydroxy-15-(2-methoxy-2-oxoethyl)-10,14,16-trimethyl-7-oxo-3,8,18-trioxahexacyclo[14.3.1.02,4.04,13.05,10.014,19]icosan-20-yl] (E)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1C2C3C4(O3)C(CCC5(C4(CC(=O)OC5C6=COC=C6)O)C)C7(C2(OCC1(C7CC(=O)OC)C)O)C
SMILES (Isomeric) C/C=C(\C)/C(=O)O[C@@H]1[C@@H]2[C@@H]3[C@@]4(O3)[C@H](CC[C@@]5([C@]4(CC(=O)O[C@H]5C6=COC=C6)O)C)[C@]7([C@@]2(OC[C@@]1([C@@H]7CC(=O)OC)C)O)C
InChI InChI=1S/C32H40O11/c1-7-16(2)26(35)42-24-22-25-31(43-25)18(29(5)19(12-20(33)38-6)27(24,3)15-40-32(22,29)37)8-10-28(4)23(17-9-11-39-14-17)41-21(34)13-30(28,31)36/h7,9,11,14,18-19,22-25,36-37H,8,10,12-13,15H2,1-6H3/b16-7+/t18-,19+,22-,23+,24-,25-,27-,28+,29-,30+,31+,32-/m1/s1
InChI Key ULTXGWVTQCMLGB-MSGMSCHSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H40O11
Molecular Weight 600.70 g/mol
Exact Mass 600.25706209 g/mol
Topological Polar Surface Area (TPSA) 154.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 2.98
H-Bond Acceptor 11
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 [(1R,2R,4S,5S,9S,10S,13R,14S,15S,16S,19R,20R)-9-(furan-3-yl)-5,19-dihydroxy-15-(2-methoxy-2-oxoethyl)-10,14,16-trimethyl-7-oxo-3,8,18-trioxahexacyclo[14.3.1.02,4.04,13.05,10.014,19]icosan-20-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 + 0.9745 97.45%
Caco-2 - 0.7780 77.80%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.7680 76.80%
OATP2B1 inhibitior - 0.8566 85.66%
OATP1B1 inhibitior - 0.4447 44.47%
OATP1B3 inhibitior + 0.9581 95.81%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9364 93.64%
BSEP inhibitior + 0.9718 97.18%
P-glycoprotein inhibitior + 0.7759 77.59%
P-glycoprotein substrate + 0.6770 67.70%
CYP3A4 substrate + 0.7174 71.74%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8796 87.96%
CYP3A4 inhibition + 0.5597 55.97%
CYP2C9 inhibition - 0.7380 73.80%
CYP2C19 inhibition - 0.8517 85.17%
CYP2D6 inhibition - 0.9306 93.06%
CYP1A2 inhibition - 0.8207 82.07%
CYP2C8 inhibition + 0.7762 77.62%
CYP inhibitory promiscuity - 0.8501 85.01%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5388 53.88%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.8894 88.94%
Skin irritation - 0.6269 62.69%
Skin corrosion - 0.9384 93.84%
Ames mutagenesis - 0.6878 68.78%
Human Ether-a-go-go-Related Gene inhibition + 0.7745 77.45%
Micronuclear - 0.6100 61.00%
Hepatotoxicity - 0.5380 53.80%
skin sensitisation - 0.8880 88.80%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.5316 53.16%
Acute Oral Toxicity (c) I 0.7339 73.39%
Estrogen receptor binding + 0.8328 83.28%
Androgen receptor binding + 0.7632 76.32%
Thyroid receptor binding + 0.6046 60.46%
Glucocorticoid receptor binding + 0.7960 79.60%
Aromatase binding + 0.7469 74.69%
PPAR gamma + 0.7494 74.94%
Honey bee toxicity - 0.7561 75.61%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.7000 70.00%
Fish aquatic toxicity + 0.9891 98.91%

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 98.09% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.95% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.05% 96.09%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 93.66% 89.34%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.01% 86.33%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 92.42% 82.69%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 90.16% 91.07%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 90.13% 93.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.08% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.60% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 89.09% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.02% 97.09%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 86.62% 95.17%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 86.41% 98.75%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 86.00% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.99% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.98% 94.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.92% 91.24%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.69% 92.62%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 85.08% 80.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.65% 100.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.16% 94.33%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 83.89% 91.03%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.00% 100.00%
CHEMBL5028 O14672 ADAM10 80.24% 97.50%

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 granatum

Cross-Links

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PubChem 163068175
LOTUS LTS0099649
wikiData Q105275355