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[(1R,2S,5R,6R,13S,14R,16S)-16-[(1R)-1-acetyloxy-2-methoxy-2-oxoethyl]-6-(furan-3-yl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-10-en-14-yl] (Z)-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 02b46cc2-0fac-4cd3-b774-553386647949
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1R,2S,5R,6R,13S,14R,16S)-16-[(1R)-1-acetyloxy-2-methoxy-2-oxoethyl]-6-(furan-3-yl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-10-en-14-yl] (Z)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1C2CC3=C4CC(=O)OC(C4(CCC3C(C2=O)(C(C1(C)C)C(C(=O)OC)OC(=O)C)C)C)C5=COC=C5
SMILES (Isomeric) C/C=C(/C)\C(=O)O[C@@H]1[C@@H]2CC3=C4CC(=O)O[C@H]([C@@]4(CC[C@@H]3[C@@](C2=O)([C@H](C1(C)C)[C@H](C(=O)OC)OC(=O)C)C)C)C5=COC=C5
InChI InChI=1S/C34H42O10/c1-9-17(2)30(38)44-29-21-14-20-22(10-12-33(6)23(20)15-24(36)43-28(33)19-11-13-41-16-19)34(7,27(21)37)26(32(29,4)5)25(31(39)40-8)42-18(3)35/h9,11,13,16,21-22,25-26,28-29H,10,12,14-15H2,1-8H3/b17-9-/t21-,22+,25-,26+,28+,29-,33-,34-/m1/s1
InChI Key JUQLHLPTRRDMFC-RJAWFJQISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H42O10
Molecular Weight 610.70 g/mol
Exact Mass 610.27779753 g/mol
Topological Polar Surface Area (TPSA) 135.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 5.21
H-Bond Acceptor 10
H-Bond Donor 0
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,2S,5R,6R,13S,14R,16S)-16-[(1R)-1-acetyloxy-2-methoxy-2-oxoethyl]-6-(furan-3-yl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-10-en-14-yl] (Z)-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 + 0.9924 99.24%
Caco-2 - 0.7739 77.39%
Blood Brain Barrier + 0.8000 80.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8229 82.29%
OATP2B1 inhibitior - 0.5676 56.76%
OATP1B1 inhibitior + 0.6935 69.35%
OATP1B3 inhibitior + 0.8914 89.14%
MATE1 inhibitior - 0.6800 68.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9927 99.27%
P-glycoprotein inhibitior + 0.8854 88.54%
P-glycoprotein substrate + 0.5699 56.99%
CYP3A4 substrate + 0.7067 70.67%
CYP2C9 substrate - 0.8169 81.69%
CYP2D6 substrate - 0.8890 88.90%
CYP3A4 inhibition + 0.8276 82.76%
CYP2C9 inhibition - 0.8296 82.96%
CYP2C19 inhibition - 0.8135 81.35%
CYP2D6 inhibition - 0.9163 91.63%
CYP1A2 inhibition - 0.8037 80.37%
CYP2C8 inhibition + 0.6834 68.34%
CYP inhibitory promiscuity - 0.7445 74.45%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.4498 44.98%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.8843 88.43%
Skin irritation - 0.6706 67.06%
Skin corrosion - 0.9180 91.80%
Ames mutagenesis - 0.6448 64.48%
Human Ether-a-go-go-Related Gene inhibition + 0.6617 66.17%
Micronuclear - 0.6200 62.00%
Hepatotoxicity + 0.7000 70.00%
skin sensitisation - 0.8431 84.31%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.5404 54.04%
Acute Oral Toxicity (c) I 0.5297 52.97%
Estrogen receptor binding + 0.8272 82.72%
Androgen receptor binding + 0.7166 71.66%
Thyroid receptor binding + 0.5805 58.05%
Glucocorticoid receptor binding + 0.8485 84.85%
Aromatase binding + 0.6646 66.46%
PPAR gamma + 0.7805 78.05%
Honey bee toxicity - 0.6522 65.22%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 0.9957 99.57%

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 99.08% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.90% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 96.10% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.63% 96.09%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 93.57% 91.24%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.02% 99.23%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 90.74% 92.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.95% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.81% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.17% 97.09%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.78% 94.33%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.52% 86.33%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 87.40% 92.88%
CHEMBL340 P08684 Cytochrome P450 3A4 87.05% 91.19%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 86.23% 95.71%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.70% 93.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.33% 95.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.77% 82.69%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.74% 91.07%
CHEMBL3038469 P24941 CDK2/Cyclin A 84.73% 91.38%
CHEMBL3401 O75469 Pregnane X receptor 84.60% 94.73%
CHEMBL2243 O00519 Anandamide amidohydrolase 82.72% 97.53%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.37% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.03% 100.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.75% 100.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.60% 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.
Swietenia mahagoni

Cross-Links

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PubChem 163188081
LOTUS LTS0267220
wikiData Q105135366