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[(1S,3R,4R,5S,6S,7R,10R,13S,14S)-5-[(1S,2S,3S,5R)-3-[(2S,5R)-2,5-dimethoxy-2,5-dihydrofuran-3-yl]-2-formyl-2-methyl-6-oxabicyclo[3.1.0]hexan-1-yl]-1-hydroxy-3-methoxy-5,10,13-trimethyl-2,8-dioxatetracyclo[5.5.2.04,13.010,14]tetradec-11-en-6-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 611f4217-1d26-49a7-aecf-eceb44a98744
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1S,3R,4R,5S,6S,7R,10R,13S,14S)-5-[(1S,2S,3S,5R)-3-[(2S,5R)-2,5-dimethoxy-2,5-dihydrofuran-3-yl]-2-formyl-2-methyl-6-oxabicyclo[3.1.0]hexan-1-yl]-1-hydroxy-3-methoxy-5,10,13-trimethyl-2,8-dioxatetracyclo[5.5.2.04,13.010,14]tetradec-11-en-6-yl] (E)-2-methylbut-2-enoate
SMILES (Canonical) CC=C(C)C(=O)OC1C2C3C(CO2)(C=CC4(C3(C(C1(C)C56C(O5)CC(C6(C)C=O)C7=CC(OC7OC)OC)C(O4)OC)C)O)C
SMILES (Isomeric) C/C=C(\C)/C(=O)O[C@@H]1[C@H]2[C@H]3[C@](CO2)(C=C[C@]4([C@@]3([C@@H]([C@]1(C)[C@]56[C@H](O5)C[C@H]([C@]6(C)C=O)C7=C[C@@H](O[C@@H]7OC)OC)[C@@H](O4)OC)C)O)C
InChI InChI=1S/C34H46O11/c1-10-17(2)26(36)43-25-22-23-29(3,16-41-22)11-12-33(37)31(23,5)24(28(40-9)45-33)32(25,6)34-20(44-34)14-19(30(34,4)15-35)18-13-21(38-7)42-27(18)39-8/h10-13,15,19-25,27-28,37H,14,16H2,1-9H3/b17-10+/t19-,20+,21+,22+,23-,24-,25+,27-,28+,29-,30-,31-,32-,33-,34+/m0/s1
InChI Key MCAJYKSSFZPHMZ-OXGNTKDUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H46O11
Molecular Weight 630.70 g/mol
Exact Mass 630.30401228 g/mol
Topological Polar Surface Area (TPSA) 132.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 3.05
H-Bond Acceptor 11
H-Bond Donor 1
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,3R,4R,5S,6S,7R,10R,13S,14S)-5-[(1S,2S,3S,5R)-3-[(2S,5R)-2,5-dimethoxy-2,5-dihydrofuran-3-yl]-2-formyl-2-methyl-6-oxabicyclo[3.1.0]hexan-1-yl]-1-hydroxy-3-methoxy-5,10,13-trimethyl-2,8-dioxatetracyclo[5.5.2.04,13.010,14]tetradec-11-en-6-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 + 0.9814 98.14%
Caco-2 - 0.7914 79.14%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7447 74.47%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8313 83.13%
OATP1B3 inhibitior + 0.8999 89.99%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9577 95.77%
P-glycoprotein inhibitior + 0.8169 81.69%
P-glycoprotein substrate + 0.6897 68.97%
CYP3A4 substrate + 0.7220 72.20%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8758 87.58%
CYP3A4 inhibition - 0.5274 52.74%
CYP2C9 inhibition - 0.8600 86.00%
CYP2C19 inhibition - 0.8835 88.35%
CYP2D6 inhibition - 0.9465 94.65%
CYP1A2 inhibition - 0.8828 88.28%
CYP2C8 inhibition + 0.6362 63.62%
CYP inhibitory promiscuity - 0.8357 83.57%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4925 49.25%
Eye corrosion - 0.9860 98.60%
Eye irritation - 0.9041 90.41%
Skin irritation - 0.6839 68.39%
Skin corrosion - 0.9210 92.10%
Ames mutagenesis + 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3891 38.91%
Micronuclear - 0.5300 53.00%
Hepatotoxicity + 0.5629 56.29%
skin sensitisation - 0.8064 80.64%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity + 0.6792 67.92%
Acute Oral Toxicity (c) I 0.5421 54.21%
Estrogen receptor binding + 0.7743 77.43%
Androgen receptor binding + 0.7610 76.10%
Thyroid receptor binding + 0.6199 61.99%
Glucocorticoid receptor binding + 0.7223 72.23%
Aromatase binding + 0.6998 69.98%
PPAR gamma + 0.7094 70.94%
Honey bee toxicity - 0.6117 61.17%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5955 59.55%
Fish aquatic toxicity + 0.9236 92.36%

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 99.21% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.21% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.73% 94.45%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 94.51% 91.24%
CHEMBL340 P08684 Cytochrome P450 3A4 93.07% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.95% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.61% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.29% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.58% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.09% 93.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 86.67% 97.28%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 84.95% 92.88%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.52% 86.33%
CHEMBL4208 P20618 Proteasome component C5 84.36% 90.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.98% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.86% 95.89%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 82.87% 85.11%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.97% 97.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.30% 94.00%
CHEMBL221 P23219 Cyclooxygenase-1 81.24% 90.17%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 80.93% 80.96%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.39% 98.75%

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.
Cinnamomum aromaticum

Cross-Links

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PubChem 71664784
NPASS NPC203733