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[(1S,3R,4R,5S,6S,7R,10R,13S,14S)-5-[(1S,2S,3S,5R)-2-formyl-3-(furan-3-yl)-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 56a7df9f-b56b-4018-a73f-6ac765ff97b1
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)-2-formyl-3-(furan-3-yl)-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=COC=C7)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=COC=C7)[C@@H](O4)OC)C)O)C
InChI InChI=1S/C32H40O9/c1-8-17(2)25(34)39-24-21-22-27(3,16-38-21)10-11-31(35)29(22,5)23(26(36-7)41-31)30(24,6)32-20(40-32)13-19(28(32,4)15-33)18-9-12-37-14-18/h8-12,14-15,19-24,26,35H,13,16H2,1-7H3/b17-8+/t19-,20+,21+,22-,23-,24+,26+,27-,28-,29-,30-,31-,32+/m0/s1
InChI Key GXPPNVJLBMKXFX-SMFMSIETSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H40O9
Molecular Weight 568.70 g/mol
Exact Mass 568.26723285 g/mol
Topological Polar Surface Area (TPSA) 117.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 3.91
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 6

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)-2-formyl-3-(furan-3-yl)-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 + 0.9845 98.45%
Caco-2 - 0.7427 74.27%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7303 73.03%
OATP2B1 inhibitior - 0.8595 85.95%
OATP1B1 inhibitior + 0.7639 76.39%
OATP1B3 inhibitior + 0.8511 85.11%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9853 98.53%
P-glycoprotein inhibitior + 0.8134 81.34%
P-glycoprotein substrate + 0.6862 68.62%
CYP3A4 substrate + 0.7081 70.81%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8679 86.79%
CYP3A4 inhibition + 0.6869 68.69%
CYP2C9 inhibition - 0.8013 80.13%
CYP2C19 inhibition - 0.8235 82.35%
CYP2D6 inhibition - 0.9360 93.60%
CYP1A2 inhibition - 0.8404 84.04%
CYP2C8 inhibition + 0.6775 67.75%
CYP inhibitory promiscuity - 0.7455 74.55%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.4728 47.28%
Eye corrosion - 0.9880 98.80%
Eye irritation - 0.9038 90.38%
Skin irritation - 0.7181 71.81%
Skin corrosion - 0.9339 93.39%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8558 85.58%
Micronuclear - 0.5100 51.00%
Hepatotoxicity + 0.5699 56.99%
skin sensitisation - 0.7899 78.99%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity + 0.5607 56.07%
Acute Oral Toxicity (c) I 0.5256 52.56%
Estrogen receptor binding + 0.8317 83.17%
Androgen receptor binding + 0.7355 73.55%
Thyroid receptor binding + 0.6742 67.42%
Glucocorticoid receptor binding + 0.7677 76.77%
Aromatase binding + 0.7174 71.74%
PPAR gamma + 0.7220 72.20%
Honey bee toxicity - 0.6617 66.17%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9685 96.85%

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 99.01% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.29% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.28% 94.45%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 93.79% 91.24%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.80% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.54% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 90.81% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.37% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.70% 96.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 87.41% 92.88%
CHEMBL2039 P27338 Monoamine oxidase B 87.32% 92.51%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.25% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.24% 100.00%
CHEMBL3922 P50579 Methionine aminopeptidase 2 86.71% 97.28%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.99% 93.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.92% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.07% 94.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 84.24% 98.75%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 83.10% 85.11%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.66% 91.07%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.24% 97.14%

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 71665519
NPASS NPC166122