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[(1S,2R,7R,9R,11R,12S)-2,5-bis(hydroxymethyl)-1-methylspiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-11-yl] (2Z,4E,6S,7S)-7-hydroxy-6-[2-(5-oxo-2H-furan-3-yl)ethoxy]octa-2,4-dienoate

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 5c9e1668-89be-4a43-a0fa-5f2bf334cda0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Trichothecenes
IUPAC Name [(1S,2R,7R,9R,11R,12S)-2,5-bis(hydroxymethyl)-1-methylspiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-11-yl] (2Z,4E,6S,7S)-7-hydroxy-6-[2-(5-oxo-2H-furan-3-yl)ethoxy]octa-2,4-dienoate
SMILES (Canonical) CC(C(C=CC=CC(=O)OC1CC2C3(C1(C4(CCC(=CC4O2)CO)CO)C)CO3)OCCC5=CC(=O)OC5)O
SMILES (Isomeric) C[C@@H]([C@H](/C=C/C=C\C(=O)O[C@@H]1C[C@@H]2[C@]3([C@]1([C@]4(CCC(=C[C@H]4O2)CO)CO)C)CO3)OCCC5=CC(=O)OC5)O
InChI InChI=1S/C29H38O10/c1-18(32)21(35-10-8-20-12-26(34)36-15-20)5-3-4-6-25(33)39-22-13-24-29(17-37-29)27(22,2)28(16-31)9-7-19(14-30)11-23(28)38-24/h3-6,11-12,18,21-24,30-32H,7-10,13-17H2,1-2H3/b5-3+,6-4-/t18-,21-,22+,23+,24+,27+,28+,29-/m0/s1
InChI Key CCTSCDKRPDPVEO-MYFLZDFRSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H38O10
Molecular Weight 546.60 g/mol
Exact Mass 546.24649740 g/mol
Topological Polar Surface Area (TPSA) 144.00 Ų
XlogP -0.30
Atomic LogP (AlogP) 1.29
H-Bond Acceptor 10
H-Bond Donor 3
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,7R,9R,11R,12S)-2,5-bis(hydroxymethyl)-1-methylspiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-11-yl] (2Z,4E,6S,7S)-7-hydroxy-6-[2-(5-oxo-2H-furan-3-yl)ethoxy]octa-2,4-dienoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8873 88.73%
Caco-2 - 0.8357 83.57%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8494 84.94%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8130 81.30%
OATP1B3 inhibitior + 0.9434 94.34%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7092 70.92%
BSEP inhibitior + 0.8319 83.19%
P-glycoprotein inhibitior + 0.7169 71.69%
P-glycoprotein substrate + 0.7151 71.51%
CYP3A4 substrate + 0.7238 72.38%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8855 88.55%
CYP3A4 inhibition - 0.8820 88.20%
CYP2C9 inhibition - 0.8496 84.96%
CYP2C19 inhibition - 0.8833 88.33%
CYP2D6 inhibition - 0.9335 93.35%
CYP1A2 inhibition - 0.8455 84.55%
CYP2C8 inhibition + 0.7009 70.09%
CYP inhibitory promiscuity - 0.8779 87.79%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5958 59.58%
Eye corrosion - 0.9874 98.74%
Eye irritation - 0.9392 93.92%
Skin irritation - 0.6321 63.21%
Skin corrosion - 0.9298 92.98%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8061 80.61%
Micronuclear - 0.6800 68.00%
Hepatotoxicity + 0.5713 57.13%
skin sensitisation - 0.8743 87.43%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.5568 55.68%
Acute Oral Toxicity (c) I 0.6532 65.32%
Estrogen receptor binding + 0.7810 78.10%
Androgen receptor binding + 0.7422 74.22%
Thyroid receptor binding + 0.5167 51.67%
Glucocorticoid receptor binding + 0.7821 78.21%
Aromatase binding + 0.6767 67.67%
PPAR gamma + 0.5316 53.16%
Honey bee toxicity - 0.6789 67.89%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6800 68.00%
Fish aquatic toxicity + 0.9529 95.29%

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 99.52% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.05% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.36% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.64% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.38% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 93.20% 95.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.98% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.64% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.49% 86.33%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.38% 82.69%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 90.28% 96.47%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.54% 85.14%
CHEMBL3975 P09467 Fructose-1,6-bisphosphatase 85.63% 92.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.33% 95.56%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 85.30% 95.71%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.60% 97.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.55% 96.00%
CHEMBL5028 O14672 ADAM10 84.08% 97.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.28% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.59% 92.62%
CHEMBL255 P29275 Adenosine A2b receptor 82.28% 98.59%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.10% 89.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.81% 99.23%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.63% 95.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.69% 91.07%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 80.58% 89.34%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.02% 100.00%

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.
Ananas comosus

Cross-Links

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PubChem 163188740
LOTUS LTS0269453
wikiData Q105324594