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(-)-Sambutoxin

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 d868eaf1-a46c-4c73-8263-e8aad5659835
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name 3-[(2S,5R,6R)-6-[(E,4R,6S)-4,6-dimethyloct-2-en-2-yl]-5-methyloxan-2-yl]-4-hydroxy-5-(4-hydroxyphenyl)-1-methylpyridin-2-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H39NO4/c1-7-17(2)14-18(3)15-20(5)27-19(4)8-13-24(33-27)25-26(31)23(16-29(6)28(25)32)21-9-11-22(30)12-10-21/h9-12,15-19,24,27,30-31H,7-8,13-14H2,1-6H3/b20-15+/t17-,18+,19+,24-,27+/m0/s1
InChI Key FVYDVAOTXPELMH-SPRAOHHPSA-N
Popularity 9 references in papers

Physical and Chemical Properties

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Molecular Formula C28H39NO4
Molecular Weight 453.60 g/mol
Exact Mass 453.28790873 g/mol
Topological Polar Surface Area (TPSA) 70.00 Ų
XlogP 5.70
Atomic LogP (AlogP) 6.34
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 7

Synonyms

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160047-56-3
3-[(2S,5R,6R)-6-[(E,4R,6S)-4,6-dimethyloct-2-en-2-yl]-5-methyloxan-2-yl]-4-hydroxy-5-(4-hydroxyphenyl)-1-methylpyridin-2-one
(-)-sambutoxin
CHEBI:180131
DTXSID001100368
AKOS040762293
FS-10439
2(1H)-Pyridinone, 4-hydroxy-5-(4-hydroxyphenyl)-1-methyl-3-[(2S,5R,6R)-tetrahydro-5-methyl-6-[(1E,3R,5S)-1,3,5-trimethyl-1-hepten-1-yl]-2H-pyran-2-yl]-
4-Hydroxy-5-(4-hydroxyphenyl)-1-methyl-3-[(2S,5R,6R)-tetrahydro-5-methyl-6-[(1E,3R,5S)-1,3,5-trimethyl-1-hepten-1-yl]-2H-pyran-2-yl]-2(1H)-pyridinone

2D Structure

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2D Structure of (-)-Sambutoxin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8569 85.69%
Caco-2 + 0.4913 49.13%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.5541 55.41%
OATP2B1 inhibitior - 0.8609 86.09%
OATP1B1 inhibitior + 0.7829 78.29%
OATP1B3 inhibitior + 0.9311 93.11%
MATE1 inhibitior + 0.5200 52.00%
OCT2 inhibitior - 0.8572 85.72%
BSEP inhibitior + 0.9778 97.78%
P-glycoprotein inhibitior + 0.8429 84.29%
P-glycoprotein substrate + 0.6106 61.06%
CYP3A4 substrate + 0.6559 65.59%
CYP2C9 substrate + 0.6133 61.33%
CYP2D6 substrate - 0.8702 87.02%
CYP3A4 inhibition + 0.5355 53.55%
CYP2C9 inhibition - 0.6551 65.51%
CYP2C19 inhibition + 0.5332 53.32%
CYP2D6 inhibition - 0.8766 87.66%
CYP1A2 inhibition - 0.5446 54.46%
CYP2C8 inhibition + 0.5434 54.34%
CYP inhibitory promiscuity + 0.5348 53.48%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.5204 52.04%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9484 94.84%
Skin irritation - 0.7946 79.46%
Skin corrosion - 0.9278 92.78%
Ames mutagenesis - 0.5137 51.37%
Human Ether-a-go-go-Related Gene inhibition + 0.6588 65.88%
Micronuclear + 0.6200 62.00%
Hepatotoxicity + 0.6929 69.29%
skin sensitisation - 0.8552 85.52%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.8604 86.04%
Acute Oral Toxicity (c) I 0.4095 40.95%
Estrogen receptor binding + 0.7773 77.73%
Androgen receptor binding + 0.8398 83.98%
Thyroid receptor binding + 0.6889 68.89%
Glucocorticoid receptor binding + 0.6806 68.06%
Aromatase binding + 0.5859 58.59%
PPAR gamma + 0.7754 77.54%
Honey bee toxicity - 0.8771 87.71%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.8760 87.60%

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
CHEMBL2581 P07339 Cathepsin D 99.65% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 98.12% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.49% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.59% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.01% 95.56%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 92.60% 98.46%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 91.89% 90.71%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.81% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.15% 86.33%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 88.57% 93.10%
CHEMBL226 P30542 Adenosine A1 receptor 88.23% 95.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.72% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.96% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.35% 93.56%
CHEMBL255 P29275 Adenosine A2b receptor 85.59% 98.59%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.87% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.44% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.88% 97.09%
CHEMBL268 P43235 Cathepsin K 81.59% 96.85%
CHEMBL1163125 O60885 Bromodomain-containing protein 4 81.44% 97.31%
CHEMBL1951 P21397 Monoamine oxidase A 80.94% 91.49%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 80.20% 93.40%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.13% 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.
There are no matching plants.

Cross-Links

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PubChem 54724817
LOTUS LTS0263367
wikiData Q105002971