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Siphonaxanthin ester/Siphonaxanthin dodecenoate/(Siphonein)

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 cc81896e-c906-47ac-a61e-fb7e0ad1d8c2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Tetraterpenoids > Carotenoids > Xanthophylls
IUPAC Name [(2E,4E,6E,8E,10E,12E,14E,16E)-17-[(1R,4R)-4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl]-2-[2-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]acetyl]-6,11,15-trimethylheptadeca-2,4,6,8,10,12,14,16-octaenyl] (E)-dodec-2-enoate
SMILES (Canonical) CCCCCCCCCC=CC(=O)OCC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC1C(=CC(CC1(C)C)O)C)C)C(=O)CC2=C(CC(CC2(C)C)O)C
SMILES (Isomeric) CCCCCCCCC/C=C/C(=O)OC/C(=C\C=C\C(=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\[C@H]1C(=C[C@@H](CC1(C)C)O)C)\C)/C(=O)CC2=C(C[C@H](CC2(C)C)O)C
InChI InChI=1S/C52H76O5/c1-11-12-13-14-15-16-17-18-19-30-50(56)57-38-44(49(55)35-48-43(6)34-46(54)37-52(48,9)10)29-23-28-40(3)25-21-20-24-39(2)26-22-27-41(4)31-32-47-42(5)33-45(53)36-51(47,7)8/h19-33,45-47,53-54H,11-18,34-38H2,1-10H3/b21-20+,26-22+,28-23+,30-19+,32-31+,39-24+,40-25+,41-27+,44-29+/t45-,46+,47-/m0/s1
InChI Key UERRVASYDCUNEJ-SLVWFMFBSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C52H76O5
Molecular Weight 781.20 g/mol
Exact Mass 780.56927552 g/mol
Topological Polar Surface Area (TPSA) 83.80 Ų
XlogP 13.90
Atomic LogP (AlogP) 13.03
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 22

Synonyms

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SCHEMBL29496036
CHEBI:188332
LMPR01070159
[(2E,4E,6E,8E,10E,12E,14E,16E)-17-[(1R,4R)-4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl]-2-[2-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]acetyl]-6,11,15-trimethylheptadeca-2,4,6,8,10,12,14,16-octaenyl] (E)-dodec-2-enoate

2D Structure

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2D Structure of Siphonaxanthin ester/Siphonaxanthin dodecenoate/(Siphonein)

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9925 99.25%
Caco-2 - 0.8411 84.11%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8965 89.65%
OATP2B1 inhibitior - 0.7128 71.28%
OATP1B1 inhibitior + 0.7688 76.88%
OATP1B3 inhibitior + 0.9329 93.29%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6792 67.92%
BSEP inhibitior + 1.0000 100.00%
P-glycoprotein inhibitior + 0.7850 78.50%
P-glycoprotein substrate + 0.6882 68.82%
CYP3A4 substrate + 0.7142 71.42%
CYP2C9 substrate - 0.8037 80.37%
CYP2D6 substrate - 0.9100 91.00%
CYP3A4 inhibition - 0.7616 76.16%
CYP2C9 inhibition - 0.7881 78.81%
CYP2C19 inhibition - 0.8489 84.89%
CYP2D6 inhibition - 0.9023 90.23%
CYP1A2 inhibition - 0.9138 91.38%
CYP2C8 inhibition + 0.7654 76.54%
CYP inhibitory promiscuity - 0.8780 87.80%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.8400 84.00%
Carcinogenicity (trinary) Non-required 0.6359 63.59%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.9081 90.81%
Skin irritation - 0.6184 61.84%
Skin corrosion - 0.9810 98.10%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8369 83.69%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.5572 55.72%
skin sensitisation - 0.7433 74.33%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.6392 63.92%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.6426 64.26%
Acute Oral Toxicity (c) III 0.4796 47.96%
Estrogen receptor binding + 0.8430 84.30%
Androgen receptor binding + 0.7330 73.30%
Thyroid receptor binding + 0.6302 63.02%
Glucocorticoid receptor binding + 0.7934 79.34%
Aromatase binding - 0.5078 50.78%
PPAR gamma + 0.7549 75.49%
Honey bee toxicity - 0.8148 81.48%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.8053 80.53%
Fish aquatic toxicity + 0.9969 99.69%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.11% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.40% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.61% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.34% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.78% 99.17%
CHEMBL230 P35354 Cyclooxygenase-2 93.29% 89.63%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.88% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.62% 94.45%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 90.32% 96.95%
CHEMBL3359 P21462 Formyl peptide receptor 1 89.77% 93.56%
CHEMBL221 P23219 Cyclooxygenase-1 89.21% 90.17%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 87.53% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.25% 89.00%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 85.86% 91.71%
CHEMBL3524 P56524 Histone deacetylase 4 85.01% 92.97%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.72% 95.89%
CHEMBL2996 Q05655 Protein kinase C delta 84.48% 97.79%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.47% 91.24%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 82.13% 96.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.09% 100.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.17% 95.50%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.10% 96.90%
CHEMBL1937 Q92769 Histone deacetylase 2 80.63% 94.75%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.41% 93.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.16% 97.09%

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 16061273
NPASS NPC173179
LOTUS LTS0158205
wikiData Q76507280