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[4-[(1E,3Z,5Z,7E,9E,11E,13Z,15Z,17E)-18-(4-hydroxy-2,6,6-trimethylcyclohexen-1-yl)-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethylcyclohex-2-en-1-yl] (E)-octadec-9-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 143c9f15-e089-463b-9208-ef86ce3bb847
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Tetraterpenoids > Carotenoids > Xanthophylls
IUPAC Name [4-[(1E,3Z,5Z,7E,9E,11E,13Z,15Z,17E)-18-(4-hydroxy-2,6,6-trimethylcyclohexen-1-yl)-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethylcyclohex-2-en-1-yl] (E)-octadec-9-enoate
SMILES (Canonical) CCCCCCCCC=CCCCCCCCC(=O)OC1CC(C(C(=C1)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC2=C(CC(CC2(C)C)O)C)C)C)(C)C
SMILES (Isomeric) CCCCCCCC/C=C/CCCCCCCC(=O)OC1CC(C(C(=C1)C)/C=C/C(=C\C=C/C(=C/C=C/C=C(\C)/C=C\C=C(\C)/C=C/C2=C(CC(CC2(C)C)O)C)/C)/C)(C)C
InChI InChI=1S/C58H88O3/c1-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-37-56(60)61-53-43-51(7)55(58(10,11)45-53)41-39-49(5)36-30-34-47(3)32-28-27-31-46(2)33-29-35-48(4)38-40-54-50(6)42-52(59)44-57(54,8)9/h19-20,27-36,38-41,43,52-53,55,59H,12-18,21-26,37,42,44-45H2,1-11H3/b20-19+,28-27+,33-29-,34-30-,40-38+,41-39+,46-31+,47-32+,48-35-,49-36-
InChI Key REMIIHDZKFPRJG-XVWNSADLSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C58H88O3
Molecular Weight 833.30 g/mol
Exact Mass 832.67334666 g/mol
Topological Polar Surface Area (TPSA) 46.50 Ų
XlogP 19.10
Atomic LogP (AlogP) 16.99
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 26

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [4-[(1E,3Z,5Z,7E,9E,11E,13Z,15Z,17E)-18-(4-hydroxy-2,6,6-trimethylcyclohexen-1-yl)-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-3,5,5-trimethylcyclohex-2-en-1-yl] (E)-octadec-9-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 - 0.8390 83.90%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8193 81.93%
OATP2B1 inhibitior + 0.5705 57.05%
OATP1B1 inhibitior + 0.7751 77.51%
OATP1B3 inhibitior + 0.9789 97.89%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 1.0000 100.00%
P-glycoprotein inhibitior + 0.7812 78.12%
P-glycoprotein substrate + 0.7071 70.71%
CYP3A4 substrate + 0.7165 71.65%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8873 88.73%
CYP3A4 inhibition - 0.7242 72.42%
CYP2C9 inhibition - 0.7898 78.98%
CYP2C19 inhibition - 0.7304 73.04%
CYP2D6 inhibition - 0.9091 90.91%
CYP1A2 inhibition - 0.9612 96.12%
CYP2C8 inhibition + 0.7606 76.06%
CYP inhibitory promiscuity - 0.8077 80.77%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8343 83.43%
Carcinogenicity (trinary) Non-required 0.6324 63.24%
Eye corrosion - 0.9927 99.27%
Eye irritation - 0.9080 90.80%
Skin irritation - 0.5339 53.39%
Skin corrosion - 0.9860 98.60%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8458 84.58%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.6948 69.48%
skin sensitisation + 0.6343 63.43%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.5778 57.78%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity + 0.6388 63.88%
Acute Oral Toxicity (c) III 0.7493 74.93%
Estrogen receptor binding + 0.8538 85.38%
Androgen receptor binding + 0.7243 72.43%
Thyroid receptor binding + 0.6199 61.99%
Glucocorticoid receptor binding + 0.7835 78.35%
Aromatase binding - 0.5337 53.37%
PPAR gamma + 0.7476 74.76%
Honey bee toxicity - 0.8033 80.33%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.7953 79.53%
Fish aquatic toxicity + 0.9957 99.57%

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 98.79% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.68% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 97.25% 99.17%
CHEMBL2581 P07339 Cathepsin D 95.98% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 93.99% 90.17%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 93.38% 96.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.59% 86.33%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 89.41% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.76% 89.00%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 87.63% 85.94%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.58% 96.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.53% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 87.52% 97.79%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 87.42% 97.21%
CHEMBL3359 P21462 Formyl peptide receptor 1 86.88% 93.56%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 86.19% 92.08%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.78% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.68% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.19% 95.89%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 83.55% 92.86%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 81.91% 85.30%
CHEMBL1870 P28702 Retinoid X receptor beta 81.01% 95.00%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 80.73% 91.71%

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.
Helianthus annuus

Cross-Links

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PubChem 5319112
NPASS NPC11996