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(1S)-4-[(3E,5E,7E,9E,11E,13E,15Z,17E)-18-[(4S)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-3,7,12,16-tetramethyloctadeca-3,5,7,9,11,13,15,17-octaenyl]-3,5,5-trimethylcyclohex-3-en-1-ol

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 f942fa50-c50e-418a-99d8-9b3269de8736
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Tetraterpenoids > Carotenoids > Xanthophylls
IUPAC Name (1S)-4-[(3E,5E,7E,9E,11E,13E,15Z,17E)-18-[(4S)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-3,7,12,16-tetramethyloctadeca-3,5,7,9,11,13,15,17-octaenyl]-3,5,5-trimethylcyclohex-3-en-1-ol
SMILES (Canonical) CC1=C(C(CC(C1)O)(C)C)CCC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC2=C(CC(CC2(C)C)O)C)C)C
SMILES (Isomeric) CC1=C(C(C[C@H](C1)O)(C)C)CC/C(=C/C=C/C(=C/C=C/C=C(\C)/C=C/C=C(/C)\C=C\C2=C(C[C@@H](CC2(C)C)O)C)/C)/C
InChI InChI=1S/C40H58O2/c1-29(17-13-19-31(3)21-23-37-33(5)25-35(41)27-39(37,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-38-34(6)26-36(42)28-40(38,9)10/h11-21,23,35-36,41-42H,22,24-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,29-15+,30-16+,31-19-,32-20+/t35-,36-/m0/s1
InChI Key ZAYHYNGKERKFHJ-YNYHOMCISA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H58O2
Molecular Weight 570.90 g/mol
Exact Mass 570.44368109 g/mol
Topological Polar Surface Area (TPSA) 40.50 Ų
XlogP 10.90
Atomic LogP (AlogP) 10.77
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9962 99.62%
Caco-2 - 0.7949 79.49%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.6204 62.04%
OATP2B1 inhibitior + 0.5753 57.53%
OATP1B1 inhibitior + 0.7482 74.82%
OATP1B3 inhibitior + 0.9460 94.60%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9965 99.65%
P-glycoprotein inhibitior + 0.7996 79.96%
P-glycoprotein substrate - 0.5526 55.26%
CYP3A4 substrate + 0.6491 64.91%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7617 76.17%
CYP3A4 inhibition - 0.7812 78.12%
CYP2C9 inhibition - 0.9044 90.44%
CYP2C19 inhibition - 0.7901 79.01%
CYP2D6 inhibition - 0.9188 91.88%
CYP1A2 inhibition - 0.9236 92.36%
CYP2C8 inhibition + 0.5000 50.00%
CYP inhibitory promiscuity - 0.6839 68.39%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8528 85.28%
Carcinogenicity (trinary) Non-required 0.6749 67.49%
Eye corrosion - 0.9824 98.24%
Eye irritation - 0.9040 90.40%
Skin irritation - 0.5935 59.35%
Skin corrosion - 0.9819 98.19%
Ames mutagenesis - 0.5908 59.08%
Human Ether-a-go-go-Related Gene inhibition + 0.8632 86.32%
Micronuclear - 0.9500 95.00%
Hepatotoxicity - 0.6986 69.86%
skin sensitisation + 0.7949 79.49%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.6111 61.11%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity + 0.6301 63.01%
Acute Oral Toxicity (c) III 0.6270 62.70%
Estrogen receptor binding + 0.8569 85.69%
Androgen receptor binding + 0.8141 81.41%
Thyroid receptor binding + 0.7056 70.56%
Glucocorticoid receptor binding + 0.8514 85.14%
Aromatase binding - 0.5729 57.29%
PPAR gamma + 0.7249 72.49%
Honey bee toxicity - 0.8132 81.32%
Biodegradation - 0.9750 97.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9742 97.42%

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
CHEMBL4040 P28482 MAP kinase ERK2 97.32% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.51% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.74% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.80% 86.33%
CHEMBL1937 Q92769 Histone deacetylase 2 87.82% 94.75%
CHEMBL2581 P07339 Cathepsin D 86.98% 98.95%
CHEMBL1870 P28702 Retinoid X receptor beta 85.14% 95.00%
CHEMBL221 P23219 Cyclooxygenase-1 84.91% 90.17%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 84.83% 91.71%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.58% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.27% 89.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.01% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.39% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.08% 97.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.04% 96.95%
CHEMBL2004 P48443 Retinoid X receptor gamma 81.48% 100.00%
CHEMBL2061 P19793 Retinoid X receptor alpha 81.36% 91.67%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.30% 100.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162899865
LOTUS LTS0015426
wikiData Q105370339