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6-hydroxy-3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E,19E,21E)-24-hydroxy-3,7,12,16,20,24-hexamethylpentacosa-1,3,5,7,9,11,13,15,17,19,21-undecaenyl]-2,4,4-trimethylcyclohexa-2,5-dien-1-one

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 ef116271-3db2-42d7-b89d-e9db56a180d6
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Tetraterpenoids > Carotenoids > Xanthophylls
IUPAC Name 6-hydroxy-3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E,19E,21E)-24-hydroxy-3,7,12,16,20,24-hexamethylpentacosa-1,3,5,7,9,11,13,15,17,19,21-undecaenyl]-2,4,4-trimethylcyclohexa-2,5-dien-1-one
SMILES (Canonical) CC1=C(C(C=C(C1=O)O)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC=C(C)C=CCC(C)(C)O)C)C
SMILES (Isomeric) CC1=C(C(C=C(C1=O)O)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C=C(\C)/C=C/CC(C)(C)O)/C)/C
InChI InChI=1S/C40H52O3/c1-30(19-13-21-32(3)22-14-23-33(4)25-16-28-40(9,10)43)17-11-12-18-31(2)20-15-24-34(5)26-27-36-35(6)38(42)37(41)29-39(36,7)8/h11-27,29,41,43H,28H2,1-10H3/b12-11+,19-13+,20-15+,22-14+,25-16+,27-26+,30-17+,31-18+,32-21+,33-23+,34-24+
InChI Key LWTGAYCFJYBGBX-WYRSRSBYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H52O3
Molecular Weight 580.80 g/mol
Exact Mass 580.39164552 g/mol
Topological Polar Surface Area (TPSA) 57.50 Ų
XlogP 12.10
Atomic LogP (AlogP) 10.58
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6-hydroxy-3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E,19E,21E)-24-hydroxy-3,7,12,16,20,24-hexamethylpentacosa-1,3,5,7,9,11,13,15,17,19,21-undecaenyl]-2,4,4-trimethylcyclohexa-2,5-dien-1-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9931 99.31%
Caco-2 - 0.8043 80.43%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.7711 77.11%
OATP2B1 inhibitior - 0.5726 57.26%
OATP1B1 inhibitior + 0.7620 76.20%
OATP1B3 inhibitior + 0.9698 96.98%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 1.0000 100.00%
P-glycoprotein inhibitior + 0.7989 79.89%
P-glycoprotein substrate - 0.7196 71.96%
CYP3A4 substrate + 0.6233 62.33%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8872 88.72%
CYP3A4 inhibition - 0.8215 82.15%
CYP2C9 inhibition - 0.8677 86.77%
CYP2C19 inhibition - 0.8446 84.46%
CYP2D6 inhibition - 0.9190 91.90%
CYP1A2 inhibition - 0.9247 92.47%
CYP2C8 inhibition - 0.6804 68.04%
CYP inhibitory promiscuity - 0.8254 82.54%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.7244 72.44%
Carcinogenicity (trinary) Non-required 0.5700 57.00%
Eye corrosion - 0.9660 96.60%
Eye irritation - 0.8961 89.61%
Skin irritation - 0.5538 55.38%
Skin corrosion - 0.9165 91.65%
Ames mutagenesis - 0.5870 58.70%
Human Ether-a-go-go-Related Gene inhibition + 0.9017 90.17%
Micronuclear - 0.8209 82.09%
Hepatotoxicity - 0.5826 58.26%
skin sensitisation + 0.9074 90.74%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.5667 56.67%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity + 0.8506 85.06%
Acute Oral Toxicity (c) III 0.7540 75.40%
Estrogen receptor binding + 0.8246 82.46%
Androgen receptor binding + 0.5503 55.03%
Thyroid receptor binding + 0.7694 76.94%
Glucocorticoid receptor binding + 0.8126 81.26%
Aromatase binding - 0.5000 50.00%
PPAR gamma + 0.7986 79.86%
Honey bee toxicity - 0.8782 87.82%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.8294 82.94%

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 97.01% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.81% 91.11%
CHEMBL1937 Q92769 Histone deacetylase 2 93.80% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.94% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.48% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 89.25% 94.73%
CHEMBL2581 P07339 Cathepsin D 88.28% 98.95%
CHEMBL2004 P48443 Retinoid X receptor gamma 87.55% 100.00%
CHEMBL215 P09917 Arachidonate 5-lipoxygenase 86.70% 92.68%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 85.95% 90.93%
CHEMBL1870 P28702 Retinoid X receptor beta 85.29% 95.00%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 85.16% 89.34%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.27% 89.00%
CHEMBL230 P35354 Cyclooxygenase-2 82.24% 89.63%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 81.77% 80.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.43% 99.23%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 81.11% 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.
There are no matching plants.

Cross-Links

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PubChem 101928206
LOTUS LTS0058811
wikiData Q105158583