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(5R)-5-hydroxy-3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4S)-4-hydroxy-2,6,6-trimethyl-3-oxocyclohexen-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-2,4,4-trimethylcyclohex-2-en-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 3a133e08-7b9b-448e-8839-a87b36907a47
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Tetraterpenoids > Carotenoids > Xanthophylls
IUPAC Name (5R)-5-hydroxy-3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4S)-4-hydroxy-2,6,6-trimethyl-3-oxocyclohexen-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-2,4,4-trimethylcyclohex-2-en-1-one
SMILES (Canonical) CC1=C(C(C(CC1=O)O)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC2=C(C(=O)C(CC2(C)C)O)C)C)C
SMILES (Isomeric) CC1=C(C([C@@H](CC1=O)O)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C2=C(C(=O)[C@H](CC2(C)C)O)C)/C)/C
InChI InChI=1S/C40H52O4/c1-27(17-13-19-29(3)21-23-33-32(6)38(44)36(42)26-39(33,7)8)15-11-12-16-28(2)18-14-20-30(4)22-24-34-31(5)35(41)25-37(43)40(34,9)10/h11-24,36-37,42-43H,25-26H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,27-15+,28-16+,29-19+,30-20+/t36-,37+/m0/s1
InChI Key RAWKXKPJGBUIEG-SIZTUNBCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H52O4
Molecular Weight 596.80 g/mol
Exact Mass 596.38656014 g/mol
Topological Polar Surface Area (TPSA) 74.60 Ų
XlogP 9.90
Atomic LogP (AlogP) 8.91
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5R)-5-hydroxy-3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4S)-4-hydroxy-2,6,6-trimethyl-3-oxocyclohexen-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-2,4,4-trimethylcyclohex-2-en-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 + 0.9918 99.18%
Caco-2 - 0.8101 81.01%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7424 74.24%
OATP2B1 inhibitior + 0.5726 57.26%
OATP1B1 inhibitior + 0.7653 76.53%
OATP1B3 inhibitior + 0.9456 94.56%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 1.0000 100.00%
P-glycoprotein inhibitior + 0.7968 79.68%
P-glycoprotein substrate - 0.6837 68.37%
CYP3A4 substrate + 0.6437 64.37%
CYP2C9 substrate - 0.8046 80.46%
CYP2D6 substrate - 0.8713 87.13%
CYP3A4 inhibition - 0.8776 87.76%
CYP2C9 inhibition - 0.8893 88.93%
CYP2C19 inhibition - 0.8152 81.52%
CYP2D6 inhibition - 0.9158 91.58%
CYP1A2 inhibition - 0.8976 89.76%
CYP2C8 inhibition - 0.7916 79.16%
CYP inhibitory promiscuity - 0.9058 90.58%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8028 80.28%
Carcinogenicity (trinary) Non-required 0.5911 59.11%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.9137 91.37%
Skin irritation - 0.6003 60.03%
Skin corrosion - 0.9414 94.14%
Ames mutagenesis - 0.6308 63.08%
Human Ether-a-go-go-Related Gene inhibition + 0.7197 71.97%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.7716 77.16%
skin sensitisation + 0.6556 65.56%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity + 0.8556 85.56%
Acute Oral Toxicity (c) III 0.4914 49.14%
Estrogen receptor binding + 0.8453 84.53%
Androgen receptor binding + 0.7515 75.15%
Thyroid receptor binding + 0.7168 71.68%
Glucocorticoid receptor binding + 0.8263 82.63%
Aromatase binding - 0.5465 54.65%
PPAR gamma + 0.7472 74.72%
Honey bee toxicity - 0.8003 80.03%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9692 96.92%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.89% 91.11%
CHEMBL1937 Q92769 Histone deacetylase 2 90.68% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.65% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.04% 96.09%
CHEMBL1870 P28702 Retinoid X receptor beta 89.32% 95.00%
CHEMBL2004 P48443 Retinoid X receptor gamma 87.16% 100.00%
CHEMBL2581 P07339 Cathepsin D 85.22% 98.95%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 84.98% 89.34%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.96% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.76% 92.94%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.53% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.49% 86.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.26% 95.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.08% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.76% 94.45%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 81.13% 90.93%
CHEMBL2061 P19793 Retinoid X receptor alpha 81.04% 91.67%
CHEMBL3524 P56524 Histone deacetylase 4 80.49% 92.97%

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 163189236
LOTUS LTS0256068
wikiData Q105232917