1-[18-(4-Hydroxy-2,6,6-trimethylcyclohexen-1-yl)-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-6,6-dimethyl-2-methylidenecyclohex-3-en-1-ol

Details

Top
Internal ID 430c2c81-f22e-41cb-ad1f-c162bd69753a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Tetraterpenoids > Carotenoids > Xanthophylls
IUPAC Name 1-[18-(4-hydroxy-2,6,6-trimethylcyclohexen-1-yl)-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-6,6-dimethyl-2-methylidenecyclohex-3-en-1-ol
SMILES (Canonical) CC1=C(C(CC(C1)O)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC2(C(=C)C=CCC2(C)C)O)C)C
SMILES (Isomeric) CC1=C(C(CC(C1)O)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC2(C(=C)C=CCC2(C)C)O)C)C
InChI InChI=1S/C40H54O2/c1-30(18-13-20-32(3)23-24-37-34(5)28-36(41)29-38(37,7)8)16-11-12-17-31(2)19-14-21-33(4)25-27-40(42)35(6)22-15-26-39(40,9)10/h11-25,27,36,41-42H,6,26,28-29H2,1-5,7-10H3
InChI Key BYJIOUBZISYXSQ-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C40H54O2
Molecular Weight 566.90 g/mol
Exact Mass 566.412380961 g/mol
Topological Polar Surface Area (TPSA) 40.50 Ų
XlogP 11.20
Atomic LogP (AlogP) 10.32
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 10

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 1-[18-(4-Hydroxy-2,6,6-trimethylcyclohexen-1-yl)-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-6,6-dimethyl-2-methylidenecyclohex-3-en-1-ol

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9955 99.55%
Caco-2 - 0.8128 81.28%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6437 64.37%
OATP2B1 inhibitior - 0.7129 71.29%
OATP1B1 inhibitior + 0.8312 83.12%
OATP1B3 inhibitior + 0.9185 91.85%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9929 99.29%
P-glycoprotein inhibitior + 0.7812 78.12%
P-glycoprotein substrate - 0.5051 50.51%
CYP3A4 substrate + 0.6867 68.67%
CYP2C9 substrate - 0.8021 80.21%
CYP2D6 substrate - 0.7898 78.98%
CYP3A4 inhibition - 0.8484 84.84%
CYP2C9 inhibition - 0.8061 80.61%
CYP2C19 inhibition - 0.5348 53.48%
CYP2D6 inhibition - 0.9390 93.90%
CYP1A2 inhibition - 0.9302 93.02%
CYP2C8 inhibition + 0.5200 52.00%
CYP inhibitory promiscuity - 0.7031 70.31%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.7841 78.41%
Carcinogenicity (trinary) Non-required 0.5998 59.98%
Eye corrosion - 0.9723 97.23%
Eye irritation - 0.9023 90.23%
Skin irritation - 0.7200 72.00%
Skin corrosion - 0.9411 94.11%
Ames mutagenesis - 0.6054 60.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8248 82.48%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.6280 62.80%
skin sensitisation + 0.8385 83.85%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.5778 57.78%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity + 0.6039 60.39%
Acute Oral Toxicity (c) III 0.6935 69.35%
Estrogen receptor binding + 0.8070 80.70%
Androgen receptor binding + 0.6523 65.23%
Thyroid receptor binding + 0.7169 71.69%
Glucocorticoid receptor binding + 0.8271 82.71%
Aromatase binding - 0.5297 52.97%
PPAR gamma + 0.7591 75.91%
Honey bee toxicity - 0.7824 78.24%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.6400 64.00%
Fish aquatic toxicity + 0.9697 96.97%

Targets

Top

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 95.88% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.54% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 92.02% 94.75%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.77% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.53% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.68% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.69% 86.33%
CHEMBL3192 Q9BY41 Histone deacetylase 8 86.34% 93.99%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.92% 100.00%
CHEMBL4208 P20618 Proteasome component C5 85.67% 90.00%
CHEMBL2996 Q05655 Protein kinase C delta 84.99% 97.79%
CHEMBL1870 P28702 Retinoid X receptor beta 84.83% 95.00%
CHEMBL2004 P48443 Retinoid X receptor gamma 84.41% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.92% 95.89%
CHEMBL2581 P07339 Cathepsin D 82.99% 98.95%
CHEMBL2061 P19793 Retinoid X receptor alpha 81.02% 91.67%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.59% 92.94%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 80.56% 91.71%

Plants that contains it

Top
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.
Capsicum annuum

Cross-Links

Top
PubChem 162864322
LOTUS LTS0099379
wikiData Q104392336