PlantaeDB Logo
Login Sign-up

(6R)-6-hydroxy-2,4,4-trimethyl-3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohexen-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]cyclohex-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

Top
Internal ID 21712b8b-6dbc-4bf0-979e-504cf35ffc3e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Tetraterpenoids > Carotenoids > Xanthophylls
IUPAC Name (6R)-6-hydroxy-2,4,4-trimethyl-3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohexen-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]cyclohex-2-en-1-one
SMILES (Canonical) CC1=C(C(CCC1)(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(CCC1)(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/C40H54O2/c1-29(18-13-20-31(3)23-25-35-33(5)22-15-27-39(35,7)8)16-11-12-17-30(2)19-14-21-32(4)24-26-36-34(6)38(42)37(41)28-40(36,9)10/h11-14,16-21,23-26,37,41H,15,22,27-28H2,1-10H3/b12-11+,18-13+,19-14+,25-23+,26-24+,29-16+,30-17+,31-20+,32-21+/t37-/m1/s1
InChI Key DFNMSBYEEKBETA-MMVMYLSVSA-N
Popularity 0 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) 37.30 Ų
XlogP 11.90
Atomic LogP (AlogP) 10.76
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 10

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (6R)-6-hydroxy-2,4,4-trimethyl-3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohexen-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]cyclohex-2-en-1-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 - 0.7785 77.85%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7300 73.00%
OATP2B1 inhibitior - 0.7115 71.15%
OATP1B1 inhibitior - 0.4916 49.16%
OATP1B3 inhibitior + 0.9544 95.44%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5250 52.50%
BSEP inhibitior + 0.9974 99.74%
P-glycoprotein inhibitior + 0.8391 83.91%
P-glycoprotein substrate - 0.8151 81.51%
CYP3A4 substrate + 0.6674 66.74%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8719 87.19%
CYP3A4 inhibition - 0.9080 90.80%
CYP2C9 inhibition - 0.9087 90.87%
CYP2C19 inhibition - 0.8002 80.02%
CYP2D6 inhibition - 0.9148 91.48%
CYP1A2 inhibition - 0.9101 91.01%
CYP2C8 inhibition - 0.7727 77.27%
CYP inhibitory promiscuity - 0.9138 91.38%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8428 84.28%
Carcinogenicity (trinary) Non-required 0.6217 62.17%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9166 91.66%
Skin irritation + 0.6641 66.41%
Skin corrosion - 0.9660 96.60%
Ames mutagenesis - 0.6115 61.15%
Human Ether-a-go-go-Related Gene inhibition + 0.7882 78.82%
Micronuclear - 0.9400 94.00%
Hepatotoxicity - 0.5977 59.77%
skin sensitisation + 0.7923 79.23%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.6667 66.67%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity + 0.8388 83.88%
Acute Oral Toxicity (c) III 0.8524 85.24%
Estrogen receptor binding + 0.8668 86.68%
Androgen receptor binding + 0.7982 79.82%
Thyroid receptor binding + 0.7296 72.96%
Glucocorticoid receptor binding + 0.8386 83.86%
Aromatase binding - 0.6498 64.98%
PPAR gamma + 0.7268 72.68%
Honey bee toxicity - 0.8223 82.23%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9290 92.90%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.37% 91.11%
CHEMBL1937 Q92769 Histone deacetylase 2 94.51% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.70% 95.56%
CHEMBL1870 P28702 Retinoid X receptor beta 93.51% 95.00%
CHEMBL2061 P19793 Retinoid X receptor alpha 93.36% 91.67%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 91.97% 95.50%
CHEMBL2004 P48443 Retinoid X receptor gamma 91.12% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.12% 100.00%
CHEMBL230 P35354 Cyclooxygenase-2 87.62% 89.63%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.47% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.37% 96.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.15% 99.23%
CHEMBL2581 P07339 Cathepsin D 84.78% 98.95%
CHEMBL3192 Q9BY41 Histone deacetylase 8 84.64% 93.99%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 83.39% 91.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.51% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.61% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.51% 89.00%
CHEMBL3012 Q13946 Phosphodiesterase 7A 80.85% 99.29%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.41% 97.25%

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.
Adonis annua

Cross-Links

Top
PubChem 102309794
LOTUS LTS0036313
wikiData Q104978016