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(1R,2R)-3,3,5-trimethyl-4-[(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-4-ene-1,2-diol

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 bb6bd146-8493-4a6e-a1e4-f4b76222edcf
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Tetraterpenoids > Carotenoids > Xanthophylls
IUPAC Name (1R,2R)-3,3,5-trimethyl-4-[(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-4-ene-1,2-diol
SMILES (Canonical) CC1=C(C(CCC1)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC2=C(CC(C(C2(C)C)O)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[C@H]([C@@H](C2(C)C)O)O)C)/C)/C
InChI InChI=1S/C40H56O2/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)28-37(41)38(42)40(36,9)10/h11-14,16-21,23-26,37-38,41-42H,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-,38+/m1/s1
InChI Key RSCRFTMXJDBKHT-RTSSTFQJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H56O2
Molecular Weight 568.90 g/mol
Exact Mass 568.42803102 g/mol
Topological Polar Surface Area (TPSA) 40.50 Ų
XlogP 11.30
Atomic LogP (AlogP) 10.55
H-Bond Acceptor 2
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 (1R,2R)-3,3,5-trimethyl-4-[(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-4-ene-1,2-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9943 99.43%
Caco-2 - 0.7932 79.32%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6622 66.22%
OATP2B1 inhibitior + 0.5727 57.27%
OATP1B1 inhibitior - 0.6394 63.94%
OATP1B3 inhibitior + 0.9458 94.58%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9970 99.70%
P-glycoprotein inhibitior + 0.8008 80.08%
P-glycoprotein substrate - 0.7779 77.79%
CYP3A4 substrate + 0.6624 66.24%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7761 77.61%
CYP3A4 inhibition - 0.8961 89.61%
CYP2C9 inhibition - 0.8873 88.73%
CYP2C19 inhibition - 0.8150 81.50%
CYP2D6 inhibition - 0.9225 92.25%
CYP1A2 inhibition - 0.9038 90.38%
CYP2C8 inhibition - 0.6918 69.18%
CYP inhibitory promiscuity - 0.8709 87.09%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.6268 62.68%
Eye corrosion - 0.9845 98.45%
Eye irritation - 0.9201 92.01%
Skin irritation - 0.5573 55.73%
Skin corrosion - 0.9447 94.47%
Ames mutagenesis - 0.6165 61.65%
Human Ether-a-go-go-Related Gene inhibition + 0.8500 85.00%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.5019 50.19%
skin sensitisation + 0.7148 71.48%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity + 0.7594 75.94%
Acute Oral Toxicity (c) III 0.7301 73.01%
Estrogen receptor binding + 0.8572 85.72%
Androgen receptor binding + 0.6305 63.05%
Thyroid receptor binding + 0.7487 74.87%
Glucocorticoid receptor binding + 0.8401 84.01%
Aromatase binding - 0.6328 63.28%
PPAR gamma + 0.7434 74.34%
Honey bee toxicity - 0.8078 80.78%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9370 93.70%

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 96.55% 91.11%
CHEMBL2061 P19793 Retinoid X receptor alpha 95.03% 91.67%
CHEMBL1870 P28702 Retinoid X receptor beta 93.94% 95.00%
CHEMBL2004 P48443 Retinoid X receptor gamma 92.04% 100.00%
CHEMBL1914 P06276 Butyrylcholinesterase 91.51% 95.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.35% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 90.79% 94.75%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 90.57% 91.71%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 89.43% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.86% 95.56%
CHEMBL325 Q13547 Histone deacetylase 1 88.27% 95.92%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.39% 86.33%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.61% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.00% 95.89%
CHEMBL2581 P07339 Cathepsin D 83.91% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.42% 94.45%
CHEMBL1977 P11473 Vitamin D receptor 82.04% 99.43%
CHEMBL230 P35354 Cyclooxygenase-2 81.88% 89.63%
CHEMBL3192 Q9BY41 Histone deacetylase 8 80.17% 93.99%

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 162923206
LOTUS LTS0105774
wikiData Q105244541