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(1R)-3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-2,2,4-trimethylcyclohex-3-en-1-ol

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 ab935cd8-6f65-45c6-b7b7-a03fef5825d8
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Tetraterpenoids > Carotenoids > Xanthophylls
IUPAC Name (1R)-3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-2,2,4-trimethylcyclohex-3-en-1-ol
SMILES (Canonical) CC1=C(C(C(CC1)O)(C)C)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC2=C(CC(CC2(C)C)O)C)C)C
SMILES (Isomeric) CC1=C(C([C@@H](CC1)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[C@H](CC2(C)C)O)C)/C)/C
InChI InChI=1S/C40H56O2/c1-29(17-13-19-31(3)21-24-36-34(6)27-35(41)28-39(36,7)8)15-11-12-16-30(2)18-14-20-32(4)22-25-37-33(5)23-26-38(42)40(37,9)10/h11-22,24-25,35,38,41-42H,23,26-28H2,1-10H3/b12-11+,17-13+,18-14+,24-21+,25-22+,29-15+,30-16+,31-19+,32-20+/t35-,38-/m1/s1
InChI Key QOPRSMDTRDMBNK-IMWCLGDQSA-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 10.90
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)-3-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-2,2,4-trimethylcyclohex-3-en-1-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9972 99.72%
Caco-2 - 0.7889 78.89%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6354 63.54%
OATP2B1 inhibitior + 0.5736 57.36%
OATP1B1 inhibitior + 0.7600 76.00%
OATP1B3 inhibitior + 0.9351 93.51%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9969 99.69%
P-glycoprotein inhibitior + 0.7965 79.65%
P-glycoprotein substrate - 0.6439 64.39%
CYP3A4 substrate + 0.6583 65.83%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7617 76.17%
CYP3A4 inhibition - 0.8834 88.34%
CYP2C9 inhibition - 0.8903 89.03%
CYP2C19 inhibition - 0.8270 82.70%
CYP2D6 inhibition - 0.9257 92.57%
CYP1A2 inhibition - 0.9244 92.44%
CYP2C8 inhibition - 0.5653 56.53%
CYP inhibitory promiscuity - 0.7719 77.19%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8528 85.28%
Carcinogenicity (trinary) Non-required 0.6138 61.38%
Eye corrosion - 0.9843 98.43%
Eye irritation - 0.9182 91.82%
Skin irritation - 0.5422 54.22%
Skin corrosion - 0.9677 96.77%
Ames mutagenesis - 0.7062 70.62%
Human Ether-a-go-go-Related Gene inhibition + 0.8335 83.35%
Micronuclear - 0.9400 94.00%
Hepatotoxicity - 0.7394 73.94%
skin sensitisation + 0.8002 80.02%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.6111 61.11%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity + 0.6822 68.22%
Acute Oral Toxicity (c) III 0.6872 68.72%
Estrogen receptor binding + 0.8607 86.07%
Androgen receptor binding + 0.7268 72.68%
Thyroid receptor binding + 0.7522 75.22%
Glucocorticoid receptor binding + 0.8462 84.62%
Aromatase binding - 0.6363 63.63%
PPAR gamma + 0.7438 74.38%
Honey bee toxicity - 0.8755 87.55%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9462 94.62%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.26% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.62% 91.11%
CHEMBL1870 P28702 Retinoid X receptor beta 88.97% 95.00%
CHEMBL2061 P19793 Retinoid X receptor alpha 88.59% 91.67%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.01% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.64% 100.00%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 86.26% 91.71%
CHEMBL1937 Q92769 Histone deacetylase 2 85.96% 94.75%
CHEMBL4040 P28482 MAP kinase ERK2 85.77% 83.82%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.28% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.17% 95.56%
CHEMBL2004 P48443 Retinoid X receptor gamma 83.63% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.52% 89.00%
CHEMBL2581 P07339 Cathepsin D 83.38% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.35% 86.33%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.40% 97.33%
CHEMBL3524 P56524 Histone deacetylase 4 80.67% 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 163046541
LOTUS LTS0072881
wikiData Q105225048