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(1R)-4-[(1E,3E,5E,7E)-8-[(2S,3R)-3-[(1E,3E,5E,7E)-8-[(1R,4S)-4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl]-2,6-dimethylocta-1,3,5,7-tetraenyl]oxiran-2-yl]-3,7-dimethylocta-1,3,5,7-tetraenyl]-3,5,5-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 04a79925-6aaa-48ab-a0b8-f6a8afc5d032
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Tetraterpenoids > Carotenoids > Xanthophylls
IUPAC Name (1R)-4-[(1E,3E,5E,7E)-8-[(2S,3R)-3-[(1E,3E,5E,7E)-8-[(1R,4S)-4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl]-2,6-dimethylocta-1,3,5,7-tetraenyl]oxiran-2-yl]-3,7-dimethylocta-1,3,5,7-tetraenyl]-3,5,5-trimethylcyclohex-3-en-1-ol
SMILES (Canonical) CC1=C(C(CC(C1)O)(C)C)C=CC(=CC=CC(=CC2C(O2)C=C(C)C=CC=C(C)C=CC3C(=CC(CC3(C)C)O)C)C)C
SMILES (Isomeric) CC1=C(C(C[C@@H](C1)O)(C)C)/C=C/C(=C/C=C/C(=C/[C@H]2[C@H](O2)/C=C(\C)/C=C/C=C(\C)/C=C/[C@H]3C(=C[C@H](CC3(C)C)O)C)/C)/C
InChI InChI=1S/C40H56O3/c1-27(17-19-35-31(5)23-33(41)25-39(35,7)8)13-11-15-29(3)21-37-38(43-37)22-30(4)16-12-14-28(2)18-20-36-32(6)24-34(42)26-40(36,9)10/h11-23,33-35,37-38,41-42H,24-26H2,1-10H3/b15-11+,16-12+,19-17+,20-18+,27-13+,28-14+,29-21+,30-22+/t33-,34-,35+,37-,38+/m1/s1
InChI Key BNIXPMNFZJMIHI-CNUAGVMYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H56O3
Molecular Weight 584.90 g/mol
Exact Mass 584.42294564 g/mol
Topological Polar Surface Area (TPSA) 53.00 Ų
XlogP 9.70
Atomic LogP (AlogP) 9.61
H-Bond Acceptor 3
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)-4-[(1E,3E,5E,7E)-8-[(2S,3R)-3-[(1E,3E,5E,7E)-8-[(1R,4S)-4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl]-2,6-dimethylocta-1,3,5,7-tetraenyl]oxiran-2-yl]-3,7-dimethylocta-1,3,5,7-tetraenyl]-3,5,5-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 + 0.9887 98.87%
Caco-2 - 0.7993 79.93%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.6158 61.58%
OATP2B1 inhibitior - 0.7159 71.59%
OATP1B1 inhibitior + 0.7851 78.51%
OATP1B3 inhibitior + 0.9661 96.61%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9906 99.06%
P-glycoprotein inhibitior + 0.7527 75.27%
P-glycoprotein substrate - 0.5109 51.09%
CYP3A4 substrate + 0.6781 67.81%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7891 78.91%
CYP3A4 inhibition - 0.8719 87.19%
CYP2C9 inhibition - 0.7182 71.82%
CYP2C19 inhibition + 0.5134 51.34%
CYP2D6 inhibition - 0.9393 93.93%
CYP1A2 inhibition - 0.8507 85.07%
CYP2C8 inhibition + 0.5629 56.29%
CYP inhibitory promiscuity - 0.6431 64.31%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8248 82.48%
Carcinogenicity (trinary) Non-required 0.5386 53.86%
Eye corrosion - 0.9818 98.18%
Eye irritation - 0.9142 91.42%
Skin irritation - 0.7045 70.45%
Skin corrosion - 0.9464 94.64%
Ames mutagenesis + 0.5309 53.09%
Human Ether-a-go-go-Related Gene inhibition + 0.8878 88.78%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.7729 77.29%
skin sensitisation + 0.6631 66.31%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.5556 55.56%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity + 0.7800 78.00%
Acute Oral Toxicity (c) III 0.6743 67.43%
Estrogen receptor binding + 0.7915 79.15%
Androgen receptor binding + 0.6637 66.37%
Thyroid receptor binding + 0.6856 68.56%
Glucocorticoid receptor binding + 0.8564 85.64%
Aromatase binding - 0.5096 50.96%
PPAR gamma + 0.7071 70.71%
Honey bee toxicity - 0.7724 77.24%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.8942 89.42%

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 96.26% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.53% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 91.84% 83.82%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.21% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.74% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.03% 95.56%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 87.00% 85.30%
CHEMBL1870 P28702 Retinoid X receptor beta 84.48% 95.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.47% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 84.31% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.23% 95.89%
CHEMBL3492 P49721 Proteasome Macropain subunit 83.20% 90.24%
CHEMBL2061 P19793 Retinoid X receptor alpha 82.40% 91.67%
CHEMBL1937 Q92769 Histone deacetylase 2 82.11% 94.75%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.43% 92.94%
CHEMBL4208 P20618 Proteasome component C5 80.76% 90.00%
CHEMBL2581 P07339 Cathepsin D 80.63% 98.95%
CHEMBL2004 P48443 Retinoid X receptor gamma 80.25% 100.00%

Plants that contains it

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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.
Pyrus communis

Cross-Links

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PubChem 163079963
LOTUS LTS0263880
wikiData Q104938827