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Monadoxanthin

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 ae0af6bc-f1e1-4dd3-a1be-5c5b0d03e894
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1R)-4-[(3E,5E,7E,9E,11E,13E,15E,17E)-18-[(1R,4R)-4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl]-3,7,12,16-tetramethyloctadeca-3,5,7,9,11,13,15,17-octaen-1-ynyl]-3,5,5-trimethylcyclohex-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=CC2C(=CC(CC2(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=C/C=C(\C)/C=C/C=C(\C)/C=C/[C@H]2C(=C[C@@H](CC2(C)C)O)C)/C)/C
InChI InChI=1S/C40H54O2/c1-29(17-13-19-31(3)21-23-37-33(5)25-35(41)27-39(37,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-38-34(6)26-36(42)28-40(38,9)10/h11-21,23,25,35-37,41-42H,26-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,29-15+,30-16+,31-19+,32-20+/t35-,36+,37-/m0/s1
InChI Key VAGYSFRRYPPSFX-RLVOMNFVSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C40H54O2
Molecular Weight 566.90 g/mol
Exact Mass 566.412380961 g/mol
Topological Polar Surface Area (TPSA) 40.50 Ų
XlogP 10.80
Atomic LogP (AlogP) 9.85
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 8

Synonyms

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(1R)-4-((3E,5E,7E,9E,11E,13E,15E,17E)-18-((1R,4R)-4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-3,7,12,16-tetramethyloctadeca-3,5,7,9,11,13,15,17-octaen-1-ynyl)-3,5,5-trimethylcyclohex-3-en-1-ol
(1R)-4-[(3E,5E,7E,9E,11E,13E,15E,17E)-18-[(1R,4R)-4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl]-3,7,12,16-tetramethyloctadeca-3,5,7,9,11,13,15,17-octaen-1-ynyl]-3,5,5-trimethylcyclohex-3-en-1-ol
RefChem:159434
(3R,3'R,6'R)-7,8-Didehydro-beta,epsilon-carotene-3,3'-diol
27085-16-1
(1~{R})-3,5,5-trimethyl-4-[(3~{E},5~{E},7~{E},9~{E},11~{E},13~{E},15~{E},17~{E})-3,7,12,16-tetramethyl-18-[(1~{R},4~{R})-2,6,6-trimethyl-4-oxidanyl-cyclohex-2-en-1-yl]octadeca-3,5,7,9,11,13,15,17-octaen-1-ynyl]cyclohex-3-en-1-ol
II3
SCHEMBL30686368

2D Structure

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2D Structure of Monadoxanthin

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 - 0.8195 81.95%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.6124 61.24%
OATP2B1 inhibitior - 0.7135 71.35%
OATP1B1 inhibitior + 0.8323 83.23%
OATP1B3 inhibitior + 0.9538 95.38%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9948 99.48%
P-glycoprotein inhibitior + 0.7779 77.79%
P-glycoprotein substrate + 0.5128 51.28%
CYP3A4 substrate + 0.6647 66.47%
CYP2C9 substrate - 0.6036 60.36%
CYP2D6 substrate - 0.7971 79.71%
CYP3A4 inhibition - 0.8035 80.35%
CYP2C9 inhibition - 0.7214 72.14%
CYP2C19 inhibition + 0.6944 69.44%
CYP2D6 inhibition - 0.9297 92.97%
CYP1A2 inhibition - 0.8862 88.62%
CYP2C8 inhibition + 0.5281 52.81%
CYP inhibitory promiscuity - 0.5181 51.81%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.7048 70.48%
Carcinogenicity (trinary) Non-required 0.5667 56.67%
Eye corrosion - 0.9821 98.21%
Eye irritation - 0.9223 92.23%
Skin irritation - 0.7239 72.39%
Skin corrosion - 0.9547 95.47%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8606 86.06%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.7854 78.54%
skin sensitisation + 0.8373 83.73%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.5667 56.67%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.6094 60.94%
Acute Oral Toxicity (c) III 0.7389 73.89%
Estrogen receptor binding + 0.8288 82.88%
Androgen receptor binding + 0.6381 63.81%
Thyroid receptor binding + 0.6987 69.87%
Glucocorticoid receptor binding + 0.8534 85.34%
Aromatase binding + 0.5808 58.08%
PPAR gamma + 0.7402 74.02%
Honey bee toxicity - 0.7159 71.59%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.6600 66.00%
Fish aquatic toxicity + 0.9422 94.22%

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 95.56% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.93% 91.11%
CHEMBL3524 P56524 Histone deacetylase 4 90.99% 92.97%
CHEMBL3492 P49721 Proteasome Macropain subunit 88.67% 90.24%
CHEMBL1937 Q92769 Histone deacetylase 2 88.27% 94.75%
CHEMBL4208 P20618 Proteasome component C5 86.65% 90.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.12% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 85.34% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.32% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.86% 95.89%
CHEMBL2996 Q05655 Protein kinase C delta 83.98% 97.79%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.92% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.55% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.46% 89.00%
CHEMBL3227 P41594 Metabotropic glutamate receptor 5 82.25% 96.42%
CHEMBL1870 P28702 Retinoid X receptor beta 82.05% 95.00%
CHEMBL2581 P07339 Cathepsin D 81.35% 98.95%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 81.08% 85.00%
CHEMBL5805 Q9NR97 Toll-like receptor 8 80.37% 96.25%
CHEMBL2004 P48443 Retinoid X receptor gamma 80.12% 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.
There are no matching plants.

Cross-Links

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PubChem 101306756
LOTUS LTS0095621
wikiData Q105282705