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Pyrrhoxanthin

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 81cfac5b-8a31-490b-988f-7b7874490df4
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
IUPAC Name [(1R)-4-[(3E,5E,7E,9E,11Z)-11-[4-[(E)-2-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]ethenyl]-5-oxofuran-2-ylidene]-3,10-dimethylundeca-3,5,7,9-tetraen-1-ynyl]-3,5,5-trimethylcyclohex-3-en-1-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C39H48O6/c1-26(16-17-34-28(3)21-33(43-29(4)40)25-36(34,5)6)14-12-10-11-13-15-27(2)20-32-22-30(35(42)44-32)18-19-39-37(7,8)23-31(41)24-38(39,9)45-39/h10-15,18-20,22,31,33,41H,21,23-25H2,1-9H3/b12-10+,13-11+,19-18+,26-14+,27-15+,32-20-/t31-,33+,38+,39-/m0/s1
InChI Key YDSRGWPRPWTZCK-CHOIYNEVSA-N
Popularity 10 references in papers

Physical and Chemical Properties

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Molecular Formula C39H48O6
Molecular Weight 612.80 g/mol
Exact Mass 612.34508925 g/mol
Topological Polar Surface Area (TPSA) 85.40 Ų
XlogP 7.90
Atomic LogP (AlogP) 7.69
H-Bond Acceptor 6
H-Bond Donor 1
Rotatable Bonds 7

Synonyms

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CHEBI:166690
LMPR01070008
[(1R)-4-[(3E,5E,7E,9E,11Z)-11-[4-[(E)-2-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]ethenyl]-5-oxofuran-2-ylidene]-3,10-dimethylundeca-3,5,7,9-tetraen-1-ynyl]-3,5,5-trimethylcyclohex-3-en-1-yl] acetate
[(1R)-4-[(3E,5E,7E,9E,11Z)-11-[4-[(E)-2-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]ethenyl]-5-oxouran-2-ylidene]-3,10-dimethylundeca-3,5,7,9-tetraen-1-ynyl]-3,5,5-trimethylcyclohex-3-en-1-yl] acetate

2D Structure

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2D Structure of Pyrrhoxanthin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9736 97.36%
Caco-2 - 0.8262 82.62%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.6778 67.78%
OATP2B1 inhibitior + 0.5711 57.11%
OATP1B1 inhibitior + 0.8255 82.55%
OATP1B3 inhibitior + 0.8865 88.65%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9949 99.49%
P-glycoprotein inhibitior + 0.8471 84.71%
P-glycoprotein substrate + 0.5375 53.75%
CYP3A4 substrate + 0.7165 71.65%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8777 87.77%
CYP3A4 inhibition - 0.5893 58.93%
CYP2C9 inhibition - 0.7599 75.99%
CYP2C19 inhibition - 0.7427 74.27%
CYP2D6 inhibition - 0.9441 94.41%
CYP1A2 inhibition - 0.8717 87.17%
CYP2C8 inhibition + 0.7171 71.71%
CYP inhibitory promiscuity - 0.8506 85.06%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8500 85.00%
Carcinogenicity (trinary) Non-required 0.4253 42.53%
Eye corrosion - 0.9846 98.46%
Eye irritation - 0.9093 90.93%
Skin irritation - 0.6644 66.44%
Skin corrosion - 0.9179 91.79%
Ames mutagenesis + 0.5563 55.63%
Human Ether-a-go-go-Related Gene inhibition + 0.8447 84.47%
Micronuclear - 0.5400 54.00%
Hepatotoxicity - 0.5092 50.92%
skin sensitisation - 0.6692 66.92%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity + 0.5212 52.12%
Acute Oral Toxicity (c) III 0.3530 35.30%
Estrogen receptor binding + 0.8252 82.52%
Androgen receptor binding + 0.7490 74.90%
Thyroid receptor binding + 0.6643 66.43%
Glucocorticoid receptor binding + 0.7489 74.89%
Aromatase binding + 0.6173 61.73%
PPAR gamma + 0.7467 74.67%
Honey bee toxicity - 0.6005 60.05%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.6000 60.00%
Fish aquatic toxicity + 0.9842 98.42%

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 98.42% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.30% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.19% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.52% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.77% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.50% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.54% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.33% 95.89%
CHEMBL2996 Q05655 Protein kinase C delta 86.38% 97.79%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 86.36% 94.62%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.96% 85.14%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.47% 95.50%
CHEMBL5805 Q9NR97 Toll-like receptor 8 84.08% 96.25%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 83.30% 91.71%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 83.29% 94.80%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.79% 100.00%
CHEMBL5028 O14672 ADAM10 82.09% 97.50%
CHEMBL221 P23219 Cyclooxygenase-1 81.40% 90.17%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.88% 92.94%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.18% 96.95%

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 16061186
LOTUS LTS0096458
wikiData Q76507231