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Prasinoxanthin

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 f45a8034-a0f1-40b7-89d5-3369783e02ab
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Tetraterpenoids > Carotenoids > Xanthophylls
IUPAC Name (3E,5E,7E,9E,11E,13E,15E,17E)-1-[(1R,4S)-1,4-dihydroxy-2,2-dimethyl-6-methylidenecyclohexyl]-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-2-one
SMILES (Canonical) CC1=CC(CC(C1C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C(=O)CC2(C(=C)CC(CC2(C)C)O)O)C)C)(C)C)O
SMILES (Isomeric) CC1=C[C@@H](CC([C@H]1/C=C/C(=C/C=C/C(=C/C=C/C=C(\C)/C=C/C=C(\C)/C(=O)C[C@@]2(C(=C)C[C@H](CC2(C)C)O)O)/C)/C)(C)C)O
InChI InChI=1S/C40H56O4/c1-28(17-13-18-30(3)21-22-36-32(5)23-34(41)25-38(36,7)8)15-11-12-16-29(2)19-14-20-31(4)37(43)27-40(44)33(6)24-35(42)26-39(40,9)10/h11-23,34-36,41-42,44H,6,24-27H2,1-5,7-10H3/b12-11+,17-13+,19-14+,22-21+,28-15+,29-16+,30-18+,31-20+/t34-,35+,36-,40-/m0/s1
InChI Key WOJYJHBMWRNRJG-DTJZQRCSSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C40H56O4
Molecular Weight 600.90 g/mol
Exact Mass 600.41786026 g/mol
Topological Polar Surface Area (TPSA) 77.80 Ų
XlogP 9.30
Atomic LogP (AlogP) 8.78
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 11

Synonyms

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LMPR01070200
(3E,5E,7E,9E,11E,13E,15E,17E)-1-[(1R,4S)-1,4-dihydroxy-2,2-dimethyl-6-methylidenecyclohexyl]-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-2-one

2D Structure

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2D Structure of Prasinoxanthin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9952 99.52%
Caco-2 - 0.8305 83.05%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability + 0.6571 65.71%
Subcellular localzation Mitochondria 0.7973 79.73%
OATP2B1 inhibitior + 0.5739 57.39%
OATP1B1 inhibitior + 0.8248 82.48%
OATP1B3 inhibitior + 0.9040 90.40%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9795 97.95%
P-glycoprotein inhibitior + 0.7721 77.21%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6784 67.84%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8942 89.42%
CYP3A4 inhibition - 0.7114 71.14%
CYP2C9 inhibition - 0.8408 84.08%
CYP2C19 inhibition - 0.7070 70.70%
CYP2D6 inhibition - 0.9487 94.87%
CYP1A2 inhibition - 0.9411 94.11%
CYP2C8 inhibition - 0.5884 58.84%
CYP inhibitory promiscuity - 0.8789 87.89%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8341 83.41%
Carcinogenicity (trinary) Non-required 0.6461 64.61%
Eye corrosion - 0.9879 98.79%
Eye irritation - 0.9227 92.27%
Skin irritation - 0.6376 63.76%
Skin corrosion - 0.9652 96.52%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8349 83.49%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.6347 63.47%
skin sensitisation + 0.6084 60.84%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity + 0.4693 46.93%
Acute Oral Toxicity (c) I 0.4983 49.83%
Estrogen receptor binding + 0.8186 81.86%
Androgen receptor binding + 0.6554 65.54%
Thyroid receptor binding + 0.6752 67.52%
Glucocorticoid receptor binding + 0.7937 79.37%
Aromatase binding + 0.5376 53.76%
PPAR gamma + 0.7166 71.66%
Honey bee toxicity - 0.7175 71.75%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9971 99.71%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.89% 83.82%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.53% 96.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 90.14% 96.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.85% 95.56%
CHEMBL2581 P07339 Cathepsin D 87.53% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.12% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.62% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.24% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 83.82% 91.24%
CHEMBL221 P23219 Cyclooxygenase-1 82.60% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.78% 86.33%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 80.92% 97.21%

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 15223585
LOTUS LTS0103468
wikiData Q76506565