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Diatoxanthin

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 7fffe497-4a98-4c35-8678-e45854da756b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1R)-4-[(1E,3E,5E,7E,9E,11E,13E,15E)-18-[(4R)-4-hydroxy-2,6,6-trimethylcyclohexen-1-yl]-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15-octaen-17-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#CC2=C(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#CC2=C(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/h11-21,23,35-36,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,29-15+,30-16+,31-19+,32-20+/t35-,36-/m1/s1
InChI Key HNYJHQMUSVNWPV-DRCJTWAYSA-N
Popularity 86 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 10.70
Atomic LogP (AlogP) 9.99
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 8

Synonyms

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31063-73-7
all-trans-Diatoxanthin
3VOI529I46
Diatoxanthin/ 7,8-Didehydrozeaxanthin
UNII-3VOI529I46
(1~{R})-3,5,5-trimethyl-4-[(1~{E},3~{E},5~{E},7~{E},9~{E},11~{E},13~{E},15~{E})-3,7,12,16-tetramethyl-18-[(4~{R})-2,6,6-trimethyl-4-oxidanyl-cyclohexen-1-yl]octadeca-1,3,5,7,9,11,13,15-octaen-17-ynyl]cyclohex-3-en-1-ol
7,8-Didehydro-beta,beta-carotene-3R,3'R-diol
Diatoxanthin, analytical standard
CHEBI:181837
DTXSID001015589
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Diatoxanthin

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 - 0.8148 81.48%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.6124 61.24%
OATP2B1 inhibitior + 0.5722 57.22%
OATP1B1 inhibitior + 0.8256 82.56%
OATP1B3 inhibitior + 0.9538 95.38%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9946 99.46%
P-glycoprotein inhibitior + 0.8018 80.18%
P-glycoprotein substrate - 0.6165 61.65%
CYP3A4 substrate + 0.6525 65.25%
CYP2C9 substrate - 0.5995 59.95%
CYP2D6 substrate - 0.7854 78.54%
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 - 0.6159 61.59%
CYP inhibitory promiscuity - 0.5181 51.81%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.7048 70.48%
Carcinogenicity (trinary) Non-required 0.5667 56.67%
Eye corrosion - 0.9821 98.21%
Eye irritation - 0.9081 90.81%
Skin irritation - 0.7239 72.39%
Skin corrosion - 0.9547 95.47%
Ames mutagenesis - 0.5554 55.54%
Human Ether-a-go-go-Related Gene inhibition + 0.8635 86.35%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.7591 75.91%
skin sensitisation + 0.8373 83.73%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.5667 56.67%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity + 0.6595 65.95%
Acute Oral Toxicity (c) III 0.7389 73.89%
Estrogen receptor binding + 0.8206 82.06%
Androgen receptor binding + 0.7528 75.28%
Thyroid receptor binding + 0.7115 71.15%
Glucocorticoid receptor binding + 0.8469 84.69%
Aromatase binding + 0.5247 52.47%
PPAR gamma + 0.7389 73.89%
Honey bee toxicity - 0.7327 73.27%
Biodegradation - 0.9750 97.50%
Crustacea aquatic toxicity + 0.6200 62.00%
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 95.02% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.75% 91.11%
CHEMBL1937 Q92769 Histone deacetylase 2 90.52% 94.75%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 89.70% 97.47%
CHEMBL221 P23219 Cyclooxygenase-1 88.54% 90.17%
CHEMBL1870 P28702 Retinoid X receptor beta 87.20% 95.00%
CHEMBL2004 P48443 Retinoid X receptor gamma 85.90% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.69% 86.33%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.50% 92.94%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.33% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.85% 95.56%
CHEMBL3524 P56524 Histone deacetylase 4 83.98% 92.97%
CHEMBL3192 Q9BY41 Histone deacetylase 8 83.22% 93.99%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.12% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 82.98% 97.79%
CHEMBL3492 P49721 Proteasome Macropain subunit 82.74% 90.24%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.59% 89.00%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 82.54% 91.71%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.95% 96.00%
CHEMBL2581 P07339 Cathepsin D 80.92% 98.95%
CHEMBL4208 P20618 Proteasome component C5 80.27% 90.00%

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.
Asplenium scolopendrium

Cross-Links

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PubChem 6440986
LOTUS LTS0263026
wikiData Q5272140