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Maculosin

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 3f0bbe7e-46d2-4cd0-9a6d-203382a3d97c
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
IUPAC Name (3S,8aS)-3-[(4-hydroxyphenyl)methyl]-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
SMILES (Canonical) C1CC2C(=O)NC(C(=O)N2C1)CC3=CC=C(C=C3)O
SMILES (Isomeric) C1C[C@H]2C(=O)N[C@H](C(=O)N2C1)CC3=CC=C(C=C3)O
InChI InChI=1S/C14H16N2O3/c17-10-5-3-9(4-6-10)8-11-14(19)16-7-1-2-12(16)13(18)15-11/h3-6,11-12,17H,1-2,7-8H2,(H,15,18)/t11-,12-/m0/s1
InChI Key LSGOTAXPWMCUCK-RYUDHWBXSA-N
Popularity 50 references in papers

Physical and Chemical Properties

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Molecular Formula C14H16N2O3
Molecular Weight 260.29 g/mol
Exact Mass 260.11609238 g/mol
Topological Polar Surface Area (TPSA) 69.60 Ų
XlogP 1.00
Atomic LogP (AlogP) 0.42
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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Cyclo(L-pro-L-tyr)
4549-02-4
Cyclo(-Pro-Tyr)
(3s,8as)-3-(4-hydroxybenzyl)hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
CYCLO-(L-TYROSINE-L-PROLINE) INHIBITOR
(3S,8aS)-3-[(4-hydroxyphenyl)methyl]-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
CHEBI:6631
(3S,8AR)-3-(4-HYDROXYBENZYL)HEXAHYDROPYRROLO[1,2-A]PYRAZINE-1,4-DIONE
(3S,8aS)-Hexahydro-3-[(4-hydroxyphenyl)methyl]pyrrolo[1,2-a]pyrazine-1,4-dione
cyclo(pro-tyr)
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Maculosin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9577 95.77%
Caco-2 + 0.8271 82.71%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.9178 91.78%
OATP2B1 inhibitior - 0.8622 86.22%
OATP1B1 inhibitior + 0.8831 88.31%
OATP1B3 inhibitior + 0.9456 94.56%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.6064 60.64%
BSEP inhibitior - 0.8757 87.57%
P-glycoprotein inhibitior - 0.9535 95.35%
P-glycoprotein substrate + 0.5399 53.99%
CYP3A4 substrate + 0.5142 51.42%
CYP2C9 substrate - 0.6217 62.17%
CYP2D6 substrate - 0.7361 73.61%
CYP3A4 inhibition - 0.7110 71.10%
CYP2C9 inhibition - 0.8033 80.33%
CYP2C19 inhibition - 0.6279 62.79%
CYP2D6 inhibition - 0.7185 71.85%
CYP1A2 inhibition - 0.8801 88.01%
CYP2C8 inhibition - 0.6678 66.78%
CYP inhibitory promiscuity - 0.6733 67.33%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6790 67.90%
Eye corrosion - 0.9937 99.37%
Eye irritation - 0.9659 96.59%
Skin irritation - 0.7746 77.46%
Skin corrosion - 0.9415 94.15%
Ames mutagenesis - 0.7254 72.54%
Human Ether-a-go-go-Related Gene inhibition - 0.6297 62.97%
Micronuclear + 0.7600 76.00%
Hepatotoxicity + 0.6053 60.53%
skin sensitisation - 0.9068 90.68%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity + 0.4561 45.61%
Acute Oral Toxicity (c) III 0.5820 58.20%
Estrogen receptor binding - 0.6603 66.03%
Androgen receptor binding + 0.5347 53.47%
Thyroid receptor binding - 0.8270 82.70%
Glucocorticoid receptor binding - 0.7036 70.36%
Aromatase binding + 0.6093 60.93%
PPAR gamma - 0.7129 71.29%
Honey bee toxicity - 0.9334 93.34%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity - 0.3970 39.70%

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
CHEMBL2581 P07339 Cathepsin D 98.71% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.48% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.13% 96.09%
CHEMBL5103 Q969S8 Histone deacetylase 10 93.39% 90.08%
CHEMBL5608 Q16288 NT-3 growth factor receptor 93.07% 95.89%
CHEMBL1902 P62942 FK506-binding protein 1A 92.17% 97.05%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 91.94% 90.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.68% 97.09%
CHEMBL217 P14416 Dopamine D2 receptor 90.28% 95.62%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.82% 91.11%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 89.82% 82.38%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.22% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.48% 95.56%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 86.99% 97.64%
CHEMBL3524 P56524 Histone deacetylase 4 86.74% 92.97%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 85.40% 93.40%
CHEMBL1978 P11511 Cytochrome P450 19A1 83.27% 91.76%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.84% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.57% 93.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.69% 97.25%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.40% 90.71%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 80.21% 85.00%

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.
Distephanus biafrae
Gymnanthemum amygdalinum
Isatis tinctoria
Vernonia colorata
Zinnia elegans

Cross-Links

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PubChem 119404
NPASS NPC242159
ChEMBL CHEMBL359788
LOTUS LTS0220648
wikiData Q105291115