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Tryprostatin A

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 82399e5f-4b8a-4573-86ec-5c10d194345f
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
IUPAC Name (3S,8aS)-3-[[6-methoxy-2-(3-methylbut-2-enyl)-1H-indol-3-yl]methyl]-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C22H27N3O3/c1-13(2)6-9-17-16(15-8-7-14(28-3)11-18(15)23-17)12-19-22(27)25-10-4-5-20(25)21(26)24-19/h6-8,11,19-20,23H,4-5,9-10,12H2,1-3H3,(H,24,26)/t19-,20-/m0/s1
InChI Key XNRPVPHNDQHWLJ-PMACEKPBSA-N
Popularity 60 references in papers

Physical and Chemical Properties

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Molecular Formula C22H27N3O3
Molecular Weight 381.50 g/mol
Exact Mass 381.20524173 g/mol
Topological Polar Surface Area (TPSA) 74.40 Ų
XlogP 3.40
Atomic LogP (AlogP) 2.72
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 5

Synonyms

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171864-80-5
CHEBI:72761
(3S,8aS)-3-[[6-methoxy-2-(3-methylbut-2-enyl)-1H-indol-3-yl]methyl]-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
(3S,8aS)-3-{[6-methoxy-2-(3-methylbut-2-en-1-yl)-1H-indol-3-yl]methyl}hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
DTXSID701017629
(3S,8aS)-3-((6-Methoxy-2-(3-methylbut-2-en-1-yl)-1H-indol-3-yl)methyl)hexahydropyrrolo(1,2-a)pyrazine-1,4-dione
(3S,8aS)-3-((6-Methoxy-2-(3-methylbut-2-en-1-yl)-1H-indol-3-yl)methyl)hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
(3S,8aS)-3-((6-methoxy-2-(3-methylbut-2-enyl)-1H-indol-3-yl)methyl)-2,3,6,7,8,8a-hexahydropyrrolo(1,2-a)pyrazine-1,4-dione
RefChem:192354
DTXCID401475814
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Tryprostatin A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9871 98.71%
Caco-2 + 0.5892 58.92%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.8904 89.04%
OATP2B1 inhibitior - 0.7120 71.20%
OATP1B1 inhibitior + 0.8321 83.21%
OATP1B3 inhibitior + 0.9247 92.47%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.9654 96.54%
P-glycoprotein inhibitior - 0.4392 43.92%
P-glycoprotein substrate + 0.6684 66.84%
CYP3A4 substrate + 0.6517 65.17%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7842 78.42%
CYP3A4 inhibition + 0.8802 88.02%
CYP2C9 inhibition - 0.5549 55.49%
CYP2C19 inhibition - 0.5000 50.00%
CYP2D6 inhibition - 0.7202 72.02%
CYP1A2 inhibition - 0.5722 57.22%
CYP2C8 inhibition - 0.5648 56.48%
CYP inhibitory promiscuity + 0.8491 84.91%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6469 64.69%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9732 97.32%
Skin irritation - 0.7878 78.78%
Skin corrosion - 0.9382 93.82%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4020 40.20%
Micronuclear + 0.7500 75.00%
Hepatotoxicity - 0.5019 50.19%
skin sensitisation - 0.8937 89.37%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.7105 71.05%
Acute Oral Toxicity (c) III 0.6615 66.15%
Estrogen receptor binding + 0.7297 72.97%
Androgen receptor binding + 0.6523 65.23%
Thyroid receptor binding + 0.5837 58.37%
Glucocorticoid receptor binding + 0.8004 80.04%
Aromatase binding + 0.6691 66.91%
PPAR gamma + 0.5894 58.94%
Honey bee toxicity - 0.8469 84.69%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9639 96.39%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL1795168 Q9NZ45 CDGSH iron-sulfur domain-containing protein 1 145 nM
 Ki
 via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 99.39% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.88% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.65% 98.95%
CHEMBL1951 P21397 Monoamine oxidase A 98.15% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.34% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 95.32% 95.89%
CHEMBL1902 P62942 FK506-binding protein 1A 94.95% 97.05%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.80% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.68% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.34% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.91% 92.94%
CHEMBL3524 P56524 Histone deacetylase 4 88.24% 92.97%
CHEMBL213 P08588 Beta-1 adrenergic receptor 86.42% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 85.54% 94.75%
CHEMBL255 P29275 Adenosine A2b receptor 84.69% 98.59%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 84.56% 82.38%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.31% 86.33%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 83.93% 93.40%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.48% 93.00%
CHEMBL4208 P20618 Proteasome component C5 83.40% 90.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.80% 93.03%
CHEMBL5203 P33316 dUTP pyrophosphatase 82.62% 99.18%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.30% 94.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.75% 90.08%
CHEMBL1871 P10275 Androgen Receptor 80.60% 96.43%
CHEMBL2535 P11166 Glucose transporter 80.56% 98.75%
CHEMBL226 P30542 Adenosine A1 receptor 80.34% 95.93%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.29% 86.92%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.22% 97.50%

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 9929833
LOTUS LTS0091627
wikiData Q27140127