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Tryprostatin b

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 3a215066-d25e-4406-8fd0-1e8ff92c5588
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
IUPAC Name (3S,8aS)-3-[[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) CC(=CCC1=C(C2=CC=CC=C2N1)CC3C(=O)N4CCCC4C(=O)N3)C
SMILES (Isomeric) CC(=CCC1=C(C2=CC=CC=C2N1)C[C@H]3C(=O)N4CCC[C@H]4C(=O)N3)C
InChI InChI=1S/C21H25N3O2/c1-13(2)9-10-17-15(14-6-3-4-7-16(14)22-17)12-18-21(26)24-11-5-8-19(24)20(25)23-18/h3-4,6-7,9,18-19,22H,5,8,10-12H2,1-2H3,(H,23,25)/t18-,19-/m0/s1
InChI Key GLWYBXPXOSKQAW-OALUTQOASA-N
Popularity 56 references in papers

Physical and Chemical Properties

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Molecular Formula C21H25N3O2
Molecular Weight 351.40 g/mol
Exact Mass 351.19467705 g/mol
Topological Polar Surface Area (TPSA) 65.20 Ų
XlogP 3.50
Atomic LogP (AlogP) 2.71
H-Bond Acceptor 2
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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triprostatin B
CHEBI:72760
179936-52-8
(3S,8aS)-3-[[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-{[2-(3-methylbut-2-en-1-yl)-1H-indol-3-yl]methyl}hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
(-)-Tryprostatin B
CHEMBL36668
DTXSID40893998
C20512
Q27140126
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 b

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9927 99.27%
Caco-2 + 0.5966 59.66%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7444 74.44%
OATP2B1 inhibitior - 0.8581 85.81%
OATP1B1 inhibitior + 0.8181 81.81%
OATP1B3 inhibitior + 0.9354 93.54%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.9603 96.03%
P-glycoprotein inhibitior - 0.5149 51.49%
P-glycoprotein substrate + 0.6105 61.05%
CYP3A4 substrate + 0.6440 64.40%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8189 81.89%
CYP3A4 inhibition + 0.7903 79.03%
CYP2C9 inhibition + 0.6160 61.60%
CYP2C19 inhibition + 0.5257 52.57%
CYP2D6 inhibition - 0.8561 85.61%
CYP1A2 inhibition - 0.5793 57.93%
CYP2C8 inhibition - 0.6283 62.83%
CYP inhibitory promiscuity + 0.8518 85.18%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6812 68.12%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.9920 99.20%
Skin irritation - 0.7870 78.70%
Skin corrosion - 0.9336 93.36%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7139 71.39%
Micronuclear + 0.7200 72.00%
Hepatotoxicity + 0.5801 58.01%
skin sensitisation - 0.8820 88.20%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity + 0.4808 48.08%
Acute Oral Toxicity (c) III 0.5748 57.48%
Estrogen receptor binding + 0.5926 59.26%
Androgen receptor binding - 0.4813 48.13%
Thyroid receptor binding - 0.5559 55.59%
Glucocorticoid receptor binding - 0.4658 46.58%
Aromatase binding - 0.5296 52.96%
PPAR gamma + 0.5967 59.67%
Honey bee toxicity - 0.8849 88.49%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9609 96.09%

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 99.21% 98.95%
CHEMBL3524 P56524 Histone deacetylase 4 97.67% 92.97%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.64% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.37% 91.11%
CHEMBL5103 Q969S8 Histone deacetylase 10 95.83% 90.08%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.71% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.65% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 94.56% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.25% 96.09%
CHEMBL3310 Q96DB2 Histone deacetylase 11 93.45% 88.56%
CHEMBL1902 P62942 FK506-binding protein 1A 92.36% 97.05%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.95% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.57% 99.23%
CHEMBL1937 Q92769 Histone deacetylase 2 88.30% 94.75%
CHEMBL255 P29275 Adenosine A2b receptor 87.26% 98.59%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.20% 97.09%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 87.06% 93.03%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 87.00% 97.64%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 85.96% 97.50%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 84.35% 96.39%
CHEMBL213 P08588 Beta-1 adrenergic receptor 83.20% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.65% 89.00%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 81.39% 82.38%
CHEMBL217 P14416 Dopamine D2 receptor 80.26% 95.62%

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 9863281
LOTUS LTS0074840
wikiData Q27140126