Details
Stereochemistry | ACHIRAL |
Molecular Formula | C4H4O4.C3H6N2 |
Molecular Weight | 186.1653 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 1 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
NCCC#N.OC(=O)\C=C\C(O)=O
InChI
InChIKey=NYPGBHKJFKQTIY-TYYBGVCCSA-N
InChI=1S/C4H4O4.C3H6N2/c5-3(6)1-2-4(7)8;4-2-1-3-5/h1-2H,(H,5,6)(H,7,8);1-2,4H2/b2-1+;
Molecular Formula | C4H4O4 |
Molecular Weight | 116.0722 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 1 |
Optical Activity | NONE |
Molecular Formula | C3H6N2 |
Molecular Weight | 70.0931 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
DescriptionCurator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/19440335 |
https://www.ncbi.nlm.nih.gov/pubmed/22767499
Curator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/19440335 |
https://www.ncbi.nlm.nih.gov/pubmed/22767499
3-Aminopropionitrile (Beta-amino-propionitrile, BAPN) is a toxic constituent from lathyrus plants. BAPN found in lathyrus odoratus (our more common garden sweet pea plant) is thought to be responsible for osteolathyrism due to irreversible inhibition of lysyl oxidase (LOX), an enzyme necessary for the covalent cross-linking of tropocollagen molecules during the maturation of mature collagen. BAPN demonstrated in antimetastatic and antimyelofibrotic activity in vivo due to inhibition of LOX.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL2249 Sources: https://www.ncbi.nlm.nih.gov/pubmed/6131892 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Palliative | Unknown Approved UseUnknown |
|||
Primary | Unknown Approved UseUnknown |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/19440335
To generate metastases, 5-6 week old female NIH-III mice were anesthetized by intraperitoneal (i.p.) injection of ketamine (100 mg/kg) and xylazine (6 mg/kg), and then 2×105 MDA-MB-231-Luc2 cells suspended in 100 µl of PBS were injected into the left ventricle of each mouse. Successful intra-cardiac injections were confirmed by immediate whole body bioluminescence imaging. BAPN intraperitoneal injections at a dose of 100 mg/kg in 100 µl PBS, were initiated either 1 day prior, on the same day as, or 7 days after intracardiac tumor cell injection.
Route of Administration:
Intraperitoneal
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/6131892
Enzyme activlty was measured by a peroxidase-coupled fluorescence assay. Reaction mixtures contained 2.5 mM diaminopentane, 10 ug o horseradish peroxldase, 0.7 mM homovanllllc acid and lysyl oxidase in 50 mM sodium borate buffer. Fluorescence was continuously monitored at excitation wavelength of 315 nm and emission wavelength of 425 nm. Lysyl oxidase was incubated with various amounts (10^-8 - 10^-4 M) of BAPN at 37°C C for 2 h in 16 mH potassium phosphate.
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:25:12 GMT 2023
by
admin
on
Fri Dec 15 15:25:12 GMT 2023
|
Record UNII |
R5PA45870J
|
Record Status |
Validated (UNII)
|
Record Version |
|
-
Download
Name | Type | Language | ||
---|---|---|---|---|
|
Systematic Name | English | ||
|
Code | English |
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
352-96-5
Created by
admin on Fri Dec 15 15:25:12 GMT 2023 , Edited by admin on Fri Dec 15 15:25:12 GMT 2023
|
PRIMARY | |||
|
R5PA45870J
Created by
admin on Fri Dec 15 15:25:12 GMT 2023 , Edited by admin on Fri Dec 15 15:25:12 GMT 2023
|
PRIMARY | |||
|
6433176
Created by
admin on Fri Dec 15 15:25:12 GMT 2023 , Edited by admin on Fri Dec 15 15:25:12 GMT 2023
|
PRIMARY | |||
|
206-527-4
Created by
admin on Fri Dec 15 15:25:12 GMT 2023 , Edited by admin on Fri Dec 15 15:25:12 GMT 2023
|
PRIMARY | |||
|
55260
Created by
admin on Fri Dec 15 15:25:12 GMT 2023 , Edited by admin on Fri Dec 15 15:25:12 GMT 2023
|
PRIMARY |
Related Record | Type | Details | ||
---|---|---|---|---|
|
PARENT -> SALT/SOLVATE | |||
|
PARENT -> SALT/SOLVATE |