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Details

Stereochemistry ABSOLUTE
Molecular Formula C15H23NO4
Molecular Weight 281.3474
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of A-75943

SMILES

[H][C@@]1(C[C@@H](CC(N)=O)CC(=O)O1)[C@]2([H])C[C@@H](C)C[C@H](C)C2=O

InChI

InChIKey=SAVFIMRLAWCZGX-UHFZAUJKSA-N
InChI=1S/C15H23NO4/c1-8-3-9(2)15(19)11(4-8)12-5-10(6-13(16)17)7-14(18)20-12/h8-12H,3-7H2,1-2H3,(H2,16,17)/t8-,9-,10-,11-,12+/m0/s1

HIDE SMILES / InChI

Molecular Formula C15H23NO4
Molecular Weight 281.3474
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

A bone resorption inhibitor, A-75943, isolated from the fermentation broth of Streptomyces sp. SANK 61296, was found to be structurally related to cycloheximide, from which A-75943 was prepared chemically. A-75943 inhibited in vitro bone resorption in a concentration-dependent manner, with maximal nontoxic inhibition greater than 90% at 5ug/ml and an IC50 of 0.35uM.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
0.35 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
A novel bone resorption inhibitor, A-75943 isolated from Streptomyces sp. SANK 61296.
1998 Jun
Patents

Sample Use Guides

Rat accelerated bone resorption model: Among three Ro-136298-treated groups, two groups received a concomitant daily subcutaneous administration of A-75943 (3 and 30mg/kg), and the remaining group received vehicle from the 4th to the 10th day following TPTX.
Route of Administration: Other
In Vitro Use Guide
A-75943 inhibited in vitro bone resorption in a concentration-dependent manner, with maximal nontoxic inhibition greater than 90% at 5 ug/ml and an IC50 of 0.35 uM. At higher concentrations, A-75943 exhibited cytotoxicity and significantly decreased the survival of osteoclasts on bone slices; but at lower concentrations it did not affect the survival or morphology of osteoclasts.
Substance Class Chemical
Created
by admin
on Sat Dec 16 10:04:12 GMT 2023
Edited
by admin
on Sat Dec 16 10:04:12 GMT 2023
Record UNII
K78I00AA67
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
A-75943
Common Name English
2H-PYRAN-4-ACETAMIDE, 2-((1S,3S,5S)-3,5-DIMETHYL-2-OXOCYCLOHEXYL)TETRAHYDRO-6-OXO-, (2R,4S)-
Systematic Name English
SPRI-70014
Code English
Code System Code Type Description
CAS
201215-10-3
Created by admin on Sat Dec 16 10:04:12 GMT 2023 , Edited by admin on Sat Dec 16 10:04:12 GMT 2023
PRIMARY
PUBCHEM
9925726
Created by admin on Sat Dec 16 10:04:12 GMT 2023 , Edited by admin on Sat Dec 16 10:04:12 GMT 2023
PRIMARY
FDA UNII
K78I00AA67
Created by admin on Sat Dec 16 10:04:12 GMT 2023 , Edited by admin on Sat Dec 16 10:04:12 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY