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Details

Stereochemistry ACHIRAL
Molecular Formula C18H33NO4
Molecular Weight 327.4589
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of CXA-10

SMILES

CCCCCCCC\C(=C/CCCCCCCC(O)=O)[N+]([O-])=O

InChI

InChIKey=WRADPCFZZWXOTI-BMRADRMJSA-N
InChI=1S/C18H33NO4/c1-2-3-4-5-8-11-14-17(19(22)23)15-12-9-6-7-10-13-16-18(20)21/h15H,2-14,16H2,1H3,(H,20,21)/b17-15+

HIDE SMILES / InChI

Molecular Formula C18H33NO4
Molecular Weight 327.4589
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Approval Year

Substance Class Chemical
Created
by admin
on Sat Dec 16 01:55:13 GMT 2023
Edited
by admin
on Sat Dec 16 01:55:13 GMT 2023
Record UNII
1N19AGY57Y
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CXA-10
Code English
9-OCTADECENOIC ACID, 10-NITRO-, (9E)-
Systematic Name English
10-NITROOLEIC ACID
Systematic Name English
OA-NO2
Common Name English
E-10-NO2-18:1
Common Name English
10-NITRO-9(E)-OCTADEC-9-ENOIC ACID
Systematic Name English
Classification Tree Code System Code
FDA ORPHAN DRUG 701019
Created by admin on Sat Dec 16 01:55:13 GMT 2023 , Edited by admin on Sat Dec 16 01:55:13 GMT 2023
Code System Code Type Description
DRUG BANK
DB15026
Created by admin on Sat Dec 16 01:55:13 GMT 2023 , Edited by admin on Sat Dec 16 01:55:13 GMT 2023
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FDA UNII
1N19AGY57Y
Created by admin on Sat Dec 16 01:55:13 GMT 2023 , Edited by admin on Sat Dec 16 01:55:13 GMT 2023
PRIMARY
CAS
875685-46-4
Created by admin on Sat Dec 16 01:55:13 GMT 2023 , Edited by admin on Sat Dec 16 01:55:13 GMT 2023
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SMS_ID
300000020411
Created by admin on Sat Dec 16 01:55:13 GMT 2023 , Edited by admin on Sat Dec 16 01:55:13 GMT 2023
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MANUFACTURER PRODUCT INFORMATION
CXA-10
Created by admin on Sat Dec 16 01:55:13 GMT 2023 , Edited by admin on Sat Dec 16 01:55:13 GMT 2023
PRIMARY 10-Nitrooleate: Item NO. 10008043, CAS NO. 875685-46-4Description: Synonyms - (1)10-Nitrooleic Acid, (2)10-nitro-9-trans-Octadecenoic AcidNitrated unsaturated fatty acids, such as 10- and 12-nitrolinoleate (LNO2Item No. 10037), cholesteryl nitrolinoleate, and nitrohydroxylinoleate, represent a new class of endogenous lipid-derived signalling molecules. LNO2 isomers serve as potent endogenous ligands for PPAR.GAMMA. and can also decompose or be metabolized to release nitric oxide. 10-Nitrooleate is one of two regioisomers of nitrooleate, the other being 9-nitrooleate (Item No. 10008042) (OA-NO2, used for the mixture of isomers), which are formed by nitration of oleic acid in approximately equal proportions in vivo. Peroxynitrite, acidified nitrite, and myeloperoxidase in the presence of H2O2 and nitrite, all mediate the nitration of oleic acid. OA-NO2 is found in human plasma as the free acid and esterified in phospholipids at concentrations of 619 +/- 52 nM and 302 +/- 369 nM, respectively. OA-NO2 activates PPAR.GAMMA. approximately 7-fold at a concentration of 1 uM. and effectively promotes differentiation 3T3-L1 preadipocytes to adipocytes at 3 uM.
PUBCHEM
24836820
Created by admin on Sat Dec 16 01:55:13 GMT 2023 , Edited by admin on Sat Dec 16 01:55:13 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY
Originator: Complexa; Class: Nitro compound, Small molecule, Unsaturated fatty acid; Mechanism of Action: Inflammation mediator modulator, Signal transduction pathway modulator, Transcription factor modulator; Orphan Drug Status: No; On Fast track: No; New Molecular Entity: Yes; Highest Development Phase: Phase I for Acute kidney injury, Renal failure; Most Recent Events: 16 May 2016 Chemical information added, 12 Nov 2015 Complexa plans phase II trials for Focal segmental glomerulosclerosis (FSGS), Pulmonary arterial hypertension (PAH) and Sickle cell disease in USA, 12 Nov 2015 Complexa completes four phase I trials (NCT02127190, NCT02248051, NCT02460146, NCT02313064) in Acute kidney injury in USA
ACTIVE MOIETY
Drugs: CXA 10(Primary), CXA 10(Primary); Indication: Sickle cell anaemia; Focus: Adverse reactions, Therapeutic Use; Most Recent Events: 20 Nov 2015 New trial record, 12 Nov 2015 According to Complexa media release, this trial will initiate trials 2016.