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Details

Stereochemistry ABSOLUTE
Molecular Formula C50H81N4O15P
Molecular Weight 1009.1697
Optical Activity UNSPECIFIED
Defined Stereocenters 15 / 15
E/Z Centers 5
Charge 0

SHOW SMILES / InChI
Structure of CALYCULIN A

SMILES

[H][C@@]1(O[C@]2(C[C@@H](O)[C@H](C)[C@H](C\C=C\C3=COC(=N3)[C@@H](C)CCNC(=O)[C@@H](O)[C@@H](O)[C@H](COC)N(C)C)O2)C(C)(C)[C@H]1OP(O)(O)=O)[C@H](C[C@H](O)[C@H](C)[C@H](O)[C@H](C)\C=C(C)\C(C)=C\C=C\C(C)=C/C#N)OC

InChI

InChIKey=FKAWLXNLHHIHLA-YCBIHMBMSA-N
InChI=1S/C50H81N4O15P/c1-29(20-22-51)16-14-17-30(2)32(4)24-33(5)42(57)35(7)38(55)25-41(65-13)45-46(69-70(61,62)63)49(8,9)50(68-45)26-39(56)34(6)40(67-50)19-15-18-36-27-66-48(53-36)31(3)21-23-52-47(60)44(59)43(58)37(28-64-12)54(10)11/h14-18,20,24,27,31,33-35,37-46,55-59H,19,21,23,25-26,28H2,1-13H3,(H,52,60)(H2,61,62,63)/b16-14+,18-15+,29-20-,30-17+,32-24+/t31-,33+,34-,35-,37-,38-,39+,40-,41-,42+,43-,44-,45+,46-,50+/m0/s1

HIDE SMILES / InChI

Molecular Formula C50H81N4O15P
Molecular Weight 1009.1697
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 15 / 15
E/Z Centers 5
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Signal transduction for nuclear factor-kappa B activation. Proposed location of antioxidant-inhibitable step.
1994 Dec 1
Regulation of renin secretion through reversible phosphorylation of myosin by myosin light chain kinase and protein phosphatase type 1.
1998 Jun
Protein phosphatase-protein kinase interplay modulates alpha 1b-adrenoceptor phosphorylation: effects of okadaic acid.
2000 Feb
Induction and regulation of xenobiotic-metabolizing cytochrome P450s in the human A549 lung adenocarcinoma cell line.
2000 Mar
ATP induces dephosphorylation of myosin light chain in endothelial cells.
2000 Sep
Functional and molecular characterization of the K-Cl cotransporter of Xenopus laevis oocytes.
2001 Aug
Serine/threonine phosphatase inhibitors decrease adrenergic arylalkylamine n-acetyltransferase induction in the rat pineal gland.
2001 Jul
Phosphorylation-dependent nucleocytoplasmic shuttling of pancreatic duodenal homeobox-1.
2001 Oct
Possible involvement of optimally phosphorylated L-plastin in activation of superoxide-generating NADPH oxidase.
2003 Dec
Mechanism of cytosine arabinoside-mediated apoptosis: role of Rel A (p65) dephosphorylation.
2003 Jul 10
Reduction of beta-catenin/T-cell transcription factor signaling by aspirin and indomethacin is caused by an increased stabilization of phosphorylated beta-catenin.
2003 Jun
Oxidative stress induces protein phosphatase 2A-dependent dephosphorylation of the pocket proteins pRb, p107, and p130.
2003 May 23
Alpha1-AR-mediated activation of NKCC in rat cardiomyocytes involves ERK-dependent phosphorylation of the cotransporter.
2004 Apr
Toxin-induced tail phosphorylation of hepatocellular S6 kinase: evidence for a dual involvement of the AMP-activated protein kinase in S6 kinase regulation.
2004 Dec
Calcium and protein phosphatase 1/2A attenuate N-methyl-D-aspartate receptor activity in the anoxic turtle cortex.
2005 Sep
Effect of aspirin on the Wnt/beta-catenin pathway is mediated via protein phosphatase 2A.
2006 Oct 19
Calreticulin exposure dictates the immunogenicity of cancer cell death.
2007 Jan
Protein kinase C-mediated phosphorylation of the calcium-sensing receptor is stimulated by receptor activation and attenuated by calyculin-sensitive phosphatase activity.
2007 May 18
Protein phosphatase 1 activation and alternative splicing of Bcl-X and Mcl-1 by EGCG + ibuprofen.
2008 Jul 1
Curcumin inhibits Akt/mammalian target of rapamycin signaling through protein phosphatase-dependent mechanism.
2008 Sep
p66Shc links alpha1-adrenergic receptors to a reactive oxygen species-dependent AKT-FOXO3A phosphorylation pathway in cardiomyocytes.
2009 Mar 13
Calyculin A reveals serine/threonine phosphatase protein phosphatase 1 as a regulatory nodal point in canonical signal transducer and activator of transcription 3 signaling of human microvascular endothelial cells.
2012 Feb
Diphenyl ditelluride induces hypophosphorylation of intermediate filaments through modulation of DARPP-32-dependent pathways in cerebral cortex of young rats.
2012 Feb
RhoGEF17, a Rho-specific guanine nucleotide exchange factor activated by phosphorylation via cyclic GMP-dependent kinase Iα.
2013 Mar
A novel toxicogenomics-based approach to categorize (non-)genotoxic carcinogens.
2015 Dec
Substance Class Chemical
Created
by admin
on Sat Dec 16 09:11:38 GMT 2023
Edited
by admin
on Sat Dec 16 09:11:38 GMT 2023
Record UNII
7D07U14TK3
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CALYCULIN A
MI  
Common Name English
(-)-CALYCULIN A
Common Name English
CALYCULIN A [MI]
Common Name English
Code System Code Type Description
DRUG BANK
DB02860
Created by admin on Sat Dec 16 09:11:38 GMT 2023 , Edited by admin on Sat Dec 16 09:11:38 GMT 2023
PRIMARY
PUBCHEM
5311365
Created by admin on Sat Dec 16 09:11:38 GMT 2023 , Edited by admin on Sat Dec 16 09:11:38 GMT 2023
PRIMARY
EPA CompTox
DTXSID00883097
Created by admin on Sat Dec 16 09:11:38 GMT 2023 , Edited by admin on Sat Dec 16 09:11:38 GMT 2023
PRIMARY
WIKIPEDIA
Calyculin
Created by admin on Sat Dec 16 09:11:38 GMT 2023 , Edited by admin on Sat Dec 16 09:11:38 GMT 2023
PRIMARY
FDA UNII
7D07U14TK3
Created by admin on Sat Dec 16 09:11:38 GMT 2023 , Edited by admin on Sat Dec 16 09:11:38 GMT 2023
PRIMARY
MERCK INDEX
m2996
Created by admin on Sat Dec 16 09:11:38 GMT 2023 , Edited by admin on Sat Dec 16 09:11:38 GMT 2023
PRIMARY Merck Index
CAS
101932-71-2
Created by admin on Sat Dec 16 09:11:38 GMT 2023 , Edited by admin on Sat Dec 16 09:11:38 GMT 2023
PRIMARY