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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

COC[C@@H]([C@H](O)[C@H](O)C(=O)NCC[C@H](C)C1=NC(\C=C\C[C@@H]2O[C@]3(C[C@@H](O)[C@@H]2C)O[C@H]([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)[C@H](OP(O)(O)=O)C3(C)C)=CO1)N(C)C

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

Approval Year

PubMed

PubMed

TitleDatePubMed
A novel toxicogenomics-based approach to categorize (non-)genotoxic carcinogens.
2015-12
RhoGEF17, a Rho-specific guanine nucleotide exchange factor activated by phosphorylation via cyclic GMP-dependent kinase Iα.
2013-03
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.
2012-02
Diphenyl ditelluride induces hypophosphorylation of intermediate filaments through modulation of DARPP-32-dependent pathways in cerebral cortex of young rats.
2012-02
p66Shc links alpha1-adrenergic receptors to a reactive oxygen species-dependent AKT-FOXO3A phosphorylation pathway in cardiomyocytes.
2009-03-13
Curcumin inhibits Akt/mammalian target of rapamycin signaling through protein phosphatase-dependent mechanism.
2008-09
Protein phosphatase 1 activation and alternative splicing of Bcl-X and Mcl-1 by EGCG + ibuprofen.
2008-07-01
Protein kinase C-mediated phosphorylation of the calcium-sensing receptor is stimulated by receptor activation and attenuated by calyculin-sensitive phosphatase activity.
2007-05-18
Calreticulin exposure dictates the immunogenicity of cancer cell death.
2007-01
Effect of aspirin on the Wnt/beta-catenin pathway is mediated via protein phosphatase 2A.
2006-10-19
Calcium and protein phosphatase 1/2A attenuate N-methyl-D-aspartate receptor activity in the anoxic turtle cortex.
2005-09
Toxin-induced tail phosphorylation of hepatocellular S6 kinase: evidence for a dual involvement of the AMP-activated protein kinase in S6 kinase regulation.
2004-12
Alpha1-AR-mediated activation of NKCC in rat cardiomyocytes involves ERK-dependent phosphorylation of the cotransporter.
2004-04
Possible involvement of optimally phosphorylated L-plastin in activation of superoxide-generating NADPH oxidase.
2003-12
Mechanism of cytosine arabinoside-mediated apoptosis: role of Rel A (p65) dephosphorylation.
2003-07-10
Reduction of beta-catenin/T-cell transcription factor signaling by aspirin and indomethacin is caused by an increased stabilization of phosphorylated beta-catenin.
2003-06
Oxidative stress induces protein phosphatase 2A-dependent dephosphorylation of the pocket proteins pRb, p107, and p130.
2003-05-23
Phosphorylation-dependent nucleocytoplasmic shuttling of pancreatic duodenal homeobox-1.
2001-10
Functional and molecular characterization of the K-Cl cotransporter of Xenopus laevis oocytes.
2001-08
Serine/threonine phosphatase inhibitors decrease adrenergic arylalkylamine n-acetyltransferase induction in the rat pineal gland.
2001-07
ATP induces dephosphorylation of myosin light chain in endothelial cells.
2000-09
Induction and regulation of xenobiotic-metabolizing cytochrome P450s in the human A549 lung adenocarcinoma cell line.
2000-03
Protein phosphatase-protein kinase interplay modulates alpha 1b-adrenoceptor phosphorylation: effects of okadaic acid.
2000-02
Regulation of renin secretion through reversible phosphorylation of myosin by myosin light chain kinase and protein phosphatase type 1.
1998-06
Signal transduction for nuclear factor-kappa B activation. Proposed location of antioxidant-inhibitable step.
1994-12-01
Name Type Language
(-)-CALYCULIN A
Preferred Name English
CALYCULIN A
MI  
Common Name English
CALYCULIN A [MI]
Common Name English
Code System Code Type Description
DRUG BANK
DB02860
Created by admin on Mon Mar 31 22:33:20 GMT 2025 , Edited by admin on Mon Mar 31 22:33:20 GMT 2025
PRIMARY
PUBCHEM
5311365
Created by admin on Mon Mar 31 22:33:20 GMT 2025 , Edited by admin on Mon Mar 31 22:33:20 GMT 2025
PRIMARY
EPA CompTox
DTXSID00883097
Created by admin on Mon Mar 31 22:33:20 GMT 2025 , Edited by admin on Mon Mar 31 22:33:20 GMT 2025
PRIMARY
WIKIPEDIA
Calyculin
Created by admin on Mon Mar 31 22:33:20 GMT 2025 , Edited by admin on Mon Mar 31 22:33:20 GMT 2025
PRIMARY
FDA UNII
7D07U14TK3
Created by admin on Mon Mar 31 22:33:20 GMT 2025 , Edited by admin on Mon Mar 31 22:33:20 GMT 2025
PRIMARY
MERCK INDEX
m2996
Created by admin on Mon Mar 31 22:33:20 GMT 2025 , Edited by admin on Mon Mar 31 22:33:20 GMT 2025
PRIMARY Merck Index
CAS
101932-71-2
Created by admin on Mon Mar 31 22:33:20 GMT 2025 , Edited by admin on Mon Mar 31 22:33:20 GMT 2025
PRIMARY