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Details

Stereochemistry ABSOLUTE
Molecular Formula C32H26O14
Molecular Weight 634.5404
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ACTINORHODINE

SMILES

C[C@H]1O[C@H](CC(O)=O)CC2=C1C(=O)C3=C(O)C(=CC(O)=C3C2=O)C4=C(O)C5=C(C(O)=C4)C(=O)C6=C([C@@H](C)O[C@H](CC(O)=O)C6)C5=O

InChI

InChIKey=VTIKDEXOEJDMJP-WYUUTHIRSA-N
InChI=1S/C32H26O14/c1-9-21-15(3-11(45-9)5-19(35)36)29(41)23-17(33)7-13(27(39)25(23)31(21)43)14-8-18(34)24-26(28(14)40)32(44)22-10(2)46-12(6-20(37)38)4-16(22)30(24)42/h7-12,33-34,39-40H,3-6H2,1-2H3,(H,35,36)(H,37,38)/t9-,10-,11+,12+/m1/s1

HIDE SMILES / InChI

Molecular Formula C32H26O14
Molecular Weight 634.5404
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Functional studies on a ketoreductase gene from Streptomyces sp. AM-7161 to control the stereochemistry in medermycin biosynthesis.
2005 Dec 15
Self-malonylation is an intrinsic property of a chemically synthesized type II polyketide synthase acyl carrier protein.
2005 Nov 22
Diversity in domain architectures of Ser/Thr kinases and their homologues in prokaryotes.
2005 Sep 19
Increased expression of ribosome recycling factor is responsible for the enhanced protein synthesis during the late growth phase in an antibiotic-overproducing Streptomyces coelicolor ribosomal rpsL mutant.
2006 Aug
Catalytic relationships between type I and type II iterative polyketide synthases: The Aspergillus parasiticus norsolorinic acid synthase.
2006 Dec
Proteins encoded by the conservon of Streptomyces coelicolor A3(2) comprise a membrane-associated heterocomplex that resembles eukaryotic G protein-coupled regulatory system.
2006 Dec
Heterologous production of daptomycin in Streptomyces lividans.
2006 Feb
A framework to analyze multiple time series data: a case study with Streptomyces coelicolor.
2006 Feb
Priming type II polyketide synthases via a type II nonribosomal peptide synthetase mechanism.
2006 Feb 8
An aromatic hydroxylation reaction catalyzed by a two-component FMN-dependent Monooxygenase. The ActVA-ActVB system from Streptomyces coelicolor.
2006 Jan 6
The malonyl transferase activity of type II polyketide synthase acyl carrier proteins.
2006 Jun
Fogacin, a novel cyclic octaketide produced by Streptomyces strain Tü 6319.
2006 May
[Activation of silent antibiotic synthesis in Streptomyces lividans by disruption of a negative regulator nsdA, a gene conserved in Streptomyces].
2006 Sep
The global role of ppGpp synthesis in morphological differentiation and antibiotic production in Streptomyces coelicolor A3(2).
2007
GSMN-TB: a web-based genome-scale network model of Mycobacterium tuberculosis metabolism.
2007
Possible involvement of ActVI-ORFA in transcriptional regulation of actVI tailoring-step genes for actinorhodin biosynthesis.
2007 Apr
New pleiotropic effects of eliminating a rare tRNA from Streptomyces coelicolor, revealed by combined proteomic and transcriptomic analysis of liquid cultures.
2007 Aug 2
Overexpression of Shinorhizobium meliloti hemoprotein in Streptomyces lividans to enhance secondary metabolite production.
2007 Dec
Roles of larger conductance mechanosensitive channels (MscL) in sporulation and Act secretion in Streptomyces coelicolor.
2007 Dec
Characterization of a novel two-component regulatory system involved in the regulation of both actinorhodin and a type I polyketide in Streptomyces coelicolor.
2007 Dec
Dissecting the component reactions catalyzed by the actinorhodin minimal polyketide synthase.
2007 Dec 18
Differential stringent responses of Streptomyces coelicolor M600 to starvation of specific nutrients.
2007 Feb
Initiation of actinorhodin export in Streptomyces coelicolor.
2007 Feb
How do antibiotic-producing bacteria ensure their self-resistance before antibiotic biosynthesis incapacitates them?
2007 Feb
A parallel genetic algorithm for single class pattern classification and its application for gene expression profiling in Streptomyces coelicolor.
2007 Feb 13
Binding study of AfsK, a Ser/Thr kinase from Streptomyces coelicolor A3(2) and S-adenosyl-L-methionine.
2007 Jan
Comparative genomic hybridizations reveal absence of large Streptomyces coelicolor genomic islands in Streptomyces lividans.
2007 Jul 10
Actinorhodin biosynthesis: structural requirements for post-PKS tailoring intermediates revealed by functional analysis of ActVI-ORF1 reductase.
2007 Jul 10
AfsR recruits RNA polymerase to the afsS promoter: a model for transcriptional activation by SARPs.
2007 Jun 1
Genetic characterization of two S-adenosylmethionine-induced ABC transporters reveals their roles in modulations of secondary metabolism and sporulation in Streptomyces coelicolor M145.
2007 Nov
Role of adenosine kinase in the control of Streptomyces differentiations: Loss of adenosine kinase suppresses sporulation and actinorhodin biosynthesis while inducing hyperproduction of undecylprodigiosin in Streptomyces lividans.
2007 Nov 16
NsdB, a TPR-like-domain-containing protein negatively affecting production of antibiotics in Streptomyces coelicolor A3 (2).
2007 Oct
pH shock induces overexpression of regulatory and biosynthetic genes for actinorhodin productionin Streptomyces coelicolor A3(2).
2007 Oct
The rare earth, scandium, causes antibiotic overproduction in Streptomyces spp.
2007 Sep
Effects of pH shock on the secretion system in Streptomyces coelicolor A3(2).
2008 Apr
Mechanism and regulation of the Two-component FMN-dependent monooxygenase ActVA-ActVB from Streptomyces coelicolor.
2008 Apr 18
Characterization of a negative regulator AveI for avermectin biosynthesis in Streptomyces avermitilis NRRL8165.
2008 Aug
FtsY affects sporulation and antibiotic production by whiH in Streptomyces coelicolor.
2008 Jan
Genome-wide transcriptome analysis reveals that a pleiotropic antibiotic regulator, AfsS, modulates nutritional stress response in Streptomyces coelicolor A3(2).
2008 Jan 29
Comparative genomics of Streptomyces avermitilis, Streptomyces cattleya, Streptomyces maritimus and Kitasatospora aureofaciens using a Streptomyces coelicolor microarray system.
2008 Jan-Feb
Expression and characterization of the Streptomyces coelicolor serine/threonine protein kinase PkaD.
2008 Mar
Conditionally positive effect of the TetR-family transcriptional regulator AtrA on streptomycin production by Streptomyces griseus.
2008 Mar
hmgA, transcriptionally activated by HpdA, influences the biosynthesis of actinorhodin in Streptomyces coelicolor.
2008 Mar
Crystal structures of the Streptomyces coelicolor TetR-like protein ActR alone and in complex with actinorhodin or the actinorhodin biosynthetic precursor (S)-DNPA.
2008 Mar 7
Uncovering genes with divergent mRNA-protein dynamics in Streptomyces coelicolor.
2008 May 7
Localization of the ActIII actinorhodin polyketide ketoreductase to the cell wall.
2008 Oct
Finding new pathway-specific regulators by clustering method using threshold standard deviation based on DNA chip data of Streptomyces coelicolor.
2008 Sep
Selection of objective function in genome scale flux balance analysis for process feed development in antibiotic production.
2008 Sep
Effects of extracellular ATP on the physiology of Streptomyces coelicolor A3(2).
2008 Sep
Antibiotic overproduction in Streptomyces coelicolor A3 2 mediated by phosphofructokinase deletion.
2008 Sep 12
Patents

Patents

Substance Class Chemical
Created
by admin
on Sat Dec 16 09:13:02 GMT 2023
Edited
by admin
on Sat Dec 16 09:13:02 GMT 2023
Record UNII
G4HH387T6Z
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ACTINORHODINE
MI  
Common Name English
ACTINORHODIN
Common Name English
(8,8'-BI-1H-NAPHTHO(2,3-C)PYRAN)-3,3'-DIACETIC ACID, 3,3',4,4',5,5',10,10'-OCTAHYDRO-6,6',9,9'-TETRAHYDROXY-1,1'-DIMETHYL-5,5',10,10'-TETRAOXO-, (1R,1'R,3S,3'S)-
Systematic Name English
ACTINORHODINE [MI]
Common Name English
Code System Code Type Description
CHEBI
91020
Created by admin on Sat Dec 16 09:13:02 GMT 2023 , Edited by admin on Sat Dec 16 09:13:02 GMT 2023
PRIMARY
CHEBI
2448
Created by admin on Sat Dec 16 09:13:02 GMT 2023 , Edited by admin on Sat Dec 16 09:13:02 GMT 2023
PRIMARY
CAS
1397-77-9
Created by admin on Sat Dec 16 09:13:02 GMT 2023 , Edited by admin on Sat Dec 16 09:13:02 GMT 2023
PRIMARY
MERCK INDEX
m1401
Created by admin on Sat Dec 16 09:13:02 GMT 2023 , Edited by admin on Sat Dec 16 09:13:02 GMT 2023
PRIMARY Merck Index
FDA UNII
G4HH387T6Z
Created by admin on Sat Dec 16 09:13:02 GMT 2023 , Edited by admin on Sat Dec 16 09:13:02 GMT 2023
PRIMARY
WIKIPEDIA
Actinorhodin
Created by admin on Sat Dec 16 09:13:02 GMT 2023 , Edited by admin on Sat Dec 16 09:13:02 GMT 2023
PRIMARY
PUBCHEM
5280985
Created by admin on Sat Dec 16 09:13:02 GMT 2023 , Edited by admin on Sat Dec 16 09:13:02 GMT 2023
PRIMARY
EPA CompTox
DTXSID20930557
Created by admin on Sat Dec 16 09:13:02 GMT 2023 , Edited by admin on Sat Dec 16 09:13:02 GMT 2023
PRIMARY
CAS
15428-92-9
Created by admin on Sat Dec 16 09:13:02 GMT 2023 , Edited by admin on Sat Dec 16 09:13:02 GMT 2023
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