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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
Localization of the ActIII actinorhodin polyketide ketoreductase to the cell wall.
2008-10
Antibiotic overproduction in Streptomyces coelicolor A3 2 mediated by phosphofructokinase deletion.
2008-09-12
Finding new pathway-specific regulators by clustering method using threshold standard deviation based on DNA chip data of Streptomyces coelicolor.
2008-09
Selection of objective function in genome scale flux balance analysis for process feed development in antibiotic production.
2008-09
Effects of extracellular ATP on the physiology of Streptomyces coelicolor A3(2).
2008-09
Characterization of a negative regulator AveI for avermectin biosynthesis in Streptomyces avermitilis NRRL8165.
2008-08
Uncovering genes with divergent mRNA-protein dynamics in Streptomyces coelicolor.
2008-05-07
Mechanism and regulation of the Two-component FMN-dependent monooxygenase ActVA-ActVB from Streptomyces coelicolor.
2008-04-18
Effects of pH shock on the secretion system in Streptomyces coelicolor A3(2).
2008-04
Crystal structures of the Streptomyces coelicolor TetR-like protein ActR alone and in complex with actinorhodin or the actinorhodin biosynthetic precursor (S)-DNPA.
2008-03-07
Expression and characterization of the Streptomyces coelicolor serine/threonine protein kinase PkaD.
2008-03
Conditionally positive effect of the TetR-family transcriptional regulator AtrA on streptomycin production by Streptomyces griseus.
2008-03
hmgA, transcriptionally activated by HpdA, influences the biosynthesis of actinorhodin in Streptomyces coelicolor.
2008-03
Genome-wide transcriptome analysis reveals that a pleiotropic antibiotic regulator, AfsS, modulates nutritional stress response in Streptomyces coelicolor A3(2).
2008-01-29
FtsY affects sporulation and antibiotic production by whiH in Streptomyces coelicolor.
2008-01
Dissecting the component reactions catalyzed by the actinorhodin minimal polyketide synthase.
2007-12-18
Overexpression of Shinorhizobium meliloti hemoprotein in Streptomyces lividans to enhance secondary metabolite production.
2007-12
Roles of larger conductance mechanosensitive channels (MscL) in sporulation and Act secretion in Streptomyces coelicolor.
2007-12
Characterization of a novel two-component regulatory system involved in the regulation of both actinorhodin and a type I polyketide in Streptomyces coelicolor.
2007-12
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.
2007-11-16
Genetic characterization of two S-adenosylmethionine-induced ABC transporters reveals their roles in modulations of secondary metabolism and sporulation in Streptomyces coelicolor M145.
2007-11
NsdB, a TPR-like-domain-containing protein negatively affecting production of antibiotics in Streptomyces coelicolor A3 (2).
2007-10
pH shock induces overexpression of regulatory and biosynthetic genes for actinorhodin productionin Streptomyces coelicolor A3(2).
2007-10
The rare earth, scandium, causes antibiotic overproduction in Streptomyces spp.
2007-09
New pleiotropic effects of eliminating a rare tRNA from Streptomyces coelicolor, revealed by combined proteomic and transcriptomic analysis of liquid cultures.
2007-08-02
Comparative genomic hybridizations reveal absence of large Streptomyces coelicolor genomic islands in Streptomyces lividans.
2007-07-10
Actinorhodin biosynthesis: structural requirements for post-PKS tailoring intermediates revealed by functional analysis of ActVI-ORF1 reductase.
2007-07-10
AfsR recruits RNA polymerase to the afsS promoter: a model for transcriptional activation by SARPs.
2007-06-01
Comparative genomics of Streptomyces avermitilis, Streptomyces cattleya, Streptomyces maritimus and Kitasatospora aureofaciens using a Streptomyces coelicolor microarray system.
2007-04-09
Possible involvement of ActVI-ORFA in transcriptional regulation of actVI tailoring-step genes for actinorhodin biosynthesis.
2007-04
A parallel genetic algorithm for single class pattern classification and its application for gene expression profiling in Streptomyces coelicolor.
2007-02-13
Differential stringent responses of Streptomyces coelicolor M600 to starvation of specific nutrients.
2007-02
Initiation of actinorhodin export in Streptomyces coelicolor.
2007-02
How do antibiotic-producing bacteria ensure their self-resistance before antibiotic biosynthesis incapacitates them?
2007-02
Binding study of AfsK, a Ser/Thr kinase from Streptomyces coelicolor A3(2) and S-adenosyl-L-methionine.
2007-01
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
Catalytic relationships between type I and type II iterative polyketide synthases: The Aspergillus parasiticus norsolorinic acid synthase.
2006-12
Proteins encoded by the conservon of Streptomyces coelicolor A3(2) comprise a membrane-associated heterocomplex that resembles eukaryotic G protein-coupled regulatory system.
2006-12
[Activation of silent antibiotic synthesis in Streptomyces lividans by disruption of a negative regulator nsdA, a gene conserved in Streptomyces].
2006-09
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.
2006-08
The malonyl transferase activity of type II polyketide synthase acyl carrier proteins.
2006-06
Fogacin, a novel cyclic octaketide produced by Streptomyces strain Tü 6319.
2006-05
Priming type II polyketide synthases via a type II nonribosomal peptide synthetase mechanism.
2006-02-08
Heterologous production of daptomycin in Streptomyces lividans.
2006-02
A framework to analyze multiple time series data: a case study with Streptomyces coelicolor.
2006-02
An aromatic hydroxylation reaction catalyzed by a two-component FMN-dependent Monooxygenase. The ActVA-ActVB system from Streptomyces coelicolor.
2006-01-06
Functional studies on a ketoreductase gene from Streptomyces sp. AM-7161 to control the stereochemistry in medermycin biosynthesis.
2005-12-15
Self-malonylation is an intrinsic property of a chemically synthesized type II polyketide synthase acyl carrier protein.
2005-11-22
Diversity in domain architectures of Ser/Thr kinases and their homologues in prokaryotes.
2005-09-19
Patents

Patents

Substance Class Chemical
Created
by admin
on Mon Mar 31 22:34:22 GMT 2025
Edited
by admin
on Mon Mar 31 22:34:22 GMT 2025
Record UNII
G4HH387T6Z
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ACTINORHODINE
MI  
Common Name English
ACTINORHODIN
Preferred 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 Mon Mar 31 22:34:22 GMT 2025 , Edited by admin on Mon Mar 31 22:34:22 GMT 2025
PRIMARY
CHEBI
2448
Created by admin on Mon Mar 31 22:34:22 GMT 2025 , Edited by admin on Mon Mar 31 22:34:22 GMT 2025
PRIMARY
CAS
1397-77-9
Created by admin on Mon Mar 31 22:34:22 GMT 2025 , Edited by admin on Mon Mar 31 22:34:22 GMT 2025
PRIMARY
MERCK INDEX
m1401
Created by admin on Mon Mar 31 22:34:22 GMT 2025 , Edited by admin on Mon Mar 31 22:34:22 GMT 2025
PRIMARY Merck Index
FDA UNII
G4HH387T6Z
Created by admin on Mon Mar 31 22:34:22 GMT 2025 , Edited by admin on Mon Mar 31 22:34:22 GMT 2025
PRIMARY
WIKIPEDIA
Actinorhodin
Created by admin on Mon Mar 31 22:34:22 GMT 2025 , Edited by admin on Mon Mar 31 22:34:22 GMT 2025
PRIMARY
PUBCHEM
5280985
Created by admin on Mon Mar 31 22:34:22 GMT 2025 , Edited by admin on Mon Mar 31 22:34:22 GMT 2025
PRIMARY
EPA CompTox
DTXSID20930557
Created by admin on Mon Mar 31 22:34:22 GMT 2025 , Edited by admin on Mon Mar 31 22:34:22 GMT 2025
PRIMARY
CAS
15428-92-9
Created by admin on Mon Mar 31 22:34:22 GMT 2025 , Edited by admin on Mon Mar 31 22:34:22 GMT 2025
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