NP-MRD: Showing NP-Card for Aeruginaldehyde (NP0013200)

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Record Information

Version

1.0

Created at

2021-01-05 22:38:26 UTC

Updated at

2021-07-15 17:13:50 UTC

NP-MRD ID

NP0013200

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Aeruginaldehyde

Provided By

NPAtlas

Description

Aeruginaldehyde is found in Burkholderia cepacia and Pseudomonas fluorescens. It was first documented in 2012 (PMID: 34383397). Based on a literature review very few articles have been published on 2-(2-hydroxyphenyl)-1,3-thiazole-4-carbaldehyde (PMID: 25115080) (PMID: 34383398) (PMID: 34383396) (PMID: 34384147) (PMID: 34384146) (PMID: 34384145).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242119343D          

 21 22  0  0  0  0            999 V2000
   -5.2102    0.8310   -0.5622 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0499    1.2453   -0.4149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9244    0.2817   -0.3224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1247   -1.0817   -0.3954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5372   -1.6765   -0.2367 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7136   -0.1696   -0.0874 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7362    0.0283    0.0848 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2556    1.2785    0.1900 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6354    1.4771    0.3543 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5027    0.4044    0.4134 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9660   -0.8614    0.3058 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5875   -1.0498    0.1420 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0530   -2.3174    0.0345 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6927    0.6816   -0.1675 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8739    2.2951   -0.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0889   -1.6049   -0.5244 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6193    2.1391    0.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0638    2.4550    0.4390 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5768    0.5195    0.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5653   -1.7444    0.3414 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6538   -3.1308    0.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  6 14  2  0  0  0  0
 14  3  1  0  0  0  0
 12  7  1  0  0  0  0
  2 15  1  0  0  0  0
  4 16  1  0  0  0  0
  8 17  1  0  0  0  0
  9 18  1  0  0  0  0
 10 19  1  0  0  0  0
 11 20  1  0  0  0  0
 13 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0013200

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C([H])C([H])=C1C1=NC(C([H])=O)=C([H])S1

> <INCHI_IDENTIFIER>
InChI=1S/C10H7NO2S/c12-5-7-6-14-10(11-7)8-3-1-2-4-9(8)13/h1-6,13H

> <INCHI_KEY>
KQXPEMHRIDDMQC-UHFFFAOYSA-N

> <FORMULA>
C10H7NO2S

> <MOLECULAR_WEIGHT>
205.23

> <EXACT_MASS>
205.019749643

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
20.514678716080464

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(2-hydroxyphenyl)-1,3-thiazole-4-carbaldehyde

> <ALOGPS_LOGP>
2.56

> <JCHEM_LOGP>
2.7402889776666663

> <ALOGPS_LOGS>
-2.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.792278187535484

> <JCHEM_PKA_STRONGEST_BASIC>
0.4157173746025891

> <JCHEM_POLAR_SURFACE_AREA>
50.19

> <JCHEM_REFRACTIVITY>
64.54770000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.50e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(2-hydroxyphenyl)-1,3-thiazole-4-carbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  O   UNK     0      -5.210   0.831  -0.562  0.00  0.00           O+0
HETATM    2  C   UNK     0      -4.050   1.245  -0.415  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.924   0.282  -0.322  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.125  -1.082  -0.395  0.00  0.00           C+0
HETATM    5  S   UNK     0      -1.537  -1.677  -0.237  0.00  0.00           S+0
HETATM    6  C   UNK     0      -0.714  -0.170  -0.087  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.736   0.028   0.085  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.256   1.278   0.190  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.635   1.477   0.354  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.503   0.404   0.413  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.966  -0.861   0.306  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.587  -1.050   0.142  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.053  -2.317   0.035  0.00  0.00           O+0
HETATM   14  N   UNK     0      -1.693   0.682  -0.168  0.00  0.00           N+0
HETATM   15  H   UNK     0      -3.874   2.295  -0.356  0.00  0.00           H+0
HETATM   16  H   UNK     0      -4.089  -1.605  -0.524  0.00  0.00           H+0
HETATM   17  H   UNK     0       0.619   2.139   0.149  0.00  0.00           H+0
HETATM   18  H   UNK     0       3.064   2.455   0.439  0.00  0.00           H+0
HETATM   19  H   UNK     0       4.577   0.520   0.540  0.00  0.00           H+0
HETATM   20  H   UNK     0       3.565  -1.744   0.341  0.00  0.00           H+0
HETATM   21  H   UNK     0       1.654  -3.131   0.073  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3   15                                                  
CONECT    3    2    4   14                                                  
CONECT    4    3    5   16                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   14                                                  
CONECT    7    6    8   12                                                  
CONECT    8    7    9   17                                                  
CONECT    9    8   10   18                                                  
CONECT   10    9   11   19                                                  
CONECT   11   10   12   20                                                  
CONECT   12   11   13    7                                                  
CONECT   13   12   21                                                       
CONECT   14    6    3                                                       
CONECT   15    2                                                            
CONECT   16    4                                                            
CONECT   17    8                                                            
CONECT   18    9                                                            
CONECT   19   10                                                            
CONECT   20   11                                                            
CONECT   21   13                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

View in JSmol View NMR Assignments

Synonyms

Value	Source
2-(2-Hydroxyphenyl)-thiazole-4-carbaldehyde	MeSH
Aeruginaldehyde	MeSH
Quorum-sensing compound iqs	MeSH

Chemical Formula

C₁₀H₇NO₂S

Average Mass

205.2300 Da

Monoisotopic Mass

205.01975 Da

IUPAC Name

2-(2-hydroxyphenyl)-1,3-thiazole-4-carbaldehyde

Traditional Name

2-(2-hydroxyphenyl)-1,3-thiazole-4-carbaldehyde

CAS Registry Number

Not Available

SMILES

OC1=CC=CC=C1C1=NC(C=O)=CS1

InChI Identifier

InChI=1S/C10H7NO2S/c12-5-7-6-14-10(11-7)8-3-1-2-4-9(8)13/h1-6,13H

InChI Key

KQXPEMHRIDDMQC-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Burkholderia cepacia	LOTUS Database	35616633
Pseudomonas fluorescens	NPAtlas	25115080

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as 2,4-disubstituted thiazoles. These are compounds containing a thiazole ring substituted at the positions 2 and 3.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azoles

Sub Class

Thiazoles

Direct Parent

2,4-disubstituted thiazoles

Alternative Parents

Substituents

2,4-disubstituted 1,3-thiazole
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Aryl-aldehyde
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Azacycle
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Aldehyde
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.56	ALOGPS
logP	2.74	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	8.79	ChemAxon
pKa (Strongest Basic)	0.42	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	50.19 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	64.55 m³·mol⁻¹	ChemAxon
Polarizability	20.51 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA007539

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

57620277

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

136259032

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Ye L, Cornelis P, Guillemyn K, Ballet S, Hammerich O: Structure revision of N-mercapto-4-formylcarbostyril produced by Pseudomonas fluorescens G308 to 2-(2-hydroxyphenyl)thiazole-4-carbaldehyde [aeruginaldehyde]. Nat Prod Commun. 2014 Jun;9(6):789-94. [PubMed:25115080 ]
Mitchell PM: The cost-effectiveness of what in health and care?. 2021 Feb. [PubMed:34383398 ]
Authors unspecified: Ozanimod. 2012. [PubMed:34383397 ]
Authors unspecified: Ponesimod. 2012. [PubMed:34383396 ]
Lee J, Cho Y, Choi KH, Hwang I, Oh YL: Metastatic leiomyosarcoma of the thyroid gland: cytologic findings and differential diagnosis. J Pathol Transl Med. 2021 Aug 13. pii: jptm.2021.06.23. doi: 10.4132/jptm.2021.06.23. [PubMed:34384147 ]
Rossouw HM, Nagel SE, Pillay TS: Comparability of 11 different equations for estimating LDL cholesterol on different analysers. Clin Chem Lab Med. 2021 Aug 11. pii: cclm-2021-0747. doi: 10.1515/cclm-2021-0747. [PubMed:34384146 ]
Winkel P, Hilden J, Jakobsen JC, Lindschou J, Jensen GB, Kjoller E, Sajadieh A, Kastrup J, Kolmos HJ, Larsson A, Arnlov J, Bjerre M, Gluud C: A screening method to spot biomarkers that may warn of serious events in a chronic disease - illustrated by cardiological CLARICOR trial data. Clin Chem Lab Med. 2021 Aug 12. pii: cclm-2021-0333. doi: 10.1515/cclm-2021-0333. [PubMed:34384145 ]
Lombardi Y, Hiesse C, Ridel C, Touzot M: From combined heart-kidney to kidney transplantation program: what nephrologists should know about dilated cardiomyopathy. Transpl Int. 2021 Aug;34(8):1573-1575. doi: 10.1111/tri.13948. [PubMed:34384144 ]
Anderson LL, Heblinski M, Absalom NL, Hawkins NA, Bowen M, Benson MJ, Zhang F, Bahceci D, Doohan PT, Chebib M, McGregor IS, Kearney JA, Arnold JC: Cannabigerolic acid, a major biosynthetic precursor molecule in cannabis, exhibits divergent effects on seizures in mouse models of epilepsy. Br J Pharmacol. 2021 Aug 12. doi: 10.1111/bph.15661. [PubMed:34384142 ]
Kennedy LJ, Cukier S, Khoury L, Steeves D: 'You drink at home so they can go to work safely': A case study exploring alcohol marketing during the COVID-19 pandemic. Drug Alcohol Rev. 2021 Aug 12. doi: 10.1111/dar.13374. [PubMed:34384143 ]
Voerman E, Jaddoe VWV, Shokry E, Ruijter GJG, Felix JF, Koletzko B, Gaillard R: Associations of maternal and infant metabolite profiles with foetal growth and the odds of adverse birth outcomes. Pediatr Obes. 2021 Aug 12:e12844. doi: 10.1111/ijpo.12844. [PubMed:34384140 ]
Milakovic L, Hintermeier P, Liu Y, Barath E, Lercher J: Influence of intracrystalline ionic strength in MFI zeolites on aqueous phase dehydration of methylcyclohexanols. Angew Chem Int Ed Engl. 2021 Aug 12. doi: 10.1002/anie.202107947. [PubMed:34384139 ]
Chou KT, Tsai YL, Yeh WY, Chen YM, Huang N, Cheng HM: Risk of work-related injury in workers with obstructive sleep apnea: A systematic review and meta-analysis. J Sleep Res. 2021 Aug 12:e13446. doi: 10.1111/jsr.13446. [PubMed:34384138 ]

Showing NP-Card for Aeruginaldehyde (NP0013200)

MOL for NP0013200 (Aeruginaldehyde)

3D MOL for NP0013200 (Aeruginaldehyde)

3D SDF for NP0013200 (Aeruginaldehyde)

3D-SDF for NP0013200 (Aeruginaldehyde)

PDB for NP0013200 (Aeruginaldehyde)

3D PDB for NP0013200 (Aeruginaldehyde)

SMILES for NP0013200 (Aeruginaldehyde)

INCHI for NP0013200 (Aeruginaldehyde)

Structure for NP0013200 (Aeruginaldehyde)

3D Structure for NP0013200 (Aeruginaldehyde)