NP-MRD: Showing NP-Card for BSM1 (NP0005486)

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Record Information

Version

1.0

Created at

2020-12-09 02:42:44 UTC

Updated at

2021-07-15 16:52:08 UTC

NP-MRD ID

NP0005486

Secondary Accession Numbers

None

Natural Product Identification

Common Name

BSM1

Provided By

NPAtlas

Description

BSM1 belongs to the class of organic compounds known as chromones. Chromones are compounds containing a benzopyran-4-one moiety. BSM1 is found in Streptomyces and Streptomyces lividans. It was first documented in 2004 (PMID: 15332868). Based on a literature review a significant number of articles have been published on BSM1 (PMID: 33969140) (PMID: 33621190) (PMID: 33550556) (PMID: 33531141).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118193D          

 26 27  0  0  0  0            999 V2000
    3.7466   -1.4163    0.1226 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3923   -0.8254    0.0028 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3813   -1.6379   -0.4640 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1353   -1.0818   -0.5703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8069   -1.7875   -0.9884 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0512    0.2309   -0.2165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3229    0.7779   -0.3317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5074    0.0234   -0.8141 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0805   -0.8923    0.1963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0656   -1.5906   -0.1429 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5962   -1.0216    1.4846 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4416    2.1044    0.0419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3999    2.8609    0.4992 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8424    2.3203    0.6098 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0272    1.0027    0.2532 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2070    0.4185    0.3367 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2774   -1.0905    1.0401 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7059   -2.5030    0.1188 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3076   -1.1093   -0.7921 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5375   -2.6569   -0.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3231    0.8016   -0.9543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4162   -0.3865   -1.8278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2580   -1.9216    1.8224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4161    2.5760   -0.0294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5471    3.9018    0.7794 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6725    2.9029    0.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16  2  1  0  0  0  0
 15  6  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  3 20  1  0  0  0  0
  8 21  1  0  0  0  0
  8 22  1  0  0  0  0
 11 23  1  0  0  0  0
 12 24  1  0  0  0  0
 13 25  1  0  0  0  0
 14 26  1  0  0  0  0
M  END


  Mrv1652306242118193D          

 26 27  0  0  0  0            999 V2000
    3.7466   -1.4163    0.1226 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3923   -0.8254    0.0028 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3813   -1.6379   -0.4640 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1353   -1.0818   -0.5703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8069   -1.7875   -0.9884 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0512    0.2309   -0.2165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3229    0.7779   -0.3317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5074    0.0234   -0.8141 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0805   -0.8923    0.1963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0656   -1.5906   -0.1429 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5962   -1.0216    1.4846 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4416    2.1044    0.0419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3999    2.8609    0.4992 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8424    2.3203    0.6098 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0272    1.0027    0.2532 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2070    0.4185    0.3367 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2774   -1.0905    1.0401 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7059   -2.5030    0.1188 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3076   -1.1093   -0.7921 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5375   -2.6569   -0.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3231    0.8016   -0.9543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4162   -0.3865   -1.8278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2580   -1.9216    1.8224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4161    2.5760   -0.0294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5471    3.9018    0.7794 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6725    2.9029    0.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16  2  1  0  0  0  0
 15  6  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  3 20  1  0  0  0  0
  8 21  1  0  0  0  0
  8 22  1  0  0  0  0
 11 23  1  0  0  0  0
 12 24  1  0  0  0  0
 13 25  1  0  0  0  0
 14 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0005486

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C([H])([H])C1=C2C(=O)C([H])=C(OC2=C([H])C([H])=C1[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C12H10O4/c1-7-5-9(13)12-8(6-11(14)15)3-2-4-10(12)16-7/h2-5H,6H2,1H3,(H,14,15)

> <INCHI_KEY>
FDWIKIIKBRJSHK-UHFFFAOYSA-N

> <FORMULA>
C12H10O4

> <MOLECULAR_WEIGHT>
218.208

> <EXACT_MASS>
218.057908802

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
21.45541352064815

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(2-methyl-4-oxo-4H-chromen-5-yl)acetic acid

> <ALOGPS_LOGP>
1.82

> <JCHEM_LOGP>
1.509301558666666

> <ALOGPS_LOGS>
-2.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.48584307453402

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.6546793705113725

> <JCHEM_PKA_STRONGEST_BASIC>
-5.326927631237627

> <JCHEM_POLAR_SURFACE_AREA>
63.60000000000001

> <JCHEM_REFRACTIVITY>
58.41480000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.81e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2-methyl-4-oxochromen-5-yl)acetic acid

> <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  C   UNK     0       3.747  -1.416   0.123  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.392  -0.825   0.003  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.381  -1.638  -0.464  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.135  -1.082  -0.570  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.807  -1.788  -0.988  0.00  0.00           O+0
HETATM    6  C   UNK     0      -0.051   0.231  -0.217  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.323   0.778  -0.332  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.507   0.023  -0.814  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.080  -0.892   0.196  0.00  0.00           C+0
HETATM   10  O   UNK     0      -4.066  -1.591  -0.143  0.00  0.00           O+0
HETATM   11  O   UNK     0      -2.596  -1.022   1.485  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.442   2.104   0.042  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.400   2.861   0.499  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.842   2.320   0.610  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.027   1.003   0.253  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.207   0.419   0.337  0.00  0.00           O+0
HETATM   17  H   UNK     0       4.277  -1.091   1.040  0.00  0.00           H+0
HETATM   18  H   UNK     0       3.706  -2.503   0.119  0.00  0.00           H+0
HETATM   19  H   UNK     0       4.308  -1.109  -0.792  0.00  0.00           H+0
HETATM   20  H   UNK     0       1.538  -2.657  -0.736  0.00  0.00           H+0
HETATM   21  H   UNK     0      -3.323   0.802  -0.954  0.00  0.00           H+0
HETATM   22  H   UNK     0      -2.416  -0.387  -1.828  0.00  0.00           H+0
HETATM   23  H   UNK     0      -2.258  -1.922   1.822  0.00  0.00           H+0
HETATM   24  H   UNK     0      -2.416   2.576  -0.029  0.00  0.00           H+0
HETATM   25  H   UNK     0      -0.547   3.902   0.779  0.00  0.00           H+0
HETATM   26  H   UNK     0       1.673   2.903   0.967  0.00  0.00           H+0
CONECT    1    2   17   18   19                                             
CONECT    2    1    3   16                                                  
CONECT    3    2    4   20                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   15                                                  
CONECT    7    6    8   12                                                  
CONECT    8    7    9   21   22                                             
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   23                                                       
CONECT   12    7   13   24                                                  
CONECT   13   12   14   25                                                  
CONECT   14   13   15   26                                                  
CONECT   15   14   16    6                                                  
CONECT   16   15    2                                                       
CONECT   17    1                                                            
CONECT   18    1                                                            
CONECT   19    1                                                            
CONECT   20    3                                                            
CONECT   21    8                                                            
CONECT   22    8                                                            
CONECT   23   11                                                            
CONECT   24   12                                                            
CONECT   25   13                                                            
CONECT   26   14                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

View in JSmol View NMR Assignments

Synonyms

Value	Source
2-(2-Methyl-4-oxo-4H-chromen-5-yl)acetate	Generator

Chemical Formula

C₁₂H₁₀O₄

Average Mass

218.2080 Da

Monoisotopic Mass

218.05791 Da

IUPAC Name

2-(2-methyl-4-oxo-4H-chromen-5-yl)acetic acid

Traditional Name

(2-methyl-4-oxochromen-5-yl)acetic acid

CAS Registry Number

Not Available

SMILES

CC1=CC(=O)C2=C(CC(O)=O)C=CC=C2O1

InChI Identifier

InChI=1S/C12H10O4/c1-7-5-9(13)12-8(6-11(14)15)3-2-4-10(12)16-7/h2-5H,6H2,1H3,(H,14,15)

InChI Key

FDWIKIIKBRJSHK-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
Streptomyces	NPAtlas	15332868
Streptomyces lividans	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as chromones. Chromones are compounds containing a benzopyran-4-one moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Chromones

Alternative Parents

Substituents

Chromone
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	1.82	ALOGPS
logP	1.51	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	3.65	ChemAxon
pKa (Strongest Basic)	-5.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.6 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	58.41 m³·mol⁻¹	ChemAxon
Polarizability	21.46 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

NPA009199

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

9542866

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11367949

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kalaitzis JA, Moore BS: Heterologous biosynthesis of truncated hexaketides derived from the actinorhodin polyketide synthase. J Nat Prod. 2004 Aug;67(8):1419-22. doi: 10.1021/np0499564. [PubMed:15332868 ]
Arfianti A, Sabillah Sumpena A, Andrini Djojosugito F, Kartika Sari D, Julia Paulina A: Genotype Distribution of Vitamin D Receptor Polymorphisms among Indonesian Patients with Chronic Hepatitis B. Rep Biochem Mol Biol. 2021 Jan;9(4):463-469. doi: 10.52547/rbmb.9.4.463. [PubMed:33969140 ]
Iwalokun BA, Olalekan A, Adenipekun E, Ojo O, Iwalokun SO, Mutiu B, Orija O, Adegbola R, Salako B, Akinloye O: Improving the Understanding of the Immunopathogenesis of Lymphopenia as a Correlate of SARS-CoV-2 Infection Risk and Disease Progression in African Patients: Protocol for a Cross-sectional Study. JMIR Res Protoc. 2021 Mar 4;10(3):e21242. doi: 10.2196/21242. [PubMed:33621190 ]
Li D, Huang D, Liu Y: A novel two-step adaptive multioutput semisupervised soft sensor with applications in wastewater treatment. Environ Sci Pollut Res Int. 2021 Jun;28(23):29131-29145. doi: 10.1007/s11356-021-12656-9. Epub 2021 Feb 7. [PubMed:33550556 ]
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Showing NP-Card for BSM1 (NP0005486)

MOL for NP0005486 (BSM1)

3D MOL for NP0005486 (BSM1)

3D SDF for NP0005486 (BSM1)

3D-SDF for NP0005486 (BSM1)

PDB for NP0005486 (BSM1)

3D PDB for NP0005486 (BSM1)

SMILES for NP0005486 (BSM1)

INCHI for NP0005486 (BSM1)

Structure for NP0005486 (BSM1)

3D Structure for NP0005486 (BSM1)