NP-MRD: Showing NP-Card for MBOA (NP0041741)

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Record Information

Version

2.0

Created at

2021-06-20 23:35:04 UTC

Updated at

2021-06-30 00:16:25 UTC

NP-MRD ID

NP0041741

Secondary Accession Numbers

None

Natural Product Identification

Common Name

MBOA

Provided By

JEOL Database JEOL Logo

Description

3-Hydroxy-6-methoxybenzoxazole-2(3H)-one belongs to the class of organic compounds known as benzoxazolones. These are organic compounds containing a benzene fused to an oxazole ring (a five-member aliphatic ring with three carbon atoms, one oxygen atom, and one nitrogen atom) bearing a ketone group. MBOA is found in Coix lachryma-jobi var. ma-yuen, Coix lacrima-jobi var.ma-yuen, Coix lacryma jobi, Scoparia dulcis, Triticum aestivum L. and Zea mays L. . MBOA was first documented in 2012 (Wu, W.-H., et al.). Based on a literature review very few articles have been published on 3-Hydroxy-6-methoxybenzoxazole-2(3H)-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212101353D          

 20 21  0  0  0  0            999 V2000
   -1.8148    2.9366    0.3951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2309    1.6667    0.6602 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9663    0.8679   -0.4203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3866   -0.3799   -0.0881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0531   -1.3163   -1.0719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3187   -0.9577   -2.3703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8843    0.2567   -2.7113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2211    1.1950   -1.7571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0606    0.3993   -4.0865 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5631   -0.8171   -4.5841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5315   -1.1094   -5.7725 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1318   -1.6006   -3.5570 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4244   -2.8719   -3.6362 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7966    2.8282   -0.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9606    3.4440    1.3535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1489    3.5576   -0.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1969   -0.6140    0.9581 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3907   -2.2726   -0.8223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6621    2.1343   -2.0636 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4151   -3.0302   -4.6011 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  2  0  0  0  0
  3  4  2  0  0  0  0
  7  8  2  0  0  0  0
  6 12  1  0  0  0  0
 12 10  1  0  0  0  0
 10  9  1  0  0  0  0
  9  7  1  0  0  0  0
  8  3  1  0  0  0  0
 10 11  2  0  0  0  0
  7  6  1  0  0  0  0
  3  2  1  0  0  0  0
  2  1  1  0  0  0  0
  4  5  1  0  0  0  0
 12 13  1  0  0  0  0
  4 17  1  0  0  0  0
  5 18  1  0  0  0  0
  8 19  1  0  0  0  0
  1 14  1  0  0  0  0
  1 15  1  0  0  0  0
  1 16  1  0  0  0  0
 13 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0041741

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]ON1C(=O)OC2=C([H])C(OC([H])([H])[H])=C([H])C([H])=C12

> <INCHI_IDENTIFIER>
InChI=1S/C8H7NO4/c1-12-5-2-3-6-7(4-5)13-8(10)9(6)11/h2-4,11H,1H3

> <INCHI_KEY>
FVIRQAIBLUSWMQ-UHFFFAOYSA-N

> <FORMULA>
C8H7NO4

> <MOLECULAR_WEIGHT>
181.147

> <EXACT_MASS>
181.037507709

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
16.849814793575028

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-hydroxy-6-methoxy-2,3-dihydro-1,3-benzoxazol-2-one

> <ALOGPS_LOGP>
0.61

> <JCHEM_LOGP>
0.8111636286666664

> <ALOGPS_LOGS>
-1.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.092559123168199

> <JCHEM_PKA_STRONGEST_BASIC>
-2.566590282834551

> <JCHEM_POLAR_SURFACE_AREA>
59.0

> <JCHEM_REFRACTIVITY>
42.7112

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.58e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxy-6-methoxy-1,3-benzoxazol-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0      -1.815   2.937   0.395  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.231   1.667   0.660  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.966   0.868  -0.420  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.387  -0.380  -0.088  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.053  -1.316  -1.072  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.319  -0.958  -2.370  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.884   0.257  -2.711  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.221   1.195  -1.757  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.061   0.399  -4.087  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.563  -0.817  -4.584  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.532  -1.109  -5.773  0.00  0.00           O+0
HETATM   12  N   UNK     0      -0.132  -1.601  -3.557  0.00  0.00           N+0
HETATM   13  O   UNK     0       0.424  -2.872  -3.636  0.00  0.00           O+0
HETATM   14  H   UNK     0      -2.797   2.828  -0.078  0.00  0.00           H+0
HETATM   15  H   UNK     0      -1.961   3.444   1.353  0.00  0.00           H+0
HETATM   16  H   UNK     0      -1.149   3.558  -0.213  0.00  0.00           H+0
HETATM   17  H   UNK     0      -0.197  -0.614   0.958  0.00  0.00           H+0
HETATM   18  H   UNK     0       0.391  -2.273  -0.822  0.00  0.00           H+0
HETATM   19  H   UNK     0      -1.662   2.134  -2.064  0.00  0.00           H+0
HETATM   20  H   UNK     0       0.415  -3.030  -4.601  0.00  0.00           H+0
CONECT    1    2   14   15   16                                             
CONECT    2    3    1                                                       
CONECT    3    4    8    2                                                  
CONECT    4    3    5   17                                                  
CONECT    5    6    4   18                                                  
CONECT    6    5   12    7                                                  
CONECT    7    8    9    6                                                  
CONECT    8    7    3   19                                                  
CONECT    9   10    7                                                       
CONECT   10   12    9   11                                                  
CONECT   11   10                                                            
CONECT   12    6   10   13                                                  
CONECT   13   12   20                                                       
CONECT   14    1                                                            
CONECT   15    1                                                            
CONECT   16    1                                                            
CONECT   17    4                                                            
CONECT   18    5                                                            
CONECT   19    8                                                            
CONECT   20   13                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₈H₇NO₄

Average Mass

181.1470 Da

Monoisotopic Mass

181.03751 Da

IUPAC Name

3-hydroxy-6-methoxy-2,3-dihydro-1,3-benzoxazol-2-one

Traditional Name

3-hydroxy-6-methoxy-1,3-benzoxazol-2-one

CAS Registry Number

Not Available

SMILES

[H]ON1C(=O)OC2=C([H])C(OC([H])([H])[H])=C([H])C([H])=C12

InChI Identifier

InChI=1S/C8H7NO4/c1-12-5-2-3-6-7(4-5)13-8(10)9(6)11/h2-4,11H,1H3

InChI Key

FVIRQAIBLUSWMQ-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Coix lachryma-jobi var. ma-yuen	Plant	KNApSAcK
Coix lacrima-jobi var.ma-yuen	Plant	KNApSAcK
Coix lacryma jobi	Plant	KNApSAcK
Scoparia dulcis	JEOL database	Wu, W.-H., et al, Phytochem. 83, 110 (2012)
Triticum aestivum L.	Plant	KNApSAcK
Zea mays L.	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzoxazolones. These are organic compounds containing a benzene fused to an oxazole ring (a five-member aliphatic ring with three carbon atoms, one oxygen atom, and one nitrogen atom) bearing a ketone group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzoxazoles

Sub Class

Benzoxazolones

Direct Parent

Benzoxazolones

Alternative Parents

Substituents

Benzoxazolone
Anisole
Phenol ether
Alkyl aryl ether
Benzenoid
Heteroaromatic compound
Oxazole
Azole
Oxacycle
Azacycle
Ether
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organic oxide
Organic oxygen compound
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	0.61	ALOGPS
logP	0.81	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	8.09	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	59 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	42.71 m³·mol⁻¹	ChemAxon
Polarizability	16.85 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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71501239

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Wu, W.-H., et al. (2012). Wu, W.-H., et al, Phytochem. 83, 110 (2012). Phytochem..

Showing NP-Card for MBOA (NP0041741)

MOL for NP0041741 (MBOA)

3D MOL for NP0041741 (MBOA)

3D SDF for NP0041741 (MBOA)

3D-SDF for NP0041741 (MBOA)

PDB for NP0041741 (MBOA)

3D PDB for NP0041741 (MBOA)

SMILES for NP0041741 (MBOA)

INCHI for NP0041741 (MBOA)

Structure for NP0041741 (MBOA)

3D Structure for NP0041741 (MBOA)