NP-MRD: Showing NP-Card for methyl 2-formyl-3,4-dihydroxy-6-methoxy-5-methylbenzoate (NP0275371)

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Record Information

Version

2.0

Created at

2022-09-08 23:05:54 UTC

Updated at

2022-09-08 23:05:54 UTC

NP-MRD ID

NP0275371

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 2-formyl-3,4-dihydroxy-6-methoxy-5-methylbenzoate

Description

Methyl 2-formyl-3,4-dihydroxy-6-methoxy-5-methylbenzoate belongs to the class of organic compounds known as o-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 2 of the benzene ring is replaced by a methoxy group. methyl 2-formyl-3,4-dihydroxy-6-methoxy-5-methylbenzoate is found in Lachnum papyraceum. Based on a literature review very few articles have been published on methyl 2-formyl-3,4-dihydroxy-6-methoxy-5-methylbenzoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 29 29  0  0  0  0  0  0  0  0999 V2000
    4.0431    0.6491   -0.0883 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6939    0.3340    0.2055 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8140   -0.1456   -0.7653 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2720   -0.2891   -1.9269 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595   -0.4416   -0.3841 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1509   -1.7078    0.0594 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1938   -2.7073    0.1311 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9847   -3.8875    0.5275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1358   -2.0227    0.4316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4277   -3.3004    0.8749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1163   -1.0257    0.3473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4231   -1.3351    0.7222 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8388    0.2503   -0.0924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9176    1.2783   -0.1646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5403    0.5375   -0.4589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2672    1.8131   -0.8975 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1189    2.7891    0.0450 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3455    1.5753    0.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0921    0.8086   -1.1968 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7074   -0.1685    0.2455 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2191   -2.4897   -0.1556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3554   -3.5419    1.1476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1536   -0.6443    0.6748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4624    1.2708    0.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5231    2.2532   -0.4413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6731    1.0046   -0.9500 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0365    3.7771   -0.4543 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1790    2.6370    0.3358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4758    2.7292    0.9824 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  6  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 15  5  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  7 21  1  0
 10 22  1  0
 12 23  1  0
 14 24  1  0
 14 25  1  0
 14 26  1  0
 17 27  1  0
 17 28  1  0
 17 29  1  0
M  END


  Mrv1652309092201052D          

 17 17  0  0  0  0            999 V2000
    0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
  5 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0275371

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=C(C=O)C(O)=C(O)C(C)=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C11H12O6/c1-5-8(13)9(14)6(4-12)7(10(5)16-2)11(15)17-3/h4,13-14H,1-3H3

> <INCHI_KEY>
KQKVXQOFOWREMQ-UHFFFAOYSA-N

> <FORMULA>
C11H12O6

> <MOLECULAR_WEIGHT>
240.211

> <EXACT_MASS>
240.063388106

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
22.77639433255009

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2-formyl-3,4-dihydroxy-6-methoxy-5-methylbenzoate

> <JCHEM_LOGP>
2.0878446049999995

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.855701658704147

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.59697086406037

> <JCHEM_PKA_STRONGEST_BASIC>
-4.885688446295187

> <JCHEM_POLAR_SURFACE_AREA>
93.06000000000002

> <JCHEM_REFRACTIVITY>
60.13350000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2-formyl-3,4-dihydroxy-6-methoxy-5-methylbenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   15                                                  
CONECT    6    5    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    6   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13    5   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

View in JSmol

Synonyms

Value	Source
Methyl 2-formyl-3,4-dihydroxy-6-methoxy-5-methylbenzoic acid	Generator

Chemical Formula

C₁₁H₁₂O₆

Average Mass

240.2110 Da

Monoisotopic Mass

240.06339 Da

IUPAC Name

methyl 2-formyl-3,4-dihydroxy-6-methoxy-5-methylbenzoate

Traditional Name

methyl 2-formyl-3,4-dihydroxy-6-methoxy-5-methylbenzoate

CAS Registry Number

Not Available

SMILES

COC(=O)C1=C(C=O)C(O)=C(O)C(C)=C1OC

InChI Identifier

InChI=1S/C11H12O6/c1-5-8(13)9(14)6(4-12)7(10(5)16-2)11(15)17-3/h4,13-14H,1-3H3

InChI Key

KQKVXQOFOWREMQ-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Lachnum papyraceum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 2 of the benzene ring is replaced by a methoxy group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

O-methoxybenzoic acids and derivatives

Alternative Parents

Substituents

P-hydroxybenzoic acid alkyl ester
M-hydroxybenzoic acid ester
P-hydroxybenzoic acid ester
O-methoxybenzoic acid or derivatives
Dihydroxybenzoic acid
Methoxyphenol
Benzoate ester
4-alkoxyphenol
Hydroxybenzaldehyde
Phenoxy compound
Methoxybenzene
Phenol ether
O-cresol
M-cresol
Catechol
Benzoyl
Benzaldehyde
Anisole
Aryl-aldehyde
Toluene
Phenol
Alkyl aryl ether
Vinylogous acid
Methyl ester
Carboxylic acid ester
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aldehyde
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	2.09	ChemAxon
pKa (Strongest Acidic)	8.6	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	60.13 m³·mol⁻¹	ChemAxon
Polarizability	22.78 Å³	ChemAxon
Number of Rings	1	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

163195741

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 2-formyl-3,4-dihydroxy-6-methoxy-5-methylbenzoate (NP0275371)

MOL for NP0275371 (methyl 2-formyl-3,4-dihydroxy-6-methoxy-5-methylbenzoate)

3D MOL for NP0275371 (methyl 2-formyl-3,4-dihydroxy-6-methoxy-5-methylbenzoate)

3D SDF for NP0275371 (methyl 2-formyl-3,4-dihydroxy-6-methoxy-5-methylbenzoate)

3D-SDF for NP0275371 (methyl 2-formyl-3,4-dihydroxy-6-methoxy-5-methylbenzoate)

PDB for NP0275371 (methyl 2-formyl-3,4-dihydroxy-6-methoxy-5-methylbenzoate)

3D PDB for NP0275371 (methyl 2-formyl-3,4-dihydroxy-6-methoxy-5-methylbenzoate)

SMILES for NP0275371 (methyl 2-formyl-3,4-dihydroxy-6-methoxy-5-methylbenzoate)

INCHI for NP0275371 (methyl 2-formyl-3,4-dihydroxy-6-methoxy-5-methylbenzoate)

Structure for NP0275371 (methyl 2-formyl-3,4-dihydroxy-6-methoxy-5-methylbenzoate)

3D Structure for NP0275371 (methyl 2-formyl-3,4-dihydroxy-6-methoxy-5-methylbenzoate)