NP-MRD: Showing NP-Card for Forphenicine (NP0021941)

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Record Information

Version

1.0

Created at

2021-01-06 07:11:04 UTC

Updated at

2021-07-15 17:37:43 UTC

NP-MRD ID

NP0021941

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Forphenicine

Provided By

NPAtlas

Description

Forphenicine is found in Actinomyces. It was first documented in 1978 (PMID: 670089). Based on a literature review very few articles have been published on 2-amino-2-(4-formyl-3-hydroxyphenyl)acetic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242105203D          

 23 23  0  0  0  0            999 V2000
   -2.4577   -1.1977    0.4838 N   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9554   -0.0732   -0.2964 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5225    1.2050    0.1112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2433    2.2260   -0.5652 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3623    1.3991    1.2044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4939   -0.1410   -0.2620 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1437   -1.3387   -0.5252 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5091   -1.4582   -0.5002 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3250   -0.3715   -0.2065 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7522   -0.5499   -0.1933 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5377    0.3774    0.0609 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7054    0.8233    0.0569 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3786    1.9678    0.3589 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3072    0.9278    0.0271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3770   -2.0456   -0.1201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5007   -1.0276    0.6023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3380   -0.2658   -1.3454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3300    1.6185    0.9790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4525   -2.2214   -0.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0077   -2.4155   -0.7111 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1793   -1.5163   -0.4092 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3234    2.1909    0.4498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1362    1.8867    0.2446 H   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
  2  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14  6  1  0  0  0  0
  1 15  1  0  0  0  0
  1 16  1  0  0  0  0
  2 17  1  6  0  0  0
  5 18  1  0  0  0  0
  7 19  1  0  0  0  0
  8 20  1  0  0  0  0
 10 21  1  0  0  0  0
 13 22  1  0  0  0  0
 14 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0021941

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)[C@]([H])(N([H])[H])C1=C([H])C([H])=C(C([H])=O)C(O[H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C9H9NO4/c10-8(9(13)14)5-1-2-6(4-11)7(12)3-5/h1-4,8,12H,10H2,(H,13,14)/t8-/m1/s1

> <INCHI_KEY>
MWSKDGPKFCWPOF-UHFFFAOYSA-N

> <FORMULA>
C9H9NO4

> <MOLECULAR_WEIGHT>
195.174

> <EXACT_MASS>
195.053157774

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
18.50543733139453

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-amino-2-(4-formyl-3-hydroxyphenyl)acetic acid

> <ALOGPS_LOGP>
-2.02

> <JCHEM_LOGP>
-1.4138630844745945

> <ALOGPS_LOGS>
-1.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.515844956418757

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.3169054000209082

> <JCHEM_PKA_STRONGEST_BASIC>
7.7419578245033325

> <JCHEM_POLAR_SURFACE_AREA>
100.62000000000002

> <JCHEM_REFRACTIVITY>
48.92620000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.34e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(R)-amino(4-formyl-3-hydroxyphenyl)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  N   UNK     0      -2.458  -1.198   0.484  0.00  0.00           N+0
HETATM    2  C   UNK     0      -1.955  -0.073  -0.296  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.523   1.205   0.111  0.00  0.00           C+0
HETATM    4  O   UNK     0      -2.243   2.226  -0.565  0.00  0.00           O+0
HETATM    5  O   UNK     0      -3.362   1.399   1.204  0.00  0.00           O+0
HETATM    6  C   UNK     0      -0.494  -0.141  -0.262  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.144  -1.339  -0.525  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.509  -1.458  -0.500  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.325  -0.372  -0.207  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.752  -0.550  -0.193  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.538   0.377   0.061  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.705   0.823   0.057  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.379   1.968   0.359  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.307   0.928   0.027  0.00  0.00           C+0
HETATM   15  H   UNK     0      -2.377  -2.046  -0.120  0.00  0.00           H+0
HETATM   16  H   UNK     0      -3.501  -1.028   0.602  0.00  0.00           H+0
HETATM   17  H   UNK     0      -2.338  -0.266  -1.345  0.00  0.00           H+0
HETATM   18  H   UNK     0      -4.330   1.619   0.979  0.00  0.00           H+0
HETATM   19  H   UNK     0      -0.453  -2.221  -0.762  0.00  0.00           H+0
HETATM   20  H   UNK     0       2.008  -2.416  -0.711  0.00  0.00           H+0
HETATM   21  H   UNK     0       4.179  -1.516  -0.409  0.00  0.00           H+0
HETATM   22  H   UNK     0       3.323   2.191   0.450  0.00  0.00           H+0
HETATM   23  H   UNK     0      -0.136   1.887   0.245  0.00  0.00           H+0
CONECT    1    2   15   16                                                  
CONECT    2    1    3    6   17                                             
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3   18                                                       
CONECT    6    2    7   14                                                  
CONECT    7    6    8   19                                                  
CONECT    8    7    9   20                                                  
CONECT    9    8   10   12                                                  
CONECT   10    9   11   21                                                  
CONECT   11   10                                                            
CONECT   12    9   13   14                                                  
CONECT   13   12   22                                                       
CONECT   14   12    6   23                                                  
CONECT   15    1                                                            
CONECT   16    1                                                            
CONECT   17    2                                                            
CONECT   18    5                                                            
CONECT   19    7                                                            
CONECT   20    8                                                            
CONECT   21   10                                                            
CONECT   22   13                                                            
CONECT   23   14                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   46    0
END

View in JSmol View NMR Assignments

Synonyms

Value	Source
2-Amino-2-(4-formyl-3-hydroxyphenyl)acetate	Generator
4-Formyl-3-hydroxyphenylglycine	MeSH
Forfenicin	MeSH

Chemical Formula

C₉H₉NO₄

Average Mass

195.1740 Da

Monoisotopic Mass

195.05316 Da

IUPAC Name

(2R)-2-amino-2-(4-formyl-3-hydroxyphenyl)acetic acid

Traditional Name

(R)-amino(4-formyl-3-hydroxyphenyl)acetic acid

CAS Registry Number

Not Available

SMILES

NC(C(O)=O)C1=CC(O)=C(C=O)C=C1

InChI Identifier

InChI=1S/C9H9NO4/c10-8(9(13)14)5-1-2-6(4-11)7(12)3-5/h1-4,8,12H,10H2,(H,13,14)

InChI Key

MWSKDGPKFCWPOF-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
Actinomyces	NPAtlas	670089

Species Where Detected

Species Name	Source	Reference
Actinomyces fulvoviridis var. acarbodicus MC974-A5	KNApSAcK Database	22123792

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as d-alpha-amino acids. These are alpha amino acids which have the D-configuration of the alpha-carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

D-alpha-amino acids

Alternative Parents

Substituents

D-alpha-amino acid
Hydroxybenzaldehyde
Benzaldehyde
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Aryl-aldehyde
Aralkylamine
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Amino acid
Monocarboxylic acid or derivatives
Carboxylic acid
Aldehyde
Primary amine
Organic oxide
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
Hydrocarbon derivative
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	ALOGPS
logP	-1.4	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	1.32	ChemAxon
pKa (Strongest Basic)	7.74	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	100.62 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	48.93 m³·mol⁻¹	ChemAxon
Polarizability	18.51 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA001029

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

38813

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

42560

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Yamamoto T, Kojiri K, Morishima H, Naganawa H, Aoyagi T, Umezawa H: The structure of forphenicine. J Antibiot (Tokyo). 1978 May;31(5):483-4. doi: 10.7164/antibiotics.31.483. [PubMed:670089 ]

Showing NP-Card for Forphenicine (NP0021941)

MOL for NP0021941 (Forphenicine)

3D MOL for NP0021941 (Forphenicine)

3D SDF for NP0021941 (Forphenicine)

3D-SDF for NP0021941 (Forphenicine)

PDB for NP0021941 (Forphenicine)

3D PDB for NP0021941 (Forphenicine)

SMILES for NP0021941 (Forphenicine)

INCHI for NP0021941 (Forphenicine)

Structure for NP0021941 (Forphenicine)

3D Structure for NP0021941 (Forphenicine)