NP-MRD: Showing NP-Card for 5-Hydroxynorvaline-betaxanthin (NP0340021)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2024-09-12 01:02:58 UTC

Updated at

2024-09-12 01:02:58 UTC

NP-MRD ID

NP0340021

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-Hydroxynorvaline-betaxanthin

Description

(2R)-4-[(2Z)-2-{[(1S)-1-carboxy-4-hydroxybutyl]imino}ethylidene]-1,2,3,4-tetrahydropyridine-2,6-dicarboxylic acid 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 (2R)-4-[(2Z)-2-{[(1S)-1-carboxy-4-hydroxybutyl]imino}ethylidene]-1,2,3,4-tetrahydropyridine-2,6-dicarboxylic acid is a very strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI

Humilixanthin
  Mrv1652304022019342D          

 23 23  0  0  1  0            999 V2000
   14.2818  -14.1261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5649  -12.8877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8563  -12.8877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1393  -14.1261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1256   -9.1658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4121  -10.4007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1256   -6.7199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7123  -13.3028    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9988   -9.5842    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9954  -12.8877    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.4258  -12.8877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7123  -11.6528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9954  -12.0611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4258  -12.0611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2818  -13.3028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1393  -13.3028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7123  -10.8261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9988  -10.4109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7054   -9.1692    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.4155   -9.5808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7054   -8.3528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4155   -7.9445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4155   -7.1281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 15  2  0  0  0  0
  2 15  1  0  0  0  0
  3 16  2  0  0  0  0
  4 16  1  0  0  0  0
  5 20  2  0  0  0  0
  6 20  1  0  0  0  0
  7 23  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
  9 18  2  0  0  0  0
  9 19  1  0  0  0  0
 10 13  1  0  0  0  0
 10 15  1  1  0  0  0
 11 14  2  0  0  0  0
 11 16  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 17  2  0  0  0  0
 17 18  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0340021

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCCC[C@H](\N=C/C=C1\C[C@@H](NC(=C1)C(O)=O)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H18N2O7/c17-5-1-2-9(12(18)19)15-4-3-8-6-10(13(20)21)16-11(7-8)14(22)23/h3-4,6,9,11,16-17H,1-2,5,7H2,(H,18,19)(H,20,21)(H,22,23)/b8-3-,15-4-/t9-,11+/m0/s1

> <INCHI_KEY>
RVPIQBBRHBAQKG-CFJJVPNFSA-N

> <FORMULA>
C14H18N2O7

> <MOLECULAR_WEIGHT>
326.305

> <EXACT_MASS>
326.111400928

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
31.43539156218162

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,4E)-4-[(2Z)-2-{[(1S)-1-carboxy-4-hydroxybutyl]imino}ethylidene]-1,2,3,4-tetrahydropyridine-2,6-dicarboxylic acid

> <ALOGPS_LOGP>
0.34

> <JCHEM_LOGP>
-3.930140627259501

> <ALOGPS_LOGS>
-3.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.405091415814588

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.69191072099991

> <JCHEM_PKA_STRONGEST_BASIC>
8.670349649555195

> <JCHEM_POLAR_SURFACE_AREA>
156.51999999999998

> <JCHEM_REFRACTIVITY>
79.36599999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.85e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
humilixanthin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-APR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Humilixanthin                                     
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-APR-20         0                                  
HETATM    1  O   UNK     0      26.659 -26.369   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      25.321 -24.057   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      33.332 -24.057   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      31.993 -26.369   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      31.968 -17.109   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      30.636 -19.415   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      31.968 -12.544   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0      29.330 -24.832   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0      27.998 -17.891   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      27.991 -24.057   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      30.661 -24.057   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      29.330 -21.752   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      27.991 -22.514   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      30.661 -22.514   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      26.659 -24.832   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      31.993 -24.832   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      29.330 -20.209   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      27.998 -19.434   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      29.317 -17.116   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      30.642 -17.884   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      29.317 -15.592   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      30.642 -14.830   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      30.642 -13.306   0.000  0.00  0.00           C+0
CONECT    1   15                                                            
CONECT    2   15                                                            
CONECT    3   16                                                            
CONECT    4   16                                                            
CONECT    5   20                                                            
CONECT    6   20                                                            
CONECT    7   23                                                            
CONECT    8   10   11                                                       
CONECT    9   18   19                                                       
CONECT   10    8   13   15                                                  
CONECT   11    8   14   16                                                  
CONECT   12   13   14   17                                                  
CONECT   13   10   12                                                       
CONECT   14   11   12                                                       
CONECT   15    1    2   10                                                  
CONECT   16    3    4   11                                                  
CONECT   17   12   18                                                       
CONECT   18    9   17                                                       
CONECT   19    9   20   21                                                  
CONECT   20    5    6   19                                                  
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23    7   22                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   46    0
END

View in JSmol

Synonyms

Value	Source
(2R)-4-[(2Z)-2-{[(1S)-1-carboxy-4-hydroxybutyl]imino}ethylidene]-1,2,3,4-tetrahydropyridine-2,6-dicarboxylate	Generator

Chemical Formula

C₁₄H₁₈N₂O₇

Average Mass

326.3050 Da

Monoisotopic Mass

326.11140 Da

IUPAC Name

(2R,4E)-4-[(2Z)-2-{[(1S)-1-carboxy-4-hydroxybutyl]imino}ethylidene]-1,2,3,4-tetrahydropyridine-2,6-dicarboxylic acid

Traditional Name

humilixanthin

CAS Registry Number

Not Available

SMILES

OCCC[C@H](\N=C/C=C1\C[C@@H](NC(=C1)C(O)=O)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C14H18N2O7/c17-5-1-2-9(12(18)19)15-4-3-8-6-10(13(20)21)16-11(7-8)14(22)23/h3-4,6,9,11,16-17H,1-2,5,7H2,(H,18,19)(H,20,21)(H,22,23)/b8-3-,15-4-/t9-,11+/m0/s1

InChI Key

RVPIQBBRHBAQKG-CFJJVPNFSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

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
Tricarboxylic acid or derivatives
Tetrahydropyridine
Hydropyridine
Shiff base
Amino acid
Aldimine
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboxylic acid
Secondary aliphatic amine
Enamine
Secondary amine
Organic oxide
Primary alcohol
Organooxygen compound
Organonitrogen compound
Imine
Organic nitrogen compound
Alcohol
Organic oxygen compound
Organopnictogen compound
Carbonyl group
Amine
Hydrocarbon derivative
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

non-proteinogenic alpha-amino acid (CHEBI:5767 )
Betaxanthins (C08548 )

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	0.34	ALOGPS
logP	-3.9	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	1.69	ChemAxon
pKa (Strongest Basic)	8.67	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	156.52 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	79.37 m³·mol⁻¹	ChemAxon
Polarizability	31.44 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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00001590

Chemspider ID

Not Available

KEGG Compound ID

C08548

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

5767

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 5-Hydroxynorvaline-betaxanthin (NP0340021)

MOL for NP0340021 (5-Hydroxynorvaline-betaxanthin)

3D MOL for NP0340021 (5-Hydroxynorvaline-betaxanthin)

3D SDF for NP0340021 (5-Hydroxynorvaline-betaxanthin)

3D-SDF for NP0340021 (5-Hydroxynorvaline-betaxanthin)

PDB for NP0340021 (5-Hydroxynorvaline-betaxanthin)

3D PDB for NP0340021 (5-Hydroxynorvaline-betaxanthin)

SMILES for NP0340021 (5-Hydroxynorvaline-betaxanthin)

INCHI for NP0340021 (5-Hydroxynorvaline-betaxanthin)

Structure for NP0340021 (5-Hydroxynorvaline-betaxanthin)

3D Structure for NP0340021 (5-Hydroxynorvaline-betaxanthin)