NP-MRD: Showing NP-Card for Catenelline B (NP0332200)

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Record Information

Version

2.0

Created at

2023-12-07 04:01:31 UTC

Updated at

2024-09-03 04:18:23 UTC

NP-MRD ID

NP0332200

Natural Product DOI

https://doi.org/10.57994/1373

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Catenelline B

Description

Catenelline B belongs to the class of organic compounds known as organosulfonic acids. Organosulfonic acids are compounds containing the sulfonic acid group, which has the general structure RS(=O)2OH (R is not a hydrogen atom). Catenelline B was first documented in 2023 (PMID: 37888478). Based on a literature review very few articles have been published on Catenelline B.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 12072304012D          

 19 19  0  0  1  0            999 V2000
    2.1434   -0.4125    0.0000 N   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
    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   -1.6500    0.0000 C   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 N   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   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539   -2.4750    0.0000 O   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 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1842    1.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6283    1.7262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2448    1.8695    0.0000 O   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
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  3  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 10 13  2  0  0  0  0
  6 14  1  0  0  0  0
 15 14  1  0  0  0  0
 15 16  1  6  0  0  0
 16 17  1  0  0  0  0
 15 18  1  1  0  0  0
 15 19  1  0  0  0  0
  2 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332200

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(C[C@](O)(CO)CC1=N)NCCS(O)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H18N2O6S/c1-18-9-7(11)4-10(14,6-13)5-8(9)12-2-3-19(15,16)17/h11-14H,2-6H2,1H3,(H,15,16,17)/t10-/m0/s1

> <INCHI_KEY>
RAAAVLZQOJJRSJ-JTQLQIEISA-N

> <FORMULA>
C10H18N2O6S

> <MOLECULAR_WEIGHT>
294.32

> <EXACT_MASS>
294.088557482

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
28.20932842159748

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{[(5R)-5-hydroxy-5-(hydroxymethyl)-3-imino-2-methoxycyclohex-1-en-1-yl]amino}ethane-1-sulfonic acid

> <JCHEM_LOGP>
-4.380017541466343

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.661409939945296

> <JCHEM_PKA_STRONGEST_ACIDIC>
-0.9570843374426538

> <JCHEM_PKA_STRONGEST_BASIC>
9.376849122372922

> <JCHEM_POLAR_SURFACE_AREA>
139.94

> <JCHEM_REFRACTIVITY>
79.34979999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2-{[(5R)-5-hydroxy-5-(hydroxymethyl)-3-imino-2-methoxycyclohex-1-en-1-yl]amino}ethanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-DEC-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-DEC-23         0                                  
HETATM    1  N   UNK     0       4.001  -0.770   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -1.334  -0.770   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   10  S   UNK     0      -2.667  -4.620   0.000  0.00  0.00           S+0
HETATM   11  O   UNK     0      -2.667  -6.160   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -1.127  -4.620   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -4.207  -4.620   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.344   3.490   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.173   3.222   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       2.324   3.490   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   19                                                  
CONECT    3    2    4    6                                                  
CONECT    4    3    5                                                       
CONECT    5    4                                                            
CONECT    6    3    7   14                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12   13                                             
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   10                                                            
CONECT   14    6   15                                                       
CONECT   15   14   16   18   19                                             
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18   15                                                            
CONECT   19   15    2                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₀H₁₈N₂O₆S

Average Mass

294.3200 Da

Monoisotopic Mass

294.08856 Da

IUPAC Name

2-{[(5R)-5-hydroxy-5-(hydroxymethyl)-3-imino-2-methoxycyclohex-1-en-1-yl]amino}ethane-1-sulfonic acid

Traditional Name

2-{[(5R)-5-hydroxy-5-(hydroxymethyl)-3-imino-2-methoxycyclohex-1-en-1-yl]amino}ethanesulfonic acid

CAS Registry Number

Not Available

SMILES

COC1=C(C[C@](O)(CO)CC1=N)NCCS(O)(=O)=O

InChI Identifier

InChI=1S/C10H18N2O6S/c1-18-9-7(11)4-10(14,6-13)5-8(9)12-2-3-19(15,16)17/h11-14H,2-6H2,1H3,(H,15,16,17)/t10-/m0/s1

InChI Key

RAAAVLZQOJJRSJ-JTQLQIEISA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D2O, experimental)	orfmaria@gmail.com	University of Innsbruck	Maria Orfanoudaki	2024-05-09	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D2O, experimental)	orfmaria@gmail.com	University of Innsbruck	Maria Orfanoudaki	2024-05-09	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, D2O, experimental)	orfmaria@gmail.com	University of Innsbruck	Maria Orfanoudaki	2024-05-09	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, D2O, experimental)	orfmaria@gmail.com	University of Innsbruck	Maria Orfanoudaki	2024-05-09	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, D2O, experimental)	orfmaria@gmail.com	University of Innsbruck	Maria Orfanoudaki	2024-05-09	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D2O, experimental)	orfmaria@gmail.com	University of Innsbruck	Maria Orfanoudaki	2024-05-09	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D2O, experimental)	orfmaria@gmail.com	University of Innsbruck	Maria Orfanoudaki	2024-05-09	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Catenella caespitosa		Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as organosulfonic acids. These are compounds containing the sulfonic acid group, which has the general structure RS(=O)2OH (R is not a hydrogen atom).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic sulfonic acids and derivatives

Sub Class

Organosulfonic acids and derivatives

Direct Parent

Organosulfonic acids

Alternative Parents

Substituents

Tertiary alcohol
Sulfonyl
Organosulfonic acid
Ketimine
Secondary amine
Secondary aliphatic amine
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Imine
Carbonyl group
Amine
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic 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	-4.4	ChemAxon
pKa (Strongest Acidic)	-0.96	ChemAxon
pKa (Strongest Basic)	9.38	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	139.94 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	79.35 m³·mol⁻¹	ChemAxon
Polarizability	28.21 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

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Orfanoudaki M, Alilou M, Hartmann A, Mayr J, Karsten U, Nguyen-Ngoc H, Ganzera M: Isolation and Structure Elucidation of Novel Mycosporine-like Amino Acids from the Two Intertidal Red Macroalgae Bostrychia scorpioides and Catenella caespitosa. Mar Drugs. 2023 Oct 18;21(10):543. doi: 10.3390/md21100543. [PubMed:37888478 ]
DOI: 10.3390/md21100543

Showing NP-Card for Catenelline B (NP0332200)

MOL for NP0332200 (Catenelline B)

3D MOL for NP0332200 (Catenelline B)

3D SDF for NP0332200 (Catenelline B)

3D-SDF for NP0332200 (Catenelline B)

PDB for NP0332200 (Catenelline B)

3D PDB for NP0332200 (Catenelline B)

SMILES for NP0332200 (Catenelline B)

INCHI for NP0332200 (Catenelline B)

Structure for NP0332200 (Catenelline B)

3D Structure for NP0332200 (Catenelline B)