NP-MRD: Showing NP-Card for Catenelline C (NP0332199)

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Record Information

Version

2.0

Created at

2023-12-07 04:01:08 UTC

Updated at

2024-09-03 04:18:22 UTC

NP-MRD ID

NP0332199

Natural Product DOI

https://doi.org/10.57994/1372

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Catenelline C

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 12072304012D          

 22 22  0  0  1  0            999 V2000
    1.4289   -1.6500    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   -0.4125    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
   -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 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2704   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4454    0.7145    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
    0.4663    2.6447    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
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 O   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
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  8 11  2  0  0  0  0
  4 12  1  0  0  0  0
 13 12  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  1  0  0  0  0
 13 16  1  1  0  0  0
 13 17  1  0  0  0  0
 17 18  1  0  0  0  0
  3 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332199

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(C[C@](O)(CO)C\C1=N/CCO)NCCS(C)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C13H24N2O6S/c1-21-12-10(14-3-5-16)7-13(18,9-17)8-11(12)15-4-6-22(2,19)20/h15-18H,3-9H2,1-2H3/b14-10+/t13-/m0/s1

> <INCHI_KEY>
FIJOMAKZOOEIRW-LFGHMXSPSA-N

> <FORMULA>
C13H24N2O6S

> <MOLECULAR_WEIGHT>
336.4

> <EXACT_MASS>
336.135507675

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
34.89074480536224

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,5E)-5-[(2-hydroxyethyl)imino]-1-(hydroxymethyl)-3-[(2-methanesulfonylethyl)amino]-4-methoxycyclohex-3-en-1-ol

> <JCHEM_LOGP>
-3.7951776873333336

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.999713869561846

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.650939539580056

> <JCHEM_PKA_STRONGEST_BASIC>
6.942370152987114

> <JCHEM_POLAR_SURFACE_AREA>
128.45

> <JCHEM_REFRACTIVITY>
83.505

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,5E)-5-[(2-hydroxyethyl)imino]-1-(hydroxymethyl)-3-[(2-methanesulfonylethyl)amino]-4-methoxycyclohex-3-en-1-ol

> <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  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      -1.334  -0.770   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  S   UNK     0      -5.335   0.000   0.000  0.00  0.00           S+0
HETATM    9  O   UNK     0      -6.668   0.770   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -6.105  -1.334   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -4.565   1.334   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.344   3.490   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.870   4.937   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       2.324   3.490   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       4.001  -0.770   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       8.002   0.000   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   18                                                  
CONECT    4    3    5   12                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    8                                                            
CONECT   12    4   13                                                       
CONECT   13   12   14   16   17                                             
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16   13                                                            
CONECT   17   13   18                                                       
CONECT   18   17    3   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   44    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₃H₂₄N₂O₆S

Average Mass

336.4000 Da

Monoisotopic Mass

336.13551 Da

IUPAC Name

(1R,5E)-5-[(2-hydroxyethyl)imino]-1-(hydroxymethyl)-3-[(2-methanesulfonylethyl)amino]-4-methoxycyclohex-3-en-1-ol

Traditional Name

(1R,5E)-5-[(2-hydroxyethyl)imino]-1-(hydroxymethyl)-3-[(2-methanesulfonylethyl)amino]-4-methoxycyclohex-3-en-1-ol

CAS Registry Number

Not Available

SMILES

COC1=C(C[C@](O)(CO)C\C1=N/CCO)NCCS(C)(=O)=O

InChI Identifier

InChI=1S/C13H24N2O6S/c1-21-12-10(14-3-5-16)7-13(18,9-17)8-11(12)15-4-6-22(2,19)20/h15-18H,3-9H2,1-2H3/b14-10+/t13-/m0/s1

InChI Key

FIJOMAKZOOEIRW-LFGHMXSPSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)	orfmaria@gmail.com	University of Innsbruck	Maria Orfanoudaki	2024-05-09	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CD3OD, experimental)	orfmaria@gmail.com	University of Innsbruck	Maria Orfanoudaki	2024-05-09	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	orfmaria@gmail.com	University of Innsbruck	Maria Orfanoudaki	2024-05-09	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	orfmaria@gmail.com	University of Innsbruck	Maria Orfanoudaki	2024-05-09	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	orfmaria@gmail.com	University of Innsbruck	Maria Orfanoudaki	2024-05-09	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)	orfmaria@gmail.com	University of Innsbruck	Maria Orfanoudaki	2024-05-09	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD3OD, 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
caespitosa		Not Available

Chemical Taxonomy

Classification

Not classified

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	-3.8	ChemAxon
pKa (Strongest Acidic)	13.65	ChemAxon
pKa (Strongest Basic)	6.94	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	128.45 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	83.5 m³·mol⁻¹	ChemAxon
Polarizability	34.89 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

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 ]

Showing NP-Card for Catenelline C (NP0332199)

MOL for NP0332199 (Catenelline C)

3D MOL for NP0332199 (Catenelline C)

3D SDF for NP0332199 (Catenelline C)

3D-SDF for NP0332199 (Catenelline C)

PDB for NP0332199 (Catenelline C)

3D PDB for NP0332199 (Catenelline C)

SMILES for NP0332199 (Catenelline C)

INCHI for NP0332199 (Catenelline C)

Structure for NP0332199 (Catenelline C)

3D Structure for NP0332199 (Catenelline C)