NP-MRD: Showing NP-Card for Marinacarboline S (NP0350617)

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Record Information

Version

2.0

Created at

2025-01-17 02:49:31 UTC

Updated at

2025-03-20 22:35:49 UTC

NP-MRD ID

NP0350617

Natural Product DOI

https://doi.org/10.57994/3595

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Marinacarboline S

Description

Marinacarboline S belongs to the class of organic compounds known as harmala alkaloids. Harmala alkaloids are compounds with a structure based on harmaline, harmine, harmalol, harman or a derivative of those parents. These parents are beta-carbolines, consisting of a pyrimidine fused to the pyrrole moiety of an indole to form a pyrido[3,4-b]indole. Based on a literature review very few articles have been published on Marinacarboline S.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 04162302582D          

 20 22  0  0  0  0            999 V2000
    5.0645   -0.6422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2575   -0.8137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3464    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6633    1.9817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4703    2.1533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1113    2.5948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604    0.5840    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339    1.5105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2046    1.9817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0025   -1.5983    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  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
  8 10  2  0  0  0  0
  7 11  2  0  0  0  0
  3 11  1  0  0  0  0
  6 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  5 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
  2 20  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0350617

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)C1=NC(=CC2=C1NC1=C2C=CC=C1O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H10N2O4/c1-6(17)11-13-8(5-9(15-11)14(19)20)7-3-2-4-10(18)12(7)16-13/h2-5,16,18H,1H3,(H,19,20)

> <INCHI_KEY>
GYXLSYDUYYZDCC-UHFFFAOYSA-N

> <FORMULA>
C14H10N2O4

> <MOLECULAR_WEIGHT>
270.244

> <EXACT_MASS>
270.06405681

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
26.82560699654377

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-acetyl-8-hydroxy-9H-pyrido[3,4-b]indole-3-carboxylic acid

> <JCHEM_LOGP>
-0.08352841590996332

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.43821353711297

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.401359116354247

> <JCHEM_PKA_STRONGEST_BASIC>
5.83486957976668

> <JCHEM_POLAR_SURFACE_AREA>
103.28

> <JCHEM_REFRACTIVITY>
70.21119999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
1-acetyl-8-hydroxy-9H-pyrido[3,4-b]indole-3-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-23         0                                  
HETATM    1  O   UNK     0       9.454  -1.199   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       7.947  -1.519   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.917  -0.374   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.410  -0.695   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.380   0.450   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.856   1.914   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.362   2.235   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.838   3.699   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.344   4.019   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       5.808   4.844   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0       7.393   1.090   0.000  0.00  0.00           N+0
HETATM   12  N   UNK     0       3.610   2.820   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       2.364   1.914   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.840   0.450   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.810  -0.695   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.303  -0.374   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.173   1.090   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.858   2.235   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.382   3.699   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       7.471  -2.984   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   20                                                  
CONECT    3    2    4   11                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   14                                                  
CONECT    6    5    7   12                                                  
CONECT    7    6    8   11                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    7    3                                                       
CONECT   12    6   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13    5   15                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   13   19                                                  
CONECT   19   18                                                            
CONECT   20    2                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₄H₁₀N₂O₄

Average Mass

270.2440 Da

Monoisotopic Mass

270.06406 Da

IUPAC Name

1-acetyl-8-hydroxy-9H-pyrido[3,4-b]indole-3-carboxylic acid

Traditional Name

1-acetyl-8-hydroxy-9H-pyrido[3,4-b]indole-3-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(=O)C1=NC(=CC2=C1NC1=C2C=CC=C1O)C(O)=O

InChI Identifier

InChI=1S/C14H10N2O4/c1-6(17)11-13-8(5-9(15-11)14(19)20)7-3-2-4-10(18)12(7)16-13/h2-5,16,18H,1H3,(H,19,20)

InChI Key

GYXLSYDUYYZDCC-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 700 MHz, C2D6OS, experimental)	Not Available	South China Sea Institute of Oceanology, Chinese Academy of Sciences	Ruijie Chen	2025-01-17	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 700 MHz, C2D6OS, experimental)	Not Available	South China Sea Institute of Oceanology, Chinese Academy of Sciences	Ruijie Chen	2025-01-17	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 700 MHz, C2D6OS, experimental)	Not Available	South China Sea Institute of Oceanology, Chinese Academy of Sciences	Ruijie Chen	2025-01-17	View Spectrum
1D_DEPT NMR	¹³C NMR Spectrum (1D, 176 MHz, C2D6OS, experimental)	Not Available	South China Sea Institute of Oceanology, Chinese Academy of Sciences	Ruijie Chen	2025-01-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, C2D6OS, experimental)	Not Available	South China Sea Institute of Oceanology, Chinese Academy of Sciences	Ruijie Chen	2025-01-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, C2D6OS, experimental)	Not Available	South China Sea Institute of Oceanology, Chinese Academy of Sciences	Ruijie Chen	2025-01-17	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
Actinoalloteichus cyanogriseus		Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as harmala alkaloids. Harmala alkaloids are compounds with a structure based on harmaline, harmine, harmalol, harman or a derivative of those parents. These parents are beta-carbolines, consisting of a pyrimidine fused to the pyrrole moiety of an indole to form a pyrido[3,4-b]indole.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Harmala alkaloids

Sub Class

Not Available

Direct Parent

Harmala alkaloids

Alternative Parents

Substituents

Harman
Beta-carboline
Pyridoindole
Hydroxyindole
Indole
Indole or derivatives
Pyridine carboxylic acid
Pyridine carboxylic acid or derivatives
Aryl alkyl ketone
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Pyridine
Benzenoid
Heteroaromatic compound
Pyrrole
Vinylogous amide
Ketone
Azacycle
Monocarboxylic acid or derivatives
Carboxylic acid
Organoheterocyclic compound
Carboxylic acid derivative
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	-0.084	ChemAxon
pKa (Strongest Acidic)	1.4	ChemAxon
pKa (Strongest Basic)	5.83	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	103.28 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	70.21 m³·mol⁻¹	ChemAxon
Polarizability	26.83 Å³	ChemAxon
Number of Rings	3	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Marinacarboline S (NP0350617)

MOL for NP0350617 (Marinacarboline S)

3D MOL for NP0350617 (Marinacarboline S)

3D SDF for NP0350617 (Marinacarboline S)

3D-SDF for NP0350617 (Marinacarboline S)

PDB for NP0350617 (Marinacarboline S)

3D PDB for NP0350617 (Marinacarboline S)

SMILES for NP0350617 (Marinacarboline S)

INCHI for NP0350617 (Marinacarboline S)

Structure for NP0350617 (Marinacarboline S)

3D Structure for NP0350617 (Marinacarboline S)