NP-MRD: Showing NP-Card for Ancorinolate C (NP0024367)

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Record Information

Version

2.0

Created at

2021-06-19 16:46:07 UTC

Updated at

2021-06-29 23:48:39 UTC

NP-MRD ID

NP0024367

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Ancorinolate C

Provided By

JEOL Database JEOL Logo

Description

Ancorinolate C is found in Ancorina sp. Ancorinolate C was first documented in 2002 (Meragelman, et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192118463D          

 22 22  0  0  0  0            999 V2000
    0.9794   -2.0013    0.5759 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8403   -2.3315   -0.8401 S   0  0  1  0  0  6  0  0  0  0  0  0
    1.8369   -3.2471   -1.3867 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5263   -2.4943   -1.3269 O   0  5  0  0  0  1  0  0  0  0  0  0
    1.2758   -0.8179   -1.5882 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1429   -0.6990   -2.6464 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1755    0.6304   -3.0021 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2617    1.3404   -2.1582 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8418    2.6850   -2.0428 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5671    3.7971   -3.1263 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.1117    3.0507   -1.0948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5340    4.3489   -0.9653 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6597    2.0885   -0.2539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5963    2.5011    0.6609 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2789    0.7507   -0.3263 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6910    0.3982   -1.2847 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3452   -6.8786    2.7556 Na  0  3  0  0  0 15  0  0  0  0  0  0
    2.6565   -1.5689   -3.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7775    1.0502   -3.7971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1917    4.3125   -0.2424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8654    1.7077    1.1608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7005   -0.0081    0.3273 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0  0  0  0
  8  9  1  0  0  0  0
  9 11  2  0  0  0  0
  6  7  2  0  0  0  0
 11 12  1  0  0  0  0
  7  8  1  0  0  0  0
 13 14  1  0  0  0  0
  8 16  2  0  0  0  0
  5  2  1  0  0  0  0
  2  4  1  0  0  0  0
 11 13  1  0  0  0  0
  2  1  2  0  0  0  0
 16  5  1  0  0  0  0
  2  3  2  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  0  0  0  0
  9 10  1  0  0  0  0
  6 18  1  0  0  0  0
  7 19  1  0  0  0  0
 15 22  1  0  0  0  0
 12 20  1  0  0  0  0
 14 21  1  0  0  0  0
M  CHG  2   4  -1  17   1
M  END
> <DATABASE_ID>
NP0024367

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[Na+].[H]OC1=C([H])C2=C(C([H])=C([H])N2[S]([O-])(=O)=O)C(Cl)=C1O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C8H6ClNO5S.Na/c9-7-4-1-2-10(16(13,14)15)5(4)3-6(11)8(7)12;/h1-3,11-12H,(H,13,14,15);/q;+1/p-1

> <INCHI_KEY>
ZTWPVFRUZWERPA-UHFFFAOYSA-M

> <FORMULA>
C8H5ClNNaO5S

> <MOLECULAR_WEIGHT>
285.63

> <EXACT_MASS>
284.9474654

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
21.572149266248065

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
sodium 4-chloro-5,6-dihydroxy-1H-indole-1-sulfonate

> <ALOGPS_LOGP>
1.95

> <JCHEM_LOGP>
1.002591309

> <ALOGPS_LOGS>
-1.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.157093519807043

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.790693423206533

> <JCHEM_PKA_STRONGEST_BASIC>
-6.715483794964604

> <JCHEM_POLAR_SURFACE_AREA>
102.59

> <JCHEM_REFRACTIVITY>
54.9

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.43e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
sodium 4-chloro-5,6-dihydroxyindole-1-sulfonate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  O   UNK     0       0.979  -2.001   0.576  0.00  0.00           O+0
HETATM    2  S   UNK     0       0.840  -2.332  -0.840  0.00  0.00           S+0
HETATM    3  O   UNK     0       1.837  -3.247  -1.387  0.00  0.00           O+0
HETATM    4  O   UNK     0      -0.526  -2.494  -1.327  0.00  0.00           O-1
HETATM    5  N   UNK     0       1.276  -0.818  -1.588  0.00  0.00           N+0
HETATM    6  C   UNK     0       2.143  -0.699  -2.646  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.176   0.630  -3.002  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.262   1.340  -2.158  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.842   2.685  -2.043  0.00  0.00           C+0
HETATM   10 Cl   UNK     0       1.567   3.797  -3.126  0.00  0.00          Cl+0
HETATM   11  C   UNK     0      -0.112   3.051  -1.095  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.534   4.349  -0.965  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.660   2.088  -0.254  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.596   2.501   0.661  0.00  0.00           O+0
HETATM   15  C   UNK     0      -0.279   0.751  -0.326  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.691   0.398  -1.285  0.00  0.00           C+0
HETATM   17 Na   UNK     0       8.345  -6.879   2.756  0.00  0.00          Na+1
HETATM   18  H   UNK     0       2.656  -1.569  -3.034  0.00  0.00           H+0
HETATM   19  H   UNK     0       2.777   1.050  -3.797  0.00  0.00           H+0
HETATM   20  H   UNK     0      -1.192   4.313  -0.242  0.00  0.00           H+0
HETATM   21  H   UNK     0      -1.865   1.708   1.161  0.00  0.00           H+0
HETATM   22  H   UNK     0      -0.701  -0.008   0.327  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    5    4    1    3                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    6    2   16                                                  
CONECT    6    5    7   18                                                  
CONECT    7    6    8   19                                                  
CONECT    8    9    7   16                                                  
CONECT    9    8   11   10                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11   20                                                       
CONECT   13   14   11   15                                                  
CONECT   14   13   21                                                       
CONECT   15   13   16   22                                                  
CONECT   16    8    5   15                                                  
CONECT   18    6                                                            
CONECT   19    7                                                            
CONECT   20   12                                                            
CONECT   21   14                                                            
CONECT   22   15                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   44    0
END

View in JSmol

Synonyms

Value	Source
Sodium 4-chloro-5-hydroxy-1-sulfO-1H-indol-6-olic acid	Generator
Sodium 4-chloro-5-hydroxy-1-sulphO-1H-indol-6-olate	Generator
Sodium 4-chloro-5-hydroxy-1-sulphO-1H-indol-6-olic acid	Generator

Chemical Formula

C₈H₅ClNNaO₅S

Average Mass

285.6300 Da

Monoisotopic Mass

284.94747 Da

IUPAC Name

sodium 4-chloro-5,6-dihydroxy-1H-indole-1-sulfonate

Traditional Name

sodium 4-chloro-5,6-dihydroxyindole-1-sulfonate

CAS Registry Number

Not Available

SMILES

[Na+].[H]OC1=C([H])C2=C(C([H])=C([H])N2[S]([O-])(=O)=O)C(Cl)=C1O[H]

InChI Identifier

InChI=1S/C8H6ClNO5S.Na/c9-7-4-1-2-10(16(13,14)15)5(4)3-6(11)8(7)12;/h1-3,11-12H,(H,13,14,15);/q;+1/p-1

InChI Key

ZTWPVFRUZWERPA-UHFFFAOYSA-M

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Ancorina sp.	JEOL database	Meragelman, K., et al, J. Org. Chem. 67, 6671 (2002)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxyindoles. These are organic compounds containing an indole moiety that carries a hydroxyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Hydroxyindoles

Direct Parent

Hydroxyindoles

Alternative Parents

Substituents

Hydroxyindole
Indole
3-halophenol
2-halophenol
1-hydroxy-2-unsubstituted benzenoid
Phenol
Aryl chloride
Aryl halide
Benzenoid
Substituted pyrrole
Heteroaromatic compound
Pyrrole
Organic metal halide
Azacycle
Organic alkali metal salt
Organic nitrogen compound
Organic oxygen compound
Organic salt
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Organic sodium salt
Hydrocarbon derivative
Organic oxide
Organic cation
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	1.95	ALOGPS
logP	1	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	-2.8	ChemAxon
pKa (Strongest Basic)	-6.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	102.59 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	54.9 m³·mol⁻¹	ChemAxon
Polarizability	21.57 Å³	ChemAxon
Number of Rings	2	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

9996874

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101198684

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Meragelman, K., et al. (2002). Meragelman, K., et al, J. Org. Chem. 67, 6671 (2002). J. Org. Chem..

Showing NP-Card for Ancorinolate C (NP0024367)

MOL for NP0024367 (Ancorinolate C)

3D MOL for NP0024367 (Ancorinolate C)

3D SDF for NP0024367 (Ancorinolate C)

3D-SDF for NP0024367 (Ancorinolate C)

PDB for NP0024367 (Ancorinolate C)

3D PDB for NP0024367 (Ancorinolate C)

SMILES for NP0024367 (Ancorinolate C)

INCHI for NP0024367 (Ancorinolate C)

Structure for NP0024367 (Ancorinolate C)

3D Structure for NP0024367 (Ancorinolate C)