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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2022-08-24 16:15:02 UTC

Update Date

2022-08-24 16:15:02 UTC

HMDB ID

HMDB0341091

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Harmalol sulfate

Description

Harmalol sulfate 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 Harmalol sulfate.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652308242218512D          

 19 21  0  0  0  0            999 V2000
   -0.6473   -3.1008    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9023   -3.8854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1373   -3.3558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4319   -2.8459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3924   -2.3162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4146   -2.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6695   -1.3601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4765   -1.1885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0285   -1.8016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8535   -1.8016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4056   -1.1885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2125   -1.3601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4675   -2.1447    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9154   -2.7578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1704   -3.5424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1085   -2.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4410   -3.0712    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7736   -2.5862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9666   -2.7578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  2  0  0  0  0
  1  4  1  0  0  0  0
  1  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 10 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
  9 18  1  0  0  0  0
 18 19  2  0  0  0  0
  6 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0341091

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=NCCC2=C1NC1=CC(OS(O)(=O)=O)=CC=C21

> <INCHI_IDENTIFIER>
InChI=1S/C12H12N2O4S/c1-7-12-10(4-5-13-7)9-3-2-8(6-11(9)14-12)18-19(15,16)17/h2-3,6,14H,4-5H2,1H3,(H,15,16,17)

> <INCHI_KEY>
HMOFEGNMWJBCLW-UHFFFAOYSA-N

> <FORMULA>
C12H12N2O4S

> <MOLECULAR_WEIGHT>
280.3

> <EXACT_MASS>
280.051778048

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
27.563705530419355

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{1-methyl-3H,4H,9H-pyrido[3,4-b]indol-7-yl}oxidanesulfonic acid

> <ALOGPS_LOGP>
0.21

> <JCHEM_LOGP>
-0.34488365104356156

> <ALOGPS_LOGS>
-3.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.692903731501183

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.8675405948374095

> <JCHEM_PKA_STRONGEST_BASIC>
7.208181336097252

> <JCHEM_POLAR_SURFACE_AREA>
91.75

> <JCHEM_REFRACTIVITY>
69.66090000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.37e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{1-methyl-3H,4H,9H-pyrido[3,4-b]indol-7-yl}oxidanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-AUG-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-AUG-22         0                                  
HETATM    1  S   UNK     0      -1.208  -5.788   0.000  0.00  0.00           S+0
HETATM    2  O   UNK     0      -1.684  -7.253   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       0.256  -6.264   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -2.673  -5.312   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      -0.732  -4.324   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.774  -4.003   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.250  -2.539   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.756  -2.219   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.787  -3.363   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.327  -3.363   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.357  -2.219   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.863  -2.539   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       8.339  -4.003   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       7.309  -5.148   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.785  -6.612   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.802  -4.828   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       4.557  -5.733   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       3.311  -4.828   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.804  -5.148   0.000  0.00  0.00           C+0
CONECT    1    2    3    4    5                                             
CONECT    2    1                                                            
CONECT    3    1                                                            
CONECT    4    1                                                            
CONECT    5    1    6                                                       
CONECT    6    5    7   19                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   18                                                  
CONECT   10    9   11   16                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   10   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17    9   19                                                  
CONECT   19   18    6                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Harmalol sulfuric acid	Generator
Harmalol sulphate	Generator
Harmalol sulphuric acid	Generator

Chemical Formula

C₁₂H₁₂N₂O₄S

Average Molecular Weight

280.3

Monoisotopic Molecular Weight

280.051778048

IUPAC Name

{1-methyl-3H,4H,9H-pyrido[3,4-b]indol-7-yl}oxidanesulfonic acid

Traditional Name

{1-methyl-3H,4H,9H-pyrido[3,4-b]indol-7-yl}oxidanesulfonic acid

CAS Registry Number

Not Available

SMILES

CC1=NCCC2=C1NC1=CC(OS(O)(=O)=O)=CC=C21

InChI Identifier

InChI=1S/C12H12N2O4S/c1-7-12-10(4-5-13-7)9-3-2-8(6-11(9)14-12)18-19(15,16)17/h2-3,6,14H,4-5H2,1H3,(H,15,16,17)

InChI Key

HMOFEGNMWJBCLW-UHFFFAOYSA-N

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

Harmaline
Harman
Beta-carboline
Pyridoindole
Arylsulfate
3-alkylindole
Indole
Indole or derivatives
Sulfuric acid monoester
Benzenoid
Sulfuric acid ester
Sulfate-ester
Heteroaromatic compound
Organic sulfuric acid or derivatives
Pyrrole
Ketimine
Organic 1,3-dipolar compound
Organoheterocyclic compound
Azacycle
Propargyl-type 1,3-dipolar organic compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Imine
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	0.21	ALOGPS
logP	-0.34	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	-1.9	ChemAxon
pKa (Strongest Basic)	7.21	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	91.75 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	69.66 m³·mol⁻¹	ChemAxon
Polarizability	27.56 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

Predicted Chromatographic Properties

Predicted Retention Times

Not Available

Predicted Kovats Retention Indices

Not Available

Spectra

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB 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

140433777

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Harmalol sulfate (HMDB0341091)

MOL for HMDB0341091 (Harmalol sulfate)

3D MOL for HMDB0341091 (Harmalol sulfate)

3D SDF for HMDB0341091 (Harmalol sulfate)

3D-SDF for HMDB0341091 (Harmalol sulfate)

PDB for HMDB0341091 (Harmalol sulfate)

3D PDB for HMDB0341091 (Harmalol sulfate)

SMILES for HMDB0341091 (Harmalol sulfate)

INCHI for HMDB0341091 (Harmalol sulfate)

Structure for HMDB0341091 (Harmalol sulfate)

3D Structure for HMDB0341091 (Harmalol sulfate)

Predicted Retention Times

Predicted Kovats Retention Indices