Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2022-09-09 19:36:36 UTC

Update Date

2022-09-22 18:35:05 UTC

HMDB ID

HMDB0341193

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Salazinic acid

Description

5,13,17-trihydroxy-12-(hydroxymethyl)-7-methyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0³,⁸.0¹⁴,¹⁸]octadeca-1(11),3(8),4,6,12,14(18)-hexaene-4-carbaldehyde belongs to the class of organic compounds known as diarylethers. These are organic compounds containing the dialkyl ether functional group, with the formula ROR', where R and R' are aryl groups. 5,13,17-trihydroxy-12-(hydroxymethyl)-7-methyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0³,⁸.0¹⁴,¹⁸]octadeca-1(11),3(8),4,6,12,14(18)-hexaene-4-carbaldehyde is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004191517482D          

 28 31  0  0  0  0            999 V2000
    3.1475    2.8420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7047    2.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0862    1.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6435    0.7182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0250   -0.0133    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8193    0.7535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3765    0.0574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5523    0.0927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4378    1.4850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6174    1.3971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0373    1.9837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1341    2.8030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8351    3.2381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6123    2.9613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1988    3.5415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8805    2.1812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5270    3.2965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4301    4.1158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0913    4.6093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2849    2.9707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9461    3.4642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3818    2.1514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0554    1.6752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8367    1.9402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8107    0.8873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9857    0.8766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5095    0.2030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7207    1.6579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
  2 16  1  0  0  0  0
  9 16  2  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 11 28  1  0  0  0  0
 22 28  2  0  0  0  0
M  END


  Mrv1533004191517482D          

 28 31  0  0  0  0            999 V2000
    3.1475    2.8420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7047    2.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0862    1.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6435    0.7182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0250   -0.0133    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8193    0.7535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3765    0.0574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5523    0.0927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4378    1.4850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6174    1.3971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0373    1.9837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1341    2.8030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8351    3.2381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6123    2.9613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1988    3.5415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8805    2.1812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5270    3.2965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4301    4.1158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0913    4.6093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2849    2.9707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9461    3.4642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3818    2.1514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0554    1.6752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8367    1.9402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8107    0.8873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9857    0.8766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5095    0.2030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7207    1.6579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
  2 16  1  0  0  0  0
  9 16  2  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 11 28  1  0  0  0  0
 22 28  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0341193

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC(O)=C(C=O)C2=C1C(=O)OC1=C(O2)C2=C(C(=O)OC2O)C(O)=C1CO

> <INCHI_IDENTIFIER>
InChI=1S/C18H12O10/c1-5-2-8(21)6(3-19)13-9(5)16(23)27-14-7(4-20)12(22)10-11(15(14)26-13)18(25)28-17(10)24/h2-3,18,20-22,25H,4H2,1H3

> <INCHI_KEY>
QQTKVXCQLZIJPP-UHFFFAOYSA-N

> <FORMULA>
C18H12O10

> <MOLECULAR_WEIGHT>
388.284

> <EXACT_MASS>
388.043046586

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
34.9950679122475

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,13,17-trihydroxy-12-(hydroxymethyl)-7-methyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0³,⁸.0¹⁴,¹⁸]octadeca-1(11),3(8),4,6,12,14(18)-hexaene-4-carbaldehyde

> <ALOGPS_LOGP>
1.09

> <JCHEM_LOGP>
2.3036462426666664

> <ALOGPS_LOGS>
-2.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.543795576744165

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.258939602300997

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2634727636562006

> <JCHEM_POLAR_SURFACE_AREA>
159.82

> <JCHEM_REFRACTIVITY>
92.05639999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.85e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,13,17-trihydroxy-12-(hydroxymethyl)-7-methyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0³,⁸.0¹⁴,¹⁸]octadeca-1(11),3(8),4,6,12,14(18)-hexaene-4-carbaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0       5.875   5.305   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.049   4.006   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.761   2.640   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.935   1.341   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       5.647  -0.025   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       3.396   1.407   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.570   0.107   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.031   0.173   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       2.684   2.772   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.153   2.608   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.070   3.703   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.250   5.232   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.559   6.044   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       3.010   5.528   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       4.104   6.611   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       3.510   4.072   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.984   6.153   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.803   7.683   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -2.037   8.604   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -2.399   5.545   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -3.633   6.467   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.579   4.016   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -3.837   3.127   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -5.295   3.622   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -3.380   1.656   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -1.840   1.636   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -0.951   0.379   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -1.345   3.095   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   16                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    6   10   16                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   28                                                  
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14    2    9                                                  
CONECT   17   12   18   20                                                  
CONECT   18   17   19                                                       
CONECT   19   18                                                            
CONECT   20   17   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   28                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   11   22                                                  
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Salazinate	Generator

Chemical Formula

C₁₈H₁₂O₁₀

Average Molecular Weight

388.284

Monoisotopic Molecular Weight

388.043046586

IUPAC Name

5,13,17-trihydroxy-12-(hydroxymethyl)-7-methyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0³,⁸.0¹⁴,¹⁸]octadeca-1(11),3(8),4,6,12,14(18)-hexaene-4-carbaldehyde

Traditional Name

5,13,17-trihydroxy-12-(hydroxymethyl)-7-methyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.0³,⁸.0¹⁴,¹⁸]octadeca-1(11),3(8),4,6,12,14(18)-hexaene-4-carbaldehyde

CAS Registry Number

Not Available

SMILES

CC1=CC(O)=C(C=O)C2=C1C(=O)OC1=C(O2)C2=C(C(=O)OC2O)C(O)=C1CO

InChI Identifier

InChI=1S/C18H12O10/c1-5-2-8(21)6(3-19)13-9(5)16(23)27-14-7(4-20)12(22)10-11(15(14)26-13)18(25)28-17(10)24/h2-3,18,20-22,25H,4H2,1H3

InChI Key

QQTKVXCQLZIJPP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diarylethers. These are organic compounds containing the dialkyl ether functional group, with the formula ROR', where R and R' are aryl groups.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Ethers

Direct Parent

Diarylethers

Alternative Parents

Substituents

Diaryl ether
Isobenzofuranone
Benzofuranone
Phthalide
Isocoumaran
1-hydroxy-2-unsubstituted benzenoid
1,4-dioxepine
Aryl-aldehyde
Dioxepine
Phenol
Benzenoid
Vinylogous acid
Carboxylic acid ester
Hemiacetal
Lactone
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Polyol
Alcohol
Organic oxide
Hydrocarbon derivative
Aldehyde
Aromatic alcohol
Primary alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

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	1.09	ALOGPS
logP	2.3	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	7.26	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	159.82 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	92.06 m³·mol⁻¹	ChemAxon
Polarizability	35 Å³	ChemAxon
Number of Rings	4	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 Kovats Retention Indices

Not Available

Spectra

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	34436864	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	34436864	details

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

5320418

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

Neto FC, Raftery D: Expanding Urinary Metabolite Annotation through Integrated Mass Spectral Similarity Networking. Anal Chem. 2021 Sep 7;93(35):12001-12010. doi: 10.1021/acs.analchem.1c02041. Epub 2021 Aug 26. [PubMed:34436864 ]

Showing metabocard for Salazinic acid (HMDB0341193)

MOL for HMDB0341193 (Salazinic acid)

3D MOL for HMDB0341193 (Salazinic acid)

3D SDF for HMDB0341193 (Salazinic acid)

3D-SDF for HMDB0341193 (Salazinic acid)

PDB for HMDB0341193 (Salazinic acid)

3D PDB for HMDB0341193 (Salazinic acid)

SMILES for HMDB0341193 (Salazinic acid)

INCHI for HMDB0341193 (Salazinic acid)

Structure for HMDB0341193 (Salazinic acid)

3D Structure for HMDB0341193 (Salazinic acid)

Predicted Kovats Retention Indices