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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 03:31:58 UTC

Update Date

2021-09-23 03:31:58 UTC

HMDB ID

HMDB0301906

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Cerasin

Description

Cerasin, also known as sudan iii or d and c red #17, is a member of the class of compounds known as azobenzenes. Azobenzenes are organonitrogen aromatic compounds that contain a central azo group, where each nitrogen atom is conjugated to a benzene ring. Cerasin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Cerasin can be found in sour cherry, which makes cerasin a potential biomarker for the consumption of this food product. Uses include: An alternative to beeswax in ointments (Historic) Laboratory-supply bottles for small amounts of hydrofluoric acid, which were made of ceresin wax; this was before polyethylene became commonplace .

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

  Mrv0541 02241221392D          

 27 30  0  0  0  0            999 V2000
    1.4289   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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
    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 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
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  1  6  1  0  0  0  0
  7  4  1  4  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  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  2  0  0  0  0
  9 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 22 27  1  0  0  0  0
 17 27  1  0  0  0  0
M  END

HMDB0301906
     RDKit          3D
Cerasin
 43 46  0  0  0  0  0  0  0  0999 V2000
   -2.9626   -3.0741   -0.9033 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8484   -2.1679   -0.8688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0590   -2.2585   -1.6883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9642   -1.3069   -1.6374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8610   -0.1228   -0.8024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8292    0.8525   -0.7760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6484    1.9511    0.0526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5408    2.1196    0.8572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5686    1.1308    0.8240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7518    0.0288   -0.0075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6876   -1.0082   -0.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6914   -0.8508    0.7495 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6681   -1.7470    0.8532 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3063   -1.2924    0.7830 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5153   -1.5792   -0.2749 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8317   -1.1240   -0.3194 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3499   -0.3575    0.7222 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6855    0.0696    0.6645 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3235    0.4319   -0.3606 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6933    0.8425   -0.2523 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2234    1.8838   -0.9629 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5523    2.2271   -0.8250 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4206    1.5646    0.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8703    0.5053    0.7366 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5544    0.1502    0.6125 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5203   -0.0786    1.7665 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2127   -0.5301    1.8142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1962   -3.1372   -2.3378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8614   -1.3752   -2.2434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7245    0.7577   -1.3999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4220    2.7254    0.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4031    2.9849    1.5093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6968    1.2543    1.4492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7985   -2.7787    0.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1300   -2.1784   -1.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4748   -1.3542   -1.1461 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5597    2.4391   -1.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9365    3.0557   -1.4012 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4646    1.8289    0.1267 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5675   -0.0220    1.4046 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1352   -0.6809    1.1794 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9006    0.5301    2.6024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4322   -0.3094    2.6464 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  3
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 17 26  1  0
 26 27  2  0
 11  2  1  0
 27 14  1  0
 10  5  1  0
 25 20  1  0
  3 28  1  0
  4 29  1  0
  6 30  1  0
  7 31  1  0
  8 32  1  0
  9 33  1  0
 13 34  1  0
 15 35  1  0
 16 36  1  0
 21 37  1  0
 22 38  1  0
 23 39  1  0
 24 40  1  0
 25 41  1  0
 26 42  1  0
 27 43  1  0
M  END

  Mrv0541 02241221392D          

 27 30  0  0  0  0            999 V2000
    1.4289   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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
    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 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
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  1  6  1  0  0  0  0
  7  4  1  4  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  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  2  0  0  0  0
  9 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 22 27  1  0  0  0  0
 17 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0301906

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C1C=CC2=CC=CC=C2\C1=N\NC1=CC=C(C=C1)N=NC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H16N4O/c27-21-15-10-16-6-4-5-9-20(16)22(21)26-25-19-13-11-18(12-14-19)24-23-17-7-2-1-3-8-17/h1-15,25H/b24-23?,26-22-

> <INCHI_KEY>
HTPQPMPFXUWUOT-SRURNFRUSA-N

> <FORMULA>
C22H16N4O

> <MOLECULAR_WEIGHT>
352.3886

> <EXACT_MASS>
352.132411154

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
38.880610584756795

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1Z)-1-{2-[4-(2-phenyldiazen-1-yl)phenyl]hydrazin-1-ylidene}-1,2-dihydronaphthalen-2-one

> <ALOGPS_LOGP>
5.08

> <JCHEM_LOGP>
6.727057425333333

> <ALOGPS_LOGS>
-5.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.003109096300669

> <JCHEM_PKA_STRONGEST_BASIC>
2.0116545485684902

> <JCHEM_POLAR_SURFACE_AREA>
66.18

> <JCHEM_REFRACTIVITY>
112.22169999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.63e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
sudan III

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0301906
     RDKit          3D
Cerasin
 43 46  0  0  0  0  0  0  0  0999 V2000
   -2.9626   -3.0741   -0.9033 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8484   -2.1679   -0.8688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0590   -2.2585   -1.6883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9642   -1.3069   -1.6374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8610   -0.1228   -0.8024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8292    0.8525   -0.7760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6484    1.9511    0.0526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5408    2.1196    0.8572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5686    1.1308    0.8240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7518    0.0288   -0.0075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6876   -1.0082   -0.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6914   -0.8508    0.7495 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6681   -1.7470    0.8532 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3063   -1.2924    0.7830 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5153   -1.5792   -0.2749 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8317   -1.1240   -0.3194 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3499   -0.3575    0.7222 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6855    0.0696    0.6645 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3235    0.4319   -0.3606 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6933    0.8425   -0.2523 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2234    1.8838   -0.9629 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5523    2.2271   -0.8250 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4206    1.5646    0.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8703    0.5053    0.7366 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5544    0.1502    0.6125 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5203   -0.0786    1.7665 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2127   -0.5301    1.8142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1962   -3.1372   -2.3378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8614   -1.3752   -2.2434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7245    0.7577   -1.3999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4220    2.7254    0.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4031    2.9849    1.5093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6968    1.2543    1.4492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7985   -2.7787    0.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1300   -2.1784   -1.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4748   -1.3542   -1.1461 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5597    2.4391   -1.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9365    3.0557   -1.4012 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4646    1.8289    0.1267 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5675   -0.0220    1.4046 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1352   -0.6809    1.1794 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9006    0.5301    2.6024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4322   -0.3094    2.6464 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  3
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 17 26  1  0
 26 27  2  0
 11  2  1  0
 27 14  1  0
 10  5  1  0
 25 20  1  0
  3 28  1  0
  4 29  1  0
  6 30  1  0
  7 31  1  0
  8 32  1  0
  9 33  1  0
 13 34  1  0
 15 35  1  0
 16 36  1  0
 21 37  1  0
 22 38  1  0
 23 39  1  0
 24 40  1  0
 25 41  1  0
 26 42  1  0
 27 43  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       2.667 -16.940   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334 -16.170   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334 -14.630   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667 -13.860   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001 -14.630   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001 -16.170   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       2.667 -12.320   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0       1.334 -11.550   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       1.334  -5.390   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0       2.667  -4.620   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   15                                                  
CONECT   13   12   14                                                       
CONECT   14   13    9                                                       
CONECT   15   12   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   27                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   22   17                                                  
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

COMPND    HMDB0301906
HETATM    1  O1  UNL     1      -2.963  -3.074  -0.903  1.00  0.00           O  
HETATM    2  C1  UNL     1      -3.848  -2.168  -0.869  1.00  0.00           C  
HETATM    3  C2  UNL     1      -5.059  -2.259  -1.688  1.00  0.00           C  
HETATM    4  C3  UNL     1      -5.964  -1.307  -1.637  1.00  0.00           C  
HETATM    5  C4  UNL     1      -5.861  -0.123  -0.802  1.00  0.00           C  
HETATM    6  C5  UNL     1      -6.829   0.852  -0.776  1.00  0.00           C  
HETATM    7  C6  UNL     1      -6.648   1.951   0.053  1.00  0.00           C  
HETATM    8  C7  UNL     1      -5.541   2.120   0.857  1.00  0.00           C  
HETATM    9  C8  UNL     1      -4.569   1.131   0.824  1.00  0.00           C  
HETATM   10  C9  UNL     1      -4.752   0.029  -0.007  1.00  0.00           C  
HETATM   11  C10 UNL     1      -3.688  -1.008  -0.013  1.00  0.00           C  
HETATM   12  N1  UNL     1      -2.691  -0.851   0.750  1.00  0.00           N  
HETATM   13  N2  UNL     1      -1.668  -1.747   0.853  1.00  0.00           N  
HETATM   14  C11 UNL     1      -0.306  -1.292   0.783  1.00  0.00           C  
HETATM   15  C12 UNL     1       0.515  -1.579  -0.275  1.00  0.00           C  
HETATM   16  C13 UNL     1       1.832  -1.124  -0.319  1.00  0.00           C  
HETATM   17  C14 UNL     1       2.350  -0.357   0.722  1.00  0.00           C  
HETATM   18  N3  UNL     1       3.685   0.070   0.665  1.00  0.00           N  
HETATM   19  N4  UNL     1       4.323   0.432  -0.361  1.00  0.00           N  
HETATM   20  C15 UNL     1       5.693   0.842  -0.252  1.00  0.00           C  
HETATM   21  C16 UNL     1       6.223   1.884  -0.963  1.00  0.00           C  
HETATM   22  C17 UNL     1       7.552   2.227  -0.825  1.00  0.00           C  
HETATM   23  C18 UNL     1       8.421   1.565   0.016  1.00  0.00           C  
HETATM   24  C19 UNL     1       7.870   0.505   0.737  1.00  0.00           C  
HETATM   25  C20 UNL     1       6.554   0.150   0.613  1.00  0.00           C  
HETATM   26  C21 UNL     1       1.520  -0.079   1.767  1.00  0.00           C  
HETATM   27  C22 UNL     1       0.213  -0.530   1.814  1.00  0.00           C  
HETATM   28  H1  UNL     1      -5.196  -3.137  -2.338  1.00  0.00           H  
HETATM   29  H2  UNL     1      -6.861  -1.375  -2.243  1.00  0.00           H  
HETATM   30  H3  UNL     1      -7.724   0.758  -1.400  1.00  0.00           H  
HETATM   31  H4  UNL     1      -7.422   2.725   0.072  1.00  0.00           H  
HETATM   32  H5  UNL     1      -5.403   2.985   1.509  1.00  0.00           H  
HETATM   33  H6  UNL     1      -3.697   1.254   1.449  1.00  0.00           H  
HETATM   34  H7  UNL     1      -1.798  -2.779   0.997  1.00  0.00           H  
HETATM   35  H8  UNL     1       0.130  -2.178  -1.099  1.00  0.00           H  
HETATM   36  H9  UNL     1       2.475  -1.354  -1.146  1.00  0.00           H  
HETATM   37  H10 UNL     1       5.560   2.439  -1.646  1.00  0.00           H  
HETATM   38  H11 UNL     1       7.936   3.056  -1.401  1.00  0.00           H  
HETATM   39  H12 UNL     1       9.465   1.829   0.127  1.00  0.00           H  
HETATM   40  H13 UNL     1       8.567  -0.022   1.405  1.00  0.00           H  
HETATM   41  H14 UNL     1       6.135  -0.681   1.179  1.00  0.00           H  
HETATM   42  H15 UNL     1       1.901   0.530   2.602  1.00  0.00           H  
HETATM   43  H16 UNL     1      -0.432  -0.309   2.646  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   11
CONECT    3    4    4   28
CONECT    4    5   29
CONECT    5    6    6   10
CONECT    6    7   30
CONECT    7    8    8   31
CONECT    8    9   32
CONECT    9   10   10   33
CONECT   10   11
CONECT   11   12   12
CONECT   12   13
CONECT   13   14   34
CONECT   14   15   15   27
CONECT   15   16   35
CONECT   16   17   17   36
CONECT   17   18   26
CONECT   18   19   19
CONECT   19   20
CONECT   20   21   21   25
CONECT   21   22   37
CONECT   22   23   23   38
CONECT   23   24   39
CONECT   24   25   25   40
CONECT   25   41
CONECT   26   27   27   42
CONECT   27   43
END

HMDB0301906
     RDKit          3D
Cerasin
 43 46  0  0  0  0  0  0  0  0999 V2000
   -2.9626   -3.0741   -0.9033 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8484   -2.1679   -0.8688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0590   -2.2585   -1.6883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9642   -1.3069   -1.6374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8610   -0.1228   -0.8024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8292    0.8525   -0.7760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6484    1.9511    0.0526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5408    2.1196    0.8572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5686    1.1308    0.8240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7518    0.0288   -0.0075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6876   -1.0082   -0.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6914   -0.8508    0.7495 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6681   -1.7470    0.8532 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3063   -1.2924    0.7830 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5153   -1.5792   -0.2749 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8317   -1.1240   -0.3194 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3499   -0.3575    0.7222 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6855    0.0696    0.6645 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3235    0.4319   -0.3606 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6933    0.8425   -0.2523 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2234    1.8838   -0.9629 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5523    2.2271   -0.8250 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4206    1.5646    0.0161 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8703    0.5053    0.7366 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5544    0.1502    0.6125 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5203   -0.0786    1.7665 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2127   -0.5301    1.8142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1962   -3.1372   -2.3378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8614   -1.3752   -2.2434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7245    0.7577   -1.3999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4220    2.7254    0.0722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4031    2.9849    1.5093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6968    1.2543    1.4492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7985   -2.7787    0.9968 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1300   -2.1784   -1.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4748   -1.3542   -1.1461 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5597    2.4391   -1.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9365    3.0557   -1.4012 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4646    1.8289    0.1267 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5675   -0.0220    1.4046 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1352   -0.6809    1.1794 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9006    0.5301    2.6024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4322   -0.3094    2.6464 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  3
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 17 26  1  0
 26 27  2  0
 11  2  1  0
 27 14  1  0
 10  5  1  0
 25 20  1  0
  3 28  1  0
  4 29  1  0
  6 30  1  0
  7 31  1  0
  8 32  1  0
  9 33  1  0
 13 34  1  0
 15 35  1  0
 16 36  1  0
 21 37  1  0
 22 38  1  0
 23 39  1  0
 24 40  1  0
 25 41  1  0
 26 42  1  0
 27 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₂H₁₆N₄O

Average Molecular Weight

352.3886

Monoisotopic Molecular Weight

352.132411154

IUPAC Name

(1Z)-1-{2-[4-(2-phenyldiazen-1-yl)phenyl]hydrazin-1-ylidene}-1,2-dihydronaphthalen-2-one

Traditional Name

sudan III

CAS Registry Number

Not Available

SMILES

O=C1C=CC2=CC=CC=C2\C1=N\NC1=CC=C(C=C1)N=NC1=CC=CC=C1

InChI Identifier

InChI=1S/C22H16N4O/c27-21-15-10-16-6-4-5-9-20(16)22(21)26-25-19-13-11-18(12-14-19)24-23-17-7-2-1-3-8-17/h1-15,25H/b24-23?,26-22-

InChI Key

HTPQPMPFXUWUOT-SRURNFRUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as azobenzenes. These are organonitrogen aromatic compounds that contain a central azo group, where each nitrogen atom is conjugated to a benzene ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azobenzenes

Sub Class

Not Available

Direct Parent

Azobenzenes

Alternative Parents

Substituents

Azobenzene
Naphthalene
Phenylhydrazine
Monocyclic benzene moiety
Benzenoid
Azo compound
Ketone
Cyclic ketone
Hydrazone
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0301906)

Food

Fruit

Drupe

Sour cherry (FooDB: FOOD00146)

Process

Not Available

Role

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	5.08	ALOGPS
logP	6.73	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	14	ChemAxon
pKa (Strongest Basic)	2.01	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	66.18 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	112.22 m³·mol⁻¹	ChemAxon
Polarizability	38.88 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	187.068	32859911
AllCCS	[M+H-H2O]+	184.113	32859911
AllCCS	[M+Na]+	190.582	32859911
AllCCS	[M+NH4]+	189.798	32859911
AllCCS	[M-H]-	182.015	32859911
AllCCS	[M+Na-2H]-	180.433	32859911
AllCCS	[M+HCOO]-	178.848	32859911
DeepCCS	[M+H]+	184.727	30932474
DeepCCS	[M-H]-	182.369	30932474
DeepCCS	[M-2H]-	216.447	30932474
DeepCCS	[M+Na]+	191.674	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cerasin,1TMS,isomer #1	C[Si](C)(C)N(/N=C1\C(=O)C=CC2=CC=CC=C12)C1=CC=C(N=NC2=CC=CC=C2)C=C1	3613.3	Semi standard non polar	33892256
Cerasin,1TMS,isomer #1	C[Si](C)(C)N(/N=C1\C(=O)C=CC2=CC=CC=C12)C1=CC=C(N=NC2=CC=CC=C2)C=C1	3507.4	Standard non polar	33892256
Cerasin,1TMS,isomer #1	C[Si](C)(C)N(/N=C1\C(=O)C=CC2=CC=CC=C12)C1=CC=C(N=NC2=CC=CC=C2)C=C1	5021.4	Standard polar	33892256
Cerasin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(/N=C1\C(=O)C=CC2=CC=CC=C12)C1=CC=C(N=NC2=CC=CC=C2)C=C1	3852.3	Semi standard non polar	33892256
Cerasin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(/N=C1\C(=O)C=CC2=CC=CC=C12)C1=CC=C(N=NC2=CC=CC=C2)C=C1	3692.5	Standard non polar	33892256
Cerasin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(/N=C1\C(=O)C=CC2=CC=CC=C12)C1=CC=C(N=NC2=CC=CC=C2)C=C1	5021.9	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cerasin 10V, Positive-QTOF	splash10-0udi-1359000000-519ab4d4bc5d34d9bbd2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cerasin 20V, Positive-QTOF	splash10-001i-0900000000-c683e23b6119792cbb91	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cerasin 40V, Positive-QTOF	splash10-0002-7790000000-93a89a7addf1eaab9471	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cerasin 10V, Negative-QTOF	splash10-0udi-2429000000-e5cc1bbf9cb3854e4e62	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cerasin 20V, Negative-QTOF	splash10-114l-5987000000-cb71b45909787faecb64	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cerasin 40V, Negative-QTOF	splash10-0a4l-5930000000-5258a3bc248d53442292	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cerasin 10V, Positive-QTOF	splash10-0udi-0009000000-3c73bd7bb1543b655e95	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cerasin 20V, Positive-QTOF	splash10-0udi-0019000000-3558206e46c220f4dbe1	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cerasin 40V, Positive-QTOF	splash10-057j-2923000000-abe6b5ce34361bc27640	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cerasin 10V, Negative-QTOF	splash10-0udi-0009000000-fdbb86daf8495432c0ff	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cerasin 20V, Negative-QTOF	splash10-0udi-0009000000-36a81885e9c6095666e7	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cerasin 40V, Negative-QTOF	splash10-00kf-1922000000-a599c54b95d31f5d2af6	2021-10-21	Wishart Lab	View Spectrum

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

FDB001596

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

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 Cerasin (HMDB0301906)

MOL for HMDB0301906 (Cerasin)

3D MOL for HMDB0301906 (Cerasin)

3D SDF for HMDB0301906 (Cerasin)

3D-SDF for HMDB0301906 (Cerasin)

PDB for HMDB0301906 (Cerasin)

3D PDB for HMDB0301906 (Cerasin)

SMILES for HMDB0301906 (Cerasin)

INCHI for HMDB0301906 (Cerasin)

Structure for HMDB0301906 (Cerasin)

3D Structure for HMDB0301906 (Cerasin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

MS/MS Spectra