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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:35:21 UTC

Update Date

2022-03-07 02:52:27 UTC

HMDB ID

HMDB0030189

Secondary Accession Numbers

HMDB30189

Metabolite Identification

Common Name

Isogravacridonechlorine

Description

Isogravacridonechlorine belongs to the class of organic compounds known as acridones. These are acridines containing a ketone group attached to the C9 carbon atom of the acridine moiety. Based on a literature review very few articles have been published on Isogravacridonechlorine.

Structure

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


  Mrv0541 05061305032D          

 25 28  0  0  0  0            999 V2000
    1.0274    2.0701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5210    2.7905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1879    1.4729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9384    2.2593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6317    0.8636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1326    2.4364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0010    2.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1019    0.1762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9743    3.2356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8259    1.0407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4086    1.5719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5764    1.8271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9077   -0.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8524    0.9626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1929    2.1231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4639    0.6085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2144    1.3948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2697    0.4314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5836    2.6794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1879    2.9860    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.7706    2.0041    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1573   -0.7872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5193   -0.3549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1398    3.2887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1010    1.3033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
 10  5  2  0  0  0  0
 11  7  1  0  0  0  0
 12  6  2  0  0  0  0
 12 10  1  0  0  0  0
 13  8  2  0  0  0  0
 14  8  1  0  0  0  0
 14 11  2  0  0  0  0
 15  7  1  0  0  0  0
 16 13  1  0  0  0  0
 17 11  1  0  0  0  0
 17 16  2  0  0  0  0
 18 10  1  0  0  0  0
 18 16  1  0  0  0  0
 19  1  1  0  0  0  0
 19  9  1  0  0  0  0
 19 15  1  0  0  0  0
 20  9  1  0  0  0  0
 21  2  1  0  0  0  0
 21 12  1  0  0  0  0
 21 17  1  0  0  0  0
 22 13  1  0  0  0  0
 23 18  2  0  0  0  0
 24 19  1  0  0  0  0
 25 14  1  0  0  0  0
 25 15  1  0  0  0  0
M  END

HMDB0030189
     RDKit          3D
Isogravacridonechlorine
 43 46  0  0  0  0  0  0  0  0999 V2000
    0.9228    2.0134   -0.1031 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6065    0.7332   -0.0402 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9763    0.7170   -0.0786 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7454    1.8534   -0.0840 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1216    1.8234   -0.1078 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7575    0.6113   -0.1260 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0295   -0.5497   -0.1194 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6441   -0.5026   -0.0948 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8974   -1.6608   -0.0697 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5450   -2.7215   -0.0877 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5360   -1.6039   -0.0280 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8375   -2.7785    0.0187 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3798   -4.0279    0.0061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5499   -2.7163    0.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2046   -1.5140    0.1035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5224   -0.3001    0.0558 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8496   -0.3801   -0.0111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5081    0.7440    0.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7279   -0.0149    0.7063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0130    0.5831    0.2512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0394    0.6778   -1.2589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2214    1.8668    0.7416 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1575   -0.3090    0.6889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0028   -1.9226   -0.0033 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.5805   -1.3167    0.1710 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7642    2.5111    0.8376 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1196    2.0606   -0.8681 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6576    2.6965   -0.6495 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2783    2.8184   -0.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7014    2.7691   -0.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8454    0.5858   -0.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5013   -1.5354   -0.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2612   -4.3448   -0.0339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0823   -3.6679    0.1196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4091    1.5512    0.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9483    1.0513   -0.8815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6591   -0.0967    1.7998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7355    1.6771   -1.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0816    0.4220   -1.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4003   -0.1255   -1.6939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9424    2.5780    0.1177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0500   -0.4110    1.8061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1416    0.1552    0.4930 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
 23 24  1  0
 19 25  1  0
 17  2  1  0
  8  3  1  0
 17 11  1  0
 25 15  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
  7 32  1  0
 13 33  1  0
 14 34  1  0
 18 35  1  0
 18 36  1  0
 19 37  1  0
 21 38  1  0
 21 39  1  0
 21 40  1  0
 22 41  1  0
 23 42  1  0
 23 43  1  0
M  END


  Mrv0541 05061305032D          

 25 28  0  0  0  0            999 V2000
    1.0274    2.0701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5210    2.7905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1879    1.4729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9384    2.2593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6317    0.8636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1326    2.4364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0010    2.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1019    0.1762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9743    3.2356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8259    1.0407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4086    1.5719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5764    1.8271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9077   -0.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8524    0.9626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1929    2.1231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4639    0.6085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2144    1.3948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2697    0.4314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5836    2.6794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1879    2.9860    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.7706    2.0041    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1573   -0.7872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5193   -0.3549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1398    3.2887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1010    1.3033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
 10  5  2  0  0  0  0
 11  7  1  0  0  0  0
 12  6  2  0  0  0  0
 12 10  1  0  0  0  0
 13  8  2  0  0  0  0
 14  8  1  0  0  0  0
 14 11  2  0  0  0  0
 15  7  1  0  0  0  0
 16 13  1  0  0  0  0
 17 11  1  0  0  0  0
 17 16  2  0  0  0  0
 18 10  1  0  0  0  0
 18 16  1  0  0  0  0
 19  1  1  0  0  0  0
 19  9  1  0  0  0  0
 19 15  1  0  0  0  0
 20  9  1  0  0  0  0
 21  2  1  0  0  0  0
 21 12  1  0  0  0  0
 21 17  1  0  0  0  0
 22 13  1  0  0  0  0
 23 18  2  0  0  0  0
 24 19  1  0  0  0  0
 25 14  1  0  0  0  0
 25 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030189

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C2=CC=CC=C2C(=O)C2=C1C1=C(OC(C1)C(C)(O)CCl)C=C2O

> <INCHI_IDENTIFIER>
InChI=1S/C19H18ClNO4/c1-19(24,9-20)15-7-11-14(25-15)8-13(22)16-17(11)21(2)12-6-4-3-5-10(12)18(16)23/h3-6,8,15,22,24H,7,9H2,1-2H3

> <INCHI_KEY>
PGOOUZZLZBIMRI-UHFFFAOYSA-N

> <FORMULA>
C19H18ClNO4

> <MOLECULAR_WEIGHT>
359.804

> <EXACT_MASS>
359.092435776

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
36.94039797813048

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(1-chloro-2-hydroxypropan-2-yl)-5-hydroxy-11-methyl-1H,2H,6H,11H-furo[2,3-c]acridin-6-one

> <ALOGPS_LOGP>
2.94

> <JCHEM_LOGP>
3.726105437666666

> <ALOGPS_LOGS>
-3.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.265837796383028

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.280038082886147

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5575206997625015

> <JCHEM_POLAR_SURFACE_AREA>
70

> <JCHEM_REFRACTIVITY>
95.32629999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.55e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(1-chloro-2-hydroxypropan-2-yl)-5-hydroxy-11-methyl-1H,2H-furo[2,3-c]acridin-6-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030189
     RDKit          3D
Isogravacridonechlorine
 43 46  0  0  0  0  0  0  0  0999 V2000
    0.9228    2.0134   -0.1031 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6065    0.7332   -0.0402 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9763    0.7170   -0.0786 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7454    1.8534   -0.0840 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1216    1.8234   -0.1078 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7575    0.6113   -0.1260 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0295   -0.5497   -0.1194 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6441   -0.5026   -0.0948 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8974   -1.6608   -0.0697 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5450   -2.7215   -0.0877 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5360   -1.6039   -0.0280 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8375   -2.7785    0.0187 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3798   -4.0279    0.0061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5499   -2.7163    0.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2046   -1.5140    0.1035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5224   -0.3001    0.0558 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8496   -0.3801   -0.0111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5081    0.7440    0.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7279   -0.0149    0.7063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0130    0.5831    0.2512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0394    0.6778   -1.2589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2214    1.8668    0.7416 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1575   -0.3090    0.6889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0028   -1.9226   -0.0033 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.5805   -1.3167    0.1710 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7642    2.5111    0.8376 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1196    2.0606   -0.8681 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6576    2.6965   -0.6495 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2783    2.8184   -0.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7014    2.7691   -0.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8454    0.5858   -0.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5013   -1.5354   -0.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2612   -4.3448   -0.0339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0823   -3.6679    0.1196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4091    1.5512    0.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9483    1.0513   -0.8815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6591   -0.0967    1.7998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7355    1.6771   -1.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0816    0.4220   -1.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4003   -0.1255   -1.6939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9424    2.5780    0.1177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0500   -0.4110    1.8061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1416    0.1552    0.4930 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
 23 24  1  0
 19 25  1  0
 17  2  1  0
  8  3  1  0
 17 11  1  0
 25 15  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
  7 32  1  0
 13 33  1  0
 14 34  1  0
 18 35  1  0
 18 36  1  0
 19 37  1  0
 21 38  1  0
 21 39  1  0
 21 40  1  0
 22 41  1  0
 23 42  1  0
 23 43  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       1.918   3.864   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.439   5.209   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.417   2.749   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.952   4.217   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.379   1.612   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.448   4.548   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.602   4.273   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.790   0.329   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.819   6.040   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.875   1.943   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.363   2.934   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.409   3.411   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.294  -0.001   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.324   1.797   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.093   3.963   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.333   1.136   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.867   2.604   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.837   0.805   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.956   5.002   0.000  0.00  0.00           C+0
HETATM   20 Cl   UNK     0       0.351   5.574   0.000  0.00  0.00          Cl+0
HETATM   21  N   UNK     0       8.905   3.741   0.000  0.00  0.00           N+0
HETATM   22  O   UNK     0       7.760  -1.469   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      10.303  -0.662   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       3.994   6.139   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       3.922   2.433   0.000  0.00  0.00           O+0
CONECT    1   19                                                            
CONECT    2   21                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3   10                                                       
CONECT    6    4   12                                                       
CONECT    7   11   15                                                       
CONECT    8   13   14                                                       
CONECT    9   19   20                                                       
CONECT   10    5   12   18                                                  
CONECT   11    7   14   17                                                  
CONECT   12    6   10   21                                                  
CONECT   13    8   16   22                                                  
CONECT   14    8   11   25                                                  
CONECT   15    7   19   25                                                  
CONECT   16   13   17   18                                                  
CONECT   17   11   16   21                                                  
CONECT   18   10   16   23                                                  
CONECT   19    1    9   15   24                                             
CONECT   20    9                                                            
CONECT   21    2   12   17                                                  
CONECT   22   13                                                            
CONECT   23   18                                                            
CONECT   24   19                                                            
CONECT   25   14   15                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

COMPND    HMDB0030189
HETATM    1  C1  UNL     1       0.923   2.013  -0.103  1.00  0.00           C  
HETATM    2  N1  UNL     1       1.607   0.733  -0.040  1.00  0.00           N  
HETATM    3  C2  UNL     1       2.976   0.717  -0.079  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.745   1.853  -0.084  1.00  0.00           C  
HETATM    5  C4  UNL     1       5.122   1.823  -0.108  1.00  0.00           C  
HETATM    6  C5  UNL     1       5.757   0.611  -0.126  1.00  0.00           C  
HETATM    7  C6  UNL     1       5.029  -0.550  -0.119  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.644  -0.503  -0.095  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.897  -1.661  -0.070  1.00  0.00           C  
HETATM   10  O1  UNL     1       3.545  -2.721  -0.088  1.00  0.00           O  
HETATM   11  C9  UNL     1       1.536  -1.604  -0.028  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.837  -2.778   0.019  1.00  0.00           C  
HETATM   13  O2  UNL     1       1.380  -4.028   0.006  1.00  0.00           O  
HETATM   14  C11 UNL     1      -0.550  -2.716   0.085  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.205  -1.514   0.104  1.00  0.00           C  
HETATM   16  C13 UNL     1      -0.522  -0.300   0.056  1.00  0.00           C  
HETATM   17  C14 UNL     1       0.850  -0.380  -0.011  1.00  0.00           C  
HETATM   18  C15 UNL     1      -1.508   0.744   0.112  1.00  0.00           C  
HETATM   19  C16 UNL     1      -2.728  -0.015   0.706  1.00  0.00           C  
HETATM   20  C17 UNL     1      -4.013   0.583   0.251  1.00  0.00           C  
HETATM   21  C18 UNL     1      -4.039   0.678  -1.259  1.00  0.00           C  
HETATM   22  O3  UNL     1      -4.221   1.867   0.742  1.00  0.00           O  
HETATM   23  C19 UNL     1      -5.158  -0.309   0.689  1.00  0.00           C  
HETATM   24 CL1  UNL     1      -5.003  -1.923  -0.003  1.00  0.00          CL  
HETATM   25  O4  UNL     1      -2.581  -1.317   0.171  1.00  0.00           O  
HETATM   26  H1  UNL     1       0.764   2.511   0.838  1.00  0.00           H  
HETATM   27  H2  UNL     1       0.120   2.061  -0.868  1.00  0.00           H  
HETATM   28  H3  UNL     1       1.658   2.697  -0.650  1.00  0.00           H  
HETATM   29  H4  UNL     1       3.278   2.818  -0.046  1.00  0.00           H  
HETATM   30  H5  UNL     1       5.701   2.769  -0.112  1.00  0.00           H  
HETATM   31  H6  UNL     1       6.845   0.586  -0.146  1.00  0.00           H  
HETATM   32  H7  UNL     1       5.501  -1.535  -0.133  1.00  0.00           H  
HETATM   33  H8  UNL     1       2.261  -4.345  -0.034  1.00  0.00           H  
HETATM   34  H9  UNL     1      -1.082  -3.668   0.120  1.00  0.00           H  
HETATM   35  H10 UNL     1      -1.409   1.551   0.837  1.00  0.00           H  
HETATM   36  H11 UNL     1      -1.948   1.051  -0.882  1.00  0.00           H  
HETATM   37  H12 UNL     1      -2.659  -0.097   1.800  1.00  0.00           H  
HETATM   38  H13 UNL     1      -3.735   1.677  -1.632  1.00  0.00           H  
HETATM   39  H14 UNL     1      -5.082   0.422  -1.612  1.00  0.00           H  
HETATM   40  H15 UNL     1      -3.400  -0.126  -1.694  1.00  0.00           H  
HETATM   41  H16 UNL     1      -3.942   2.578   0.118  1.00  0.00           H  
HETATM   42  H17 UNL     1      -5.050  -0.411   1.806  1.00  0.00           H  
HETATM   43  H18 UNL     1      -6.142   0.155   0.493  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3   17
CONECT    3    4    4    8
CONECT    4    5   29
CONECT    5    6    6   30
CONECT    6    7   31
CONECT    7    8    8   32
CONECT    8    9
CONECT    9   10   10   11
CONECT   11   12   12   17
CONECT   12   13   14
CONECT   13   33
CONECT   14   15   15   34
CONECT   15   16   25
CONECT   16   17   17   18
CONECT   18   19   35   36
CONECT   19   20   25   37
CONECT   20   21   22   23
CONECT   21   38   39   40
CONECT   22   41
CONECT   23   24   42   43
END

HMDB0030189
     RDKit          3D
Isogravacridonechlorine
 43 46  0  0  0  0  0  0  0  0999 V2000
    0.9228    2.0134   -0.1031 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6065    0.7332   -0.0402 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9763    0.7170   -0.0786 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7454    1.8534   -0.0840 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1216    1.8234   -0.1078 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7575    0.6113   -0.1260 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0295   -0.5497   -0.1194 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6441   -0.5026   -0.0948 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8974   -1.6608   -0.0697 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5450   -2.7215   -0.0877 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5360   -1.6039   -0.0280 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8375   -2.7785    0.0187 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3798   -4.0279    0.0061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5499   -2.7163    0.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2046   -1.5140    0.1035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5224   -0.3001    0.0558 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8496   -0.3801   -0.0111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5081    0.7440    0.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7279   -0.0149    0.7063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0130    0.5831    0.2512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0394    0.6778   -1.2589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2214    1.8668    0.7416 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1575   -0.3090    0.6889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0028   -1.9226   -0.0033 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.5805   -1.3167    0.1710 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7642    2.5111    0.8376 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1196    2.0606   -0.8681 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6576    2.6965   -0.6495 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2783    2.8184   -0.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7014    2.7691   -0.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8454    0.5858   -0.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5013   -1.5354   -0.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2612   -4.3448   -0.0339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0823   -3.6679    0.1196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4091    1.5512    0.8365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9483    1.0513   -0.8815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6591   -0.0967    1.7998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7355    1.6771   -1.6320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0816    0.4220   -1.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4003   -0.1255   -1.6939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9424    2.5780    0.1177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0500   -0.4110    1.8061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1416    0.1552    0.4930 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
 23 24  1  0
 19 25  1  0
 17  2  1  0
  8  3  1  0
 17 11  1  0
 25 15  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
  7 32  1  0
 13 33  1  0
 14 34  1  0
 18 35  1  0
 18 36  1  0
 19 37  1  0
 21 38  1  0
 21 39  1  0
 21 40  1  0
 22 41  1  0
 23 42  1  0
 23 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(2-Chloro-1-hydroxy-1-methylethyl)-1,11-dihydro-5-hydroxy-11-methylfuro[2,3-c]acridin-6(2H)-one	HMDB
Isogravacridonchlorine	HMDB
Isogravacridone chlorine	HMDB

Chemical Formula

C₁₉H₁₈ClNO₄

Average Molecular Weight

359.804

Monoisotopic Molecular Weight

359.092435776

IUPAC Name

2-(1-chloro-2-hydroxypropan-2-yl)-5-hydroxy-11-methyl-1H,2H,6H,11H-furo[2,3-c]acridin-6-one

Traditional Name

2-(1-chloro-2-hydroxypropan-2-yl)-5-hydroxy-11-methyl-1H,2H-furo[2,3-c]acridin-6-one

CAS Registry Number

62512-94-1

SMILES

CN1C2=CC=CC=C2C(=O)C2=C1C1=C(OC(C1)C(C)(O)CCl)C=C2O

InChI Identifier

InChI=1S/C19H18ClNO4/c1-19(24,9-20)15-7-11-14(25-15)8-13(22)16-17(11)21(2)12-6-4-3-5-10(12)18(16)23/h3-6,8,15,22,24H,7,9H2,1-2H3

InChI Key

PGOOUZZLZBIMRI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acridones. These are acridines containing a ketone group attached to the C9 carbon atom of the acridine moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Benzoquinolines

Direct Parent

Acridones

Alternative Parents

Substituents

Acridone
Dihydroquinolone
Dihydroquinoline
Coumaran
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyridine
Benzenoid
Tertiary alcohol
Heteroaromatic compound
Vinylogous acid
Vinylogous amide
Chlorohydrin
Halohydrin
Oxacycle
Azacycle
Ether
Alcohol
Organochloride
Organohalogen compound
Organic oxide
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Alkyl halide
Organic oxygen compound
Alkyl chloride
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0030189)

Cellular substructure

Membrane (HMDB: HMDB0030189)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030189)

Source

Endogenous

Endogenous (HMDB: HMDB0030189)

Plant

Plant (HMDB: HMDB0030189)

Exogenous

Food

Food (HMDB: HMDB0030189)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	247 - 250 °C	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
Water Solubility	0.26 g/L	ALOGPS
logP	2.94	ALOGPS
logP	3.73	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	10.28	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	70 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	95.33 m³·mol⁻¹	ChemAxon
Polarizability	36.94 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 Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	173.778	30932474
DeepCCS	[M-H]-	171.42	30932474
DeepCCS	[M-2H]-	204.949	30932474
DeepCCS	[M+Na]+	180.177	30932474
AllCCS	[M+H]+	183.3	32859911
AllCCS	[M+H-H2O]+	180.2	32859911
AllCCS	[M+NH4]+	186.2	32859911
AllCCS	[M+Na]+	187.0	32859911
AllCCS	[M-H]-	186.8	32859911
AllCCS	[M+Na-2H]-	186.5	32859911
AllCCS	[M+HCOO]-	186.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Isogravacridonechlorine	CN1C2=CC=CC=C2C(=O)C2=C1C1=C(OC(C1)C(C)(O)CCl)C=C2O	4173.6	Standard polar	33892256
Isogravacridonechlorine	CN1C2=CC=CC=C2C(=O)C2=C1C1=C(OC(C1)C(C)(O)CCl)C=C2O	2892.1	Standard non polar	33892256
Isogravacridonechlorine	CN1C2=CC=CC=C2C(=O)C2=C1C1=C(OC(C1)C(C)(O)CCl)C=C2O	3603.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Isogravacridonechlorine,1TMS,isomer #1	CN1C2=CC=CC=C2C(=O)C2=C(O)C=C3OC(C(C)(CCl)O[Si](C)(C)C)CC3=C21	3270.0	Semi standard non polar	33892256
Isogravacridonechlorine,1TMS,isomer #2	CN1C2=CC=CC=C2C(=O)C2=C(O[Si](C)(C)C)C=C3OC(C(C)(O)CCl)CC3=C21	3259.6	Semi standard non polar	33892256
Isogravacridonechlorine,2TMS,isomer #1	CN1C2=CC=CC=C2C(=O)C2=C(O[Si](C)(C)C)C=C3OC(C(C)(CCl)O[Si](C)(C)C)CC3=C21	3264.0	Semi standard non polar	33892256
Isogravacridonechlorine,1TBDMS,isomer #1	CN1C2=CC=CC=C2C(=O)C2=C(O)C=C3OC(C(C)(CCl)O[Si](C)(C)C(C)(C)C)CC3=C21	3497.8	Semi standard non polar	33892256
Isogravacridonechlorine,1TBDMS,isomer #2	CN1C2=CC=CC=C2C(=O)C2=C(O[Si](C)(C)C(C)(C)C)C=C3OC(C(C)(O)CCl)CC3=C21	3455.1	Semi standard non polar	33892256
Isogravacridonechlorine,2TBDMS,isomer #1	CN1C2=CC=CC=C2C(=O)C2=C(O[Si](C)(C)C(C)(C)C)C=C3OC(C(C)(CCl)O[Si](C)(C)C(C)(C)C)CC3=C21	3698.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Isogravacridonechlorine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0aou-8659000000-bc5a63ce32c4655e13da	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isogravacridonechlorine GC-MS (2 TMS) - 70eV, Positive	splash10-0aor-2500900000-87685e1ab8dc46ab1241	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isogravacridonechlorine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isogravacridonechlorine 10V, Positive-QTOF	splash10-03dl-0009000000-3ed0a1fa2339675ccf80	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isogravacridonechlorine 20V, Positive-QTOF	splash10-03di-0129000000-0ff89d8c62f4016e714b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isogravacridonechlorine 40V, Positive-QTOF	splash10-004r-9081000000-7857df3cb111e0c453c9	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isogravacridonechlorine 10V, Negative-QTOF	splash10-0a4i-0019000000-18f6f06d8ccca12a5e0d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isogravacridonechlorine 20V, Negative-QTOF	splash10-052f-2039000000-0950d33fdc3cc16d5193	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isogravacridonechlorine 40V, Negative-QTOF	splash10-00di-2192000000-ccf0e1d1d8e9f085503e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isogravacridonechlorine 10V, Negative-QTOF	splash10-0a4i-0009000000-2095ebdd80f55a1c8c57	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isogravacridonechlorine 20V, Negative-QTOF	splash10-001i-9033000000-a36679d87eae7f6568ca	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isogravacridonechlorine 40V, Negative-QTOF	splash10-0il9-0190000000-074b5418dcf9b28c7fa6	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isogravacridonechlorine 10V, Positive-QTOF	splash10-03di-0009000000-66f9776c1365ac05128c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isogravacridonechlorine 20V, Positive-QTOF	splash10-03di-0019000000-6d21bc2d9373311df6ca	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isogravacridonechlorine 40V, Positive-QTOF	splash10-0pvl-1393000000-4b0b34b77a8b034b4ed8	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

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

FDB002007

KNApSAcK ID

C00046780

Chemspider ID

4589118

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5486900

PDB ID

Not Available

ChEBI ID

542693

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Isogravacridonechlorine (HMDB0030189)

MOL for HMDB0030189 (Isogravacridonechlorine)

3D MOL for HMDB0030189 (Isogravacridonechlorine)

3D SDF for HMDB0030189 (Isogravacridonechlorine)

3D-SDF for HMDB0030189 (Isogravacridonechlorine)

PDB for HMDB0030189 (Isogravacridonechlorine)

3D PDB for HMDB0030189 (Isogravacridonechlorine)

SMILES for HMDB0030189 (Isogravacridonechlorine)

INCHI for HMDB0030189 (Isogravacridonechlorine)

Structure for HMDB0030189 (Isogravacridonechlorine)

3D Structure for HMDB0030189 (Isogravacridonechlorine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra