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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 10:31:23 UTC

Update Date

2021-09-26 23:05:17 UTC

HMDB ID

HMDB0252597

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Gallein

Description

Gallein, also known as alizarin violet or c.i. 45445, belongs to the class of organic compounds known as xanthenes. These are polycyclic aromatic compounds containing a xanthene moiety, which consists of two benzene rings joined to each other by a pyran ring. Based on a literature review a significant number of articles have been published on Gallein. This compound has been identified in human blood as reported by (PMID: 31557052 ). Gallein is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Gallein is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

  Mrv1652309112112312D          

 27 31  0  0  0  0            999 V2000
    4.7943    0.2407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5396    1.0254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7327    1.1972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1805    0.5843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4352   -0.2004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2421   -0.3722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7676   -0.6852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7674   -1.5102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1003   -0.2000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3555    0.5845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6913    1.3381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2065    2.0057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5423    2.7592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3628    2.8452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8475    2.1777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5118    1.4241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6986    3.5988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0576    3.4268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3860    1.9197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0502    1.1661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5350    0.4985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1992   -0.2551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3787   -0.3411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1060    0.3265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2297    1.0801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2550    1.7477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9265    0.2405    0.0000 O   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
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 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  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 14 17  1  0  0  0  0
 13 18  1  0  0  0  0
 12 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 10 21  1  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
 20 25  1  0  0  0  0
 25 26  1  0  0  0  0
 24 27  1  0  0  0  0
M  END

HMDB0252597
     RDKit          3D
Gallein
 39 43  0  0  0  0  0  0  0  0999 V2000
    0.5419    2.5812   -3.2553 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3997    1.9509   -2.1652 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0408    0.6273   -1.9836 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0078    0.3040   -0.5819 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3616    1.5772    0.0903 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4947    1.9242    1.4048 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8551    3.1949    1.7852 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0934    4.1618    0.8176 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9663    3.8388   -0.5147 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5984    2.5373   -0.8618 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0222   -0.7354   -0.3736 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3513   -0.4113   -0.6034 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3585   -1.3235   -0.4309 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0106   -2.6005   -0.0139 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0195   -3.5181    0.1600 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6940   -2.9396    0.2191 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3192   -4.2058    0.6356 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6885   -1.9913    0.0357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6447   -2.3170    0.2664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6630   -1.3835    0.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3719   -0.1110   -0.3214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3986    0.7823   -0.4862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7201    0.4678   -0.2601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9873   -0.8207    0.1523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2967   -1.1982    0.3961 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9818   -1.7556    0.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2686   -3.0404    0.7450 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2997    1.1375    2.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9510    3.4339    2.8346 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3772    5.1593    1.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1603    4.6188   -1.2331 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5689    0.6096   -0.9307 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4040   -1.0580   -0.6148 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9912   -3.2991   -0.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0520   -4.8914    0.7677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1679    1.7806   -0.8081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5358    1.1658   -0.3876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0712   -0.5657    0.2841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5045   -3.6873    0.8623 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  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
  4 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 10  2  1  0
 18 11  1  0
 26 20  1  0
 21  4  1  0
 10  5  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
  9 31  1  0
 12 32  1  0
 13 33  1  0
 15 34  1  0
 17 35  1  0
 22 36  1  0
 23 37  1  0
 25 38  1  0
 27 39  1  0
M  END

  Mrv1652309112112312D          

 27 31  0  0  0  0            999 V2000
    4.7943    0.2407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5396    1.0254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7327    1.1972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1805    0.5843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4352   -0.2004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2421   -0.3722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7676   -0.6852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7674   -1.5102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1003   -0.2000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3555    0.5845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6913    1.3381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2065    2.0057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5423    2.7592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3628    2.8452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8475    2.1777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5118    1.4241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6986    3.5988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0576    3.4268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3860    1.9197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0502    1.1661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5350    0.4985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1992   -0.2551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3787   -0.3411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1060    0.3265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2297    1.0801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2550    1.7477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9265    0.2405    0.0000 O   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
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 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  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 14 17  1  0  0  0  0
 13 18  1  0  0  0  0
 12 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 10 21  1  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
 20 25  1  0  0  0  0
 25 26  1  0  0  0  0
 24 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252597

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=C(O)C2=C(C=C1)C1(OC(=O)C3=CC=CC=C13)C1=C(O2)C(O)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H12O7/c21-13-7-5-11-17(15(13)23)26-18-12(6-8-14(22)16(18)24)20(11)10-4-2-1-3-9(10)19(25)27-20/h1-8,21-24H

> <INCHI_KEY>
PHLYOKFVXIVOJC-UHFFFAOYSA-N

> <FORMULA>
C20H12O7

> <MOLECULAR_WEIGHT>
364.309

> <EXACT_MASS>
364.058302726

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
34.95720427866462

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3',4',5',6'-tetrahydroxy-3H-spiro[2-benzofuran-1,9'-xanthene]-3-one

> <ALOGPS_LOGP>
2.55

> <JCHEM_LOGP>
3.2732121800000002

> <ALOGPS_LOGS>
-3.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.727162751402728

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.100065193262411

> <JCHEM_PKA_STRONGEST_BASIC>
-3.813178528235356

> <JCHEM_POLAR_SURFACE_AREA>
116.45000000000002

> <JCHEM_REFRACTIVITY>
95.1819

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.93e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
gallein

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0252597
     RDKit          3D
Gallein
 39 43  0  0  0  0  0  0  0  0999 V2000
    0.5419    2.5812   -3.2553 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3997    1.9509   -2.1652 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0408    0.6273   -1.9836 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0078    0.3040   -0.5819 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3616    1.5772    0.0903 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4947    1.9242    1.4048 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8551    3.1949    1.7852 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0934    4.1618    0.8176 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9663    3.8388   -0.5147 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5984    2.5373   -0.8618 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0222   -0.7354   -0.3736 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3513   -0.4113   -0.6034 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3585   -1.3235   -0.4309 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0106   -2.6005   -0.0139 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0195   -3.5181    0.1600 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6940   -2.9396    0.2191 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3192   -4.2058    0.6356 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6885   -1.9913    0.0357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6447   -2.3170    0.2664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6630   -1.3835    0.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3719   -0.1110   -0.3214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3986    0.7823   -0.4862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7201    0.4678   -0.2601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9873   -0.8207    0.1523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2967   -1.1982    0.3961 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9818   -1.7556    0.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2686   -3.0404    0.7450 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2997    1.1375    2.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9510    3.4339    2.8346 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3772    5.1593    1.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1603    4.6188   -1.2331 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5689    0.6096   -0.9307 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4040   -1.0580   -0.6148 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9912   -3.2991   -0.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0520   -4.8914    0.7677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1679    1.7806   -0.8081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5358    1.1658   -0.3876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0712   -0.5657    0.2841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5045   -3.6873    0.8623 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  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
  4 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 10  2  1  0
 18 11  1  0
 26 20  1  0
 21  4  1  0
 10  5  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
  9 31  1  0
 12 32  1  0
 13 33  1  0
 15 34  1  0
 17 35  1  0
 22 36  1  0
 23 37  1  0
 25 38  1  0
 27 39  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       8.949   0.449   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.474   1.914   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.968   2.235   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.937   1.091   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.412  -0.374   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.919  -0.695   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.166  -1.279   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       5.166  -2.819   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       3.921  -0.373   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.397   1.091   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.024   2.498   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.119   3.744   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.746   5.151   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.277   5.311   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.182   4.065   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.555   2.658   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.904   6.718   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       3.841   6.397   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       2.587   3.583   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.960   2.177   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.865   0.931   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.239  -0.476   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.707  -0.637   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.198   0.609   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.429   2.016   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -0.476   3.262   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -1.730   0.449   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9    4   11   21                                             
CONECT   11   10   12   16                                                  
CONECT   12   11   13   19                                                  
CONECT   13   12   14   18                                                  
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15   11                                                       
CONECT   17   14                                                            
CONECT   18   13                                                            
CONECT   19   12   20                                                       
CONECT   20   19   21   25                                                  
CONECT   21   20   10   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   27                                                  
CONECT   25   24   20   26                                                  
CONECT   26   25                                                            
CONECT   27   24                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   62    0
END

COMPND    HMDB0252597
HETATM    1  O1  UNL     1       0.542   2.581  -3.255  1.00  0.00           O  
HETATM    2  C1  UNL     1       0.400   1.951  -2.165  1.00  0.00           C  
HETATM    3  O2  UNL     1       0.041   0.627  -1.984  1.00  0.00           O  
HETATM    4  C2  UNL     1      -0.008   0.304  -0.582  1.00  0.00           C  
HETATM    5  C3  UNL     1       0.362   1.577   0.090  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.495   1.924   1.405  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.855   3.195   1.785  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.093   4.162   0.818  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.966   3.839  -0.515  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.598   2.537  -0.862  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.022  -0.735  -0.374  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.351  -0.411  -0.603  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.358  -1.324  -0.431  1.00  0.00           C  
HETATM   14  C12 UNL     1       3.011  -2.600  -0.014  1.00  0.00           C  
HETATM   15  O3  UNL     1       4.020  -3.518   0.160  1.00  0.00           O  
HETATM   16  C13 UNL     1       1.694  -2.940   0.219  1.00  0.00           C  
HETATM   17  O4  UNL     1       1.319  -4.206   0.636  1.00  0.00           O  
HETATM   18  C14 UNL     1       0.688  -1.991   0.036  1.00  0.00           C  
HETATM   19  O5  UNL     1      -0.645  -2.317   0.266  1.00  0.00           O  
HETATM   20  C15 UNL     1      -1.663  -1.383   0.089  1.00  0.00           C  
HETATM   21  C16 UNL     1      -1.372  -0.111  -0.321  1.00  0.00           C  
HETATM   22  C17 UNL     1      -2.399   0.782  -0.486  1.00  0.00           C  
HETATM   23  C18 UNL     1      -3.720   0.468  -0.260  1.00  0.00           C  
HETATM   24  C19 UNL     1      -3.987  -0.821   0.152  1.00  0.00           C  
HETATM   25  O6  UNL     1      -5.297  -1.198   0.396  1.00  0.00           O  
HETATM   26  C20 UNL     1      -2.982  -1.756   0.332  1.00  0.00           C  
HETATM   27  O7  UNL     1      -3.269  -3.040   0.745  1.00  0.00           O  
HETATM   28  H1  UNL     1       0.300   1.138   2.150  1.00  0.00           H  
HETATM   29  H2  UNL     1       0.951   3.434   2.835  1.00  0.00           H  
HETATM   30  H3  UNL     1       1.377   5.159   1.146  1.00  0.00           H  
HETATM   31  H4  UNL     1       1.160   4.619  -1.233  1.00  0.00           H  
HETATM   32  H5  UNL     1       2.569   0.610  -0.931  1.00  0.00           H  
HETATM   33  H6  UNL     1       4.404  -1.058  -0.615  1.00  0.00           H  
HETATM   34  H7  UNL     1       4.991  -3.299  -0.003  1.00  0.00           H  
HETATM   35  H8  UNL     1       2.052  -4.891   0.768  1.00  0.00           H  
HETATM   36  H9  UNL     1      -2.168   1.781  -0.808  1.00  0.00           H  
HETATM   37  H10 UNL     1      -4.536   1.166  -0.388  1.00  0.00           H  
HETATM   38  H11 UNL     1      -6.071  -0.566   0.284  1.00  0.00           H  
HETATM   39  H12 UNL     1      -2.504  -3.687   0.862  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   10
CONECT    3    4
CONECT    4    5   11   21
CONECT    5    6    6   10
CONECT    6    7   28
CONECT    7    8    8   29
CONECT    8    9   30
CONECT    9   10   10   31
CONECT   11   12   12   18
CONECT   12   13   32
CONECT   13   14   14   33
CONECT   14   15   16
CONECT   15   34
CONECT   16   17   18   18
CONECT   17   35
CONECT   18   19
CONECT   19   20
CONECT   20   21   21   26
CONECT   21   22
CONECT   22   23   23   36
CONECT   23   24   37
CONECT   24   25   26   26
CONECT   25   38
CONECT   26   27
CONECT   27   39
END

HMDB0252597
     RDKit          3D
Gallein
 39 43  0  0  0  0  0  0  0  0999 V2000
    0.5419    2.5812   -3.2553 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3997    1.9509   -2.1652 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0408    0.6273   -1.9836 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0078    0.3040   -0.5819 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3616    1.5772    0.0903 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4947    1.9242    1.4048 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8551    3.1949    1.7852 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0934    4.1618    0.8176 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9663    3.8388   -0.5147 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5984    2.5373   -0.8618 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0222   -0.7354   -0.3736 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3513   -0.4113   -0.6034 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3585   -1.3235   -0.4309 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0106   -2.6005   -0.0139 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0195   -3.5181    0.1600 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6940   -2.9396    0.2191 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3192   -4.2058    0.6356 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6885   -1.9913    0.0357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6447   -2.3170    0.2664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6630   -1.3835    0.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3719   -0.1110   -0.3214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3986    0.7823   -0.4862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7201    0.4678   -0.2601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9873   -0.8207    0.1523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2967   -1.1982    0.3961 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9818   -1.7556    0.3318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2686   -3.0404    0.7450 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2997    1.1375    2.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9510    3.4339    2.8346 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3772    5.1593    1.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1603    4.6188   -1.2331 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5689    0.6096   -0.9307 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4040   -1.0580   -0.6148 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9912   -3.2991   -0.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0520   -4.8914    0.7677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1679    1.7806   -0.8081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5358    1.1658   -0.3876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0712   -0.5657    0.2841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5045   -3.6873    0.8623 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  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
  4 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 10  2  1  0
 18 11  1  0
 26 20  1  0
 21  4  1  0
 10  5  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
  9 31  1  0
 12 32  1  0
 13 33  1  0
 15 34  1  0
 17 35  1  0
 22 36  1  0
 23 37  1  0
 25 38  1  0
 27 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3',4',5',6'-Tetrahydroxyfluoran	ChEBI
3',4',5',6'-Tetrahydroxyspiro(isobenzofuran-1(3H),9'-(9H)xanthene)-3-one	ChEBI
4,5-Dihydroxyfluorescein	ChEBI
Alizarin violet	ChEBI
C.I. 45445	ChEBI
C.I. mordant violet 25	ChEBI
Mordant violet 25	ChEBI
Pyrogallolphthalein	ChEBI

Chemical Formula

C₂₀H₁₂O₇

Average Molecular Weight

364.309

Monoisotopic Molecular Weight

364.058302726

IUPAC Name

3',4',5',6'-tetrahydroxy-3H-spiro[2-benzofuran-1,9'-xanthene]-3-one

Traditional Name

gallein

CAS Registry Number

Not Available

SMILES

OC1=C(O)C2=C(C=C1)C1(OC(=O)C3=CC=CC=C13)C1=C(O2)C(O)=C(O)C=C1

InChI Identifier

InChI=1S/C20H12O7/c21-13-7-5-11-17(15(13)23)26-18-12(6-8-14(22)16(18)24)20(11)10-4-2-1-3-9(10)19(25)27-20/h1-8,21-24H

InChI Key

PHLYOKFVXIVOJC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as xanthenes. These are polycyclic aromatic compounds containing a xanthene moiety, which consists of two benzene rings joined to each other by a pyran ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Xanthenes

Alternative Parents

Substituents

Xanthene
Diaryl ether
Benzofuranone
Phthalide
Isobenzofuranone
Isocoumaran
Isobenzofuran
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Lactone
Carboxylic acid ester
Oxacycle
Polyol
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

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	2.55	ALOGPS
logP	3.27	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	8.1	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	116.45 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	95.18 m³·mol⁻¹	ChemAxon
Polarizability	34.96 Å³	ChemAxon
Number of Rings	5	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-2H]-	217.29	30932474
DeepCCS	[M+Na]+	192.411	30932474
AllCCS	[M+H]+	182.7	32859911
AllCCS	[M+H-H2O]+	179.6	32859911
AllCCS	[M+NH4]+	185.6	32859911
AllCCS	[M+Na]+	186.4	32859911
AllCCS	[M-H]-	182.3	32859911
AllCCS	[M+Na-2H]-	181.1	32859911
AllCCS	[M+HCOO]-	179.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Gallein	OC1=C(O)C2=C(C=C1)C1(OC(=O)C3=CC=CC=C13)C1=C(O2)C(O)=C(O)C=C1	5173.0	Standard polar	33892256
Gallein	OC1=C(O)C2=C(C=C1)C1(OC(=O)C3=CC=CC=C13)C1=C(O2)C(O)=C(O)C=C1	3131.4	Standard non polar	33892256
Gallein	OC1=C(O)C2=C(C=C1)C1(OC(=O)C3=CC=CC=C13)C1=C(O2)C(O)=C(O)C=C1	3467.3	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 - Gallein GC-MS (Non-derivatized) - 70eV, Positive	splash10-01x9-0297000000-9ea1c4223a60063a5c10	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gallein GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gallein GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gallein GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gallein GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gallein GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gallein GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gallein GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gallein GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gallein GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gallein GC-MS (TMS_4_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gallein GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gallein GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gallein GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gallein GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gallein GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gallein GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gallein GC-MS (TBDMS_3_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gallein GC-MS (TBDMS_3_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Gallein GC-MS (TBDMS_4_1) - 70eV, Positive	Not Available	2021-11-04	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 - Gallein 10V, Positive-QTOF	splash10-014i-0009000000-1752f5c2dc4ee3b8b034	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gallein 20V, Positive-QTOF	splash10-014i-0009000000-4c7abc7b4a560045918f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gallein 40V, Positive-QTOF	splash10-000x-5595000000-ee31d7ef483d839ef5f7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gallein 10V, Negative-QTOF	splash10-03di-0009000000-be875ed3b16fe5281cf7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gallein 20V, Negative-QTOF	splash10-03di-0019000000-3f58a9feb8f8d3965203	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Gallein 40V, Negative-QTOF	splash10-0a4i-0397000000-3f231f0d12cf8a55ab26	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	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

66334

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

73685

PDB ID

Not Available

ChEBI ID

88294

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Gallein (HMDB0252597)

MOL for HMDB0252597 (Gallein)

3D MOL for HMDB0252597 (Gallein)

3D SDF for HMDB0252597 (Gallein)

3D-SDF for HMDB0252597 (Gallein)

PDB for HMDB0252597 (Gallein)

3D PDB for HMDB0252597 (Gallein)

SMILES for HMDB0252597 (Gallein)

INCHI for HMDB0252597 (Gallein)

Structure for HMDB0252597 (Gallein)

3D Structure for HMDB0252597 (Gallein)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra