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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:48:04 UTC

Update Date

2021-09-26 22:56:05 UTC

HMDB ID

HMDB0246789

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone

Description

2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone 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 very few articles have been published on 2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-(3,6,9-trihydroxy-4-amino-9h-xanthene-9-yl)benzoic acid gamma-lactone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone 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


  Mrv1652309112101482D          

 26 30  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
    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 N   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
 12 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 10 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
 23 26  1  0  0  0  0
M  END

HMDB0246789
     RDKit          3D
2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone
 39 43  0  0  0  0  0  0  0  0999 V2000
   -3.2655    2.8670   -0.6483 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9778    2.6653   -0.0781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2241    3.7060    0.4049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7053    5.0140    0.3506 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0111    3.4014    0.9376 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5105    2.1325    1.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3004    1.0959    0.4963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5161    1.3241   -0.0371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3559    0.3373   -0.5531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8543   -0.9772   -0.4902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6846   -1.9954   -1.0057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2773   -3.2956   -0.9846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0998   -4.3216   -1.4976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0404   -3.6234   -0.4542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2500   -2.6198    0.0411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6485   -1.2660    0.0309 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2656   -0.2553    0.5843 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4109   -0.6217    1.9384 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6983   -0.9252    2.2271 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1920   -1.2990    3.3623 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4585   -0.7525    0.9971 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8313   -0.9359    0.7471 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3364   -0.7091   -0.5158 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4657   -0.3033   -1.5094 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1092   -0.1241   -1.2541 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6144   -0.3538    0.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0501    3.0952    0.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4786    2.8045   -1.6489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1736    5.8000    0.6981 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6302    4.2065    1.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4934    1.9038    1.4309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6544   -1.7029   -1.4171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7462   -4.7508   -0.8177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7048   -4.6591   -0.4322 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7197   -2.8140    0.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4705   -1.2548    1.5600 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3928   -0.8559   -0.6858 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8901   -0.1314   -2.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5072    0.1946   -2.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
  8  2  1  0
 16 10  1  0
 26 17  1  0
 17  7  1  0
 26 21  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
 11 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 22 36  1  0
 23 37  1  0
 24 38  1  0
 25 39  1  0
M  END


  Mrv1652309112101482D          

 26 30  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
    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 N   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
 12 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 10 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
 23 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246789

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=C(O)C=CC2=C1OC1=C(C=CC(O)=C1)C21OC(=O)C2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C20H13NO5/c21-17-15(23)8-7-14-18(17)25-16-9-10(22)5-6-13(16)20(14)12-4-2-1-3-11(12)19(24)26-20/h1-9,22-23H,21H2

> <INCHI_KEY>
XGCPRNALUJTCRO-UHFFFAOYSA-N

> <FORMULA>
C20H13NO5

> <MOLECULAR_WEIGHT>
347.326

> <EXACT_MASS>
347.079372523

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
34.53297185534834

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.02

> <JCHEM_LOGP>
3.051416869333333

> <ALOGPS_LOGS>
-4.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.914686311198167

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.957706090566742

> <JCHEM_PKA_STRONGEST_BASIC>
2.8237850246087643

> <JCHEM_POLAR_SURFACE_AREA>
102.01

> <JCHEM_REFRACTIVITY>
95.92049999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.94e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5'-amino-3',6'-dihydroxyspiro[2-benzofuran-1,9'-xanthene]-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0246789
     RDKit          3D
2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone
 39 43  0  0  0  0  0  0  0  0999 V2000
   -3.2655    2.8670   -0.6483 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9778    2.6653   -0.0781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2241    3.7060    0.4049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7053    5.0140    0.3506 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0111    3.4014    0.9376 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5105    2.1325    1.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3004    1.0959    0.4963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5161    1.3241   -0.0371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3559    0.3373   -0.5531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8543   -0.9772   -0.4902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6846   -1.9954   -1.0057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2773   -3.2956   -0.9846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0998   -4.3216   -1.4976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0404   -3.6234   -0.4542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2500   -2.6198    0.0411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6485   -1.2660    0.0309 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2656   -0.2553    0.5843 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4109   -0.6217    1.9384 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6983   -0.9252    2.2271 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1920   -1.2990    3.3623 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4585   -0.7525    0.9971 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8313   -0.9359    0.7471 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3364   -0.7091   -0.5158 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4657   -0.3033   -1.5094 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1092   -0.1241   -1.2541 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6144   -0.3538    0.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0501    3.0952    0.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4786    2.8045   -1.6489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1736    5.8000    0.6981 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6302    4.2065    1.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4934    1.9038    1.4309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6544   -1.7029   -1.4171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7462   -4.7508   -0.8177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7048   -4.6591   -0.4322 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7197   -2.8140    0.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4705   -1.2548    1.5600 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3928   -0.8559   -0.6858 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8901   -0.1314   -2.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5072    0.1946   -2.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
  8  2  1  0
 16 10  1  0
 26 17  1  0
 17  7  1  0
 26 21  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
 11 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 22 36  1  0
 23 37  1  0
 24 38  1  0
 25 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       2.587   3.583   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.960   2.177   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.865   0.931   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.239  -0.476   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.707  -0.637   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.198   0.609   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.429   2.016   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0      -0.476   3.262   0.000  0.00  0.00           N+0
HETATM   26  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   20                                             
CONECT   11   10   12   16                                                  
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15   11                                                       
CONECT   17   14                                                            
CONECT   18   12   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   10   21                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   26                                                  
CONECT   24   23   19   25                                                  
CONECT   25   24                                                            
CONECT   26   23                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   60    0
END

COMPND    HMDB0246789
HETATM    1  N1  UNL     1      -3.266   2.867  -0.648  1.00  0.00           N  
HETATM    2  C1  UNL     1      -1.978   2.665  -0.078  1.00  0.00           C  
HETATM    3  C2  UNL     1      -1.224   3.706   0.405  1.00  0.00           C  
HETATM    4  O1  UNL     1      -1.705   5.014   0.351  1.00  0.00           O  
HETATM    5  C3  UNL     1       0.011   3.401   0.938  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.510   2.132   1.005  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.300   1.096   0.496  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.516   1.324  -0.037  1.00  0.00           C  
HETATM    9  O2  UNL     1      -2.356   0.337  -0.553  1.00  0.00           O  
HETATM   10  C7  UNL     1      -1.854  -0.977  -0.490  1.00  0.00           C  
HETATM   11  C8  UNL     1      -2.685  -1.995  -1.006  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.277  -3.296  -0.985  1.00  0.00           C  
HETATM   13  O3  UNL     1      -3.100  -4.322  -1.498  1.00  0.00           O  
HETATM   14  C10 UNL     1      -1.040  -3.623  -0.454  1.00  0.00           C  
HETATM   15  C11 UNL     1      -0.250  -2.620   0.041  1.00  0.00           C  
HETATM   16  C12 UNL     1      -0.649  -1.266   0.031  1.00  0.00           C  
HETATM   17  C13 UNL     1       0.266  -0.255   0.584  1.00  0.00           C  
HETATM   18  O4  UNL     1       0.411  -0.622   1.938  1.00  0.00           O  
HETATM   19  C14 UNL     1       1.698  -0.925   2.227  1.00  0.00           C  
HETATM   20  O5  UNL     1       2.192  -1.299   3.362  1.00  0.00           O  
HETATM   21  C15 UNL     1       2.458  -0.752   0.997  1.00  0.00           C  
HETATM   22  C16 UNL     1       3.831  -0.936   0.747  1.00  0.00           C  
HETATM   23  C17 UNL     1       4.336  -0.709  -0.516  1.00  0.00           C  
HETATM   24  C18 UNL     1       3.466  -0.303  -1.509  1.00  0.00           C  
HETATM   25  C19 UNL     1       2.109  -0.124  -1.254  1.00  0.00           C  
HETATM   26  C20 UNL     1       1.614  -0.354   0.013  1.00  0.00           C  
HETATM   27  H1  UNL     1      -4.050   3.095   0.001  1.00  0.00           H  
HETATM   28  H2  UNL     1      -3.479   2.805  -1.649  1.00  0.00           H  
HETATM   29  H3  UNL     1      -1.174   5.800   0.698  1.00  0.00           H  
HETATM   30  H4  UNL     1       0.630   4.206   1.328  1.00  0.00           H  
HETATM   31  H5  UNL     1       1.493   1.904   1.431  1.00  0.00           H  
HETATM   32  H6  UNL     1      -3.654  -1.703  -1.417  1.00  0.00           H  
HETATM   33  H7  UNL     1      -3.746  -4.751  -0.818  1.00  0.00           H  
HETATM   34  H8  UNL     1      -0.705  -4.659  -0.432  1.00  0.00           H  
HETATM   35  H9  UNL     1       0.720  -2.814   0.465  1.00  0.00           H  
HETATM   36  H10 UNL     1       4.471  -1.255   1.560  1.00  0.00           H  
HETATM   37  H11 UNL     1       5.393  -0.856  -0.686  1.00  0.00           H  
HETATM   38  H12 UNL     1       3.890  -0.131  -2.496  1.00  0.00           H  
HETATM   39  H13 UNL     1       1.507   0.195  -2.093  1.00  0.00           H  
CONECT    1    2   27   28
CONECT    2    3    3    8
CONECT    3    4    5
CONECT    4   29
CONECT    5    6    6   30
CONECT    6    7   31
CONECT    7    8    8   17
CONECT    8    9
CONECT    9   10
CONECT   10   11   11   16
CONECT   11   12   32
CONECT   12   13   14   14
CONECT   13   33
CONECT   14   15   34
CONECT   15   16   16   35
CONECT   16   17
CONECT   17   18   26
CONECT   18   19
CONECT   19   20   20   21
CONECT   21   22   22   26
CONECT   22   23   36
CONECT   23   24   24   37
CONECT   24   25   38
CONECT   25   26   26   39
END

HMDB0246789
     RDKit          3D
2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone
 39 43  0  0  0  0  0  0  0  0999 V2000
   -3.2655    2.8670   -0.6483 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9778    2.6653   -0.0781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2241    3.7060    0.4049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7053    5.0140    0.3506 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0111    3.4014    0.9376 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5105    2.1325    1.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3004    1.0959    0.4963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5161    1.3241   -0.0371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3559    0.3373   -0.5531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8543   -0.9772   -0.4902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6846   -1.9954   -1.0057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2773   -3.2956   -0.9846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0998   -4.3216   -1.4976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0404   -3.6234   -0.4542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2500   -2.6198    0.0411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6485   -1.2660    0.0309 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2656   -0.2553    0.5843 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4109   -0.6217    1.9384 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6983   -0.9252    2.2271 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1920   -1.2990    3.3623 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4585   -0.7525    0.9971 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8313   -0.9359    0.7471 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3364   -0.7091   -0.5158 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4657   -0.3033   -1.5094 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1092   -0.1241   -1.2541 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6144   -0.3538    0.0134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0501    3.0952    0.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4786    2.8045   -1.6489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1736    5.8000    0.6981 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6302    4.2065    1.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4934    1.9038    1.4309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6544   -1.7029   -1.4171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7462   -4.7508   -0.8177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7048   -4.6591   -0.4322 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7197   -2.8140    0.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4705   -1.2548    1.5600 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3928   -0.8559   -0.6858 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8901   -0.1314   -2.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5072    0.1946   -2.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
  8  2  1  0
 16 10  1  0
 26 17  1  0
 17  7  1  0
 26 21  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
 11 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 22 36  1  0
 23 37  1  0
 24 38  1  0
 25 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoate g-lactone	Generator
2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoate gamma-lactone	Generator
2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoate γ-lactone	Generator
2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid g-lactone	Generator
2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid γ-lactone	Generator

Chemical Formula

C₂₀H₁₃NO₅

Average Molecular Weight

347.326

Monoisotopic Molecular Weight

347.079372523

IUPAC Name

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

Traditional Name

5'-amino-3',6'-dihydroxyspiro[2-benzofuran-1,9'-xanthene]-3-one

CAS Registry Number

Not Available

SMILES

NC1=C(O)C=CC2=C1OC1=C(C=CC(O)=C1)C21OC(=O)C2=CC=CC=C12

InChI Identifier

InChI=1S/C20H13NO5/c21-17-15(23)8-7-14-18(17)25-16-9-10(22)5-6-13(16)20(14)12-4-2-1-3-11(12)19(24)26-20/h1-9,22-23H,21H2

InChI Key

XGCPRNALUJTCRO-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
Phenol
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Carboxylic acid ester
Lactone
Amino acid or derivatives
Ether
Carboxylic acid derivative
Oxacycle
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxide
Organic nitrogen compound
Organic oxygen compound
Amine
Primary amine
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	3.02	ALOGPS
logP	3.05	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	8.96	ChemAxon
pKa (Strongest Basic)	2.82	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	102.01 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	95.92 m³·mol⁻¹	ChemAxon
Polarizability	34.53 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]-	210.534	30932474
DeepCCS	[M+Na]+	185.918	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	14.0061 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.04 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2674.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	342.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	171.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	195.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	420.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	613.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	646.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	74.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1280.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	450.8 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1326.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	456.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	530.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	308.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	213.5 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	75.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone	NC1=C(O)C=CC2=C1OC1=C(C=CC(O)=C1)C21OC(=O)C2=CC=CC=C12	4965.9	Standard polar	33892256
2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone	NC1=C(O)C=CC2=C1OC1=C(C=CC(O)=C1)C21OC(=O)C2=CC=CC=C12	3433.1	Standard non polar	33892256
2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone	NC1=C(O)C=CC2=C1OC1=C(C=CC(O)=C1)C21OC(=O)C2=CC=CC=C12	3722.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone,3TMS,isomer #1	C[Si](C)(C)NC1=C(O[Si](C)(C)C)C=CC2=C1OC1=CC(O[Si](C)(C)C)=CC=C1C21OC(=O)C2=CC=CC=C21	3459.8	Semi standard non polar	33892256
2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone,3TMS,isomer #1	C[Si](C)(C)NC1=C(O[Si](C)(C)C)C=CC2=C1OC1=CC(O[Si](C)(C)C)=CC=C1C21OC(=O)C2=CC=CC=C21	3394.3	Standard non polar	33892256
2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone,3TMS,isomer #1	C[Si](C)(C)NC1=C(O[Si](C)(C)C)C=CC2=C1OC1=CC(O[Si](C)(C)C)=CC=C1C21OC(=O)C2=CC=CC=C21	3697.1	Standard polar	33892256
2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone,3TMS,isomer #2	C[Si](C)(C)OC1=CC=C2C(=C1N([Si](C)(C)C)[Si](C)(C)C)OC1=CC(O)=CC=C1C21OC(=O)C2=CC=CC=C21	3324.9	Semi standard non polar	33892256
2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone,3TMS,isomer #2	C[Si](C)(C)OC1=CC=C2C(=C1N([Si](C)(C)C)[Si](C)(C)C)OC1=CC(O)=CC=C1C21OC(=O)C2=CC=CC=C21	3474.8	Standard non polar	33892256
2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone,3TMS,isomer #2	C[Si](C)(C)OC1=CC=C2C(=C1N([Si](C)(C)C)[Si](C)(C)C)OC1=CC(O)=CC=C1C21OC(=O)C2=CC=CC=C21	3690.9	Standard polar	33892256
2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone,3TMS,isomer #3	C[Si](C)(C)OC1=CC=C2C(=C1)OC1=C(C=CC(O)=C1N([Si](C)(C)C)[Si](C)(C)C)C21OC(=O)C2=CC=CC=C21	3348.4	Semi standard non polar	33892256
2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone,3TMS,isomer #3	C[Si](C)(C)OC1=CC=C2C(=C1)OC1=C(C=CC(O)=C1N([Si](C)(C)C)[Si](C)(C)C)C21OC(=O)C2=CC=CC=C21	3427.8	Standard non polar	33892256
2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone,3TMS,isomer #3	C[Si](C)(C)OC1=CC=C2C(=C1)OC1=C(C=CC(O)=C1N([Si](C)(C)C)[Si](C)(C)C)C21OC(=O)C2=CC=CC=C21	3676.2	Standard polar	33892256
2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone,4TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C(=C1)OC1=C(C=CC(O[Si](C)(C)C)=C1N([Si](C)(C)C)[Si](C)(C)C)C21OC(=O)C2=CC=CC=C21	3402.8	Semi standard non polar	33892256
2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone,4TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C(=C1)OC1=C(C=CC(O[Si](C)(C)C)=C1N([Si](C)(C)C)[Si](C)(C)C)C21OC(=O)C2=CC=CC=C21	3455.9	Standard non polar	33892256
2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone,4TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C(=C1)OC1=C(C=CC(O[Si](C)(C)C)=C1N([Si](C)(C)C)[Si](C)(C)C)C21OC(=O)C2=CC=CC=C21	3482.6	Standard polar	33892256
2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=C(O[Si](C)(C)C(C)(C)C)C=CC2=C1OC1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1C21OC(=O)C2=CC=CC=C21	4060.9	Semi standard non polar	33892256
2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=C(O[Si](C)(C)C(C)(C)C)C=CC2=C1OC1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1C21OC(=O)C2=CC=CC=C21	4035.5	Standard non polar	33892256
2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=C(O[Si](C)(C)C(C)(C)C)C=CC2=C1OC1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1C21OC(=O)C2=CC=CC=C21	3953.8	Standard polar	33892256
2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)OC1=CC(O)=CC=C1C21OC(=O)C2=CC=CC=C21	3919.8	Semi standard non polar	33892256
2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)OC1=CC(O)=CC=C1C21OC(=O)C2=CC=CC=C21	4097.9	Standard non polar	33892256
2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)OC1=CC(O)=CC=C1C21OC(=O)C2=CC=CC=C21	3912.1	Standard polar	33892256
2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1)OC1=C(C=CC(O)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C21OC(=O)C2=CC=CC=C21	3955.9	Semi standard non polar	33892256
2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1)OC1=C(C=CC(O)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C21OC(=O)C2=CC=CC=C21	4054.6	Standard non polar	33892256
2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1)OC1=C(C=CC(O)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C21OC(=O)C2=CC=CC=C21	3886.0	Standard polar	33892256
2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1)OC1=C(C=CC(O[Si](C)(C)C(C)(C)C)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C21OC(=O)C2=CC=CC=C21	4123.1	Semi standard non polar	33892256
2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1)OC1=C(C=CC(O[Si](C)(C)C(C)(C)C)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C21OC(=O)C2=CC=CC=C21	4224.0	Standard non polar	33892256
2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1)OC1=C(C=CC(O[Si](C)(C)C(C)(C)C)=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C21OC(=O)C2=CC=CC=C21	3778.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fr6-0489000000-be4219d943a5476bb54c	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-03	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 - 2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone 10V, Positive-QTOF	splash10-0002-0009000000-e2b6dc7c41f3f0457525	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone 20V, Positive-QTOF	splash10-0002-0009000000-e2b6dc7c41f3f0457525	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone 40V, Positive-QTOF	splash10-0002-0093000000-11319d2d6ceacab92dee	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone 10V, Negative-QTOF	splash10-0002-0009000000-40b6f7c5f8368cd69fa7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone 20V, Negative-QTOF	splash10-0002-0009000000-d7267809c3ea8d3262b3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone 40V, Negative-QTOF	splash10-00ko-5198000000-b3e161d1bdbeabe5f986	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

13592092

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14574052

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

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 2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone (HMDB0246789)

MOL for HMDB0246789 (2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone)

3D MOL for HMDB0246789 (2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone)

3D SDF for HMDB0246789 (2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone)

3D-SDF for HMDB0246789 (2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone)

PDB for HMDB0246789 (2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone)

3D PDB for HMDB0246789 (2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone)

SMILES for HMDB0246789 (2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone)

INCHI for HMDB0246789 (2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone)

Structure for HMDB0246789 (2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone)

3D Structure for HMDB0246789 (2-(3,6,9-Trihydroxy-4-amino-9H-xanthene-9-yl)benzoic acid gamma-lactone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra