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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 10:15:02 UTC

Update Date

2021-09-26 23:04:53 UTC

HMDB ID

HMDB0252365

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Fluorescin

Description

Fluorescin 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 Fluorescin. This compound has been identified in human blood as reported by (PMID: 31557052 ). Fluorescin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Fluorescin 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

FDS
  Mrv0541 02241213382D          

 25 28  0  0  0  0            999 V2000
   -2.0448    1.1467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7593    1.5592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3303    1.5592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6159    1.1467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0986    1.5592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8131    1.1467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5275    1.5592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2420    1.1467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9565    1.5592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2420    0.3217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5275   -0.0908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8131    0.3217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0986   -0.0908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6159    0.3217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3303   -0.0908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0448    0.3217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0986   -0.9158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8131   -1.3283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8131   -2.1533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0986   -2.5658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6159   -2.1533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6159   -1.3283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3303   -0.9158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0448   -1.3283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8153   -0.2484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  1 16  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 14  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6 12  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 17  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 17 18  2  0  0  0  0
 17 22  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  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
 23 25  1  0  0  0  0
M  END

HMDB0252365
     RDKit          3D
Fluorescin
 39 42  0  0  0  0  0  0  0  0999 V2000
   -0.0894    0.7451   -1.8022 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1025    1.0151   -1.7772 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6591    1.5609   -2.9232 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9414    0.7924   -0.6216 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2785    1.1832   -0.6870 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1069    1.0062    0.3644 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6303    0.4354    1.5117 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3178    0.0480    1.5855 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4190    0.2104    0.5217 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0337   -0.2305    0.6663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3866   -1.4006   -0.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5199   -2.4272   -0.3945 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1416   -3.5710   -1.0502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1653   -3.7517   -1.4474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5657   -4.9224   -2.1200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0700   -2.7563   -1.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6736   -1.5876   -0.4985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6225   -0.6076   -0.2521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2755    0.5797    0.4005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2397    1.5247    0.6124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9738    2.7438    1.2477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9695    3.6909    1.4531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6801    2.9645    1.6614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6933    1.9957    1.4452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9890    0.8137    0.8217 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4064    1.0939   -3.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6067    1.6376   -1.6362 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1396    1.3149    0.2965 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2816    0.2774    2.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9344   -0.4047    2.4924 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0216   -0.6803    1.7687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5417   -2.2447   -0.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8710   -4.3373   -1.2584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8953   -5.7310   -1.5740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0897   -2.8632   -1.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2418    1.3274    0.2795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1969    4.4225    0.7969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4344    3.8891    2.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2984    2.2436    1.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 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  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24 25  2  0
  9  4  1  0
 25 10  1  0
 17 11  1  0
 25 19  1  0
  3 26  1  0
  5 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 15 34  1  0
 16 35  1  0
 20 36  1  0
 22 37  1  0
 23 38  1  0
 24 39  1  0
M  END

FDS
  Mrv0541 02241213382D          

 25 28  0  0  0  0            999 V2000
   -2.0448    1.1467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7593    1.5592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3303    1.5592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6159    1.1467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0986    1.5592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8131    1.1467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5275    1.5592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2420    1.1467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9565    1.5592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2420    0.3217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5275   -0.0908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8131    0.3217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0986   -0.0908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6159    0.3217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3303   -0.0908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0448    0.3217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0986   -0.9158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8131   -1.3283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8131   -2.1533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0986   -2.5658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6159   -2.1533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6159   -1.3283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3303   -0.9158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0448   -1.3283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8153   -0.2484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  1 16  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 14  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6 12  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 17  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 17 18  2  0  0  0  0
 17 22  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  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
 23 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252365

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C1=CC=CC=C1C1C2=CC=C(O)C=C2OC2=C1C=CC(O)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C20H14O5/c21-11-5-7-15-17(9-11)25-18-10-12(22)6-8-16(18)19(15)13-3-1-2-4-14(13)20(23)24/h1-10,19,21-22H,(H,23,24)

> <INCHI_KEY>
MURGITYSBWUQTI-UHFFFAOYSA-N

> <FORMULA>
C20H14O5

> <MOLECULAR_WEIGHT>
334.3222

> <EXACT_MASS>
334.084123558

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
33.883472223036506

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(3,6-dihydroxy-9H-xanthen-9-yl)benzoic acid

> <ALOGPS_LOGP>
3.99

> <JCHEM_LOGP>
4.063356543666667

> <ALOGPS_LOGS>
-4.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.845442475403734

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.887326225136982

> <JCHEM_PKA_STRONGEST_BASIC>
-6.0043775922061515

> <JCHEM_POLAR_SURFACE_AREA>
86.99

> <JCHEM_REFRACTIVITY>
91.83959999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.59e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
fluorescin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0252365
     RDKit          3D
Fluorescin
 39 42  0  0  0  0  0  0  0  0999 V2000
   -0.0894    0.7451   -1.8022 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1025    1.0151   -1.7772 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6591    1.5609   -2.9232 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9414    0.7924   -0.6216 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2785    1.1832   -0.6870 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1069    1.0062    0.3644 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6303    0.4354    1.5117 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3178    0.0480    1.5855 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4190    0.2104    0.5217 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0337   -0.2305    0.6663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3866   -1.4006   -0.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5199   -2.4272   -0.3945 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1416   -3.5710   -1.0502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1653   -3.7517   -1.4474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5657   -4.9224   -2.1200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0700   -2.7563   -1.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6736   -1.5876   -0.4985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6225   -0.6076   -0.2521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2755    0.5797    0.4005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2397    1.5247    0.6124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9738    2.7438    1.2477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9695    3.6909    1.4531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6801    2.9645    1.6614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6933    1.9957    1.4452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9890    0.8137    0.8217 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4064    1.0939   -3.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6067    1.6376   -1.6362 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1396    1.3149    0.2965 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2816    0.2774    2.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9344   -0.4047    2.4924 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0216   -0.6803    1.7687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5417   -2.2447   -0.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8710   -4.3373   -1.2584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8953   -5.7310   -1.5740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0897   -2.8632   -1.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2418    1.3274    0.2795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1969    4.4225    0.7969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4344    3.8891    2.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2984    2.2436    1.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 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  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24 25  2  0
  9  4  1  0
 25 10  1  0
 17 11  1  0
 25 19  1  0
  3 26  1  0
  5 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 15 34  1  0
 16 35  1  0
 20 36  1  0
 22 37  1  0
 23 38  1  0
 24 39  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: FDS                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -3.817   2.141   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -5.151   2.911   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.483   2.911   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.150   2.141   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.184   2.911   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.518   2.141   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.851   2.911   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.185   2.141   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       5.519   2.911   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.185   0.601   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.851  -0.169   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.518   0.601   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.184  -0.169   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.150   0.601   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.483  -0.169   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.817   0.601   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.184  -1.709   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.518  -2.479   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.518  -4.019   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.184  -4.789   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.150  -4.019   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.150  -2.479   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.483  -1.709   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -3.817  -2.479   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -3.389  -0.464   0.000  0.00  0.00           O+0
CONECT    1    2    3   16                                                  
CONECT    2    1                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5   14                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   12                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12    6   11   13                                                  
CONECT   13   12   14   17                                                  
CONECT   14    4   13   15                                                  
CONECT   15   14   16                                                       
CONECT   16    1   15                                                       
CONECT   17   13   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   17   21   23                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

COMPND    HMDB0252365
HETATM    1  O1  UNL     1      -0.089   0.745  -1.802  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.103   1.015  -1.777  1.00  0.00           C  
HETATM    3  O2  UNL     1       1.659   1.561  -2.923  1.00  0.00           O  
HETATM    4  C2  UNL     1       1.941   0.792  -0.622  1.00  0.00           C  
HETATM    5  C3  UNL     1       3.278   1.183  -0.687  1.00  0.00           C  
HETATM    6  C4  UNL     1       4.107   1.006   0.364  1.00  0.00           C  
HETATM    7  C5  UNL     1       3.630   0.435   1.512  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.318   0.048   1.586  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.419   0.210   0.522  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.034  -0.230   0.666  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.387  -1.401  -0.100  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.520  -2.427  -0.395  1.00  0.00           C  
HETATM   13  C11 UNL     1       0.142  -3.571  -1.050  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.165  -3.752  -1.447  1.00  0.00           C  
HETATM   15  O3  UNL     1      -1.566  -4.922  -2.120  1.00  0.00           O  
HETATM   16  C13 UNL     1      -2.070  -2.756  -1.169  1.00  0.00           C  
HETATM   17  C14 UNL     1      -1.674  -1.588  -0.499  1.00  0.00           C  
HETATM   18  O4  UNL     1      -2.622  -0.608  -0.252  1.00  0.00           O  
HETATM   19  C15 UNL     1      -2.275   0.580   0.401  1.00  0.00           C  
HETATM   20  C16 UNL     1      -3.240   1.525   0.612  1.00  0.00           C  
HETATM   21  C17 UNL     1      -2.974   2.744   1.248  1.00  0.00           C  
HETATM   22  O5  UNL     1      -3.969   3.691   1.453  1.00  0.00           O  
HETATM   23  C18 UNL     1      -1.680   2.965   1.661  1.00  0.00           C  
HETATM   24  C19 UNL     1      -0.693   1.996   1.445  1.00  0.00           C  
HETATM   25  C20 UNL     1      -0.989   0.814   0.822  1.00  0.00           C  
HETATM   26  H1  UNL     1       2.406   1.094  -3.427  1.00  0.00           H  
HETATM   27  H2  UNL     1       3.607   1.638  -1.636  1.00  0.00           H  
HETATM   28  H3  UNL     1       5.140   1.315   0.297  1.00  0.00           H  
HETATM   29  H4  UNL     1       4.282   0.277   2.387  1.00  0.00           H  
HETATM   30  H5  UNL     1       1.934  -0.405   2.492  1.00  0.00           H  
HETATM   31  H6  UNL     1       0.022  -0.680   1.769  1.00  0.00           H  
HETATM   32  H7  UNL     1       1.542  -2.245  -0.064  1.00  0.00           H  
HETATM   33  H8  UNL     1       0.871  -4.337  -1.258  1.00  0.00           H  
HETATM   34  H9  UNL     1      -1.895  -5.731  -1.574  1.00  0.00           H  
HETATM   35  H10 UNL     1      -3.090  -2.863  -1.462  1.00  0.00           H  
HETATM   36  H11 UNL     1      -4.242   1.327   0.279  1.00  0.00           H  
HETATM   37  H12 UNL     1      -4.197   4.422   0.797  1.00  0.00           H  
HETATM   38  H13 UNL     1      -1.434   3.889   2.152  1.00  0.00           H  
HETATM   39  H14 UNL     1       0.298   2.244   1.799  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   26
CONECT    4    5    5    9
CONECT    5    6   27
CONECT    6    7    7   28
CONECT    7    8   29
CONECT    8    9    9   30
CONECT    9   10
CONECT   10   11   25   31
CONECT   11   12   12   17
CONECT   12   13   32
CONECT   13   14   14   33
CONECT   14   15   16
CONECT   15   34
CONECT   16   17   17   35
CONECT   17   18
CONECT   18   19
CONECT   19   20   20   25
CONECT   20   21   36
CONECT   21   22   23   23
CONECT   22   37
CONECT   23   24   38
CONECT   24   25   25   39
END

HMDB0252365
     RDKit          3D
Fluorescin
 39 42  0  0  0  0  0  0  0  0999 V2000
   -0.0894    0.7451   -1.8022 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1025    1.0151   -1.7772 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6591    1.5609   -2.9232 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9414    0.7924   -0.6216 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2785    1.1832   -0.6870 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1069    1.0062    0.3644 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6303    0.4354    1.5117 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3178    0.0480    1.5855 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4190    0.2104    0.5217 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0337   -0.2305    0.6663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3866   -1.4006   -0.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5199   -2.4272   -0.3945 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1416   -3.5710   -1.0502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1653   -3.7517   -1.4474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5657   -4.9224   -2.1200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0700   -2.7563   -1.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6736   -1.5876   -0.4985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6225   -0.6076   -0.2521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2755    0.5797    0.4005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2397    1.5247    0.6124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9738    2.7438    1.2477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9695    3.6909    1.4531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6801    2.9645    1.6614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6933    1.9957    1.4452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9890    0.8137    0.8217 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4064    1.0939   -3.4266 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6067    1.6376   -1.6362 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1396    1.3149    0.2965 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2816    0.2774    2.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9344   -0.4047    2.4924 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0216   -0.6803    1.7687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5417   -2.2447   -0.0637 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8710   -4.3373   -1.2584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8953   -5.7310   -1.5740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0897   -2.8632   -1.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2418    1.3274    0.2795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1969    4.4225    0.7969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4344    3.8891    2.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2984    2.2436    1.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 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  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 24 25  2  0
  9  4  1  0
 25 10  1  0
 17 11  1  0
 25 19  1  0
  3 26  1  0
  5 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 15 34  1  0
 16 35  1  0
 20 36  1  0
 22 37  1  0
 23 38  1  0
 24 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(3,6-Dihydroxyxanthen-9-yl)benzoic acid	ChEBI
2-(3,6-Dihydroxyxanthen-9-yl)benzoate	Generator
Dihydrofluorescein	MeSH
H2F Fluorescent	MeSH

Chemical Formula

C₂₀H₁₄O₅

Average Molecular Weight

334.3222

Monoisotopic Molecular Weight

334.084123558

IUPAC Name

2-(3,6-dihydroxy-9H-xanthen-9-yl)benzoic acid

Traditional Name

fluorescin

CAS Registry Number

Not Available

SMILES

OC(=O)C1=CC=CC=C1C1C2=CC=C(O)C=C2OC2=C1C=CC(O)=C2

InChI Identifier

InChI=1S/C20H14O5/c21-11-5-7-15-17(9-11)25-18-10-12(22)6-8-16(18)19(15)13-3-1-2-4-14(13)20(23)24/h1-10,19,21-22H,(H,23,24)

InChI Key

MURGITYSBWUQTI-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
Benzoic acid or derivatives
Benzoic acid
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Oxacycle
Carboxylic acid derivative
Carboxylic acid
Ether
Monocarboxylic acid or derivatives
Organic oxygen compound
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

xanthenes (CHEBI:42492 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (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	3.99	ALOGPS
logP	4.06	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	3.89	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	91.84 m³·mol⁻¹	ChemAxon
Polarizability	33.88 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]+	173.57	30932474
DeepCCS	[M-H]-	171.212	30932474
DeepCCS	[M-2H]-	205.021	30932474
DeepCCS	[M+Na]+	180.248	30932474
AllCCS	[M+H]+	177.3	32859911
AllCCS	[M+H-H2O]+	174.0	32859911
AllCCS	[M+NH4]+	180.4	32859911
AllCCS	[M+Na]+	181.2	32859911
AllCCS	[M-H]-	177.8	32859911
AllCCS	[M+Na-2H]-	176.5	32859911
AllCCS	[M+HCOO]-	175.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Fluorescin	OC(=O)C1=CC=CC=C1C1C2=CC=C(O)C=C2OC2=C1C=CC(O)=C2	4845.2	Standard polar	33892256
Fluorescin	OC(=O)C1=CC=CC=C1C1C2=CC=C(O)C=C2OC2=C1C=CC(O)=C2	2958.7	Standard non polar	33892256
Fluorescin	OC(=O)C1=CC=CC=C1C1C2=CC=C(O)C=C2OC2=C1C=CC(O)=C2	3354.2	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 - Fluorescin GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-0089000000-c81d6d452f6e4991db27	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fluorescin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fluorescin GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fluorescin GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fluorescin GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fluorescin GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fluorescin GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fluorescin GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fluorescin GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fluorescin GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fluorescin GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fluorescin GC-MS (TBDMS_3_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 - Fluorescin 10V, Positive-QTOF	splash10-000i-0029000000-e37744cae8fb4f105ed9	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluorescin 20V, Positive-QTOF	splash10-000i-0097000000-7d5b3a1596978f4322fc	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluorescin 40V, Positive-QTOF	splash10-01p9-1090000000-da95bc67c83353dc1001	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluorescin 10V, Negative-QTOF	splash10-001i-0039000000-8a46032f922d21fc270b	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluorescin 20V, Negative-QTOF	splash10-0019-0095000000-1921ea370407407f33cd	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluorescin 40V, Negative-QTOF	splash10-0079-2091000000-60aebefc55098ff2341e	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluorescin 10V, Positive-QTOF	splash10-00kr-0009000000-5410d2df63e1ff0ac3d5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluorescin 20V, Positive-QTOF	splash10-014i-0009000000-038c04ee951cfe8e8d64	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluorescin 40V, Positive-QTOF	splash10-001r-0149000000-b0657cc71dcf5c0f1563	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluorescin 10V, Negative-QTOF	splash10-000i-0094000000-bcc19a93e9be71fafe84	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluorescin 20V, Negative-QTOF	splash10-000i-0090000000-0a3e5099626d13619fc0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluorescin 40V, Negative-QTOF	splash10-000i-0091000000-80e001e03f93bbc8e1d5	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

DB07764

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

61512

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Fluorescein

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

42492

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 Fluorescin (HMDB0252365)

MOL for HMDB0252365 (Fluorescin)

3D MOL for HMDB0252365 (Fluorescin)

3D SDF for HMDB0252365 (Fluorescin)

3D-SDF for HMDB0252365 (Fluorescin)

PDB for HMDB0252365 (Fluorescin)

3D PDB for HMDB0252365 (Fluorescin)

SMILES for HMDB0252365 (Fluorescin)

INCHI for HMDB0252365 (Fluorescin)

Structure for HMDB0252365 (Fluorescin)

3D Structure for HMDB0252365 (Fluorescin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra