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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1)transporters (3) Show 4 proteins XML

enzymes (1)transporters (3) Show 4 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:50 UTC

Update Date

2022-03-07 02:51:45 UTC

HMDB ID

HMDB0014831

Secondary Accession Numbers

HMDB14831

Metabolite Identification

Common Name

Fluorescein

Description

Fluorescein, also known as 3,6-fluorandiol or c.i. 45350, 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. Fluorescein is a drug which is used for diagnostic imaging. primarily indicated in diagnostic fluorescein angiography or angioscopy of the fundus and of the iris vasculature. Fluorescein is an extremely weak basic (essentially neutral) compound (based on its pKa). Fluorescein is a potentially toxic compound. A xanthene dye that is highly fluorescent, detectable even when present in minute quantities.

Structure

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

693
  Mrv1652305271900122D          

 25 29  0  0  0  0            999 V2000
    4.1660   -0.4052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8068    1.6446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9452   -1.7994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0104    1.6637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6032    1.6637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8068    0.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4477   -0.4052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1207    0.4565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4928    0.4565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2029   -1.1587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1207    1.2485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4928    1.2485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4108   -1.1587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2362   -0.6481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4127    0.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2009    0.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3619   -1.9682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4127    1.6720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2009    1.6720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5286   -1.5283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6950    0.4399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9186    0.4399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0301   -2.1549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6950    1.2650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9186    1.2650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  1 13  1  0  0  0  0
  2 11  1  0  0  0  0
  2 12  1  0  0  0  0
  3 13  2  0  0  0  0
  4 24  1  0  0  0  0
  5 25  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  7 10  1  0  0  0  0
  7 14  2  0  0  0  0
  8 11  2  0  0  0  0
  8 15  1  0  0  0  0
  9 12  2  0  0  0  0
  9 16  1  0  0  0  0
 10 13  1  0  0  0  0
 10 17  2  0  0  0  0
 11 18  1  0  0  0  0
 12 19  1  0  0  0  0
 14 20  1  0  0  0  0
 15 21  2  0  0  0  0
 16 22  2  0  0  0  0
 17 23  1  0  0  0  0
 18 24  2  0  0  0  0
 19 25  2  0  0  0  0
 20 23  2  0  0  0  0
 21 24  1  0  0  0  0
 22 25  1  0  0  0  0
M  END

HMDB0014831
     RDKit          3D
Fluorescein
 37 41  0  0  0  0  0  0  0  0999 V2000
   -2.0472    0.2187    3.4764 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5653    0.0782    2.3262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2921    0.4123    1.9449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0799    0.1186    0.5644 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0344   -0.8373    0.4995 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8753   -2.0550    1.1687 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8305   -3.0333    1.1905 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0076   -2.7984    0.5154 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9939   -3.7510    0.5098 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1879   -1.5944   -0.1572 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2152   -0.6090   -0.1741 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3852    0.5851   -0.8370 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4112    1.5774   -0.8567 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6424    2.7701   -1.5479 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7001    3.7751   -1.5889 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9596    4.9504   -2.2853 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4854    3.5586   -0.9188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7155    2.3823   -0.2359 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2246    1.3653   -0.1881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3541   -0.4466    0.0753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8072   -0.9221   -1.1336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1007   -1.3970   -1.2572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9685   -1.4067   -0.1754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5275   -0.9364    1.0291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2257   -0.4613    1.1430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0546   -2.2502    1.7068 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6988   -3.9725    1.7110 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6936   -3.7203    1.2536 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0936   -1.3844   -0.6910 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5759    2.9195   -2.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4052    5.7373   -1.8012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2476    4.3306   -0.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6624    2.2099    0.2991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1444   -0.9286   -2.0118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4868   -1.7783   -2.1968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9822   -1.7771   -0.2658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1880   -0.9295    1.9063 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
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
  4 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25  2  1  0
 19  4  1  0
 25 20  1  0
 11  5  1  0
 19 13  1  0
  6 26  1  0
  7 27  1  0
  9 28  1  0
 10 29  1  0
 14 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
 21 34  1  0
 22 35  1  0
 23 36  1  0
 24 37  1  0
M  END

693
  Mrv1652305271900122D          

 25 29  0  0  0  0            999 V2000
    4.1660   -0.4052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8068    1.6446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9452   -1.7994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0104    1.6637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6032    1.6637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8068    0.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4477   -0.4052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1207    0.4565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4928    0.4565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2029   -1.1587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1207    1.2485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4928    1.2485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4108   -1.1587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2362   -0.6481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4127    0.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2009    0.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3619   -1.9682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4127    1.6720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2009    1.6720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5286   -1.5283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6950    0.4399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9186    0.4399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0301   -2.1549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6950    1.2650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9186    1.2650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  1 13  1  0  0  0  0
  2 11  1  0  0  0  0
  2 12  1  0  0  0  0
  3 13  2  0  0  0  0
  4 24  1  0  0  0  0
  5 25  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  7 10  1  0  0  0  0
  7 14  2  0  0  0  0
  8 11  2  0  0  0  0
  8 15  1  0  0  0  0
  9 12  2  0  0  0  0
  9 16  1  0  0  0  0
 10 13  1  0  0  0  0
 10 17  2  0  0  0  0
 11 18  1  0  0  0  0
 12 19  1  0  0  0  0
 14 20  1  0  0  0  0
 15 21  2  0  0  0  0
 16 22  2  0  0  0  0
 17 23  1  0  0  0  0
 18 24  2  0  0  0  0
 19 25  2  0  0  0  0
 20 23  2  0  0  0  0
 21 24  1  0  0  0  0
 22 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014831

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC2=C(C=C1)C1(OC(=O)C3=CC=CC=C13)C1=C(O2)C=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H12O5/c21-11-5-7-15-17(9-11)24-18-10-12(22)6-8-16(18)20(15)14-4-2-1-3-13(14)19(23)25-20/h1-10,21-22H

> <INCHI_KEY>
GNBHRKFJIUUOQI-UHFFFAOYSA-N

> <FORMULA>
C20H12O5

> <MOLECULAR_WEIGHT>
332.3063

> <EXACT_MASS>
332.068473494

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
33.13670573386331

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.64

> <JCHEM_LOGP>
3.8803428233333337

> <ALOGPS_LOGS>
-4.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.321630268394356

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.719013046508111

> <JCHEM_PKA_STRONGEST_BASIC>
-3.735402715496353

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
91.22010000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.55e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
fluorescein

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014831
     RDKit          3D
Fluorescein
 37 41  0  0  0  0  0  0  0  0999 V2000
   -2.0472    0.2187    3.4764 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5653    0.0782    2.3262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2921    0.4123    1.9449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0799    0.1186    0.5644 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0344   -0.8373    0.4995 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8753   -2.0550    1.1687 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8305   -3.0333    1.1905 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0076   -2.7984    0.5154 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9939   -3.7510    0.5098 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1879   -1.5944   -0.1572 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2152   -0.6090   -0.1741 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3852    0.5851   -0.8370 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4112    1.5774   -0.8567 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6424    2.7701   -1.5479 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7001    3.7751   -1.5889 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9596    4.9504   -2.2853 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4854    3.5586   -0.9188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7155    2.3823   -0.2359 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2246    1.3653   -0.1881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3541   -0.4466    0.0753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8072   -0.9221   -1.1336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1007   -1.3970   -1.2572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9685   -1.4067   -0.1754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5275   -0.9364    1.0291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2257   -0.4613    1.1430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0546   -2.2502    1.7068 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6988   -3.9725    1.7110 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6936   -3.7203    1.2536 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0936   -1.3844   -0.6910 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5759    2.9195   -2.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4052    5.7373   -1.8012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2476    4.3306   -0.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6624    2.2099    0.2991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1444   -0.9286   -2.0118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4868   -1.7783   -2.1968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9822   -1.7771   -0.2658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1880   -0.9295    1.9063 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
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
  4 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25  2  1  0
 19  4  1  0
 25 20  1  0
 11  5  1  0
 19 13  1  0
  6 26  1  0
  7 27  1  0
  9 28  1  0
 10 29  1  0
 14 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
 21 34  1  0
 22 35  1  0
 23 36  1  0
 24 37  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 693                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  O   UNK     0       7.777  -0.756   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       8.973   3.070   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       7.364  -3.359   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       3.753   3.106   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      14.193   3.106   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       8.973   0.113   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.169  -0.756   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.692   0.852   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.253   0.852   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.712  -2.163   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.692   2.331   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.253   2.331   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.233  -2.163   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.641  -1.210   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.370   0.061   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.575   0.061   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.009  -3.674   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.370   3.121   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.575   3.121   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.187  -2.853   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.031   0.821   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.915   0.821   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.256  -4.022   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.031   2.361   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.915   2.361   0.000  0.00  0.00           C+0
CONECT    1    6   13                                                       
CONECT    2   11   12                                                       
CONECT    3   13                                                            
CONECT    4   24                                                            
CONECT    5   25                                                            
CONECT    6    1    7    8    9                                             
CONECT    7    6   10   14                                                  
CONECT    8    6   11   15                                                  
CONECT    9    6   12   16                                                  
CONECT   10    7   13   17                                                  
CONECT   11    2    8   18                                                  
CONECT   12    2    9   19                                                  
CONECT   13    1    3   10                                                  
CONECT   14    7   20                                                       
CONECT   15    8   21                                                       
CONECT   16    9   22                                                       
CONECT   17   10   23                                                       
CONECT   18   11   24                                                       
CONECT   19   12   25                                                       
CONECT   20   14   23                                                       
CONECT   21   15   24                                                       
CONECT   22   16   25                                                       
CONECT   23   17   20                                                       
CONECT   24    4   18   21                                                  
CONECT   25    5   19   22                                                  
MASTER        0    0    0    0    0    0    0    0   25    0   58    0
END

COMPND    HMDB0014831
HETATM    1  O1  UNL     1      -2.047   0.219   3.476  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.565   0.078   2.326  1.00  0.00           C  
HETATM    3  O2  UNL     1      -0.292   0.412   1.945  1.00  0.00           O  
HETATM    4  C2  UNL     1      -0.080   0.119   0.564  1.00  0.00           C  
HETATM    5  C3  UNL     1       1.034  -0.837   0.500  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.875  -2.055   1.169  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.830  -3.033   1.191  1.00  0.00           C  
HETATM    8  C6  UNL     1       3.008  -2.798   0.515  1.00  0.00           C  
HETATM    9  O3  UNL     1       3.994  -3.751   0.510  1.00  0.00           O  
HETATM   10  C7  UNL     1       3.188  -1.594  -0.157  1.00  0.00           C  
HETATM   11  C8  UNL     1       2.215  -0.609  -0.174  1.00  0.00           C  
HETATM   12  O4  UNL     1       2.385   0.585  -0.837  1.00  0.00           O  
HETATM   13  C9  UNL     1       1.411   1.577  -0.857  1.00  0.00           C  
HETATM   14  C10 UNL     1       1.642   2.770  -1.548  1.00  0.00           C  
HETATM   15  C11 UNL     1       0.700   3.775  -1.589  1.00  0.00           C  
HETATM   16  O5  UNL     1       0.960   4.950  -2.285  1.00  0.00           O  
HETATM   17  C12 UNL     1      -0.485   3.559  -0.919  1.00  0.00           C  
HETATM   18  C13 UNL     1      -0.716   2.382  -0.236  1.00  0.00           C  
HETATM   19  C14 UNL     1       0.225   1.365  -0.188  1.00  0.00           C  
HETATM   20  C15 UNL     1      -1.354  -0.447   0.075  1.00  0.00           C  
HETATM   21  C16 UNL     1      -1.807  -0.922  -1.134  1.00  0.00           C  
HETATM   22  C17 UNL     1      -3.101  -1.397  -1.257  1.00  0.00           C  
HETATM   23  C18 UNL     1      -3.968  -1.407  -0.175  1.00  0.00           C  
HETATM   24  C19 UNL     1      -3.527  -0.936   1.029  1.00  0.00           C  
HETATM   25  C20 UNL     1      -2.226  -0.461   1.143  1.00  0.00           C  
HETATM   26  H1  UNL     1      -0.055  -2.250   1.707  1.00  0.00           H  
HETATM   27  H2  UNL     1       1.699  -3.973   1.711  1.00  0.00           H  
HETATM   28  H3  UNL     1       4.694  -3.720   1.254  1.00  0.00           H  
HETATM   29  H4  UNL     1       4.094  -1.384  -0.691  1.00  0.00           H  
HETATM   30  H5  UNL     1       2.576   2.920  -2.065  1.00  0.00           H  
HETATM   31  H6  UNL     1       1.405   5.737  -1.801  1.00  0.00           H  
HETATM   32  H7  UNL     1      -1.248   4.331  -0.932  1.00  0.00           H  
HETATM   33  H8  UNL     1      -1.662   2.210   0.299  1.00  0.00           H  
HETATM   34  H9  UNL     1      -1.144  -0.929  -2.012  1.00  0.00           H  
HETATM   35  H10 UNL     1      -3.487  -1.778  -2.197  1.00  0.00           H  
HETATM   36  H11 UNL     1      -4.982  -1.777  -0.266  1.00  0.00           H  
HETATM   37  H12 UNL     1      -4.188  -0.930   1.906  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   25
CONECT    3    4
CONECT    4    5   19   20
CONECT    5    6    6   11
CONECT    6    7   26
CONECT    7    8    8   27
CONECT    8    9   10
CONECT    9   28
CONECT   10   11   11   29
CONECT   11   12
CONECT   12   13
CONECT   13   14   14   19
CONECT   14   15   30
CONECT   15   16   17   17
CONECT   16   31
CONECT   17   18   32
CONECT   18   19   19   33
CONECT   20   21   21   25
CONECT   21   22   34
CONECT   22   23   23   35
CONECT   23   24   36
CONECT   24   25   25   37
END

HMDB0014831
     RDKit          3D
Fluorescein
 37 41  0  0  0  0  0  0  0  0999 V2000
   -2.0472    0.2187    3.4764 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5653    0.0782    2.3262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2921    0.4123    1.9449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0799    0.1186    0.5644 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0344   -0.8373    0.4995 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8753   -2.0550    1.1687 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8305   -3.0333    1.1905 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0076   -2.7984    0.5154 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9939   -3.7510    0.5098 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1879   -1.5944   -0.1572 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2152   -0.6090   -0.1741 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3852    0.5851   -0.8370 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4112    1.5774   -0.8567 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6424    2.7701   -1.5479 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7001    3.7751   -1.5889 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9596    4.9504   -2.2853 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4854    3.5586   -0.9188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7155    2.3823   -0.2359 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2246    1.3653   -0.1881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3541   -0.4466    0.0753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8072   -0.9221   -1.1336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1007   -1.3970   -1.2572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9685   -1.4067   -0.1754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5275   -0.9364    1.0291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2257   -0.4613    1.1430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0546   -2.2502    1.7068 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6988   -3.9725    1.7110 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6936   -3.7203    1.2536 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0936   -1.3844   -0.6910 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5759    2.9195   -2.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4052    5.7373   -1.8012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2476    4.3306   -0.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6624    2.2099    0.2991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1444   -0.9286   -2.0118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4868   -1.7783   -2.1968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9822   -1.7771   -0.2658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1880   -0.9295    1.9063 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
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
  4 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25  2  1  0
 19  4  1  0
 25 20  1  0
 11  5  1  0
 19 13  1  0
  6 26  1  0
  7 27  1  0
  9 28  1  0
 10 29  1  0
 14 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
 21 34  1  0
 22 35  1  0
 23 36  1  0
 24 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3',6'-Dihydroxyfluoran	ChEBI
3,6-Fluorandiol	ChEBI
9-(O-Carboxyphenyl)-6-hydroxy-3-isoxanthenone	ChEBI
9-(O-Carboxyphenyl)-6-hydroxy-3H-xanthen-3-one	ChEBI
C.I. 45350	ChEBI
C.I. solvent yellow 94	ChEBI
D And C yellow no. 7	ChEBI
D&C yellow no. 7	ChEBI
Fluoresceine	ChEBI
Fluoreszein	ChEBI
Japan yellow 201	ChEBI
Resorcinolphthalein	ChEBI
Solvent yellow 94	ChEBI
Yellow fluorescein	ChEBI
Fluorescite	Kegg
2-(6-Hydroxy-3-oxo-3H-xanthen-9-yl)-benzoic acid	HMDB
D And C yellow no. 8	HMDB
Fluor I strip a.t.	HMDB
Fluorescein, disodium	HMDB
Disodium fluorescein	HMDB
Disodium salt, fluorescein	HMDB
Fluorescein monosodium salt	HMDB
Fluorescein sodium, minims	HMDB
Fluoresceine, minims	HMDB
Ful glo	HMDB
Funduscein	HMDB
Optifluor diba	HMDB
Uranine	HMDB
Colircusi fluoresceina	HMDB
Fluor-I-strip a.t.	HMDB
Fluorescéine sodique faure	HMDB
Ful-glo	HMDB
Minims fluorescein sodium	HMDB
Minims stains	HMDB
Fluorescein, sodium	HMDB
Fluoresceina, colircusi	HMDB
Fluorets	HMDB
Monosodium salt, fluorescein	HMDB
Sodium fluorescein	HMDB
Diofluor	HMDB
Dipotassium salt, fluorescein	HMDB
Fluorescein dipotassium salt	HMDB
Fluorescein disodium salt	HMDB
Fluorescein sodium	HMDB
Minims fluoresceine	HMDB
Sodium, fluorescein	HMDB

Chemical Formula

C₂₀H₁₂O₅

Average Molecular Weight

332.3063

Monoisotopic Molecular Weight

332.068473494

IUPAC Name

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

Traditional Name

fluorescein

CAS Registry Number

2321-07-5

SMILES

OC1=CC2=C(C=C1)C1(OC(=O)C3=CC=CC=C13)C1=C(O2)C=C(O)C=C1

InChI Identifier

InChI=1S/C20H12O5/c21-11-5-7-15-17(9-11)24-18-10-12(22)6-8-16(18)20(15)14-4-2-1-3-13(14)19(23)25-20/h1-10,21-22H

InChI Key

GNBHRKFJIUUOQI-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
Isobenzofuran
Isocoumaran
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Lactone
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

xanthene dye (CHEBI:31624 )
polyphenol (CHEBI:31624 )
gamma-lactone (CHEBI:31624 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Cytoplasm (HMDB: HMDB0014831)
Membrane (HMDB: HMDB0014831)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	315 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.026 g/L	Not Available
LogP	3.4	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	172.336	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000950

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.026 g/L	ALOGPS
logP	2.64	ALOGPS
logP	3.88	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	8.72	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	91.22 m³·mol⁻¹	ChemAxon
Polarizability	33.14 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
DarkChem	[M+H]+	175.484	31661259
DarkChem	[M-H]-	173.007	31661259
DeepCCS	[M-2H]-	212.773	30932474
DeepCCS	[M+Na]+	188.002	30932474
AllCCS	[M+H]+	176.6	32859911
AllCCS	[M+H-H2O]+	173.2	32859911
AllCCS	[M+NH4]+	179.7	32859911
AllCCS	[M+Na]+	180.6	32859911
AllCCS	[M-H]-	178.3	32859911
AllCCS	[M+Na-2H]-	177.0	32859911
AllCCS	[M+HCOO]-	175.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Fluorescein	OC1=CC2=C(C=C1)C1(OC(=O)C3=CC=CC=C13)C1=C(O2)C=C(O)C=C1	4582.1	Standard polar	33892256
Fluorescein	OC1=CC2=C(C=C1)C1(OC(=O)C3=CC=CC=C13)C1=C(O2)C=C(O)C=C1	3018.5	Standard non polar	33892256
Fluorescein	OC1=CC2=C(C=C1)C1(OC(=O)C3=CC=CC=C13)C1=C(O2)C=C(O)C=C1	3437.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Fluorescein,1TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C(=C1)OC1=CC(O)=CC=C1C21OC(=O)C2=CC=CC=C21	3184.1	Semi standard non polar	33892256
Fluorescein,2TMS,isomer #1	C[Si](C)(C)OC1=CC=C2C(=C1)OC1=CC(O[Si](C)(C)C)=CC=C1C21OC(=O)C2=CC=CC=C21	3250.2	Semi standard non polar	33892256
Fluorescein,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1)OC1=CC(O)=CC=C1C21OC(=O)C2=CC=CC=C21	3460.6	Semi standard non polar	33892256
Fluorescein,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C2C(=C1)OC1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1C21OC(=O)C2=CC=CC=C21	3738.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Fluorescein GC-MS (2 TMS)	splash10-001i-1353900000-611445d6ab5246bd851e	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Fluorescein EI-B (Non-derivatized)	splash10-000i-2290000000-eaff9e9aba714ba94d70	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Fluorescein EI-B (Non-derivatized)	splash10-000i-0090000000-074ba8ce3e0f48eac1d4	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Fluorescein GC-MS (Non-derivatized)	splash10-001i-1353900000-611445d6ab5246bd851e	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fluorescein GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-0293000000-5c35ecc919b17d5620ee	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fluorescein GC-MS (2 TMS) - 70eV, Positive	splash10-00di-6209500000-ab23980f2cb4a151abfd	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fluorescein GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fluorescein GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluorescein 75V, Positive-QTOF	splash10-0f80-0190000000-96c116d14e45c092e3f6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluorescein 90V, Positive-QTOF	splash10-0udi-0290000000-944ad92942eac5b0f55f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluorescein 30V, Negative-QTOF	splash10-000i-0090000000-204c801c10d3ba0033ed	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluorescein 15V, Negative-QTOF	splash10-001i-0039000000-d0fed4e679a1e2dc78c9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluorescein 45V, Positive-QTOF	splash10-001i-0009000000-672d3730ba6ae79ee546	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluorescein 60V, Positive-QTOF	splash10-001r-0097000000-67a600d065bee725a05f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluorescein 30V, Positive-QTOF	splash10-001i-0009000000-6567ba7d3ba05b9d01d3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluorescein 15V, Positive-QTOF	splash10-001i-0009000000-c316a18c3fdc7e099efa	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluorescein 90V, Negative-QTOF	splash10-000i-0090000000-84665b22751248226f52	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluorescein 75V, Negative-QTOF	splash10-000i-0090000000-a6509aa14ca177154363	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluorescein 45V, Negative-QTOF	splash10-000i-0090000000-c3e2a008fb7411e3a84a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Fluorescein 60V, Negative-QTOF	splash10-000i-0090000000-cd13dbf3066c7e4ffcd7	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluorescein 10V, Positive-QTOF	splash10-001i-0009000000-410e3782a3377a462731	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluorescein 20V, Positive-QTOF	splash10-001i-0019000000-1289e7fde734685fd3a4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluorescein 40V, Positive-QTOF	splash10-000i-3091000000-652abda58542de821938	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluorescein 10V, Negative-QTOF	splash10-001i-0019000000-9f41afc4f708c3e148c1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluorescein 20V, Negative-QTOF	splash10-0019-0098000000-53c4786408b95271c9e6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluorescein 40V, Negative-QTOF	splash10-000i-0090000000-40b0e641661193aac8a0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluorescein 10V, Positive-QTOF	splash10-001i-0009000000-f4f678f3c48d6f43d1c3	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluorescein 20V, Positive-QTOF	splash10-001i-0009000000-f4f678f3c48d6f43d1c3	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluorescein 40V, Positive-QTOF	splash10-001i-0094000000-ce67e0891aa59a25f4c8	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluorescein 10V, Negative-QTOF	splash10-001i-0009000000-69a3ee786a10c930b443	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluorescein 20V, Negative-QTOF	splash10-001i-0029000000-7b8b5113b7dd9ac05ef2	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fluorescein 40V, Negative-QTOF	splash10-0059-5396000000-4bc93173d30ee8ba9c96	2021-10-11	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View

Biological Properties

Cellular Locations

Cytoplasm
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00693	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00693	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00693

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

15968

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Fluorescein

METLIN ID

Not Available

PubChem Compound

16850

PDB ID

Not Available

ChEBI ID

31624

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)

Download (PDF)

General References

Noga EJ, Udomkusonsri P: Fluorescein: a rapid, sensitive, nonlethal method for detecting skin ulceration in fish. Vet Pathol. 2002 Nov;39(6):726-31. [PubMed:12450204 ]

Enzymes

Enzyme Details

1. Cytochrome P450 1A1

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:: CYP1A1
Uniprot ID:: P04798
Molecular weight:: 58164.815

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Transporters

Enzyme Details

1. Multidrug resistance-associated protein 1

General function:: Involved in ATP binding
Specific function:: Mediates export of organic anions and drugs from the cytoplasm. Mediates ATP-dependent transport of glutathione and glutathione conjugates, leukotriene C4, estradiol-17-beta-o- glucuronide, methotrexate, antiviral drugs and other xenobiotics. Confers resistance to anticancer drugs. Hydrolyzes ATP with low efficiency
Gene Name:: ABCC1
Uniprot ID:: P33527
Molecular weight:: 171589.5

References

Sun H, Johnson DR, Finch RA, Sartorelli AC, Miller DW, Elmquist WF: Transport of fluorescein in MDCKII-MRP1 transfected cells and mrp1-knockout mice. Biochem Biophys Res Commun. 2001 Jun 22;284(4):863-9. [PubMed:11409873 ]

Enzyme Details

2. Bile salt export pump

General function:: Involved in ATP binding
Specific function:: Involved in the ATP-dependent secretion of bile salts into the canaliculus of hepatocytes
Gene Name:: ABCB11
Uniprot ID:: O95342
Molecular weight:: 146405.8

References

Wang EJ, Casciano CN, Clement RP, Johnson WW: Fluorescent substrates of sister-P-glycoprotein (BSEP) evaluated as markers of active transport and inhibition: evidence for contingent unequal binding sites. Pharm Res. 2003 Apr;20(4):537-44. [PubMed:12739759 ]

Enzyme Details

3. Solute carrier family 22 member 6

General function:: Involved in ion transmembrane transporter activity
Specific function:: Involved in the renal elimination of endogenous and exogenous organic anions. Functions as organic anion exchanger when the uptake of one molecule of organic anion is coupled with an efflux of one molecule of endogenous dicarboxylic acid (glutarate, ketoglutarate, etc). Mediates the sodium-independent uptake of 2,3-dimercapto-1-propanesulfonic acid (DMPS). Mediates the sodium-independent uptake of p- aminohippurate (PAH), ochratoxin (OTA), acyclovir (ACV), 3'-azido- 3-'deoxythymidine (AZT), cimetidine (CMD), 2,4-dichloro- phenoxyacetate (2,4-D), hippurate (HA), indoleacetate (IA), indoxyl sulfate (IS) and 3-carboxy-4-methyl-5-propyl-2- furanpropionate (CMPF), cidofovir, adefovir, 9-(2- phosphonylmethoxyethyl) guanine (PMEG), 9-(2- phosphonylmethoxyethyl) diaminopurine (PMEDAP) and edaravone sulfate. PAH uptake is inhibited by p- chloromercuribenzenesulphonate (PCMBS), diethyl pyrocarbonate (DEPC), sulindac, diclofenac, carprofen, glutarate and okadaic acid. PAH uptake is inhibited by benzothiazolylcysteine (BTC), S-chlorotrifluoroethylcysteine (CTFC), cysteine S-conjugates S-dichlorovinylcysteine (DCVC), furosemide, steviol, phorbol 12-myristate 13-acetate (PMA), calcium ionophore A23187, benzylpenicillin, furosemide, indomethacin, bumetamide, losartan, probenecid, phenol red, urate, and alpha-ketoglutarate
Gene Name:: SLC22A6
Uniprot ID:: Q4U2R8
Molecular weight:: 61815.8

References

Lu R, Chan BS, Schuster VL: Cloning of the human kidney PAH transporter: narrow substrate specificity and regulation by protein kinase C. Am J Physiol. 1999 Feb;276(2 Pt 2):F295-303. [PubMed:9950961 ]

Showing metabocard for Fluorescein (HMDB0014831)

MOL for HMDB0014831 (Fluorescein)

3D MOL for HMDB0014831 (Fluorescein)

3D SDF for HMDB0014831 (Fluorescein)

3D-SDF for HMDB0014831 (Fluorescein)

PDB for HMDB0014831 (Fluorescein)

3D PDB for HMDB0014831 (Fluorescein)

SMILES for HMDB0014831 (Fluorescein)

INCHI for HMDB0014831 (Fluorescein)

Structure for HMDB0014831 (Fluorescein)

3D Structure for HMDB0014831 (Fluorescein)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

References

Transporters

References

References

References