Dichlorofluorescein

ID: ALA1908059

Cas Number: 76-54-0

PubChem CID: 64944

Product Number: D113554, Order Now?

Max Phase: Preclinical

Molecular Formula: C20H10Cl2O5

Molecular Weight: 401.20

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Dichlorofluorescein | 2',7'-Dichlorofluorescein|76-54-0|Dichlorofluorescein|2,7-Dichlorofluorescein|Fluorescein 27|2',7'-Dichloro-3',6'-dihydroxy-3H-spiro[isobenzofuran-1,9'-xanthen]-3-one|MFCD00005047|56NQM5UZT1|CHEBI:51596|2',7'-dichloro-3',6'-dihydroxyspiro[2-benzofuran-3,9'-xanthene]-1-one|Spiro[isobenzofuran-1(3H),9'-[9h]xanthen]-3-one,2',7'-dichloro-3',6'-dihydroxy-|Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 2',7'-dichloro-3',6'-dihydroxy-|2',7'-Dichlorofluorescein [Fluorescent indicShow More⌵

Canonical SMILES:  O=C1OC2(c3cc(Cl)c(O)cc3Oc3cc(O)c(Cl)cc32)c2ccccc21

Standard InChI:  InChI=1S/C20H10Cl2O5/c21-13-5-11-17(7-15(13)23)26-18-8-16(24)14(22)6-12(18)20(11)10-4-2-1-3-9(10)19(25)27-20/h1-8,23-24H

Standard InChI Key:  VFNKZQNIXUFLBC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 31  0  0  0  0  0  0  0  0999 V2000
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  -15.4466    3.5946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.4466    2.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.7321    2.3571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0176    2.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0176    3.5946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3032    4.0072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5887    3.5947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5887    2.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.3032    2.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8742    2.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1597    2.7697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1597    3.5947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8742    4.0072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4453    4.0072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4452    2.3572    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  -16.1611    2.3571    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  -16.1611    4.0071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9706    1.8722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7157    1.0876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8907    1.0876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6357    1.8722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3386    0.4746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5316    0.6461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2767    1.4308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8287    2.0438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2006    0.4202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  6  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
 10  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  9 10  1  0
  8 14  2  0
  8  9  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 12 16  1  0
  3 17  1  0
  2 18  1  0
 10 19  1  0
 10 22  1  0
 19 20  1  0
 20 21  1  0
 21 23  2  0
 22 21  1  0
 22 26  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 20 27  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1908059

   2',7'-Dichlorofluorescein

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 401.20

Molecular Weight (Monoisotopic): 399.9905

AlogP: 4.97

#Rotatable Bonds: ┄

Polar Surface Area: 75.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.14

CX Basic pKa: ┄

CX LogP: 5.09

CX LogD: 4.53

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.52

Np Likeness Score: 0.34

References

1. Tukey RH, Strassburg CP..  (2000)  Human UDP-glucuronosyltransferases: metabolism, expression, and disease.,  40  (1): [PMID:10836148] [10.1146/annurev.pharmtox.40.1.581]

Source

Source(1):

• Scientific Literature