SID29218007

ID: ALA1332616

Cas Number: 15905-32-5

PubChem CID: 3259

Product Number: Y27546, Order Now?

Max Phase: Unknown

Molecular Formula: C20H8I4O5

Molecular Weight: 835.89

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Erythrosine sodium anhydrous | Erythrosine, sodium anhydrous | NSC-36685 | Erythrosin B|Tetraiodofluorescein|15905-32-5|Iodeosin|Solvent Red 140|Erythrosine acid|ERYTHROSINE|Erythrosine, phenolic|2',4',5',7'-Tetraiodofluorescein|2,4,5,7-Erythrosin|E127|C.I. Solvent Red 140|3',6'-dihydroxy-2',4',5',7'-tetraiodospiro[2-benzofuran-3,9'-xanthene]-1-one|1A878FZQ9B|DTXSID7044843|ERYTHROSINB|NSC-328781|NCGC00166249-02|Food Red No. 3|Spiro(isobenzofuran-1(3H),9'-(9H)xanthen)-3-one, 3',6'-dihydroxy-2',4'Show More⌵

Synonyms from Alternative Forms(2): Fd&c red no. 3 | Erythrosine sodium

Canonical SMILES:  O=C1OC2(c3ccccc31)c1cc(I)c(O)c(I)c1Oc1c2cc(I)c(O)c1I

Standard InChI:  InChI=1S/C20H8I4O5/c21-11-5-9-17(13(23)15(11)25)28-18-10(6-12(22)16(26)14(18)24)20(9)8-4-2-1-3-7(8)19(27)29-20/h1-6,25-26H

Standard InChI Key:  OALHHIHQOFIMEF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 33  0  0  0  0  0  0  0  0999 V2000
   -0.1083   -0.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8208    0.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6042    0.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8208    1.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6042    1.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5542   -0.7292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1083    1.4625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7333   -0.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5333    1.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3167    1.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3125   -1.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2458    1.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0292    1.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4875   -1.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3167   -0.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5333   -0.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2458    0.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0292    0.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9583    1.4625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7375    1.4625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7625   -2.2167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5333    2.2750    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    1.3167    2.2750    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9583   -0.1542    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    2.7375   -0.1542    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5333   -0.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0458   -2.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0958   -1.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8500   -1.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  2  2  0
  5  3  2  0
  6  1  1  0
  7  5  1  0
  8  1  1  0
  9  4  1  0
 10  5  1  0
 11  6  1  0
 12 17  1  0
 13 18  1  0
 14  8  2  0
 15  3  1  0
 16  2  1  0
 17 16  2  0
 18 15  2  0
 19 12  1  0
 20 13  1  0
 21 11  2  0
 22  9  1  0
 23 10  1  0
 24 17  1  0
 25 18  1  0
 26  8  1  0
 27 14  1  0
 28 26  2  0
 29 28  1  0
 14 11  1  0
  4  7  1  0
 27 29  2  0
 10 13  2  0
  9 12  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1332616

   ERYTHROSINE

2. Alternative Forms:

   

   ALA1332616

   Erythrosin B
3. 

   ALA1332616

   ERYTHROSINE SODIUM

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: Yes

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 835.89

Molecular Weight (Monoisotopic): 835.6551

AlogP: 6.08

#Rotatable Bonds: ┄

Polar Surface Area: 75.99

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 6.50

CX Basic pKa: ┄

CX LogP: 7.60

CX LogD: 6.23

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.21

Np Likeness Score: 0.31

References

1. PubChem BioAssay data set, 

2. PubChem BioAssay data set, 

3. PubChem BioAssay data set, 

4. PubChem BioAssay data set, 

5. PubChem BioAssay data set, 

6. PubChem BioAssay data set, 

7. PubChem BioAssay data set, 

8. Chen J, Song Y, Bojadzic D, Tamayo-Garcia A, Landin AM, Blomberg BB, Buchwald P..  (2017)  Small-Molecule Inhibitors of the CD40-CD40L Costimulatory Protein-Protein Interaction.,  60  (21): [PMID:29024591] [10.1021/acs.jmedchem.7b01154]

9.  (2013)  Galactokinase inhibitors, 

10. Voss S, Nitsche C..  (2020)  Inhibitors of the Zika virus protease NS2B-NS3.,  30  (5): [PMID:31980339] [10.1016/j.bmcl.2020.126965]

11. Kim M, Ha JH, Choi J, Kim BR, Gapsys V, Lee KO, Jee JG, Chakrabarti KS, de Groot BL, Griesinger C, Ryu KS, Lee D..  (2022)  Repositioning Food and Drug Administration-Approved Drugs for Inhibiting Biliverdin IXβ Reductase B as a Novel Thrombocytopenia Therapeutic Target.,  65  (3.0): [PMID:34957824] [10.1021/acs.jmedchem.1c01664]

12. Voss S, Nitsche C..  (2021)  Targeting the protease of West Nile virus.,  12  (8.0): [PMID:34458734] [10.1039/D1MD00080B]

Source

Source(3):

• Scientific Literature
• PubChem BioAssays
• Patent Bioactivity Data