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Substance Name: Fluorescein [USP:BAN:JAN]
RN: 2321-07-5
UNII: TPY09G7XIR
InChIKey: GNBHRKFJIUUOQI-UHFFFAOYSA-N

Note

  • A phthalic indicator dye that appears yellow-green in normal tear film and bright green in a more alkaline medium such as the aqueous humor.

Molecular Formula

  • C20-H12-O5

Molecular Weight

  • 332.3098
 

Classification Codes

  • Coloring Agents
  • Contrast Media
  • Diagnostic Aid (Corneal Trauma Indicator)
  • Diagnostic Uses of Chemicals
  • Fluorescent Dyes
  • Indicators and Reagents
  • Luminescent Agents
  • Mutation Data

Names and Synonyms

Name of Substance

  • 3',6'-Dihydroxyspiro(isobenzofuran-1(3H),9'-(9H)xanthen)-3-one
  • CI 45350:1
  • D & C Yellow no. 7
  • Fluorescein
  • Fluorescein [USP:BAN:JAN]
  • Spiro(isobenzofuran-1(3H),9'-(9H)xanthen)-3-one, 3',6'-dihydroxy-

MeSH Heading

  • Fluorescein

Synonyms

  • 11712 Yellow
  • 3',6'-Dihydroxyfluoran
  • 3',6'-Dihydroxyspiro(isobenzofuran-1(3H),9'(9H)-xanthen)-3-one
  • 3,6-Dihydroxyspiro(xanthene-9,3'-phthalide)
  • 3,6-Fluorandiol
  • 3H-Xanthen-3-one, 9-(o-carboxyphenyl)-6-hydroxy-
  • 5-19-06-00456 (Beilstein Handbook Reference)
  • 9-(o-Carboxyphenyl)-6-hydroxy-3-isoxanthenone
  • 9-(o-Carboxyphenyl)-6-hydroxy-3H-xanthen-3-one
  • Benzoic acid, 2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)-
  • Benzoic acid, o-(6-hydroxy-3-oxo-3H-xanthen-9-yl)-
  • BRN 0094324
  • C.I. 45350:1
  • C.I. Solvent Yellow 94
  • CCRIS 7076
  • CI 45350:1
  • D and C Yellow No. 7
  • D+C Yellow No. 7
  • EC 219-031-8
  • EINECS 219-031-8
  • Fluoran, 3',6'-dihydroxy-
  • Fluorescein
  • Fluorescein acid
  • Fluorescein Red
  • Fluoresceine
  • Fluorescite
  • Hidacid fluorescein
  • HSDB 2128
  • Japan Yellow 201
  • Japan Yellow No. 201
  • NSC 667256
  • Resorcinolphthalein
  • Soap Yellow F
  • Solvent Yellow 94
  • Spiro(isobenzofuran-1(3H),9'-(9H)xanthen)-3-one,3'6'-dihydroxy-
  • UNII-TPY09G7XIR
  • Yellow fluorescein
  • Zlut kysela 73
  • Zlut kysela 73 [Czech]

Systematic Names

  • 2-(6-Hydroxy-3-oxo-(3H)-xanthen-9-yl)benzoic acid
  • D&C Yellow No. 7
  • Fluorescein
  • Spiro(isobenzofuran-1(3H),9'-(9H)xanthen)-3-one, 3',6'-dihydroxy-

Superlist Name

  • Fluorescein

Registry Numbers

CAS Registry Number

  • 2321-07-5

FDA UNII

  • TPY09G7XIR

Other Registry Numbers

  • 126605-73-0
  • 213880-86-5
  • 518-46-7
  • 770677-61-7

Related Registry Numbers

  • 518-47-8 (di-hydrochloride salt)
  • 6417-85-2 (di-potassium salt)

System Generated Number

  • 0002321075

Structure Descriptors

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

InChIKey

GNBHRKFJIUUOQI-UHFFFAOYSA-N

Smiles

c1ccc2c(c1)C(=O)OC23c4ccc(cc4Oc5c3ccc(c5)O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LDLo unreported 400mg/kg (400mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1289, 1935.
man TDLo intravenous 7143nL/kg (7143mL/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"

GASTROINTESTINAL: NAUSEA OR VOMITING
American Journal of Ophthalmology. Vol. 126, Pg. 837, 1998.
mouse LD50 intravenous 300mg/kg (300mg/kg)   United States Patent Document. Vol. #4775625,
mouse LDLo unreported 600mg/kg (600mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1289, 1935.
rabbit LDLo intravenous 300mg/kg (300mg/kg)   International Journal of Leprosy and Other Mycobacterial Diseases. Vol. 2, Pg. 257, 1934.
rat LDLo intraperitoneal 600mg/kg (600mg/kg)   International Journal of Leprosy and Other Mycobacterial Diseases. Vol. 2, Pg. 257, 1934.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 315 dec deg C   EXP
log P (octanol-water) 3.350 (none)   EST
Atmospheric OH Rate Constant 2.00E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.