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Calcein

HCID 65079
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Basic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
1461-15-0
Standard SMILES
O=C(O)CN(CC(=O)O)Cc1cc2c(cc1O)Oc1cc(O)c(CN(CC(=O)O)CC(=O)O)cc1C21OC(=O)c2ccccc21
InChIKey
DEGAKNSWVGKMLS-UHFFFAOYSA-N
Molecular formula
C30H26N2O13
Average molar mass
622.5 g/mol
Monoisotopic mass
622.14348889

Names & identifiers

Preferred name
Calcein
IUPAC
2-[[7'-[[bis(carboxymethyl)amino]methyl]-3',6'-dihydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-2'-yl]methyl-(carboxymethyl)amino]acetic acid
English name
Calcein
Molecular formula
C30H26N2O13
Molecular weight
622.53

Names & synonyms

calceinFluorexon1461-15-0OftasceineOftasceinaOftasceinumV0YM2B16TSNSC-2981932',7'-Bis((bis(carboxymethyl)amino)methyl)fluoresceinNSC298193Glycine, N,N'-[(3',6'-dihydroxy-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthene]-2',7'-diyl)bis(methylene)]bis[N-(carboxymethyl)-2,7-Bis(N,N-bis(carboxymethyl)aminomethylene)fluorescein
Show more names
3,3'-BIS[N,N-BIS(CARBOXYMETHYL)AMINOMETHYL]FLUORESCEINCALCEINEFLUREXONEN,N'-[[3'FLUOREXONEoftasccineNsc 298193
CHEBI:51903N,N'-(3',6'-Dihydroxyspiro(phthalid-3,9'-xanthen)-2',7'-diyldimethyl)bis(iminodiessigsaeure)Glycine, N,N'-((3',6'-dihydroxy-3-oxospiro(isobenzofuran-1(3H),9'-(9H)xanthene)-2',7'-diyl)bis(methylene))bis(N-(carboxymethyl)-RefChem:1679752-(((7'-((bis(carboxymethyl)amino)methyl)-3',6'-dihydroxy-3-oxo-3H-spiro(2-benzofuran-1,9'-xanthene)-2'-yl)methyl)(carboxymethyl)amino)acetic acid215-957-1DTXCID6025856DTXSID8045856

Database identifiers

Properties

Computed structural propertiesFilling in

XLogP
-3.1
Topological polar surface area
232 Ų
Hydrogen bond donors
6
Hydrogen bond acceptors
15
Rotatable bonds
12
Heavy atoms
45
Formal charge
0
Complexity
1,070

Experimental & physicochemical properties

Physical DescriptionOrange powder; [Acros Organics MSDS]

Physicochemical properties

Melting point
200 °C · 200 °C
Boiling point
662.7 °C · 662.7°C (rough estimate)
Density
1.4388 · 1.4388 (rough estimate)
bulk density
600 kg/m3 · 600kg/m3
refractive index
1.58 · 1.5800 (estimate)
storage temp.
Keep in dark place,Sealed in dry,Room Temperature
solubility
2 O: · H2O: soluble
form
Powder
pka
6.67 · 6.67(at 25℃)
color
Yellow-orange to orange-brown
PH Range
Weak green ' uorescence (6.0) to strong green ' uorescence (7.2)
Water Solubility
insoluble

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 5 items

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral];H312 (100%): Harmful in contact with skin [Warning Acute toxicity, dermal];H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation];H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H332 (100%): Harmful if inhaled [Warning Acute toxicity, inhalation];H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Regulatory Information · 2 items

Chemical: Glycine, N,N'-[(3',6'-dihydroxy-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthene]-2',7'-diyl)bis(methylene)]bis[N-(carboxymethyl)-

Glycine, N,N'-[(3',6'-dihydroxy-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthene]-2',7'-diyl)bis(methylene)]bis[N-(carboxymethyl)-: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryMay cause mechanical eye irritation; [Acros Organics MSDS] See Fluorescein.
Hazard Classes and CategoriesAcute Tox. 4 (100%);Acute Tox. 4 (100%);Skin Irrit. 2 (100%);Eye Irrit. 2 (100%);Acute Tox. 4 (100%);STOT SE 3 (100%)

Chemistry & industry

Pharmacology

MeSH Pharmacological Classification · 2 items

Chemicals that emit light after excitation by light. The wave length of the emitted light is usually longer than that of the incident light. Fluorochromes are substances that cause fluorescence in other substances, i.e., dyes used to mark or label other compounds with fluorescent tags.

Substances used for the detection, identification, analysis, etc. of chemical, biological, or pathologic processes or conditions. Indicators are substances that change in physical appearance, e.g., color, at or approaching the endpoint of a chemical titration, e.g., on the passage between acidity and alkalinity. Reagents are substances used for the detection or determination of another substance by chemical or microscopical means, especially analysis. Types of reagents are precipitants, solvents, oxidizers, reducers, fluxes, and colorimetric reagents. (From Grant & Hackh's Chemical Dictionary, 5th ed, p301, p499)

Uses & manufacturing

General Manufacturing InformationGlycine, N,N'-[(3',6'-dihydroxy-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthene]-2',7'-diyl)bis(methylene)]bis[N-(carboxymethyl)-: ACTIVE
Applications · 3 items

UsesCalcein is used for determination of Ca in biological systems. Indicator for the fluorimetric determination of calcium in presence of Mg by complexometric titration.

UsesCalcein could be useful for magnetic resonance imaging-guided sonodynamic and nitric oxide combination therapy.

UsesCalcein is a anthene that is commonly used for the fluorometric determination of calcium in solution. As this form of calcein is not membrane permeable, it can be used in assays that evaluate membrane integrity. Calcein can also be used as a fluorescent indicator for fluoride, iron, and mercury. [Cayman Chemical]

Suppliers100 total

Related reactions

1 records
New reaction record
HRID 1250440 reaction equation
HRID 1250440As reactantuspto-grants-2002_01

Compound notes

Loading…

On this pageBasic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
CAS
1461-15-0
PubChem CID
65079
ChEMBL
CHEMBL1973733
ChEBI
CHEBI:51903
UNII
V0YM2B16TS
EC Number
215-957-1
Nikkaji
J7.743G
λmax
494 nm · 494nm
Stability
Stable. Incompatible with strong oxidizing agents.
Biological Applications
Calcium indicator; fluoride indicator; iron indicator; mercury indicator; detecting nucleic acids,proteins; treating osteoporosis; drug delivery systems
Major Application
Chemical-mechanical polishing, stabilizing liposomes, cell motility assay, detecting nucleic acids, virus, screening safety of gastric mucosa, MDR inhibitors, delivery, imaging atherosclerotic plaque
CAS DataBase Reference
1461 · 1461-15-0(CAS DataBase Reference)
FDA UNII
0 YM2B16TS · V0YM2B16TS
EPA Substance Registry System
Glycine, N,N'-[(3',6'-dihydroxy-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthene]-2',7'-diyl)bis(methylene)]bis[N-(carboxymethyl)- (1461-15-0)
UNSPSC Code
12171501 · 12171501
NACRES
21 · NA.21
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
319 · H319-H302-H335-H312-H315-H332
Precautionary statements
280 · P280-P302+P352-P312-P322-P363-P501-P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P-P264-P270-P301+P312-P330-P501-P261-P271-P304+P340-P312
Hazard Codes
Xn
Risk Statements
20 · 20/21/22-36/37/38
Safety Statements
22 · 22-24/25-36/37/39-26
WGK Germany
3 · 3
F
10 · 10
TSCA
TSCA listed
HS Code
32041900 · 32041900

Regulatory information

Regulatory Information · 2 items

Chemical: Glycine, N,N'-[(3',6'-dihydroxy-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthene]-2',7'-diyl)bis(methylene)]bis[N-(carboxymethyl)-

Glycine, N,N'-[(3',6'-dihydroxy-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthene]-2',7'-diyl)bis(methylene)]bis[N-(carboxymethyl)-: Does not have an individual approval but may be used under an appropriate group standard

Safety data

F
10
wgk
3
tsca
TSCA listed
hs_code
32041900
risk_code
20/21/22-36/37/38
Signal word
Warning
Symbol(GHS)
GHS07
hazard_code
Xn
safety_code
22-24/25-36/37/39-26
Hazard statements
H319-H302-H335-H312-H315-H332
Precautionary statements
P280-P302+P352-P312-P322-P363-P501-P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P-P264-P270-P301+P312-P330-P501-P261-P271-P304+P340-P312
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Additional notes

DefinitionChEBI: Calcein is a xanthene dye. It has a role as a fluorochrome. It is functionally related to a fluoran.