Available from stock

3-Acetyl-7-hydroxycoumarin

SKU: A0003

Category: Fluorescent Detection

Synonyms: 3-Acetylumbelliferone, 3-Acetyl-7-hydroxy-2H-chromen-2-one, AHC; 10441-27-7
CAS-Number: C₁₁H₈O₄
Molecular Formula: 204.18
Molecular Weight

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥97% (NMR)
Appearance: Yellow powder
Identity: 1H-NMR

Properties

Solvents: DMSO
Melting Point: 234 °C

Shipping: AMBIENT
Short Term Storage: RT
Long Term Storage: +4°C
Handling Advice: Protect from light and moisture.
Use / Stability: Stable for at least 2 years after receipt when stored at +4°C.

Hazard statements: H302-H315-H319-H335
Precautionary statements: P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330
GHS Symbol: GHS07
Signal word: Warning
Transportation: Not dangerous goods

Description: 3-Acetyl-7-hydroxycoumarin is a pH-sensitive fluorescent indicator dye. Has been shown to be a macrophage migration inhibitory factor (MIF) active compound. Important heterocyclic building block and intermediate used for synthesis of fluorescent probes and bioactive compounds. Spectral data: Absorption: 413nm, Excitation: 419nm, Fluorescence: 458nm (in H2O).
Smiles: O=C1OC2=C(C=C1C(C)=O)C=CC(O)=C2
InChi Key: BRQZHMHHZLRXOO-UHFFFAOYSA-N
References: (1) S. Rangaswami, et al., Proc. Ind. Acad. Sci. 13, 316 (1941) , (2) C.E. Wheelock, JACS 81, 1348 (1959) , (3) W.R. Sherman & E. Robins, Anal. Chem. 40, 803 (1968) , (4) M. Orita, et al., J. Med. Chem. 44, 540 (2001) , (5) K. Azuma, et al., Photochem. Photobiol. Sci. 2, 443 (2003) , (6) J.R. Fry, et al., Xenobiotica 34, 707 (2004) , (7) Y-F. Sun & Y-P. Cui, Dyes Pigm. 78, 65 (2008) , (8) O. Garcia-Beltran, et al., Tetrahedr. Lett. 52, 6606 (2011) , (9) M. Khoobi, et al., Arch. Pharm. 344, 588 (2011) , (10) O. Garcia-Beltran, et al., Eur. J. Med. Chem. 76, 79 (2014) , (11) X. Dai, et al., Biosens. Bioelectr. 59, 35 (2014) , (12) D. Tao, et al., Eur. J. Med. Chem. 173, 203 (2019) , (13) L. Fu, et al., Microchim. Acta 186, 491 (2019) , (14) J. Wang, et al., Talanta 205, 120095 (2019) , (15) K. Wang, et al., Biosensors 13, 658 (2023)
InChi: InChI=1S/C11H8O4/c1-6(12)9-4-7-2-3-8(13)5-10(7)15-11(9)14/h2-5,13H,1H3

3-Acetyl-7-hydroxycoumarin is a pH-sensitive fluorescent indicator dye. Has been shown to be a macrophage migration inhibitory factor (MIF) active compound. Important heterocyclic building block and intermediate used for synthesis of fluorescent probes and bioactive compounds. Spectral data: Absorption: 413nm, Excitation: 419nm, Fluorescence: 458nm (in H2O).

SKU: A0003 Category: Fluorescent Detection

Additional information

Additional information

Synonyms	3-Acetylumbelliferone, 3-Acetyl-7-hydroxy-2H-chromen-2-one, AHC
Purity	≥97% (NMR)
Appearance	Yellow powder
CAS-Number	10441-27-7
Molecular Formula	C11H8O4
Molecular Weight	204.18
Identity	1H-NMR
Solvents	DMSO
Melting Point	234 °C
Smiles	O=C1OC2=C(C=C1C(C)=O)C=CC(O)=C2
InChi Key	BRQZHMHHZLRXOO-UHFFFAOYSA-N
Shipping	AMBIENT
Short Term Storage	RT
Long Term Storage	+4°C
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at +4°C.
Hazard statements	H302-H315-H319-H335
Precautionary statements	P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330
GHS Symbol	GHS07
Signal word	Warning
Transportation	Not dangerous goods
References	(1) S. Rangaswami, et al., Proc. Ind. Acad. Sci. 13, 316 (1941), (2) C.E. Wheelock, JACS 81, 1348 (1959), (3) W.R. Sherman & E. Robins, Anal. Chem. 40, 803 (1968), (4) M. Orita, et al., J. Med. Chem. 44, 540 (2001), (5) K. Azuma, et al., Photochem. Photobiol. Sci. 2, 443 (2003), (6) J.R. Fry, et al., Xenobiotica 34, 707 (2004), (7) Y-F. Sun & Y-P. Cui, Dyes Pigm. 78, 65 (2008), (8) O. Garcia-Beltran, et al., Tetrahedr. Lett. 52, 6606 (2011), (9) M. Khoobi, et al., Arch. Pharm. 344, 588 (2011), (10) O. Garcia-Beltran, et al., Eur. J. Med. Chem. 76, 79 (2014), (11) X. Dai, et al., Biosens. Bioelectr. 59, 35 (2014), (12) D. Tao, et al., Eur. J. Med. Chem. 173, 203 (2019), (13) L. Fu, et al., Microchim. Acta 186, 491 (2019), (14) J. Wang, et al., Talanta 205, 120095 (2019), (15) K. Wang, et al., Biosensors 13, 658 (2023)
InChi	InChI=1S/C11H8O4/c1-6(12)9-4-7-2-3-8(13)5-10(7)15-11(9)14/h2-5,13H,1H3
Quantity	500 mg, 1 g, Bulk