WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 561095
CAS#: 93-35-6
Description: Umbelliferone, also known as 7-Hydroxycoumarin, Hydrangin or Skimmetin, modulates the oxidative metabolism, degranulation and microbial killing of human neutrophils. Umbelliferone acts on neutrophils to produce relevant anti-inflammatory effects.
MedKoo Cat#: 561095
Name: Umbelliferone
CAS#: 93-35-6
Chemical Formula: C9H6O3
Exact Mass: 162.0317
Molecular Weight: 162.14
Elemental Analysis: C, 66.67; H, 3.73; O, 29.60
Synonym: 7-Hydroxycoumarin, 7 Hydroxycoumarin, 7Hydroxycoumarin, Hydrangin, Skimmetin, Umbelliferone
IUPAC/Chemical Name: 7-Hydroxycoumarin
InChi Key: ORHBXUUXSCNDEV-UHFFFAOYSA-N
InChi Code: InChI=1S/C9H6O3/c10-7-3-1-6-2-4-9(11)12-8(6)5-7/h1-5,10H
SMILES Code: O=C1OC2=C(C=CC(O)=C2)C=C1
Appearance: Off-white to beige solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO
Shelf Life: >2 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
The following data is based on the product molecular weight 162.14 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
| 5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
| 10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
| 50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
1: Marshall ME, Mohler JL, Edmonds K, Williams B, Butler K, Ryles M, Weiss L, Urban D, Bueschen A, Markiewicz M, et al. An updated review of the clinical development of coumarin (1,2-benzopyrone) and 7-hydroxycoumarin. J Cancer Res Clin Oncol. 1994;120 Suppl:S39-42. Review. PubMed PMID: 8132703.
2: Pelkonen O, Rautio A, Raunio H, Pasanen M. CYP2A6: a human coumarin 7-hydroxylase. Toxicology. 2000 Apr 3;144(1-3):139-47. Review. PubMed PMID: 10781881.
3: Pelkonen O, Rautio A, Raunio H, Mäenpää J, Hakkola J. Regulation of coumarin 7-hydroxylation in man. J Cancer Res Clin Oncol. 1994;120 Suppl:S30-1. Review. PubMed PMID: 8132700.
4: Lacy A, O'Kennedy R. Studies on coumarins and coumarin-related compounds to determine their therapeutic role in the treatment of cancer. Curr Pharm Des. 2004;10(30):3797-811. Review. PubMed PMID: 15579072.
5: Tsoi C, Swedmark S. Sulfation in dog. Curr Drug Metab. 2005 Jun;6(3):275-85. Review. PubMed PMID: 15975044.
6: Musa MA, Cooperwood JS, Khan MO. A review of coumarin derivatives in pharmacotherapy of breast cancer. Curr Med Chem. 2008;15(26):2664-79. Review. PubMed PMID: 18991629; PubMed Central PMCID: PMC3772644.
7: Farinola N, Piller NB. CYP2A6 polymorphisms: is there a role for pharmacogenomics in preventing coumarin-induced hepatotoxicity in lymphedema patients? Pharmacogenomics. 2007 Feb;8(2):151-8. Review. PubMed PMID: 17286538.
8: Thurman RG, Lemasters JJ. New micro-optical methods to study metabolism in periportal and pericentral regions of the liver lobule. Drug Metab Rev. 1988;19(3-4):263-81. Review. PubMed PMID: 3068031.
9: Shull LR, Kirsch DG, Lohse CL, Wisniewski JA. Application of isolated hepatocytes to studies of drug metabolism in large food animals. Xenobiotica. 1987 Mar;17(3):345-63. Review. PubMed PMID: 3554786.
10: Hoult JR, Payá M. Pharmacological and biochemical actions of simple coumarins: natural products with therapeutic potential. Gen Pharmacol. 1996 Jun;27(4):713-22. Review. PubMed PMID: 8853310.
11: Ando H, Okamoto H, Furuta T. [Development of a new technology to manipulate gene activity by photo-illumination using a new DNA/RNA caging compound, Bhc-diazo]. Tanpakushitsu Kakusan Koso. 2002 Feb;47(2):125-32. Review. Japanese. PubMed PMID: 11840675.
12: Lacy A, Dunne L, Fitzpatrick B, Daly S, Keating G, Baxter A, Hearty S, O'Kennedy R. Rapid analysis of coumarins using surface plasmon resonance. J AOAC Int. 2006 May-Jun;89(3):884-92. Review. PubMed PMID: 16792090.
13: Reymond JL. Substrate arrays for fluorescence-based enzyme fingerprinting and high-throughput screening. Ann N Y Acad Sci. 2008;1130:12-20. Epub 2007 Dec 20. Review. PubMed PMID: 18096855.
