MedKoo Cat#: 341435 | Name: Xylocoumarol

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Xylocoumarol is a biochemical.

Chemical Structure

Xylocoumarol
Xylocoumarol
CAS#15301-97-0

Theoretical Analysis

MedKoo Cat#: 341435

Name: Xylocoumarol

CAS#: 15301-97-0

Chemical Formula: C17H14O3

Exact Mass: 266.0943

Molecular Weight: 266.30

Elemental Analysis: C, 76.68; H, 5.30; O, 18.02

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
Xylocoumarol; BS 7173-D; Xilocumarol.
IUPAC/Chemical Name
4-Hydroxy-3-(3,5-xylyl)coumarin
InChi Key
MEGNNNHOKFVHGC-UHFFFAOYSA-N
InChi Code
InChI=1S/C17H14O3/c1-10-7-11(2)9-12(8-10)15-16(18)13-5-3-4-6-14(13)20-17(15)19/h3-9,18H,1-2H3
SMILES Code
O=C1OC2=C(C=CC=C2)C(O)=C1C3=CC(C)=CC(C)=C3
Appearance
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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 266.30 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.

Recalculate based on batch purity %
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: Rayar AM, Lagarde N, Martin F, Blanchard F, Liagre B, Ferroud C, Zagury JF, Montes M, Sylla-Iyarreta Veitía M. New selective cyclooxygenase-2 inhibitors from cyclocoumarol: Synthesis, characterization, biological evaluation and molecular modeling. Eur J Med Chem. 2018 Feb 25;146:577-587. doi: 10.1016/j.ejmech.2018.01.054. Epub 2018 Jan 31. PubMed PMID: 29407982. 2: He M, Korzekwa KR, Jones JP, Rettie AE, Trager WF. Structural forms of phenprocoumon and warfarin that are metabolized at the active site of CYP2C9. Arch Biochem Biophys. 1999 Dec 1;372(1):16-28. PubMed PMID: 10562412. 3: Maurer HH, Arlt JW. Detection of 4-hydroxycoumarin anticoagulants and their metabolites in urine as part of a systematic toxicological analysis procedure for acidic drugs and poisons by gas chromatography-mass spectrometry after extractive methylation. J Chromatogr B Biomed Sci Appl. 1998 Sep 4;714(2):181-95. PubMed PMID: 9766858. 4: Bourinbaiar AS, Tan X, Nagorny R. Inhibitory effect of coumarins on HIV-1 replication and cell-mediated or cell-free viral transmission. Acta Virol. 1993 Aug;37(4):241-50. PubMed PMID: 7905238. 5: Heimark LD, Trager WF. Stereoselective metabolism of conformational analogues of warfarin by beta-naphthoflavone-inducible cytochrome P-450. J Med Chem. 1985 Apr;28(4):503-6. PubMed PMID: 3981543. 6: Heimark LD, Trager WF. The preferred solution conformation of warfarin at the active site of cytochrome P-450 based on the CD spectra in octanol/water model system. J Med Chem. 1984 Aug;27(8):1092-5. PubMed PMID: 6747992. 7: BRUNTON L, LOWENSTEIN L, SHAPIRO L. Some experience with the anticoagulant cyclocumarol. Can Med Assoc J. 1955 Sep 1;73(5):392-5. PubMed PMID: 13250469; PubMed Central PMCID: PMC1826335. 8: MARION P, COLPRON G, LONG LA. [Study of cyclocumarol, its clinical aspects and its depressive action on prothrombin and on proconvertin]. Union Med Can. 1955 Apr;84(4):426-30. French. PubMed PMID: 14386612. 9: NEW and nonofficial remedies: cyclocumarol. J Am Med Assoc. 1952 Mar 15;148(11):939. PubMed PMID: 14897693. 10: SHAPIRO S. The hypoprothrombinemia-inducing activity of Link's compound 63 (methopyranorin). Acta Haematol. 1951 Sep;6(3):129-40. PubMed PMID: 14877466.