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MedKoo Cat#: 161006 | Name: GERALDOL

Description:

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

GERALDOL is seen to inhibit aquaporin‑4 binding by NMO‑IgG, a potential pathway to treating Neuromyelitis Optica (NMO). GERALDOL is reported to suppress endothelial cell migration and proliferation. GERALDOL is found to be more cytotoxic than its parent compound toward tumor cells.

Chemical Structure

GERALDOL
GERALDOL
CAS#21511-25-1

Theoretical Analysis

MedKoo Cat#: 161006

Name: GERALDOL

CAS#: 21511-25-1

Chemical Formula: C16H12O6

Exact Mass: 300.0600

Molecular Weight: 300.27

Elemental Analysis: C, 64.00; H, 4.03; O, 31.97

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 #
No Data
Synonym
GERALDOL;
IUPAC/Chemical Name
3,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-chromen-4-one
InChi Key
WRFQRUBJBPLPAM-UHFFFAOYSA-N
InChi Code
1S/C16H12O6/c1-21-13-6-8(2-5-11(13)18)16-15(20)14(19)10-4-3-9(17)7-12(10)22-16/h2-7,17-18,20H,1H3
SMILES Code
COC1=C(O)C=CC(=C1)C2=C(O)C(=O)C3=C(O2)C=C(O)C=C3
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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 300.27 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: Wang J, Wang S, Sun M, Xu H, Liu W, Wang D, Zhang L, Li Y, Cao J, Li F, Li M. Identification of geraldol as an inhibitor of aquaporin‑4 binding by NMO‑IgG. Mol Med Rep. 2020 Aug;22(2):1111-1118. doi: 10.3892/mmr.2020.11212. Epub 2020 Jun 4. PMID: 32626958; PMCID: PMC7339707. 2: Jo JH, Jo JJ, Lee JM, Lee S. Identification of absolute conversion to geraldol from fisetin and pharmacokinetics in mouse. J Chromatogr B Analyt Technol Biomed Life Sci. 2016 Dec 1;1038:95-100. doi: 10.1016/j.jchromb.2016.10.034. Epub 2016 Oct 24. PMID: 27810278. 3: Shrestha R, Kim JH, Nam W, Lee HS, Lee JM, Lee S. Selective inhibition of CYP2C8 by fisetin and its methylated metabolite, geraldol, in human liver microsomes. Drug Metab Pharmacokinet. 2018 Apr;33(2):111-117. doi: 10.1016/j.dmpk.2017.12.006. Epub 2018 Jan 31. PMID: 29454704. 4: Touil YS, Auzeil N, Boulinguez F, Saighi H, Regazzetti A, Scherman D, Chabot GG. Fisetin disposition and metabolism in mice: Identification of geraldol as an active metabolite. Biochem Pharmacol. 2011 Dec 1;82(11):1731-9. doi: 10.1016/j.bcp.2011.07.097. Epub 2011 Aug 4. PMID: 21840301. 5: Riffell JL, Jänicke RU, Roberge M. Caspase-3-dependent mitotic checkpoint inactivation by the small-molecule inducers of mitotic slippage SU6656 and geraldol. Mol Cancer Ther. 2011 May;10(5):839-49. doi: 10.1158/1535-7163.MCT-10-0909. Epub 2011 Mar 25. PMID: 21441410. 6: Krishnakumar IM, Jaja-Chimedza A, Joseph A, Balakrishnan A, Maliakel B, Swick A. Enhanced bioavailability and pharmacokinetics of a novel hybrid-hydrogel formulation of fisetin orally administered in healthy individuals: a randomised double-blinded comparative crossover study. J Nutr Sci. 2022 Sep 9;11:e74. doi: 10.1017/jns.2022.72. PMID: 36304817; PMCID: PMC9574875. 7: Mehta P, Pawar A, Mahadik K, Bothiraja C. Emerging novel drug delivery strategies for bioactive flavonol fisetin in biomedicine. Biomed Pharmacother. 2018 Oct;106:1282-1291. doi: 10.1016/j.biopha.2018.07.079. Epub 2018 Jul 20. PMID: 30119198. 8: Chaipukdee N, Kanokmedhakul S, Lekphrom R, Kanokmedhakul K. Two new flavanonols from the bark of Akschindlium godefroyanum. Nat Prod Res. 2014;28(3):191-5. doi: 10.1080/14786419.2013.866113. Epub 2013 Dec 20. PMID: 24354343. 9: Riffell JL, Zimmerman C, Khong A, McHardy LM, Roberge M. Effects of chemical manipulation of mitotic arrest and slippage on cancer cell survival and proliferation. Cell Cycle. 2009 Sep 15;8(18):3025-38. Epub 2009 Sep 25. PMID: 19713760. 10: Yerlikaya S, Baloglu MC, Diuzheva A, Jekő J, Cziáky Z, Zengin G. Investigation of chemical profile, biological properties of Lotus corniculatus L. extracts and their apoptotic-autophagic effects on breast cancer cells. J Pharm Biomed Anal. 2019 Sep 10;174:286-299. doi: 10.1016/j.jpba.2019.05.068. Epub 2019 Jun 3. PMID: 31185340.

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