MedKoo Cat#: 559001 | Name: Citropten
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Description:

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

Citropten is a coumarin that has been found in bergamot extracts and has diverse biological activities.

Chemical Structure

Citropten
Citropten
CAS#487-06-9

Theoretical Analysis

MedKoo Cat#: 559001

Name: Citropten

CAS#: 487-06-9

Chemical Formula: C11H10O4

Exact Mass: 206.0579

Molecular Weight: 206.20

Elemental Analysis: C, 64.08; H, 4.89; O, 31.04

Price and Availability

Size Price Availability Quantity
250mg USD 250.00 2 Weeks
500mg USD 450.00 2 Weeks
1g USD 750.00 2 Weeks
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Related CAS #
No Data
Synonym
5,7-Dimethoxycoumarin; Limettin; Limetin; NSC 102793; NSC-102793; NSC102793
IUPAC/Chemical Name
5,7-dimethoxy-2H-1-benzopyran-2-one
InChi Key
NXJCRELRQHZBQA-UHFFFAOYSA-N
InChi Code
InChI=1S/C11H10O4/c1-13-7-5-9(14-2)8-3-4-11(12)15-10(8)6-7/h3-6H,1-2H3
SMILES Code
O=C1C=CC2=C(OC)C=C(OC)C=C2O1
Appearance
Solid powder
Purity
>95% (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
>3 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 206.20 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
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High-performance liquid chromatographic determination of citropten and bergapten in suction blister fluid after solar product application in humans. J Chromatogr. 1991 Feb 15;563(2):407-13. doi: 10.1016/0378-4347(91)80049-i. PMID: 2056004. 5: Gismondi A, Nanni V, Reina G, Orlanducci S, Terranova ML, Canini A. Nanodiamonds coupled with 5,7-dimethoxycoumarin, a plant bioactive metabolite, interfere with the mitotic process in B16F10 cells altering the actin organization. Int J Nanomedicine. 2016 Feb 3;11:557-74. doi: 10.2147/IJN.S96614. PMID: 26893562; PMCID: PMC4745844. 6: Goh RMV, Pua A, Luro F, Ee KH, Huang Y, Marchi E, Liu SQ, Lassabliere B, Yu B. Distinguishing citrus varieties based on genetic and compositional analyses. PLoS One. 2022 Apr 18;17(4):e0267007. doi: 10.1371/journal.pone.0267007. PMID: 35436309; PMCID: PMC9015143. 7: Benedetto N, Carlucci V, Faraone I, Lela L, Ponticelli M, Russo D, Mangieri C, Tzvetkov NT, Milella L. An Insight into Citrus medica Linn.: A Systematic Review on Phytochemical Profile and Biological Activities. Plants (Basel). 2023 Jun 10;12(12):2267. doi: 10.3390/plants12122267. PMID: 37375892; PMCID: PMC10301705. 8: Chambon P, Huit B, Chambon-Mougenot R. Dosage spectrofluorimétrique du bergaptène et du citroptène dans les essences de Bergamote [Spectrofluorimetric determination of bergapten and citropten in bergamote oils]. Ann Pharm Fr. 1969 Nov;27(11):635-8. French. PMID: 5379140. 9: Li XN, Tong SQ, Cheng DP, Li QY, Yan JZ. Coumarins from Edgeworthia chrysantha. Molecules. 2014 Feb 13;19(2):2042-8. doi: 10.3390/molecules19022042. PMID: 24531219; PMCID: PMC6270942. 10: Rosselli S, Maggio A, Bellone G, Formisano C, Basile A, Cicala C, Alfieri A, Mascolo N, Bruno M. Antibacterial and anticoagulant activities of coumarins isolated from the flowers of Magydaris tomentosa. Planta Med. 2007 Feb;73(2):116-20. doi: 10.1055/s-2006-951772. Epub 2006 Nov 24. PMID: 17128388. 11: Borgatti M, Mancini I, Bianchi N, Guerrini A, Lampronti I, Rossi D, Sacchetti G, Gambari R. Bergamot (Citrus bergamia Risso) fruit extracts and identified components alter expression of interleukin 8 gene in cystic fibrosis bronchial epithelial cell lines. BMC Biochem. 2011 Apr 15;12:15. doi: 10.1186/1471-2091-12-15. PMID: 21496221; PMCID: PMC3095539. 12: Wang F, Xu Y, Liu JK. New geranyloxycoumarins from Toddalia asiatica. J Asian Nat Prod Res. 2009 Aug;11(8):752-6. doi: 10.1080/10286020903048975. PMID: 20183319. 13: Fracarolli L, Rodrigues GB, Pereira AC, Massola Júnior NS, Silva-Junior GJ, Bachmann L, Wainwright M, Bastos JK, Braga GUL. Inactivation of plant-pathogenic fungus Colletotrichum acutatum with natural plant-produced photosensitizers under solar radiation. J Photochem Photobiol B. 2016 Sep;162:402-411. doi: 10.1016/j.jphotobiol.2016.07.009. Epub 2016 Jul 9. PMID: 27434699. 14: Kerekes D, Horváth A, Kúsz N, Borcsa BL, Szemerédi N, Spengler G, Csupor D. Coumarins, furocoumarins and limonoids of Citrus trifoliata and their effects on human colon adenocarcinoma cell lines. Heliyon. 2022 Aug 29;8(9):e10453. doi: 10.1016/j.heliyon.2022.e10453. PMID: 36097483; PMCID: PMC9463373. 15: Jahan I, Sakib SA, Alam N, Majumder M, Sharmin S, Reza ASMA. Pharmacological insights into Chukrasia velutina bark: Experimental and computer-aided approaches. Animal Model Exp Med. 2022 Dec;5(4):377-388. doi: 10.1002/ame2.12268. PMID: 36047481; PMCID: PMC9434563. 16: de Menezes HD, Pereira AC, Brancini GT, de Leão HC, Massola Júnior NS, Bachmann L, Wainwright M, Bastos JK, Braga GU. Furocoumarins and coumarins photoinactivate Colletotrichum acutatum and Aspergillus nidulans fungi under solar radiation. J Photochem Photobiol B. 2014 Feb 5;131:74-83. doi: 10.1016/j.jphotobiol.2014.01.008. Epub 2014 Jan 22. PMID: 24509069. 17: Hamdan D, El-Readi MZ, Tahrani A, Herrmann F, Kaufmann D, Farrag N, El- Shazly A, Wink M. Secondary metabolites of ponderosa lemon (Citrus pyriformis) and their antioxidant, anti-inflammatory, and cytotoxic activities. Z Naturforsch C J Biosci. 2011 Jul-Aug;66(7-8):385-93. doi: 10.1515/znc-2011-7-810. PMID: 21950163. 18: Menichini F, Tundis R, Loizzo MR, Bonesi M, Provenzano E, de Cindio B, Menichini F. In vitro photo-induced cytotoxic activity of Citrus bergamia and C. medica L. cv. Diamante peel essential oils and identified active coumarins. Pharm Biol. 2010 Sep;48(9):1059-65. doi: 10.3109/13880200903486636. PMID: 20690896. 19: Chouchi D, Barth D. Rapid identification of some coumarin derivatives in deterpenated citrus peel oil by gas chromatography. J Chromatogr A. 1994 Jun 24;672(1-2):177-83. doi: 10.1016/0021-9673(94)80606-3. PMID: 8069393. 20: Finsterer J. Earl Grey tea intoxication. Lancet. 2002 Apr 27;359(9316):1484. doi: 10.1016/S0140-6736(02)08436-2. PMID: 11988248.