MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 329896 | Name: Citromycetin
Featured

Description:

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

Citromycetin, also known as Frequentic Acid and NSC 53584, a fungal metabolite originally isolated from Australian P. frequentans with antibiotic activity against the Gram-positive bacteria S. aureus and the Gram-negative bacteria V. cholerae and S. flexneri.

Chemical Structure

Citromycetin
Citromycetin
CAS#478-60-4

Theoretical Analysis

MedKoo Cat#: 329896

Name: Citromycetin

CAS#: 478-60-4

Chemical Formula: C14H10O7

Exact Mass: 290.0427

Molecular Weight: 290.23

Elemental Analysis: C, 57.94; H, 3.47; O, 38.59

Price and Availability

Size Price Availability Quantity
1mg USD 700.00 2 Weeks
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
No Data
Synonym
Citromycetin; Frequentic Acid; NSC 53584; NSC-53584; NSC53584;
IUPAC/Chemical Name
8,9-dihydroxy-2-methyl-4-oxo-4H,5H-pyrano[3,2-c][1]benzopyran-10-carboxylic acid
InChi Key
PKEPGKZPVDAVKI-UHFFFAOYSA-N
InChi Code
InChI=1S/C14H10O7/c1-5-2-7(15)6-4-20-9-3-8(16)12(17)11(14(18)19)10(9)13(6)21-5/h2-3,16-17H,4H2,1H3,(H,18,19)
SMILES Code
O=C(C1=C2C3=C(C(C=C(C)O3)=O)COC2=CC(O)=C1O)O
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 290.23 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: GATENBECK S, MOSBACH K. The mechanism of biosynthesis of citromycetin. Biochem Biophys Res Commun. 1963 May 3;11:166-9. doi: 10.1016/0006-291x(63)90328-0. PMID: 13946776. 2: Tian YQ, Lin XP, Liu J, Kaliyaperumal K, Ai W, Ju ZR, Yang B, Wang J, Yang XW, Liu Y. Ascomycotin A, a new citromycetin analogue produced by Ascomycota sp. Ind19F07 isolated from deep sea sediment. Nat Prod Res. 2015;29(9):820-6. doi: 10.1080/14786419.2014.988620. Epub 2014 Dec 24. PMID: 25537370. 3: GROVE JF, BRIAN PW. Identity of frequentic acid and citromycetin. Nature. 1951 Jun 16;167(4259):995. doi: 10.1038/167995a0. PMID: 14843149. 4: Cadelis MM, Nipper NSL, Grey A, Geese S, van de Pas SJ, Weir BS, Copp BR, Wiles S. Antimicrobial Polyketide Metabolites from Penicillium bissettii and P. glabrum. Molecules. 2021 Dec 31;27(1):240. doi: 10.3390/molecules27010240. PMID: 35011473; PMCID: PMC8746583. 5: George TK, Devadasan D, Jisha MS. Chemotaxonomic profiling of Penicillium setosum using high-resolution mass spectrometry (LC-Q-ToF-MS). Heliyon. 2019 Sep 26;5(9):e02484. doi: 10.1016/j.heliyon.2019.e02484. PMID: 31687578; PMCID: PMC6819834. 6: Capon RJ, Stewart M, Ratnayake R, Lacey E, Gill JH. Citromycetins and bilains A-C: new aromatic polyketides and diketopiperazines from Australian marine- derived and terrestrial Penicillium spp. J Nat Prod. 2007 Nov;70(11):1746-52. doi: 10.1021/np0702483. Epub 2007 Oct 25. PMID: 17958395. 7: Jouda JB, Mawabo IK, Notedji A, Mbazoa CD, Nkenfou J, Wandji J, Nkenfou CN. Anti-mycobacterial activity of polyketides from Penicillium sp. endophyte isolated from Garcinia nobilis against Mycobacteriumsmegmatis. Int J Mycobacteriol. 2016 Jun;5(2):192-6. doi: 10.1016/j.ijmyco.2016.02.007. Epub 2016 Mar 10. PMID: 27242231. 8: M Hussain FB, Al-Khdhairawi AAQ, Kok Sing H, Muhammad Low AL, Anouar EH, Thomas NF, Alias SA, Manshoor N, Weber JF. Structure Elucidation of the spiro-Polyketide Svalbardine B from the Arctic Fungal Endophyte Poaceicola sp. E1PB with Support from Extensive ESI-MSn Interpretation. J Nat Prod. 2020 Dec 24;83(12):3493-3501. doi: 10.1021/acs.jnatprod.9b01105. Epub 2020 Nov 25. PMID: 33233893. 9: Lee DS, Jang JH, Ko W, Kim KS, Sohn JH, Kang MS, Ahn JS, Kim YC, Oh H. PTP1B inhibitory and anti-inflammatory effects of secondary metabolites isolated from the marine-derived fungus Penicillium sp. JF-55. Mar Drugs. 2013 Apr 23;11(4):1409-26. doi: 10.3390/md11041409. PMID: 23612372; PMCID: PMC3705412. 10: Jouda JB, Kusari S, Lamshöft M, Mouafo Talontsi F, Douala Meli C, Wandji J, Spiteller M. Penialidins A-C with strong antibacterial activities from Penicillium sp., an endophytic fungus harboring leaves of Garcinia nobilis. Fitoterapia. 2014 Oct;98:209-14. doi: 10.1016/j.fitote.2014.08.011. Epub 2014 Aug 12. PMID: 25128427. 11: Ha TM, Kim DC, Sohn JH, Yim JH, Oh H. Anti-Inflammatory and Protein Tyrosine Phosphatase 1B Inhibitory Metabolites from the Antarctic Marine-Derived Fungal Strain Penicillium glabrum SF-7123. Mar Drugs. 2020 May 9;18(5):247. doi: 10.3390/md18050247. PMID: 32397523; PMCID: PMC7281349. 12: Jouda JB, Tamokou JD, Mbazoa CD, Sarkar P, Bag PK, Wandji J. Anticancer and antibacterial secondary metabolites from the endophytic fungus Penicillium sp. CAM64 against multi-drug resistant Gram-negative bacteria. Afr Health Sci. 2016 Sep;16(3):734-743. doi: 10.4314/ahs.v16i3.13. PMID: 27917206; PMCID: PMC5111986. 13: Gammon G, Chandler G, Depledge P, Elcock C, Wrigley S, Moore J, Cammarota G, Sinigaglia F, Moore M. A fungal metabolite which inhibits the interaction of CD4 with major histocompatibility complex-encoded class II molecules. Eur J Immunol. 1994 Apr;24(4):991-8. doi: 10.1002/eji.1830240432. PMID: 8149967. 14: Kozakiewicz Z. IMI descriptions of fungi and bacteria no. 1105. Penicillium glabrum. Mycopathologia. 1992 Mar;117(3):173-4. PMID: 1640981.