Albofungin | CAS#37895-35-5 | Antibiotic

MedKoo Cat#: 329837 | Name: Albofungin

Featured

Description:

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

Albofungin, also known as Antibiotic P42-1, Antibiotic P42-C, is a xanthone isolated from A. tumemacerans with diverse biological activities. A hexacyclic aromatic natural product, it exhibits broad-spectrum antimicrobial activity

Chemical Structure

Albofungin

CAS#37895-35-5

Theoretical Analysis

MedKoo Cat#: 329837

Name: Albofungin

CAS#: 37895-35-5

Chemical Formula: C27H24N2O9

Exact Mass: 520.1482

Molecular Weight: 520.49

Elemental Analysis: C, 62.31; H, 4.65; N, 5.38; O, 27.66

Price and Availability

Size	Price	Availability	Quantity
1mg	USD 600.00	2 Weeks
5mg	USD 1,750.00	2 Weeks

Bulk Inquiry

Buy Now

Add to Cart

Related CAS #

No Data

Synonym

Albofungin; Antibiotic P42-1, Antibiotic P42-C; Antibiotic P421, Antibiotic P42C.

IUPAC/Chemical Name

(1S,4R,8aR)-13-amino-1,15,16-trihydroxy-4-methoxy-12-methyl-1,2,3,4,8a,13-hexahydro-17H-chromeno[2',3':6,7][1,3]dioxino[4',5',6':4,5]naphtho[2,1-g]isoquinoline-14,17(9H)-dione

InChi Key

PUQUSQASXBNKCW-BFHYXJOUSA-N

InChi Code

InChI=1S/C27H24N2O9/c1-9-5-10-6-11-7-14-18-19(15(11)21(31)16(10)27(34)29(9)28)23(33)20-22(32)17-12(30)3-4-13(35-2)24(17)38-26(20)25(18)37-8-36-14/h5-6,12-14,30-31,33H,3-4,7-8,28H2,1-2H3/t12-,13+,14+/m0/s1

SMILES Code

NN1C(C)=CC(C=C(C[C@]2([H])C(C3=C(O)C4=C5OC([C@H](OC)CC[C@@H]6O)=C6C4=O)=C5OCO2)C3=C7O)=C7C1=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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 520.49 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: Ye W, She W, Sung HHY, Qian P, Williams ID. Albofungin and chloroalbofungin: antibiotic crystals with 2D but not 3D isostructurality. Acta Crystallogr C Struct Chem. 2020 Dec 1;76(Pt 12):1100-1107. doi: 10.1107/S2053229620015041. Epub 2020 Nov 25. PMID: 33273148. 2: Wang ZC, Lo IW, Lin KH, Cheng AN, Zadeh SM, Huang YH, Li TL. Genetic and Biochemical Characterization of Halogenation and Drug Transportation Genes Encoded in the Albofungin Biosynthetic Gene Cluster. Appl Environ Microbiol. 2022 Sep 13;88(17):e0080622. doi: 10.1128/aem.00806-22. Epub 2022 Aug 24. PMID: 36000868; PMCID: PMC9469721. 3: She W, Ye W, Cheng A, Liu X, Tang J, Lan Y, Chen F, Qian PY. Discovery, Bioactivity Evaluation, Biosynthetic Gene Cluster Identification, and Heterologous Expression of Novel Albofungin Derivatives. Front Microbiol. 2021 Feb 1;12:635268. doi: 10.3389/fmicb.2021.635268. PMID: 33633715; PMCID: PMC7902042. 4: She W, Ye W, Cheng A, Ye W, Ma C, Wang R, Cheng J, Liu X, Yuan Y, Chik SY, Limlingan Malit JJ, Lu Y, Chen F, Qian PY. Discovery, Yield Improvement, and Application in Marine Coatings of Potent Antifouling Compounds Albofungins Targeting Multiple Fouling Organisms. Front Microbiol. 2022 Jul 7;13:906345. doi: 10.3389/fmicb.2022.906345. PMID: 35875539; PMCID: PMC9300314. 5: Malanicheva IA, Koz'mian LI, Dudnik IuV, Novozhenov MIu, Laĭko AV, Potapova NP. Obrazovanie al'bofungina shtammon, poluchennym v rezul'tate sliianiia protoplastov produtsentov aminoglikozidnykh antibiotikov [Albofungin formation by a strain isolated as a result of fusion of protoplasts of organisms producing aminoglycoside antibiotics]. Antibiot Khimioter. 1991 May;36(5):5-8. Russian. PMID: 1953176. 6: Fukushima K, Ishiwata K, Kuroda S, Arai T. Identity of antibiotic P-42-1 elaborated by Actinomyces tumemacerans with kanchanomycin and albofungin. J Antibiot (Tokyo). 1973 Feb;26(2):65-9. doi: 10.7164/antibiotics.26.65. PMID: 4781285. 7: Gurevich AI, Karapetian MG, Kiseleva OA, Koloditskaia TA, Kolosov MN. Khimiia al'bofungina. Antibiotiki al'bofungin i khloral'bofungin [The chemistry of albofungin. The antibiotics albofungin and chloralbofungin]. Antibiotiki. 1972 Sep;17(9):771-4. Russian. PMID: 4569437. 8: Wu WS, Cheng WC, Cheng TR, Wong CH. Affinity-Based Screen for Inhibitors of Bacterial Transglycosylase. J Am Chem Soc. 2018 Feb 28;140(8):2752-2755. doi: 10.1021/jacs.7b13205. Epub 2018 Feb 13. PMID: 29411975. 9: Linardi D, She W, Zhang Q, Yu Y, Qian PY, Lam H. Proteomining-Based Elucidation of Natural Product Biosynthetic Pathways in Streptomyces. Front Microbiol. 2022 Jul 11;13:913756. doi: 10.3389/fmicb.2022.913756. PMID: 35898901; PMCID: PMC9309509. 10: TEBIAKINA AE, CHAIKOVSKAIA SM. [Biological characteristics and a method for the determination of activities of a new anti-fungal antibiotic albofungin]. Antibiotiki. 1960 Jan-Feb;5:26-9. Russian. PMID: 13837246. 11: Gurevich AI, Karapetian MG, Kolosov MN, Onoprienko VV, Popravko SA. Stroenie antibiotikov al'bofungina i khloral'bofungina [Structure of the antibiotics albofungin and chloralbofungin]. Dokl Akad Nauk SSSR. 1972 Dec 21;207(6):1347-50. Russian. PMID: 4643806. 12: Sabirov S, Kuznetsov VD, Filippova SN, Fishman VM. Optimizatsiia pitatel'noĭ sredy dlia biosinteza al'bofungina metodom krutogo voskozhdeniia [Optimization of the nutrient medium for the biosynthesis of albofungin by the steepest ascent procedure]. Antibiotiki. 1978 Jul;23(7):590-2. Russian. PMID: 677846. 13: ROZENFELD GS, BAIKINA VM, BLINOV NO, KHOKHLOV AS. FRAKTSIONIROVANIE AL'BOFUNGINA IN ANTIBIOTIKA NO. 660-15 [FRACTIONATION OF ALBOFUNGIN AND ANTIBIOTIC NO. 660-15]. Antibiotiki. 1963 Apr;8:320-6. Russian. PMID: 14072478. 14: Cooper R, Truumees I, Gunnarsson I, Loebenberg D, Horan A, Marquez J, Patel M, Gullo V, Puar M, Das P, et al. Sch 42137, a novel antifungal antibiotic from an Actinoplanes sp. Fermentation, isolation, structure and biological properties. J Antibiot (Tokyo). 1992 Apr;45(4):444-53. doi: 10.7164/antibiotics.45.444. Erratum in: J Antibiot (Tokyo) 1992 Aug;45(8):C-3. PMID: 1592676. 15: RUDAIA SM, SOLOV'EVA NK, ROZENFEL'D GS, KHOKHLOV AS, BYCHKOVA MM. [Formation, isolation and primary chemical purification of antibiotic No. 660-15, related to albofungin]. Antibiotiki. 1963 Feb;8:99-103. Russian. PMID: 13983072. 16: ROZENFEL'D GS, ROSTOVTSEVA LI, BAIKINA VM, TRAKHTENBERG DM, KHOKHLOV AS. [On albonursin--a substance accompanying the antibiotics nystatin and albofungin]. Antibiotiki. 1963 Mar;8:201-7. Russian. PMID: 13982906. 17: KHOKHLOV AS, ROZENFEL'D GS. [Isolation and primary chemical purification of the antibiotic albofungin]. Antibiotiki. 1959 Nov-Dec;4:10-3. Russian. PMID: 14408877. 18: SOLOV'EVA NK, RUDAIA SM. [Characteristics of the organism producing a new antifungal antibiotic albofungin]. Antibiotiki. 1959 Nov-Dec;4:5-10. Russian. PMID: 13832700. 19: Chu M, Truumees I, Mierzwa R, Terracciano J, Patel M, Loebenberg D, Kaminski JJ, Das P, Puar MS. Sch 54445: a new polycyclic xanthone with highly potent antifungal activity produced by Actinoplanes sp. J Nat Prod. 1997 May;60(5):525-8. doi: 10.1021/np960737v. PMID: 9170295. 20: Kuznetsov VD, Sabirov S, Filippova SN. Izuchenie populiatsionnogo sostava Actinomyces tumemacerans i Actinomyces albus var. fungatus [Population composition of Actinomyces tumemacerans and Actinomyces albus var. fungatus]. Mikrobiologiia. 1978 Nov-Dec;47(6):1073-80. Russian. PMID: 745558.