FR-901469 | CAS# 174778-71-3 | Biochemical

MedKoo Cat#: 575666 | Name: FR-901469

Description:

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

FR-901469 is an antifungal antibiotic from an unidentified fungus No.11243.

Chemical Structure

FR-901469

CAS#174778-71-3

Theoretical Analysis

MedKoo Cat#: 575666

Name: FR-901469

CAS#: 174778-71-3

Chemical Formula: C71H116N14O23

Exact Mass: 1532.8338

Molecular Weight: 1533.78

Elemental Analysis: C, 55.60; H, 7.62; N, 12.79; O, 23.99

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

FR 901469; FR901469; FR-901469

IUPAC/Chemical Name

(3R)-3-((2R,6S,9S,12R,15R,19R,22S,25R,31S,33aS,34S,39S,44aS)-22-(3-aminopropyl)-2,34-dihydroxy-9-(4-hydroxybenzyl)-15,25,39,42-tetrakis((R)-1-hydroxyethyl)-6-isopropyl-12-methyl-5,8,11,14,17,21,24,27,30,33,38,41,44-tridecaoxo-19-tridecyltetracontahydro-1H,5H,21H-dipyrrolo[2,1-o:2',1'-x][1]oxa[4,7,10,13,16,19,22,25,28,31,34,37]dodecaazacyclotetracontin-31-yl)-3-hydroxypropanamide

InChi Key

LTLDDYQPSWDOBJ-YVPDWWAQSA-N

InChi Code

InChI=1S/C71H116N14O23/c1-9-10-11-12-13-14-15-16-17-18-19-21-45-32-52(95)78-55(38(5)86)65(101)75-37(4)61(97)77-47(30-42-23-25-43(90)26-24-42)62(98)80-54(36(2)3)69(105)85-35-44(91)31-48(85)63(99)81-57(40(7)88)67(103)82-58(41(8)89)70(106)84-29-27-49(92)60(84)68(104)83-59(50(93)33-51(73)94)64(100)74-34-53(96)79-56(39(6)87)66(102)76-46(22-20-28-72)71(107)108-45/h23-26,36-41,44-50,54-60,86-93H,9-22,27-35,72H2,1-8H3,(H2,73,94)(H,74,100)(H,75,101)(H,76,102)(H,77,97)(H,78,95)(H,79,96)(H,80,98)(H,81,99)(H,82,103)(H,83,104)/t37-,38-,39-,40-,41-,44-,45-,46+,47+,48+,49+,50-,54+,55-,56-,57?,58+,59+,60+/m1/s1

SMILES Code

CCCCCCCCCCCCC[C@@H]1CC(=O)N[C@H]([C@@H](C)O)C(=O)N[C@H](C)C(=O)N[C@@H](Cc2ccc(O)cc2)C(=O)N[C@@H](C(C)C)C(=O)N3C[C@H](O)C[C@H]3C(=O)NC([C@@H](C)O)C(=O)N[C@@H]([C@@H](C)O)C(=O)N4CC[C@H](O)[C@H]4C(=O)N[C@@H]([C@H](O)CC(=O)N)C(=O)NCC(=O)N[C@H]([C@@H](C)O)C(=O)N[C@@H](CCCN)C(=O)O1

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 1,533.78 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. Barrett D. From natural products to clinically useful antifungals. Biochim Biophys Acta. 2002 Jul 18;1587(2-3):224-33. doi: 10.1016/s0925-4439(02)00085-6. PMID: 12084464. 2. Matsui M, Yokoyama T, Nemoto K, Kumagai T, Tamano K, Machida M, Shibata T. Further enhancement of FR901469 productivity by co-overexpression of cpcA, a cross-pathway control gene, and frbF in fungal sp. No. 11243. J Biosci Bioeng. 2017 Jul;124(1):8-14. doi: 10.1016/j.jbiosc.2017.02.015. Epub 2017 Mar 22. PMID: 28341398. 3. Matsui M, Yokoyama T, Nemoto K, Kumagai T, Terai G, Tamano K, Machida M, Shibata T. Identification of a putative FR901469 biosynthesis gene cluster in fungal sp. No. 11243 and enhancement of the productivity by overexpressing the transcription factor gene frbF. J Biosci Bioeng. 2017 Feb;123(2):147-153. doi: 10.1016/j.jbiosc.2016.08.007. Epub 2016 Sep 19. PMID: 27660098. 4. Fujie A, Iwamoto T, Muramatsu H, Okudaira T, Sato I, Furuta T, Tsurumi Y, Hori Y, Hino M, Hashimoto S, Okuhara M. FR901469, a novel antifungal antibiotic from an unidentified fungus No.11243. II. In vitro and in vivo activities. J Antibiot (Tokyo). 2000 Sep;53(9):920-7. doi: 10.7164/antibiotics.53.920. PMID: 11099225.