Calbistrin A | CAS# 147384-55-2

MedKoo Cat#: 412230 | Name: Calbistrin A

Description:

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

Calbistrin A is is antifungal agent produced by Penicillium restrictum. Calbistrin A has MICs of 0.78 micrograms/ml against Candida albicans.

Chemical Structure

Calbistrin A

CAS#147384-55-2

Theoretical Analysis

MedKoo Cat#: 412230

Name: Calbistrin A

CAS#: 147384-55-2

Chemical Formula: C31H40O8

Exact Mass: 540.2723

Molecular Weight: 540.65

Elemental Analysis: C, 68.87; H, 7.46; O, 23.67

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 #

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Synonym

Calbistrin A;

IUPAC/Chemical Name

(2E,4E,6E,8E)-10-hydroxy-12-(((3R,4aS,8R,10S,10aS,10bR)-3-hydroxy-4a,8,10b-trimethyl-1-oxo-2,3,4a,8,9,10,10a,10b-octahydro-1H-benzo[f]chromen-10-yl)oxy)-5,9,11-trimethyl-12-oxododeca-2,4,6,8-tetraenoic acid

InChi Key

YKPRQPBIYQBKND-IXBFLDGTSA-N

InChi Code

InChI=1S/C31H40O8/c1-18(10-8-12-25(33)34)9-7-11-20(3)28(36)21(4)29(37)38-23-16-19(2)15-22-13-14-30(5)31(6,27(22)23)24(32)17-26(35)39-30/h7-15,19,21,23,26-28,35-36H,16-17H2,1-6H3,(H,33,34)/b9-7+,12-8+,18-10+,20-11+/t19-,21?,23-,26+,27+,28?,30-,31+/m0/s1

SMILES Code

CC(C(O[C@H]1C[C@H](C=C2C=C[C@@]3(O[C@H](CC([C@@]3([C@@H]12)C)=O)O)C)C)=O)C(/C(C)=C/C=C/C(C)=C/C=C/C(O)=O)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

>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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 540.65 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: Pohl C, Polli F, Schütze T, Viggiano A, Mózsik L, Jung S, de Vries M, Bovenberg RAL, Meyer V, Driessen AJM. A Penicillium rubens platform strain for secondary metabolite production. Sci Rep. 2020 May 6;10(1):7630. doi: 10.1038/s41598-020-64893-6. PMID: 32376967; PMCID: PMC7203126. 2: Grijseels S, Pohl C, Nielsen JC, Wasil Z, Nygård Y, Nielsen J, Frisvad JC, Nielsen KF, Workman M, Larsen TO, Driessen AJM, Frandsen RJN. Identification of the decumbenone biosynthetic gene cluster in Penicillium decumbens and the importance for production of calbistrin. Fungal Biol Biotechnol. 2018 Dec 19;5:18. doi: 10.1186/s40694-018-0063-4. PMID: 30598828; PMCID: PMC6299560. 3: Bladt TT, Dürr C, Knudsen PB, Kildgaard S, Frisvad JC, Gotfredsen CH, Seiffert M, Larsen TO. Bio-activity and dereplication-based discovery of ophiobolins and other fungal secondary metabolites targeting leukemia cells. Molecules. 2013 Nov 26;18(12):14629-50. doi: 10.3390/molecules181214629. PMID: 24287995; PMCID: PMC6290568. 4: Stewart M, Capon RJ, Lacey E, Tennant S, Gill JH. Calbistrin E and two other new metabolites from an Australian isolate of Penicillium striatisporum. J Nat Prod. 2005 Apr;68(4):581-4. doi: 10.1021/np049614y. PMID: 15844954. 5: Jackson M, Karwowski JP, Humphrey PE, Kohl WL, Barlow GJ, Tanaka SK. Calbistrins, novel antifungal agents produced by Penicillium restrictum. I. Production, taxonomy of the producing organism and biological activity. J Antibiot (Tokyo). 1993 Jan;46(1):34-8. doi: 10.7164/antibiotics.46.34. PMID: 8436557.