Calbistrin A

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MedKoo CAT#: 412230

CAS#: 147384-55-2

Description: 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 not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales or click below button.
Note: Price will be listed if it is available in the future.

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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 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

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.

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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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.