IUPAC/Chemical Name
Lanost-8-en-3-ol, 24-ethylidene-, (3beta,24Z)-
InChi Key
XCGCVXQNARNGON-RNBJSANHSA-N
InChi Code
InChI=1S/C32H54O/c1-10-23(21(2)3)12-11-22(4)24-15-19-32(9)26-13-14-27-29(5,6)28(33)17-18-30(27,7)25(26)16-20-31(24,32)8/h10,21-22,24,27-28,33H,11-20H2,1-9H3/b23-10-/t22-,24-,27+,28+,30-,31-,32+/m1/s1
SMILES Code
CC1(C)[C@@H](O)CC[C@]2(C)C3=C([C@@]4(CC[C@@H]([C@]4(CC3)C)[C@H](C)CC/C(C(C)C)=C/C)C)CC[C@@]12[H]
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
454.78
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: Kaneshiro ES, Amit Z, Swonger MM, Kreishman GP, Brooks EE, Kreishman M, Jayasimhulu K, Parish EJ, Sun H, Kizito SA, Beach DH. Pneumocysterol [(24Z)-ethylidenelanost-8-en-3beta-ol], a rare sterol detected in the opportunistic pathogen Pneumocystis carinii hominis: structural identity and chemical synthesis. Proc Natl Acad Sci U S A. 1999 Jan 5;96(1):97-102. PubMed PMID: 9874778; PubMed Central PMCID: PMC15099.
2: Kaneshiro ES. Is Pneumocystis a plant? J Eukaryot Microbiol. 2002 Sep-Oct;49(5):367-73. Review. PubMed PMID: 12425523.
3: Amit Z, Kaneshiro ES. Heterogeneity of Pneumocystis sterol profiles of samples from different sites in the same pair of lungs suggests coinfection by distinct organism populations. J Clin Microbiol. 2001 Mar;39(3):1137-9. PubMed PMID: 11230442; PubMed Central PMCID: PMC87888.
4: Kaneshiro ES, Wyder MA. C27 to C32 sterols found in Pneumocystis, an opportunistic pathogen of immunocompromised mammals. Lipids. 2000 Mar;35(3):317-24. PubMed PMID: 10783009.
5: Kaneshiro ES, Amit Z, Chandra J, Baughman RP, Contini C, Lundgren B. Sterols of Pneumocystis carinii hominis organisms isolated from human lungs. Clin Diagn Lab Immunol. 1999 Nov;6(6):970-6. Erratum in: Clin Diagn Lab Immunol 2000 Jan;7(1):129. PubMed PMID: 10548595; PubMed Central PMCID: PMC95807.
6: Kaneshiro ES. Sterol metabolism in the opportunistic pathogen Pneumocystis: advances and new insights. Lipids. 2004 Aug;39(8):753-61. Review. PubMed PMID: 15638243.
7: Kaneshiro ES. Pneumocystis carinii pneumonia: the status of Pneumocystis biochemistry. Int J Parasitol. 1998 Jan;28(1):65-84. Review. PubMed PMID: 9504336.
8: Kaneshiro ES, Swonger M, Kreishman G, Brooks E, Jayasimhulu K, Parish EJ, Beach DH. Identification of C31 and C32 sterols in Pneumocystis carinii hominis-infected human lungs. J Eukaryot Microbiol. 1996 Sep-Oct;43(5):36S. PubMed PMID: 8822839.
9: Kaneshiro ES, Rosenfeld JA, Basselin-Eiweida M, Stringer JR, Keely SP, Smulian AG, Giner JL. The Pneumocystis carinii drug target S-adenosyl-L-methionine:sterol C-24 methyl transferase has a unique substrate preference. Mol Microbiol. 2002 May;44(4):989-99. PubMed PMID: 12010494.
10: Giner JL, Zhao H, Amit Z, Kaneshiro ES. Sterol composition of Pneumocystis jirovecii with blocked 14alpha-demethylase activity. J Eukaryot Microbiol. 2004 Nov-Dec;51(6):634-43. PubMed PMID: 15666720.
11: Giner JL, Zhao H, Beach DH, Parish EJ, Jayasimhulu K, Kaneshiro ES. Comprehensive and definitive structural identities of Pneumocystis carinii sterols. J Lipid Res. 2002 Jul;43(7):1114-24. PubMed PMID: 12091496.
