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MedKoo Cat#: 596635 | Name: L 687781

Description:

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

L 687781 is a natural product that is a member of the papulacandin family; a 1,3-beta-glucan synthesis inhibitor; used in treatment of Pneumocystis carinii pneumonia.

Chemical Structure

L 687781
L 687781
CAS#130304-58-4

Theoretical Analysis

MedKoo Cat#: 596635

Name: L 687781

CAS#: 130304-58-4

Chemical Formula: C47H66O17

Exact Mass: 902.4300

Molecular Weight: 903.02

Elemental Analysis: C, 62.51; H, 7.37; O, 30.12

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
L 687781; L-687781; L687781; L-687,781; L 687,781; L687,781;
IUPAC/Chemical Name
3',5,7-trihydroxy-6'-(hydroxymethyl)-5'-((3,4,5-trihydroxy-6-((((2E,4E)-8-hydroxydeca-2,4-dienoyl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)-3',4',5',6'-tetrahydro-3H-spiro[isobenzofuran-1,2'-pyran]-4'-yl (2E,4E,8E,10E)-7-hydroxy-8,14-dimethylhexadeca-2,4,8,10-tetraenoate
InChi Key
YKYGJTLYLZXNDB-WUUUWWERSA-N
InChi Code
InChI=1S/C47H66O17/c1-5-28(3)17-11-9-12-18-29(4)33(51)20-14-10-16-22-38(54)62-44-43(35(25-48)64-47(45(44)58)39-30(26-60-47)23-32(50)24-34(39)52)63-46-42(57)41(56)40(55)36(61-46)27-59-37(53)21-15-8-7-13-19-31(49)6-2/h7-10,12,14-16,18,21-24,28,31,33,35-36,40-46,48-52,55-58H,5-6,11,13,17,19-20,25-27H2,1-4H3/b8-7+,12-9+,14-10+,21-15+,22-16+,29-18+
SMILES Code
CCC(CC/C=C/C=C(C(O)C/C=C/C=C/C(OC1C(OC2C(O)C(O)C(O)C(COC(/C=C/C=C/CCC(O)CC)=O)O2)C(CO)OC3(c4c(O)cc(O)cc4CO3)C1O)=O)\C)C
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

Preparing Stock Solutions

The following data is based on the product molecular weight 903.02 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
1: Kurtz MB, Abruzzo G, Flattery A, Bartizal K, Marrinan JA, Li W, Milligan J, Nollstadt K, Douglas CM. Characterization of echinocandin-resistant mutants of Candida albicans: genetic, biochemical, and virulence studies. Infect Immun. 1996 Aug;64(8):3244-51. PubMed PMID: 8757860; PubMed Central PMCID: PMC174214. 2: Aoki M, Andoh T, Ueki T, Masuyoshi S, Sugawara K, Oki T. BU-4794F, a new beta-1,3-glucan synthase inhibitor. J Antibiot (Tokyo). 1993 Jun;46(6):952-60. PubMed PMID: 8344877. 3: Bartizal K, Abruzzo G, Trainor C, Krupa D, Nollstadt K, Schmatz D, Schwartz R, Hammond M, Balkovec J, Vanmiddlesworth F. In vitro antifungal activities and in vivo efficacies of 1,3-beta-D-glucan synthesis inhibitors L-671,329, L-646,991, tetrahydroechinocandin B, and L-687,781, a papulacandin. Antimicrob Agents Chemother. 1992 Aug;36(8):1648-57. PubMed PMID: 1416847; PubMed Central PMCID: PMC192025. 4: VanMiddlesworth F, Omstead MN, Schmatz D, Bartizal K, Fromtling R, Bills G, Nollstadt K, Honeycutt S, Zweerink M, Garrity G, et al. L-687,781, a new member of the papulacandin family of beta-1,3-D-glucan synthesis inhibitors. I. Fermentation, isolation, and biological activity. J Antibiot (Tokyo). 1991 Jan;44(1):45-51. PubMed PMID: 2001985. 5: Schmatz DM, Romancheck MA, Pittarelli LA, Schwartz RE, Fromtling RA, Nollstadt KH, Vanmiddlesworth FL, Wilson KE, Turner MJ. Treatment of Pneumocystis carinii pneumonia with 1,3-beta-glucan synthesis inhibitors. Proc Natl Acad Sci U S A. 1990 Aug;87(15):5950-4. PubMed PMID: 2198575; PubMed Central PMCID: PMC54447.