L 687781

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MedKoo CAT#: 596635

CAS#: 130304-58-4

Description: 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.


Price and Availability

Size Price Shipping out time Quantity
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Pricing updated 2020-03-29. Prices are subject to change without notice.

L 687781 is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 596635
Name: L 687781
CAS#: 130304-58-4
Chemical Formula: C47H66O17
Exact Mass: 902.43
Molecular Weight: 903.02
Elemental Analysis: C, 62.51; H, 7.37; O, 30.12


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


Technical Data

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


References

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.