MedKoo Cat#: 585407 | Name: WF-3161

Description:

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

WF 3161 is an antitumor antibiotic produced by a strain of fungus, Petriella guttulata. WF-3161 inhibited the growth of Trichophyton asteroides. It prolonged survival period of mice bearing leukemia P-388 with a high therapeutic index. F-3161 was found to be highly selective for HDAC1, whereas no activity was observed towards HDAC6. High activity was also found against the cancer cell line HL-60.

Chemical Structure

WF-3161
WF-3161
CAS#86402-37-1

Theoretical Analysis

MedKoo Cat#: 585407

Name: WF-3161

CAS#: 86402-37-1

Chemical Formula: C31H44N4O6

Exact Mass: 568.3261

Molecular Weight: 568.72

Elemental Analysis: C, 65.47; H, 7.80; N, 9.85; O, 16.88

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
WF 3161; WF3161; WF-3161
IUPAC/Chemical Name
(3S,6R,9S,12S)-6-benzyl-3-(2-methylpropyl)-9-[6-(oxiran-2-yl)-6-oxohexyl]-1,4,7,10-tetrazabicyclo[10.4.0]hexadecane-2,5,8,11-tetrone
InChi Key
DYQZJCUKWTVTLH-HTUOISEFSA-N
InChi Code
InChI=1S/C31H44N4O6/c1-20(2)17-24-31(40)35-16-10-9-14-25(35)30(39)32-22(13-7-4-8-15-26(36)27-19-41-27)28(37)33-23(29(38)34-24)18-21-11-5-3-6-12-21/h3,5-6,11-12,20,22-25,27H,4,7-10,13-19H2,1-2H3,(H,32,39)(H,33,37)(H,34,38)/t22-,23+,24-,25-,27?/m0/s1
SMILES Code
O=C([C@H](CC(C)C)NC([C@@H](CC1=CC=CC=C1)NC([C@H](CCCCCC(C2OC2)=O)N3)=O)=O)N4CCCC[C@@]4([H])C3=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

Preparing Stock Solutions

The following data is based on the product molecular weight 568.72 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: Umehara K, Nakahara K, Kiyoto S, Iwami M, Okamoto M, Tanaka H, Kohsaka M, Aoki H, Imanaka H. Studies on WF-3161, a new antitumor antibiotic. J Antibiot (Tokyo). 1983 May;36(5):478-83. PubMed PMID: 6860430. 2: Kawai M, Pottorf RS, Rich DH. Structure and solution conformation of the cytostatic cyclic tetrapeptide WF-3161, cyclo[L-leucyl-L-pipecolyl-L-(2-amino-8-oxo-9, 10-epoxydecanoyl)-D-phenylalanyl]. J Med Chem. 1986 Nov;29(11):2409-11. PubMed PMID: 3783600. 3. Kohr M, Papenkordt N, Jung M, Kazmaier U. Total synthesis and biological evaluation of histone deacetylase inhibitor WF-3161. Org Biomol Chem. 2023 May 31;21(21):4382-4387. doi: 10.1039/d3ob00641g. PMID: 37194325.