Ulicyclamide

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MedKoo CAT#: 585332

CAS#: 74839-81-9

Description: Ulicyclamide is a cytotoxic cyclic peptide that contains both oxazoline and thiazole moieties and inhibits DNA and RNA syntheses.


Price and Availability

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Pricing updated 2020-10-31. Prices are subject to change without notice.

Ulicyclamide 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#: 585332
Name: Ulicyclamide
CAS#: 74839-81-9
Chemical Formula: C33H39N7O5S2
Exact Mass: 677.2454
Molecular Weight: 677.839
Elemental Analysis: C, 58.47; H, 5.80; N, 14.46; O, 11.80; S, 9.46


Synonym: Ulicyclamide

IUPAC/Chemical Name: (2S,8S,15R,22S,25S,26R)-8-Benzyl-22-[(2S)-butan-2-yl]-15,26-dimethyl-27-oxa-13,20-dithia-6,9,16,23,28,29,30-heptazapentacyclo[23.2.1.111,14.118,21.02,6]triaconta-1(28),11,14(30),18,21(29)-pentaene-7,10,17,24-tetrone

InChi Key: QMJCCXDXQJABCW-QDJLMKDZSA-N

InChi Code: InChI=1S/C33H39N7O5S2/c1-5-17(2)25-32-37-22(16-47-32)27(41)34-18(3)31-36-23(15-46-31)28(42)35-21(14-20-10-7-6-8-11-20)33(44)40-13-9-12-24(40)30-39-26(19(4)45-30)29(43)38-25/h6-8,10-11,15-19,21,24-26H,5,9,12-14H2,1-4H3,(H,34,41)(H,35,42)(H,38,43)/t17-,18+,19+,21-,24-,25-,26-/m0/s1

SMILES Code: O=C([C@H](CC1=CC=CC=C1)NC(C2=CSC([C@@H](C)NC(C3=CSC([C@H]([C@H](CC)C)N4)=N3)=O)=N2)=O)N5CCC[C@@]5([H])C6=N[C@]([C@@H](C)O6)([H])C4=O


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:
>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


References

1: Kohda K, Ohta Y, Kawazoe Y, Kato T, Suzumura Y, Hamada Y, Shioiri T. Ulicyclamide is cytotoxic against L1210 cells in vitro and inhibits both DNA and RNA syntheses. Biochem Pharmacol. 1989 Dec 15;38(24):4500-2. PubMed PMID: 2604751.

2: Hamada Y. [Studies on total syntheses of cytotoxic cyclic peptides of marine origin]. Yakugaku Zasshi. 1991 Jan;111(1):1-18. Review. Japanese. PubMed PMID: 2056440.