Ascidiacyclamide | CAS#86701-12-4 | cytotoxin

MedKoo Cat#: 585333 | Name: Ascidiacyclamide

Description:

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

Ascidiacyclamide is a cytotoxic cyclic peptide from the marine tunicate Ascidian.

Chemical Structure

Ascidiacyclamide

CAS#86701-12-4

Theoretical Analysis

MedKoo Cat#: 585333

Name: Ascidiacyclamide

CAS#: 86701-12-4

Chemical Formula: C36H52N8O6S2

Exact Mass: 756.3451

Molecular Weight: 756.98

Elemental Analysis: C, 57.12; H, 6.92; N, 14.80; O, 12.68; S, 8.47

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

Ascidiacyclamide

IUPAC/Chemical Name

(4S,7R,8S,11R,18S,21R,22S,25R)-4,18-bis[(2S)-butan-2-yl]-7,21-dimethyl-11,25-di(propan-2-yl)-6,20-dioxa-13,27-dithia-3,10,17,24,29,30,31,32-octazapentacyclo[24.2.1.15,8.112,15.119,22]dotriaconta-1(28),5(32),12(31),14,19(30),26(29)-hexaene-2,9,16,23-tetrone

InChi Key

QBRRPBPLIGDANJ-AXCFFLBZSA-N

InChi Code

InChI=1S/C36H52N8O6S2/c1-11-17(7)25-33-43-27(19(9)49-33)31(47)39-24(16(5)6)36-38-22(14-52-36)30(46)42-26(18(8)12-2)34-44-28(20(10)50-34)32(48)40-23(15(3)4)35-37-21(13-51-35)29(45)41-25/h13-20,23-28H,11-12H2,1-10H3,(H,39,47)(H,40,48)(H,41,45)(H,42,46)/t17-,18-,19+,20+,23+,24+,25-,26-,27-,28-/m0/s1

SMILES Code

O=C(N[C@@H]([C@H](CC)C)C1=N[C@@](C(N[C@H](C(C)C)C2=NC(C(N[C@@H]([C@H](CC)C)C3=N[C@@](C(N[C@@H]4C(C)C)=O)([H])[C@@H](C)O3)=O)=CS2)=O)([H])[C@@H](C)O1)C5=CSC4=N5

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 756.98 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

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Conformational change of ascidiacyclamide caused by asymmetric modification for an isoleucine residue: structural analyses of [Gly], [Leu], and [Phe]ascidiacyclamides by x-ray diffraction and NMR spectroscopy. Biopolymers. 1999 May;49(6):459-69. PubMed PMID: 10193193. 8: Asano A, Yamada T, Doi M. The square conformation of phenylglycine-incorporated ascidiacyclamide is stabilized by CH/π interactions between amino acid side chains. Bioorg Med Chem. 2011 Jun 1;19(11):3372-7. doi: 10.1016/j.bmc.2011.04.036. Epub 2011 Apr 22. PubMed PMID: 21592800. 9: Asano A, Yamada T, Numata A, Doi M. Cyclo(-Cha-Oxz-D-Val-Thz-Ile-Oxz-D-Val-Thz-) N,N-dimethylacetamide dihydrate: a square form of cyclohexylalanine-incorporated ascidiacyclamide having the strongest cytotoxicity. Acta Crystallogr C. 2003 Sep;59(Pt 9):o488-90. Epub 2003 Aug 9. PubMed PMID: 12944653. 10: Ishida T, In Y, Doi M, Inoue M, Hamada Y, Shioiri T. 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