MedKoo Cat#: 413254 | Name: Complestatin

Description:

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

Complestatin is a compound extracted from Streptomyces lavendulae mycelia; on acid hydrolysis yields D-4-hydroxyphenylglycine & D-3,5-dichloro-4-hydroxyphenylglycine & acidic chromophore; inhibits gp120-CD4 binding. It is isolated from the culture broth of Streptomyces and has anti-HIV-1 activity. It has a role as a metabolite, an antimicrobial agent and an anti-HIV-1 agent.

Chemical Structure

 Complestatin
Complestatin
CAS#69598-75-0

Theoretical Analysis

MedKoo Cat#: 413254

Name: Complestatin

CAS#: 69598-75-0

Chemical Formula: C61H48Cl6N7O15

Exact Mass: 1328.1340

Molecular Weight: 1331.78

Elemental Analysis: C, 55.01; H, 3.63; Cl, 15.97; N, 7.36; O, 18.02

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
Complestatin; BRN4360574; BRN-4360574; BRN 4360574
IUPAC/Chemical Name
(2R)-2-[[(17S,20S,23R,26R,29S)-20,26-bis(3,5-dichloro-4-hydroxyphenyl)-17-[[2-(3,5-dichloro-4-hydroxyphenyl)-2-oxoacetyl]amino]-37-hydroxy-28-methyl-18,21,24,27-tetraoxo-2-oxa-13,19,22,25,28-pentazahexacyclo[29.2.2.13,7.18,12.05,23.011,15]heptatriaconta-1(33),3,5,7(37),8(36),9,11,14,31,34-decaene-29-carbonyl]amino]-2-(4-hydroxyphenyl)acetic acid
InChi Key
JJGZGELTZPACID-NJFJLHGKSA-N
InChi Code
InChI=1S/C61H45Cl6N7O15/c1-74-44(56(82)73-49(61(87)88)25-4-7-32(75)8-5-25)12-24-2-9-33(10-3-24)89-45-22-27-13-35(51(45)77)26-6-11-34-31(23-68-42(34)20-26)21-43(69-59(85)50(76)30-18-40(66)54(80)41(67)19-30)55(81)70-47(28-14-36(62)52(78)37(63)15-28)57(83)71-46(27)58(84)72-48(60(74)86)29-16-38(64)53(79)39(65)17-29/h2-11,13-20,22-23,43-44,46-49,68,75,77-80H,12,21H2,1H3,(H,69,85)(H,70,81)(H,71,83)(H,72,84)(H,73,82)(H,87,88)/t43-,44-,46+,47-,48+,49+/m0/s1
SMILES Code
CN1[C@@H](CC2=CC=C(C=C2)OC3=CC4=CC(=C3O)C5=CC6=C(C=C5)C(=CN6)C[C@@H](C(=O)N[C@H](C(=O)N[C@H]4C(=O)N[C@@H](C1=O)C7=CC(=C(C(=C7)Cl)O)Cl)C8=CC(=C(C(=C8)Cl)O)Cl)NC(=O)C(=O)C9=CC(=C(C(=C9)Cl)O)Cl)C(=O)N[C@H](C1=CC=C(C=C1)O)C(=O)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
>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
Solvent mg/mL mM
Solubility
Soluble in DMSO 0.0 100.00
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 1,331.78 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: Kwon YJ, Kim HJ, Kim WG. Complestatin exerts antibacterial activity by the inhibition of fatty acid synthesis. Biol Pharm Bull. 2015;38(5):715-21. doi: 10.1248/bpb.b14-00824. PMID: 25947917. 2: Culp EJ, Waglechner N, Wang W, Fiebig-Comyn AA, Hsu YP, Koteva K, Sychantha D, Coombes BK, Van Nieuwenhze MS, Brun YV, Wright GD. Evolution-guided discovery of antibiotics that inhibit peptidoglycan remodelling. Nature. 2020 Feb;578(7796):582-587. doi: 10.1038/s41586-020-1990-9. Epub 2020 Feb 12. PMID: 32051588. 3: Kim EC, Yun BS, Ryoo IJ, Min JK, Won MH, Lee KS, Kim YM, Yoo I-, Kwon YG. Complestatin prevents apoptotic cell death: inhibition of a mitochondrial caspase pathway through AKT/PKB activation. Biochem Biophys Res Commun. 2004 Jan 2;313(1):193-204. doi: 10.1016/j.bbrc.2003.11.104. PMID: 14672717. 4: Seo SY, Yun BS, Ryoo IJ, Choi JS, Joo CK, Chang SY, Chung JM, Oh S, Gwag BJ, Yoo ID. Complestatin is a noncompetitive peptide antagonist of N-methyl-D- aspartate and alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid/kainate receptors: secure blockade of ischemic neuronal death. J Pharmacol Exp Ther. 2001 Oct;299(1):377-84. PMID: 11561102. 5: Breazzano SP, Boger DL. Synthesis and stereochemical determination of complestatin A and B (neuroprotectin A and B). J Am Chem Soc. 2011 Nov 16;133(45):18495-502. doi: 10.1021/ja208570q. Epub 2011 Oct 20. PMID: 21991993; PMCID: PMC3217038. 6: Yamada Y, Akiba A, Arima S, Okada C, Yoshida K, Itou F, Kai T, Satou T, Takeda K, Harigaya Y. Synthesis of linear tripeptides for right-hand segments of complestatin. Chem Pharm Bull (Tokyo). 2005 Oct;53(10):1277-90. doi: 10.1248/cpb.53.1277. PMID: 16204984. 7: Kaneko I, Kamoshida K, Takahashi S. Complestatin, a potent anti-complement substance produced by Streptomyces lavendulae. I. Fermentation, isolation and biological characterization. J Antibiot (Tokyo). 1989 Feb;42(2):236-41. doi: 10.7164/antibiotics.42.236. PMID: 2925515. 8: Wang Z, Bois-Choussy M, Jia Y, Zhu J. Total synthesis of complestatin (chloropeptin II). Angew Chem Int Ed Engl. 2010 Mar 8;49(11):2018-22. doi: 10.1002/anie.200906797. PMID: 20148426. 9: Park OK, Choi HY, Kim GW, Kim WG. Generation of New Complestatin Analogues by Heterologous Expression of the Complestatin Biosynthetic Gene Cluster from Streptomyces chartreusis AN1542. Chembiochem. 2016 Sep 15;17(18):1725-31. doi: 10.1002/cbic.201600241. Epub 2016 Aug 2. PMID: 27383040. 10: Yoo ID, Yun B, Ryoo IJ, Lee SY, Shin MH, Oh S. Complestatin antagonizes the AMPA/kainate-induced neurotoxicity in cultured chick telencephalic neurons. Neurochem Res. 2002 Apr;27(4):337-43. doi: 10.1023/a:1014919531306. PMID: 11958537.