Synonym
Cordyheptapeptide A; Cordyheptapeptide-A;
IUPAC/Chemical Name
(6S,9S,15S,18R,23aS)-6,18-dibenzyl-12-((S)-sec-butyl)-9-(4-hydroxybenzyl)-15-isobutyl-2,8,17-trimethylhexadecahydro-1H-pyrrolo[1,2-a][1,4,7,10,13,16,19]heptaazacyclohenicosine-1,4,7,10,13,16,19-heptaone
InChi Key
ZXPWAGZHBVVLJM-QRRUYEFJSA-N
InChi Code
InChI=1S/C49H65N7O8/c1-8-32(4)43-45(60)51-37(26-31(2)3)46(61)55(7)41(29-34-18-13-10-14-19-34)49(64)56-25-15-20-39(56)48(63)53(5)30-42(58)50-38(27-33-16-11-9-12-17-33)47(62)54(6)40(44(59)52-43)28-35-21-23-36(57)24-22-35/h9-14,16-19,21-24,31-32,37-41,43,57H,8,15,20,25-30H2,1-7H3,(H,50,58)(H,51,60)(H,52,59)/t32-,37-,38-,39-,40-,41+,43?/m0/s1
SMILES Code
O=C(N1[C@@H](CCC1)C2=O)[C@H](N(C([C@@H](NC(C([C@H](CC)C)NC([C@@H](N(C([C@H](CC3=CC=CC=C3)NC(CN2C)=O)=O)C)CC4=CC=C(O)C=C4)=O)=O)CC(C)C)=O)C)CC5=CC=CC=C5
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
880.10
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 |
1: Klein VG, Bray WM, Wang HY, Edmondson Q, Schwochert J, Ono S, Naylor MR, Turmon AC, Faris JH, Okada O, Taunton J, Lokey RS. Identifying the Cellular Target of Cordyheptapeptide A and Synthetic Derivatives. ACS Chem Biol. 2021 Aug 20;16(8):1354-1364. doi: 10.1021/acschembio.1c00094. Epub 2021 Jul 12. PMID: 34251165; PMCID: PMC8545353.
2: Kumar S, Dahiya R, Khokra SL, Mourya R, Chennupati SV, Maharaj S. Total Synthesis and Pharmacological Investigation of Cordyheptapeptide A. Molecules. 2017 May 27;22(6):682. doi: 10.3390/molecules22060682. PMID: 28554994; PMCID: PMC6152760.
3: Isaka M, Srisanoh U, Lartpornmatulee N, Boonruangprapa T. ES-242 derivatives and cycloheptapeptides from Cordyceps sp. strains BCC 16173 and BCC 16176. J Nat Prod. 2007 Oct;70(10):1601-4. doi: 10.1021/np070357h. Epub 2007 Sep 22. PMID: 17887724.
4: Rukachaisirikul V, Chantaruk S, Tansakul C, Saithong S, Chaicharernwimonkoon L, Pakawatchai C, Isaka M, Intereya K. A cyclopeptide from the Insect pathogenic fungus Cordyceps sp. BCC 1788. J Nat Prod. 2006 Feb;69(2):305-7. doi: 10.1021/np050433l. PMID: 16499340.