Loading...

Loading...

The Natural Products Atlas
Login

Compounds

COMPOUND NPA005470

STRUCTURE
Image structure
EXPORT OPTIONS PNG JSON SDF
PROJECT MOLECULE TO GLOBAL VIEW See Global
EXTERNAL LINKS
npmrd logo unichem logo
PROPERTIES
NPAID NPA005470
CLUSTER ID 613
NODE ID 546
NAME Tasiamide A
FORMULA C42H67N7O10
MOLECULAR WEIGHT (Da) 830.0370
ACCURATE MASS (Da) 829.4949
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Symploca
ORIGIN SPECIES sp.
InChIKey LNEYJLFOLWPLKO-WCJPLQDBSA-N
InChI InChI=1S/C42H67N7O10/c1-10-26(5)35(46-37(53)30(19-20-33(43)50)48(8)40(56)29(22-25(3)4)45-39(55)36(52)27(6)11-2)38(54)44-24-34(51)47(7)32(23-28-16-13-12-14-17-28)41(57)49-21-15-18-31(49)42(58)59-9/h12-14,16-17,25-27,29-32,35-36,52H,10-11,15,18-24H2,1-9H3,(H2,43,50)(H,44,54)(H,45,55)(H,46,53)/t26-,27+,29+,30-,31-,32+,35+,36+/m1/s1
SMILES CC[C@@H](C)[C@H](NC(=O)[C@@H](CCC(N)=O)N(C)C(=O)[C@H](CC(C)C)NC(=O)[C@@H](O)[C@@H](C)CC)C(=O)NCC(=O)N(C)[C@@H](CC1=CC=CC=C1)C(=O)N1CCC[C@@H]1C(=O)OC
ORIGINAL ISOLATION REFERENCE
CITATION Williams, Philip G.; Yoshida, Wesley Y.; Moore, Richard E.; Paul, Valerie J. Tasiamide, a cytotoxic peptide from the marine cyanobacterium Symploca sp Journal of Natural Products 2002 65 (9) 1336-1339.
DOI 10.1021/np020184q PMID 12350160
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Bacteria LPSN 2
Phylum Cyanobacteria LPSN 1117
Class Cyanophyceae LPSN -
Order Oscillatoriales LPSN 1150
Family Microcoleaceae LPSN 1892252
Genus Symploca LPSN 105591
SYNTHESES
CITATION 1 Ma ZH; Song N; Li CX; Zhang W; Wang P; Li YX Total synthesis and stereochemical reassignment of tasiamide. Journal of Peptide Science 2008 14 (10) 1139-1147. DOI: 10.1002/psc.1051 PMID: 18618900
REVISIONS
VERSION SMILES CITATION
Original Isolation CC[C@H](C)[C@@H](C(=O)NCC(=O)N(C)[C@H](CC1=CC=CC=C1)C(=O)N2CCC[C@H]2C(=O)OC)NC(=O)[C@H](CCC(=O)N)N(C)C(=O)[C@H](CC(C)C)NC(=O)[C@H]([C@@H](C)CC)O Williams, Philip G.; Yoshida, Wesley Y.; Moore, Richard E.; Paul, Valerie J. Tasiamide, a cytotoxic peptide from the marine cyanobacterium Symploca sp Journal of Natural Products 2002 65 (9) 1336-1339. DOI: 10.1021/np020184q PMID: 12350160
2 CC[C@@H](C)[C@H](NC(=O)[C@@H](CCC(N)=O)N(C)C(=O)[C@H](CC(C)C)NC(=O)[C@@H](O)[C@@H](C)CC)C(=O)NCC(=O)N(C)[C@@H](CC1=CC=CC=C1)C(=O)N1CCC[C@@H]1C(=O)OC Zhang, Wei; Sun, Tiantian; Ma, Zhenhua; Li, Yingxia Design, synthesis and biological evaluation of tasiamide analogues as tumor inhibitors. Marine Drugs 2014 12 (4) 2308-25. DOI: 10.3390/md12042308 PMID: 24759000
CLASSYFIRE
Show Hide
NP CLASSIFIER
Show Hide