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apratoxin A (CHEBI:35212)

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ChEBI Name apratoxin A
ChEBI ID CHEBI:35212
Definition An aprotoxin having the common aprotoxin cyclodepsipeptide skeleton where the isoleucyl residue carries an N-methyl substituent and the side-chain adjacent to the lactone is tert-butyl.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
See structure as:  Image  Applet
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Formula Source
C45H69N5O8S ChEBI
Net Charge 0
Average Mass 840.12426
InChI
InChI=1S/C45H69N5O8S/c1-13-27(3)38-43(55)50-20-14-15-35(50)44(56)58-37(45(7,8)9)22-26(2)21-36(51)29(5)40-46-32(25-59-40)23-28(4)39(52)47-34(24-31-16-18-33(57-12)19-17-31)42(54)48(10)30(6)41(53)49(38)11/h16-19,23,26-27,29-30,32,34-38,51H,13-15,20-22,24-25H2,1-12H3,(H,47,52)/b28-23+/t26-,27-,29-,30-,32-,34-,35-,36-,37-,38-/m0/s1
InChIKey
KXUJXPZXILTXDA-CKIYSKEDSA-N
SMILES
[H]N1[C@@H](Cc2ccc(OC)cc2)C(=O)N(C)[C@@H](C)C(=O)N(C)[C@@H]([C@@H](C)CC)C(=O)N2CCC[C@H]2C(=O)O[C@@H](C[C@@H](C)C[C@H](O)[C@H](C)C2=N[C@H](CS2)\C=C(C)\C1=O)C(C)(C)C
Metabolite of Species Sources
Isolated from Lyngbya majuscula (NCBI:158786) PubMed
Isolated from Lyngbya bouillonii (NCBI:207920) of strain PS372 PubMed
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more on the ChEBI Ontology
ChEBI Ontology
Outgoing apratoxin A (CHEBI:35212) has role antineoplastic agent (CHEBI:35610)
apratoxin A (CHEBI:35212) has role metabolite (CHEBI:25212)
apratoxin A (CHEBI:35212) is a apratoxin (CHEBI:35214)
IUPAC Name
7'''.1,4-anhydro(N-{3-[2-(3,7-dihydroxy-5,8,8-trimethylnonan-2-yl)-4,5-dihydro-1,3-thiazol-4-yl]-2-methylpropenoyl}-O-methyl-L-tyrosyl-N-methyl-L-alanyl-N-methyl-L-isoleucyl-L-proline)
Synonyms Sources
(2S,3S,5S,7S,10S,16S,19S,22S,25E,27S)-16-[(2S)-butan-2-yl]-7-tert-butyl-3-hydroxy-22-(4-methoxybenzyl)-2,5,17,19,20,25-hexamethyl-8-oxa-29-thia-14,17,20,23,30-pentaazatricyclo[25.2.1.010,14]triaconta-1(30),25-diene-9,15,18,21,24-pentone IUPAC
apratoxin A ChemIDplus
N-((2E)-3-((4S)-4,5-dihydro-2-((1S,2S,4S,6S)-2,6-dihydroxy-1,4,7,7-tetramethyloctyl)-4-thiazolyl)-2-methyl-1-oxo-2-propenyl)-O-methyl-L-tyrosyl-N-methyl-L-alanyl-N-methyl-L-isoleucyl-L-proline-(4-1(6))-lactone ChemIDplus
Database Links Databases
Apratoxin_A Wikipedia
US2011294720 Patent
View more database links
Registry Numbers Types Sources
350791-64-9 CAS Registry Number ChemIDplus
9181215 Reaxys Registry Number Reaxys
9181215 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
11389621 PubMed citation CiteXplore
18461997 PubMed citation CiteXplore
Last Modified
13 août 2012

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