CHEBI:68660 - FR901469

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ChEBI Name FR901469
ChEBI ID CHEBI:68660
Definition A 40-membered macrocyclic cyclodepsipeptide that consists of a 3-hydroxypalmitoyl moiety linked to a peptide sequence of 12 amino acids and cyclised head-to-tail. It is isolated from an unidentified Fungus and exhibits antifungal activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C71H116N14O23
Net Charge 0
Average Mass 1533.76070
Monoisotopic Mass 1532.834
InChI InChI=1S/C71H116N14O23/c1-9-10-11-12-13-14-15-16-17-18-19-21-45-32-52(95)78-55(38(5)86)65(101)75-37(4)61(97)77-47(30-42-23-25-43(90)26-24-42)62(98)80-54(36(2)3)69(105)85-35-44(91)31-48(85)63(99)81-57(40(7)88)67(103)82-58(41(8)89)70(106)84-29-27-49(92)60(84)68(104)83-59(50(93)33-51(73)94)64(100)74-34-53(96)79-56(39(6)87)66(102)76-46(22-20-28-72)71(107)108-45/h23-26,36-41,44-50,54-60,86-93H,9-22,27-35,72H2,1-8H3,(H2,73,94)(H,74,100)(H,75,101)(H,76,102)(H,77,97)(H,78,95)(H,79,96)(H,80,98)(H,81,99)(H,82,103)(H,83,104)/t37-,38-,39-,40-,41-,44-,45-,46+,47+,48+,49+,50-,54+,55-,56-,57-,58+,59+,60+/m1/s1
InChIKey LTLDDYQPSWDOBJ-UNEDFBIISA-N
SMILES CCCCCCCCCCCCC[C@@H]1CC(=O)N[C@H]([C@@H](C)O)C(=O)N[C@H](C)C(=O)N[C@@H](Cc2ccc(O)cc2)C(=O)N[C@@H](C(C)C)C(=O)N2C[C@H](O)C[C@H]2C(=O)N[C@H]([C@@H](C)O)C(=O)N[C@@H]([C@@H](C)O)C(=O)N2CC[C@H](O)[C@H]2C(=O)N[C@@H]([C@H](O)CC(N)=O)C(=O)NCC(=O)N[C@H]([C@@H](C)O)C(=O)N[C@@H](CCCN)C(=O)O1
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing FR901469 (CHEBI:68660) has functional parent 3-hydroxypalmitic acid (CHEBI:37248)
FR901469 (CHEBI:68660) has role antifungal agent (CHEBI:35718)
FR901469 (CHEBI:68660) is a cyclodepsipeptide (CHEBI:35213)
FR901469 (CHEBI:68660) is a macrocycle (CHEBI:51026)
FR901469 (CHEBI:68660) is a phenols (CHEBI:33853)
FR901469 (CHEBI:68660) is a pyrrolidines (CHEBI:38260)
FR901469 (CHEBI:68660) is conjugate base of FR901469(1+) (CHEBI:68659)
Incoming FR901469(1+) (CHEBI:68659) is conjugate acid of FR901469 (CHEBI:68660)
IUPAC Name
3-[(2R,6S,9S,12R,15R,19R,22S,25R,31S,33aS,34S,39S,42R,44aS)-22-(3-aminopropyl)-2,34-dihydroxy-9-(4-hydroxybenzyl)-15,25,39,42-tetrakis[(1R)-1-hydroxyethyl]-12-methyl-5,8,11,14,17,21,24,27,30,33,38,41,44-tridecaoxo-6-(propan-2-yl)-19-tridecyltetracontahydro-1H,5H,21H-dipyrrolo[2,1-:o2',1'-x][1,4,7,10,13,16,19,22,25,28,31,34,37]oxadodecaazacyclotetracontin-22-yl]propan-1-aminium
Registry Numbers Types Sources
174778-71-3 CAS Registry Number ChemIDplus
8756051 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11099224 PubMed citation Europe PMC
11099225 PubMed citation Europe PMC
11229752 PubMed citation Europe PMC
11459644 PubMed citation Europe PMC
11560378 PubMed citation Europe PMC
Last Modified
09 October 2012