CHEBI:83265 - papuamide B

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ChEBI Name papuamide B
ChEBI ID CHEBI:83265
Definition A cyclodepsipeptide that is isolated from Papua New Guinea collections of the marine sponges Theonella mirabilis and Theonella swinhoei. It exhbits anti-HIV-1 activity and cytotoxicity against some human cancer cell lines.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C65H103N13O21
Net Charge 0
Average Mass 1402.58780
Monoisotopic Mass 1401.73915
InChI InChI=1S/C65H103N13O21/c1-15-31(4)26-32(5)19-24-43(82)65(12,96)64(95)69-28-45(84)72-48(37(10)79)59(90)74-47(35(8)66)58(89)73-46(33(6)34(7)54(67)85)57(88)76-50-52(30(2)3)99-63(94)42-18-16-17-25-78(42)62(93)51(53(98-14)39-20-22-40(81)23-21-39)77-60(91)49(38(11)80)75-55(86)36(9)70-44(83)27-68-56(87)41(29-97-13)71-61(50)92/h19-24,26,30-31,33-38,41-43,46-53,79-82,96H,15-18,25,27-29,66H2,1-14H3,(H2,67,85)(H,68,87)(H,69,95)(H,70,83)(H,71,92)(H,72,84)(H,73,89)(H,74,90)(H,75,86)(H,76,88)(H,77,91)/b24-19-,32-26+/t31-,33+,34-,35+,36+,37-,38-,41-,42+,43-,46+,47+,48-,49+,50-,51-,52-,53-,65+/m1/s1
InChIKey HQVFHDUBRNXXHV-LZHJWXOHSA-N
SMILES CC[C@@H](C)\C=C(/C)\C=C/[C@@H](O)[C@](C)(O)C(=O)NCC(=O)N[C@H]([C@@H](C)O)C(=O)N[C@@H]([C@H](C)N)C(=O)N[C@@H]([C@@H](C)[C@@H](C)C(N)=O)C(=O)N[C@@H]1[C@H](OC(=O)[C@@H]2CCCCN2C(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@H](C)NC(=O)CNC(=O)[C@@H](COC)NC1=O)[C@@H](C)O)[C@H](OC)c1ccc(O)cc1)C(C)C
Metabolite of Species Details
Theonella mirabilis (NCBI:txid1336892) See: PubMed
Theonella swinhoei (NCBI:txid37505) See: PubMed
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): anti-HIV-1 agent
An anti-HIV agent that destroys or inhibits the replication of HIV-1, the more infective and more virulent of the two types of HIV virus.
marine metabolite
Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing papuamide B (CHEBI:83265) has role anti-HIV-1 agent (CHEBI:64947)
papuamide B (CHEBI:83265) has role antineoplastic agent (CHEBI:35610)
papuamide B (CHEBI:83265) has role marine metabolite (CHEBI:76507)
papuamide B (CHEBI:83265) is a cyclodepsipeptide (CHEBI:35213)
papuamide B (CHEBI:83265) is a olefinic compound (CHEBI:78840)
papuamide B (CHEBI:83265) is a secondary alcohol (CHEBI:35681)
papuamide B (CHEBI:83265) is a tertiary alcohol (CHEBI:26878)
Citations Waiting for Citations Types Sources
16095304 PubMed citation Europe PMC
18318032 PubMed citation Europe PMC
22223369 PubMed citation Europe PMC
Last Modified
10 October 2014