CHEBI:139177 - bryostatin 2

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ChEBI Name bryostatin 2
ChEBI ID CHEBI:139177
Definition A member of the class of bryostatins that is bryostatin 1 in which the acetoxy group has been replaced by a hydroxy group.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C45H66O16
Net Charge 0
Average Mass 862.998
Monoisotopic Mass 862.43509
InChI InChI=1S/C45H66O16/c1-9-10-11-12-13-14-37(49)59-41-29(21-39(51)56-8)20-32-24-35(27(2)46)58-40(52)23-30(47)22-33-25-36(48)43(5,6)44(53,60-33)26-34-18-28(19-38(50)55-7)17-31(57-34)15-16-42(3,4)45(41,54)61-32/h11-16,19,21,27,30-36,41,46-48,53-54H,9-10,17-18,20,22-26H2,1-8H3/b12-11+,14-13+,16-15+,28-19+,29-21+/t27-,30-,31+,32+,33-,34+,35-,36+,41+,44+,45-/m1/s1
InChIKey LIPGUSBNMQRYNL-IZBIBDMISA-N
SMILES C/1(\C[C@H]2O[C@@H](C1)C[C@]3(C([C@H](C[C@@H](C[C@H](CC(O[C@@H]([C@@H](C)O)C[C@@]4(C\C(\[C@@H]([C@](C(C=C2)(C)C)(O4)O)OC(/C=C/C=C/CCC)=O)=C/C(OC)=O)[H])=O)O)O3)O)(C)C)O)=C\C(OC)=O
Metabolite of Species Details
Bugula neritina (NCBI:txid10212) See: J. Nat. Prod., 1983, v46, 528-531
Roles Classification
Biological Role(s): protein kinase C agonist
An agonist that selectively binds to and activates a protein kinase C receptor
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 bryostatin 2 (CHEBI:139177) has role antineoplastic agent (CHEBI:35610)
bryostatin 2 (CHEBI:139177) has role marine metabolite (CHEBI:76507)
bryostatin 2 (CHEBI:139177) has role protein kinase C agonist (CHEBI:64018)
bryostatin 2 (CHEBI:139177) is a bryostatins (CHEBI:3200)
bryostatin 2 (CHEBI:139177) is a cyclic hemiketal (CHEBI:59780)
bryostatin 2 (CHEBI:139177) is a enoate ester (CHEBI:51702)
bryostatin 2 (CHEBI:139177) is a methyl ester (CHEBI:25248)
bryostatin 2 (CHEBI:139177) is a organic heterotetracyclic compound (CHEBI:38163)
bryostatin 2 (CHEBI:139177) is a secondary alcohol (CHEBI:35681)
IUPAC Name
(1S,3S,5Z,7R,8E,11S,12S,13E,15S,17R,21R,23R,25S)-1,11,21,25-tetrahydroxy-17-[(1R)-1-hydroxyethyl]-5,13-bis(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-19-oxo-18,27,28,29-tetraoxatetracyclo[21.3.1.13,7.111,15]nonacos-8-en-12-yl (2E,4E)-octa-2,4-dienoate
Synonyms Sources
(+)-bryostatin 2 ChEBI
7-O-deacetylbryostatin 1 ChemIDplus
Manual Xref Database
EP0496160 Patent
View more database links
Registry Numbers Types Sources
8306043 Reaxys Registry Number Reaxys
87745-28-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
1904062 PubMed citation Europe PMC
2334938 PubMed citation Europe PMC
2720677 PubMed citation Europe PMC
2910827 PubMed citation Europe PMC
Last Modified
30 November 2017