bromophycolide A
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http://purl.obolibrary.org/obo/CHEBI_65525
A diterpenoid that is a macrolide isolated from the Fijian red alga Callophycus serratus. It has been found to exhibit moderate cytotoxicity against several human tumour cell lines via specific apotopic cell death. It also displays anti-HIV, antibacterial, antifungal and antimalarial activity.
Term info
Label
bromophycolide A
Synonyms
- (9S,12S,13R,15aS,16S)-13,16-dibromo-9-(2-bromopropan-2-yl)-3,12-dihydroxy-12,15a,19-trimethyl-1,9,10,11,12,13,14,15,15a,16,17,18-dodecahydro-7H-6,2-(metheno)-8-benzoxacycloheptadecin-7-one
Subsets
3_STAR
IUPAC NAME
(9S,12S,13R,15aS,16S)-13,16-dibromo-9-(2-bromopropan-2-yl)-3,12-dihydroxy-12,15a,19-trimethyl-1,9,10,11,12,13,14,15,15a,16,17,18-dodecahydro-7H-6,2-(metheno)-8-benzoxacycloheptadecin-7-one
[
IUPAC
]
charge
0
formula
C27H37Br3O4
has obo namespace
chebi_ontology
id
CHEBI:65525
inchi
InChI=1S/C27H37Br3O4/c1-16-6-9-21(28)26(4)12-10-22(29)27(5,33)13-11-23(25(2,3)30)34-24(32)17-7-8-20(31)18(14-17)15-19(16)26/h7-8,14,21-23,31,33H,6,9-13,15H2,1-5H3/t21-,22+,23-,26-,27-/m0/s1
inchikey
SKIHYPQTROYIIT-VHXXJFIISA-N
mass
665.29200
monoisotopicmass
662.02420
smiles
CC1=C2Cc3cc(ccc3O)C(=O)O[C@@H](CC[C@](C)(O)[C@H](Br)CC[C@]2(C)[C@@H](Br)CC1)C(C)(C)Br
Term relations
Subclass of:
- tertiary alcohol
- macrolide
- diterpenoid
- organobromine compound
- phenols
- has role some antineoplastic agent
- has role some metabolite
- has role some anti-HIV agent
- has role some antimalarial
- has role some antibacterial agent
- has role some antifungal agent