AntibioticMech

callophycoic acid C

CHEBI:65559 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A dibenzooxepine diterpenoid that is hexahydrodibenzo[b,e]oxepine-2-carboxylic acid with an isolated double bond between positions 6a and 7 and is substituted by a bromo, 2-[(1S,3S,6S)-3-bromo-6-hydroxy-2,2,6-trimethylcyclohexyl]ethyl and a methyl group at positions 9, 10 and 10 respectively (the 9S,10S,10aR stereoisomer). It is isolated from the Fijian red alga Callophycus serratus and exhibits antibacterial, antimalarial and anticancer activities. — ChEBI

Classification

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:22723 CHEBI:22723
• CHEBI:23849 CHEBI:23849
• CHEBI:26878 CHEBI:26878
• CHEBI:37141 CHEBI:37141
• CHEBI:37407 CHEBI:37407
• CHEBI:38926 CHEBI:38926

Chemical structure

Computed structure properties

Molecular formula	C27H36Br2O4
Charge	0
Average mass	584.389 Da
Monoisotopic mass	582.09803 Da
Source	ChEBI
InChIKey	HKJSNLGQALZKKO-KXSKSBKOSA-N

SMILES

[H][C@@]12Cc3cc(C(=O)O)ccc3OCC1=CC[C@H](Br)[C@@]2(C)CC[C@H]1C(C)(C)[C@@H](Br)CC[C@]1(C)O

InChI

InChI=1S/C27H36Br2O4/c1-25(2)21(27(4,32)12-10-22(25)28)9-11-26(3)19-14-18-13-16(24(30)31)5-7-20(18)33-15-17(19)6-8-23(26)29/h5-7,13,19,21-23,32H,8-12,14-15H2,1-4H3,(H,30,31)/t19-,21+,22+,23+,26+,27+/m1/s1

Also called

• (9S,10S,10aR)-9-bromo-10-{2-[(1S,3S,6S)-3-bromo-6-hydroxy-2,2,6-trimethylcyclohexyl]ethyl}-10-methyl-6,8,9,10,10a,11-hexahydrodibenzo[b,e]oxepine-2-carboxylic acid (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

• chemspider:27023089
• reaxys:11167773

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

• CHEBI:33282 CHEBI:33282
• CHEBI:38068 CHEBI:38068

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record

Source	Native ID	Label	Minted CURIE	Version
CHEBI	CHEBI:65559	callophycoic acid C	antibioticmech:chebi-eaa55bea7b	2026-08-30

Curation history

1. SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Seeded from data/raw/ inventories (CHEBI)

2. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

3. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.