sakuranetin

CHEBI:28927 ·resolve ·ANTIMYCOBACTERIAL ·EXACT SEEDED

A flavonoid phytoalexin that is (S)-naringenin in which the hydroxy group at position 7 is replaced by a methoxy group. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:140331 CHEBI:140331
CHEBI:140377 CHEBI:140377
CHEBI:38738 CHEBI:38738
CHEBI:38749 CHEBI:38749
CHEBI:60951 CHEBI:60951

Chemical structure

Computed structure properties
Molecular formula	C16H14O5
Charge	0
Average mass	286.283 Da
Monoisotopic mass	286.08412 Da
Source	ChEBI
InChIKey	DJOJDHGQRNZXQQ-AWEZNQCLSA-N

SMILES

COc1cc(O)c2c(c1)O[C@H](c1ccc(O)cc1)CC2=O

InChI

InChI=1S/C16H14O5/c1-20-11-6-12(18)16-13(19)8-14(21-15(16)7-11)9-2-4-10(17)5-3-9/h2-7,14,17-18H,8H2,1H3/t14-/m0/s1

Also called

(2S)-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-2,3-dihydro-4H-chromen-4-one (EXACT_SYNONYM)— chebi
(S)-(−)-4',5-dihydroxy-7-methoxyflavanone (EXACT_SYNONYM)— chebi
(S)-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4H-1-benzopyran-4-one (EXACT_SYNONYM)— chebi
4',5-dihydroxy-7-methoxyflavanone (EXACT_SYNONYM)— chebi
5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-chroman-4-one (EXACT_SYNONYM)— chebi
Naringenin 7-methyl ether (EXACT_SYNONYM)— chebi
Sakuranetin (EXACT_SYNONYM)— chebi
(2S)-sakuranetin (RELATED_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:2957-21-3
hmdb:HMDB0030090
kegg.compound:C09833
knapsack:C00000999
lipidmaps:LMPK12140571
metacyc.compound:CPD-7079
pdb-ccd:SAK
reaxys:92466
wikipedia.en:Sakuranetin

Activity roles

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

CHEBI:64912 CHEBI:64912

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:28927`	sakuranetin	`antibioticmech:chebi-dbc8fceedf`	2026-08-30

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
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.