(2S)-2'-hydroxydemethoxymatteucinol

CHEBI:67371 ·resolve ·ANTIMYCOBACTERIAL ·EXACT SEEDED

A trihydroxyflavanone that is demethoxymatteucinol with an additional hydroxy group at position 2'. Isolated from Pisonia aculeata, it exhibits antitubercular activity. — 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:38739 CHEBI:38739

Chemical structure

Computed structure properties
Molecular formula	C17H16O5
Charge	0
Average mass	300.31 Da
Monoisotopic mass	300.09977 Da
Source	ChEBI
InChIKey	WOGYXYDORXIAGE-ZDUSSCGKSA-N

SMILES

Cc1c(O)c(C)c2c(c1O)C(=O)C[C@@H](c1ccccc1O)O2

InChI

InChI=1S/C17H16O5/c1-8-15(20)9(2)17-14(16(8)21)12(19)7-13(22-17)10-5-3-4-6-11(10)18/h3-6,13,18,20-21H,7H2,1-2H3/t13-/m0/s1

Also called

(2S)-5,7-dihydroxy-2-(2-hydroxyphenyl)-6,8-dimethyl-2,3-dihydro-4H-chromen-4-one (EXACT_SYNONYM)— chebi
(2S)-5,7-dihydroxy-2-(2-hydroxyphenyl)-6,8-dimethyl-2,3-dihydro-4H-benzopyran-4-one (EXACT_SYNONYM)— chebi
2',4,5-trihydroxy-6,8-dimethylflavanone (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:77744-53-7
reaxys:4519598

Activity roles

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

CHEBI:33231 CHEBI:33231

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:67371`	(2S)-2'-hydroxydemethoxymatteucinol	`antibioticmech:chebi-99dafc003b`	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.