(16R,19E)-isositsirikine

CHEBI:70508 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

An indole alkaloid with formula C21H26N2O3. It is a natural product found in several plant species including Alstonia spatulata and Catharanthus roseus. — 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:15734 CHEBI:15734
CHEBI:25248 CHEBI:25248
CHEBI:38163 CHEBI:38163
CHEBI:38958 CHEBI:38958

Chemical structure

Computed structure properties
Molecular formula	C21H26N2O3
Charge	0
Average mass	354.45 Da
Monoisotopic mass	354.19434 Da
Source	ChEBI
InChIKey	RGXKJLTVROJBKZ-LZNZQLKFSA-N

SMILES

[H][C@]1([C@H](CO)C(=O)OC)C[C@@]2([H])c3nc4ccccc4c3CCN2C/C1=C/C

InChI

InChI=1S/C21H26N2O3/c1-3-13-11-23-9-8-15-14-6-4-5-7-18(14)22-20(15)19(23)10-16(13)17(12-24)21(25)26-2/h3-7,16-17,19,22,24H,8-12H2,1-2H3/b13-3-/t16-,17-,19-/m0/s1

Also called

methyl (2R)-2-[(2R,3E,12bS)-3-ethylidene-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-2-yl]-3-hydroxypropanoate (EXACT_SYNONYM)— chebi
(16R)-E-isositsirikine (EXACT_SYNONYM)— chebi
16(R)-19,20-E-isositsirikine (EXACT_SYNONYM)— chebi
16(R)-E-isositsirikine (EXACT_SYNONYM)— chebi
16R,19E-isositsirikine (EXACT_SYNONYM)— chebi
16R-19,20-E-isositsirikine (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:6519-27-3
chemspider:4941438
metacyc.compound:CPD-21555

Activity roles

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

CHEBI:35718 CHEBI:35718

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:70508`	(16R,19E)-isositsirikine	`antibioticmech:chebi-5bfb8ce56a`	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.