maytansine

CHEBI:6701 ·resolve ·ANTIMICROBIAL_UNSPECIFIED ·EXACT SEEDED

An organic heterotetracyclic compound and 19-membered macrocyclic lactam antibiotic originally isolated from the Ethiopian shrub Maytenus serrata but also found in other Maytenus species. It exhibits cytotoxicity against many tumour cell lines. — 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:23003 CHEBI:23003
CHEBI:32955 CHEBI:32955
CHEBI:36683 CHEBI:36683
CHEBI:38163 CHEBI:38163
CHEBI:46874 CHEBI:46874
CHEBI:82760 CHEBI:82760

Chemical structure

Computed structure properties
Molecular formula	C34H46ClN3O10
Charge	0
Average mass	692.206 Da
Monoisotopic mass	691.28717 Da
Source	ChEBI
InChIKey	WKPWGQKGSOKKOO-RSFHAFMBSA-N

SMILES

[H][C@@]12O[C@@]1(C)[C@@H](OC(=O)[C@H](C)N(C)C(C)=O)CC(=O)N(C)c1cc(cc(OC)c1Cl)C/C(C)=C/C=C/[C@@H](OC)[C@@]1(O)C[C@]([H])(OC(=O)N1)[C@H]2C

InChI

InChI=1S/C34H46ClN3O10/c1-18-11-10-12-26(45-9)34(43)17-25(46-32(42)36-34)19(2)30-33(5,48-30)27(47-31(41)20(3)37(6)21(4)39)16-28(40)38(7)23-14-22(13-18)15-24(44-8)29(23)35/h10-12,14-15,19-20,25-27,30,43H,13,16-17H2,1-9H3,(H,36,42)/b12-10+,18-11+/t19-,20+,25+,26-,27+,30+,33+,34+/m1/s1

Also called

maitansina (INN)— chebi
maitansine (INN)— chebi
maitansinum (INN)— chebi
(4β,5β,11E,13E)-maytansine (EXACT_SYNONYM)— chebi
Maytansine (EXACT_SYNONYM)— chebi
NSC 153858 (EXACT_SYNONYM)— chebi
NSC-153858 (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:35846-53-8
kegg.compound:C10606
kegg.drug:D04864
knapsack:C00002351
lipidmaps:LMPK04000017
reaxys:5417399
wikipedia.en:Maytansine

Activity roles

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

CHEBI:33281 CHEBI:33281

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:6701`	maytansine	`antibioticmech:chebi-a1c260c269`	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.