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Chemical substance record

Semaxanib

194413-58-6C15H14N2O238.29 g/mol
Organic/Inorganic Small MoleculeChEBI source record

An oxindole that is 3-methyleneoxindole in which one of the hydrogens of the methylene group is replaced by a 3,5-dimethylpyrrol-2-yl group. — ChEBI

Safety references

Safety documents & references

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Identity & molecular properties

Source-linked values
CAS number194413-58-6ChEBI ↗
Molecular formulaC15H14N2OChEBI ↗
Molar mass238.29 g/molChEBI ↗
Monoisotopic mass238.11061 DaChEBI ↗
Formal charge0ChEBI ↗
ChEBI identifierCHEBI:91083ChEBI ↗

Cross-source molecular data

PubChem
Molar mass238.28 g/molPubChem ↗
Exact mass238.110613074 DaPubChem ↗
Computed XLogP2.5PubChem ↗
Topological polar surface area (Ų)44.9PubChem ↗
H-bond donors2PubChem ↗
H-bond acceptors1PubChem ↗
Rotatable bonds1PubChem ↗

PubChem computed values are shown separately from the ChEBI record. An exact InChIKey match was used to connect the records. Molecular descriptors do not describe a supplied product’s purity, particle size or performance.

Names & structural identifiers

Copy any identifier
semaxanib
(3Z)-3-[(3,5-dimethyl-1H-pyrrol-2-yl)methylidene]-1,3-dihydro-2H-indol-2-one
WUWDLXZGHZSWQZ-WQLSENKSSA-N
Cc1cc(C)c(/C=C2C(=O)Nc3ccccc32)n1
InChI=1S/C15H14N2O/c1-9-7-10(2)16-14(9)8-12-11-5-3-4-6-13(11)17-15(12)18/h3-8,16H,1-2H3,(H,17,18)/b12-8-

Names & synonyms

(3Z)-3-[(3,5-dimethyl-1H-pyrrol-2-yl)methylidene]-1,3-dihydro-2H-indol-2-one

Names are supplied by ChEBI. Trade names and related synonyms may describe a broader product context.

Classification & relationships

ChEBI ontology
pyrrolesChEBI parent class · 26455 ↗oxindolesChEBI parent class · 38459 ↗olefinic compoundChEBI parent class · 78840 ↗
organic heterocyclic compoundorganic molecular entity

Roles recorded in ChEBI

antineoplastic agentangiogenesis modulating agentEC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitorvascular endothelial growth factor receptor antagonist

Database role annotations describe reported biological or chemical roles; they are not product approvals or recommendations for use.

Mass ↔ amount of substance

Calculated from sourced mass
Equivalent amount
0.00419657 mol

Uses 238.29 g/mol from ChEBI. Assumes the substance described by this record; no purity or concentration correction is applied.

Elemental composition

Theoretical mass fractions
C
Carbon · 15 atoms
75.61%
N
Nitrogen · 2 atoms
11.76%
O
Oxygen · 1 atom
6.71%
H
Hydrogen · 14 atoms
5.92%

Calculated theoretical mass fractions from the reported formula and PubChem periodic-table atomic masses. These are not assay or purity results.

Research & patent references

Selected source associations
Blocking VEGF signaling delays development of replacement teeth in zebrafish. ↗Journal of dental research · 2015 Jan · PMID 25391620
Human placental eXpanded (PLX) mesenchymal-like adherent stromal cells confer neuroprotection to nerve growth factor (NGF)-differentiated PC12 cells exposed to ischemia by secretion of IL-6 and VEGF. ↗Biochimica et biophysica acta · 2015 Feb · PMID 25450973
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Sources & record history

Checked 27 Sep 2026
EMBL-EBI ChEBI · CHEBI:91083

Release 255, 9 September 2026. ChEBI three-star (manually annotated) source entry. View original record ↗ · CC BY 4.0

NCBI PubChem · CID 5329098 · retrieved 2026-09-27

PubCAS formats source data, connects references and computes explicitly labelled conversions. CAS cross-references are supplied by ChEBI; they do not constitute CAS verification or endorsement.

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