7-ethyl-10-hydroxycamptothecin

Also known as SN 38 lactone, 10-Hydroxy-7-ethylcamptothecin, 7-Ethyl-10-hydroxy-20(S)-camptothecin, SN 38

SN-38 is an antineoplastic drug. It is the active metabolite of irinotecan (an analog of camptothecin - a topoisomerase I inhibitor) but has 1000 times more activity than irinotecan itself. In vitro cytotoxicity assays show that the potency of SN-38 relative to irinotecan varies from 2- to 2000-fold.

In the Vinony graph

Within Vinony's link graph, 7-ethyl-10-hydroxycamptothecin is referenced by 23 other articles, and connects out to UGT1A1, diarrhea and digital object identifier.

Vinony files it under ECHA InfoCard ID from Wikidata and Topoisomerase inhibitors.

Its subject is documented across 7 Wikipedia language editions.

Chemical data

Formula: C22H20N2O5
Molecular weight: 392.4 g/mol
IUPAC name: (19S)-10,19-diethyl-7,19-dihydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4(9),5,7,10,15(20)-heptaene-14,18-dione
SMILES: CCC1=C2CN3C(=CC4=C(C3=O)COC(=O)[C@@]4(CC)O)C2=NC5=C1C=C(C=C5)O
InChIKey: FJHBVJOVLFPMQE-QFIPXVFZSA-N
XLogP: 1.4
Polar surface area: 100 Å²
H-bond donors: 2
H-bond acceptors: 6
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Phase 2
Molecule type: Small molecule
Indications: small cell lung carcinoma, breast cancer, lung cancer, cancer

via ChEMBL · EBI

Wikidata facts

Subclass of: alkaloid
Mass: 392.137222

Show 3 more facts

chemical formula: C₂₂H₂₀N₂O₅
isomeric SMILES: CCC1=C2C=C(C=CC2=NC3=C1CN4C3=CC5=C(C4=O)COC(=O)[C@@]5(CC)O)O
canonical SMILES: CCC1=C2C=C(C=CC2=NC3=C1CN4C3=CC5=C(C4=O)COC(=O)C5(CC)O)O

Sources (5)

via Wikidata · CC0

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