7-Ethyl-10-hydroxycamptothecin
(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
Molecular Identity
7-Ethyl-10-hydroxycamptothecin
(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
PubChem CID: 104842
SN-38 is a member of the class of pyranoindolizinoquinolines that is (4S)-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14-dione bearing two additional ethyl substituents at positions 4 and 11 as well as two additional hydroxy substituents at positions 4 and 9. It is the active metabolite of irinotecan and is ~1000 times more active than irinotecan itself. It has a role as an antineoplastic agent, a drug metabolite, an EC 5.99.1.2 (DNA topoisomerase) inhibitor and an apoptosis inducer. It is a delta-lactone, a tertiary alcohol, a member of phenols and a pyranoindolizinoquinoline.
2D Structure
Properties
C22H20N2O5
Molecular Formula
392.40
Molecular Weight
g/mol
392.1372
Exact Mass
Da
1.4
XLogP
Drug-like (Lipinski: < 5)
100
TPSA
Good oral absorption (< 140 A²)
2
H-Bond Donors
6
H-Bond Acceptors
820
Complexity
SMILES
Canonical SMILES
SMILES: Synonyms(20)
7-Ethyl-10-hydroxycamptothecin86639-52-3SN-38SN 38 lactoneSN 3810-Hydroxy-7-ethylcamptothecinNK-0127-Ethyl-10-hydroxy-20(S)-camptothecinNK 012NK0120H43101T0JCAMPTOTHECIN, 7-ETHYL-10-HYDROXY-CHEBI:8988DTXSID4040399(4S)-4,11-Diethyl-4,9-dihydroxy-1H-pyrano(3',4':6,7)indolizino(1,2-b)quinoline-3,14(4H,12H)-dione
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to 7-Ethyl-10-hydroxycamptothecin
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