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Chemical structure of MAC glucuronide phenol-linked SN-38

GC39401

MAC glucuronide phenol-linked SN-38

Also known as (2S,3S,4S,5R,6S)-6-[4-[[[(19S)-10,19-diethyl-19-hydroxy-14,18-dioxo-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)-heptaen-7-yl]oxymethyl-(2-methylsulfonylethyl)carbamoyl]oxymethyl]-2-[[2-[3-(2,5-dioxopyrrol-1-yl)propanoyl-methylamino]acetyl]amino]phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

MAC glucuronide phenol-linked SN-38 is a pH-susceptible lactone MAC glucuronide phenol-linked SN-38 (DNA topoisomerase I inhibitor) drug linker· MAC glucuronide phenol-linked SN-38 is cytotoxic across L540cy cells and Ramos cells with IC50 values of 113 and 67 ng/mL, respectively

ChemicalCAS2246380-69-6MW1091.06FormulaC50H54N6O20S
CAS number
2246380-69-6
Molecular weight
1091.06
Formula
C50H54N6O20S
Solubility
DMSO： 200 mg/mL (183·31 mM)
InChIKey
IKQSTTAUHYHYCV-GVAVQZEZSA-N
Catalogue number
GC39401
Brand
GLPBIO
Computed properties PubChem CID 139035092 · XLogP -1.4 · TPSA 364 Ų · H-bond donors 6
XLogP
-1.4
TPSA
364 Ų
H-bond donors
6
H-bond acceptors
21
Rotatable bonds
20
Heavy atoms
77

SMILES CCC1=C2CN3C(=CC4=C(C3=O)COC(=O)[C@@]4(CC)O)C2=NC5=C1C=C(C=C5)OCN(CCS(=O)(=O)C)C(=O)OCC6=CC(=C(C=C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)C(=O)O)O)O)O)NC(=O)CN(C)C(=O)CCN8C(=O)C=CC8=O

Computed descriptors from PubChem (CID 139035092), public domain. Identity cross-checked against the supplier's molecular formula and weight — verify before use.

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