Metabolite SN-38G

Name

SN-38G

Description

Not Available

Structure

Synonyms

.BETA.-D-GLUCOPYRANOSIDURONIC ACID, (4S)-4,11-DIETHYL-3,4,12,14-TETRAHYDRO-4-HYDROXY-3,14-DIOXO-1H-PYRANO(3',4':6,7)INDOLIZINO(1,2-B)QUINOLIN-9-YL / (4S)-4,11-DIETHYL-3,4,12,14-TETRAHYDRO-4-HYDROXY-3,14-DIOXO-1H-PYRANO(3',4':6,7)INDOLIZINO(1,2-B)QUINOLIN-9-YL .BETA.-D-GLUCOPYRANOSIDURONIC ACID / SN-38 GLUCURONIDE / SN-38-O GLUCURONIDE

UNII

D3XLA2EX2N

CAS number

121080-63-5

Weight

Average: 568.5287
Monoisotopic: 568.169309748

Chemical Formula

C₂₈H₂₈N₂O₁₁

InChI Key

SSJQVDUAKDRWTA-CAYKMONMSA-N

InChI

InChI=1S/C28H28N2O11/c1-3-12-13-7-11(40-26-22(33)20(31)21(32)23(41-26)25(35)36)5-6-17(13)29-19-14(12)9-30-18(19)8-16-15(24(30)34)10-39-27(37)28(16,38)4-2/h5-8,20-23,26,31-33,38H,3-4,9-10H2,1-2H3,(H,35,36)/t20-,21-,22+,23-,26+,28-/m0/s1

IUPAC Name

(2S,3S,4S,5R,6S)-6-{[(19S)-10,19-diethyl-19-hydroxy-14,18-dioxo-17-oxa-3,13-diazapentacyclo[11.8.0.0^{2,11}.0^{4,9}.0^{15,20}]henicosa-1(21),2(11),3,5,7,9,15(20)-heptaen-7-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

SMILES

CCC1=C2C=C(O[C@@H]3O[C@@H]([C@@H](O)[C@H](O)[C@H]3O)C(O)=O)C=CC2=NC2=C1CN1C2=CC2=C(COC(=O)[C@]2(O)CC)C1=O

Reactions

Irinotecan

SN-38
- SN-38
  
  SN-38G

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted GC-MS Spectrum - GC-MS	Predicted GC-MS	splash10-0fkl-5100390000-1ec43087b83f26748d87
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-014i-0000090000-6bd06ebc81b062cf9192
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-00vi-0901040000-4e0e804bf57f8b07c55d
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0udi-0002190000-069d2bc5edf8bdd341bb
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-00di-3306390000-47d6e4ebffa23fce0d0f
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-002f-0309820000-8f5cf0fc8d2b19543bbb
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-03du-0009130000-305a31a527e4e97ad264

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	257.1142182	predicted	DarkChem Lite v0.1.0
[M-H]-	226.3366	predicted	DeepCCS 1.0 (2019)
[M+H]+	258.0092182	predicted	DarkChem Lite v0.1.0
[M+H]+	228.232	predicted	DeepCCS 1.0 (2019)
[M+Na]+	257.2014182	predicted	DarkChem Lite v0.1.0
[M+Na]+	234.23935	predicted	DeepCCS 1.0 (2019)

External Links

Not Available

Predicted Properties

Property	Value	Source
logP	-1.4	Chemaxon
pKa (Strongest Acidic)	3.15	Chemaxon
pKa (Strongest Basic)	4.31	Chemaxon
Physiological Charge	-1	Chemaxon
Hydrogen Acceptor Count	11	Chemaxon
Hydrogen Donor Count	5	Chemaxon
Polar Surface Area	196.18 Å²	Chemaxon
Rotatable Bond Count	5	Chemaxon
Refractivity	138.13 m³·mol^-1	Chemaxon
Polarizability	57.42 Å³	Chemaxon
Number of Rings	6	Chemaxon
Bioavailability	0	Chemaxon
Rule of Five	No	Chemaxon
Ghose Filter	No	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	No	Chemaxon

Metabolite SN-38G

Structure for SN-38G

Collision Cross Sections (CCS)