Metabolite Indomethacin acyl glucuronide

Name

Indomethacin acyl glucuronide

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

B7MV2JQJ3W

CAS number

Not Available

Weight

Average: 533.912
Monoisotopic: 533.1088737

Chemical Formula

C₂₅H₂₄ClNO₁₀

InChI Key

QCBWEVBGELGABM-CZLVRFMKSA-N

InChI

InChI=1S/C25H24ClNO10/c1-11-15(10-18(28)36-25-21(31)19(29)20(30)22(37-25)24(33)34)16-9-14(35-2)7-8-17(16)27(11)23(32)12-3-5-13(26)6-4-12/h3-9,19-22,25,29-31H,10H2,1-2H3,(H,33,34)/t19-,20-,21+,22-,25+/m0/s1

IUPAC Name

(2S,3S,4S,5R,6S)-6-({2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

SMILES

COC1=CC2=C(C=C1)N(C(=O)C1=CC=C(Cl)C=C1)C(C)=C2CC(=O)O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O

Reactions

Indomethacin

Indomethacin acyl glucuronide

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted GC-MS Spectrum - GC-MS	Predicted GC-MS	splash10-0a73-9402110000-216a017460db5b8451c6
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0a59-0009150000-0607864f8b922eb6b5e9
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0fhc-0819060000-935262965ab302771573
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0a4r-0419110000-d0164d559fdc5af8aee5
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-052r-0903400000-a41bf84808d07f31319b
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-053u-7217930000-a3221c19b4c4061b6adf
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-001i-9001200000-eb69c6c13db17c2e17ad

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	242.6496224	predicted	DarkChem Lite v0.1.0
[M-H]-	206.09807	predicted	DeepCCS 1.0 (2019)
[M+H]+	244.0377224	predicted	DarkChem Lite v0.1.0
[M+H]+	207.92296	predicted	DeepCCS 1.0 (2019)
[M+Na]+	243.8141224	predicted	DarkChem Lite v0.1.0
[M+Na]+	213.56221	predicted	DeepCCS 1.0 (2019)

External Links

Human Metabolome Database: HMDB0060922
ChemSpider: 26324548
ChEBI: 184406
ChEMBL: CHEMBL2074828
ZINC: ZINC000084386263

Predicted Properties

Property	Value	Source
Water Solubility	0.0649 mg/mL	ALOGPS
logP	2.25	ALOGPS
logP	1.58	Chemaxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	3.18	Chemaxon
pKa (Strongest Basic)	-2.9	Chemaxon
Physiological Charge	-1	Chemaxon
Hydrogen Acceptor Count	9	Chemaxon
Hydrogen Donor Count	4	Chemaxon
Polar Surface Area	164.75 Å²	Chemaxon
Rotatable Bond Count	7	Chemaxon
Refractivity	127.11 m³·mol^-1	Chemaxon
Polarizability	52.5 Å³	Chemaxon
Number of Rings	4	Chemaxon
Bioavailability	1	Chemaxon
Rule of Five	No	Chemaxon
Ghose Filter	No	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	Yes	Chemaxon

Metabolite Indomethacin acyl glucuronide

Structure for Indomethacin acyl glucuronide

Collision Cross Sections (CCS)