Metabolite Losartan N2-glucuronide

Name

Losartan N2-glucuronide

Description

Not Available

Structure

Similar Structures

Synonyms

Not Available

UNII

BCN3CNE9GF

CAS number

138584-35-7

Weight

Average: 599.035
Monoisotopic: 598.194275083

Chemical Formula

C₂₈H₃₁ClN₆O₇

InChI Key

NGFMQMUIOUSHGR-RTCYWULBSA-N

InChI

InChI=1S/C28H31ClN6O7/c1-2-3-8-20-30-25(29)19(14-36)34(20)13-15-9-11-16(12-10-15)17-6-4-5-7-18(17)26-31-33-35(32-26)27-23(39)21(37)22(38)24(42-27)28(40)41/h4-7,9-12,21-24,27,36-39H,2-3,8,13-14H2,1H3,(H,40,41)/t21-,22-,23+,24-,27+/m0/s1

IUPAC Name

(2S,3S,4S,5R,6R)-6-[5-(4'-{[2-butyl-4-chloro-5-(hydroxymethyl)-1H-imidazol-1-yl]methyl}-[1,1'-biphenyl]-2-yl)-2H-1,2,3,4-tetrazol-2-yl]-3,4,5-trihydroxyoxane-2-carboxylic acid

SMILES

CCCCC1=NC(Cl)=C(CO)N1CC1=CC=C(C=C1)C1=CC=CC=C1C1=NN(N=N1)[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O

Reactions

Losartan

Losartan N2-glucuronide

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted GC-MS Spectrum - GC-MS	Predicted GC-MS	splash10-0019-9300250000-0cbb81ca89cfafd23ac5
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-00di-0000920000-9227d38f663513ca7ad5
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0aba-0110950000-204209adaea11bfac01a
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-00kb-0101090000-d8f312df0db7969fad76
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-000j-0096330000-e1e1d7af0809f58aab07
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-001i-9100750000-f9b8f8460b286374e896
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0uym-3921220000-7378eac4886e6fd4a909

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	248.3756871	predicted	DarkChem Lite v0.1.0
[M-H]-	220.50433	predicted	DeepCCS 1.0 (2019)
[M+H]+	248.7418871	predicted	DarkChem Lite v0.1.0
[M+H]+	222.32922	predicted	DeepCCS 1.0 (2019)
[M+Na]+	246.9960871	predicted	DarkChem Lite v0.1.0
[M+Na]+	227.93506	predicted	DeepCCS 1.0 (2019)

External Links

Human Metabolome Database: HMDB0013847
ChemSpider: 30776722
ZINC: ZINC000077301904

Predicted Properties

Property	Value	Source
Water Solubility	0.0635 mg/mL	ALOGPS
logP	2.9	ALOGPS
logP	2.23	Chemaxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	3.28	Chemaxon
pKa (Strongest Basic)	3.99	Chemaxon
Physiological Charge	-1	Chemaxon
Hydrogen Acceptor Count	11	Chemaxon
Hydrogen Donor Count	5	Chemaxon
Polar Surface Area	188.87 Å²	Chemaxon
Rotatable Bond Count	10	Chemaxon
Refractivity	174.6 m³·mol^-1	Chemaxon
Polarizability	61.14 Å³	Chemaxon
Number of Rings	5	Chemaxon
Bioavailability	0	Chemaxon
Rule of Five	No	Chemaxon
Ghose Filter	No	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	Yes	Chemaxon

Metabolite Losartan N2-glucuronide

Structure for Losartan N2-glucuronide

Collision Cross Sections (CCS)