Metabolite Monohydroxymelphalan

Name

Monohydroxymelphalan

Description

Not Available

Structure

Synonyms

4-((2-CHLOROETHYL)(2-HYDROXYETHYL)AMINO)-L-PHENYLALANINE / HYDROXYMELPHALAN / L-PHENYLALANINE, 4-((2-CHLOROETHYL)(2-HYDROXYETHYL)AMINO)- / MONOHYDROXY MELPHALAN

UNII

ESL4D945VL

CAS number

61733-01-5

Weight

Average: 286.76
Monoisotopic: 286.1084202

Chemical Formula

C₁₃H₁₉ClN₂O₃

InChI Key

CPWJECQKVRUIOI-LBPRGKRZSA-N

InChI

InChI=1S/C13H19ClN2O3/c14-5-6-16(7-8-17)11-3-1-10(2-4-11)9-12(15)13(18)19/h1-4,12,17H,5-9,15H2,(H,18,19)/t12-/m0/s1

IUPAC Name

(2S)-2-amino-3-{4-[(2-chloroethyl)(2-hydroxyethyl)amino]phenyl}propanoic acid

SMILES

N[C@@H](CC1=CC=C(C=C1)N(CCO)CCCl)C(O)=O

Reactions

Melphalan

Monohydroxymelphalan

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0v4u-0090000000-e7c3cbd79bbccd7987fb
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-001i-9050000000-558414ffa2ac53051be3
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0udr-0090000000-98b2949ae4ec9cfce13b
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-001i-9000000000-29abab0d02e044de0484
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-052f-3950000000-22cc4a033879d20886e1
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0ktf-0930000000-b75f5b8db853607cf119

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å²)	Source type	Source
[M-H]-	163.84993	predicted	DeepCCS 1.0 (2019)
[M+H]+	166.20795	predicted	DeepCCS 1.0 (2019)
[M+Na]+	172.3011	predicted	DeepCCS 1.0 (2019)

External Links

ChEBI: 197234

Predicted Properties

Property	Value	Source
logP	-1.1	Chemaxon
pKa (Strongest Acidic)	2.56	Chemaxon
pKa (Strongest Basic)	9.51	Chemaxon
Physiological Charge	0	Chemaxon
Hydrogen Acceptor Count	5	Chemaxon
Hydrogen Donor Count	3	Chemaxon
Polar Surface Area	86.79 Å²	Chemaxon
Rotatable Bond Count	8	Chemaxon
Refractivity	75.18 m³·mol^-1	Chemaxon
Polarizability	30.24 Å³	Chemaxon
Number of Rings	1	Chemaxon
Bioavailability	1	Chemaxon
Rule of Five	Yes	Chemaxon
Ghose Filter	No	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	No	Chemaxon

Metabolite Monohydroxymelphalan

Structure for Monohydroxymelphalan

Collision Cross Sections (CCS)