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Neopterin

Neopterin structure

CAS No:
2009-64-5
Formula:
C9H11N5O4
Chemical Name:
Neopterin
Synonyms:
4(3H)-Pteridinone,2-amino-6-[(1S,2R)-1,2,3-trihydroxypropyl]-;1,2,3-Propanetriol,1-(2-amino-4-hydroxy-6-pteridinyl)-,D-erythro-;Neopterin;4(1H)-Pteridinone,2-amino-6-(1,2,3-trihydroxypropyl)-,[S-(R*,S*)]-;4(1H)-Pteridinone,2-amino-6-[(1S,2R)-1,2,3-trihydroxypropyl]-;2-Amino-6-[(1S,2R)-1,2,3-trihydroxypropyl]-4(3H)-pteridinone;D-erythro-Neopterin;D-Neopterin;6-(D-erythro-1,2,3-Trihydroxypropyl)pterin;6-D-erythro-Neopterin;2-Amino-4-hydroxy-6-(1,2,3-trihydroxypropyl)pteridine;D-(+)-Neopterin;2-Amino-6-((1S,2R)-1,2,3-trihydroxypropyl)-4(8H)-pteridone;670-65-5;2236-62-6;6386-32-9
Categories:
Dyes and Pigments > Pigment

Description

D-(+)-Neopterin, a catabolic product of guanosine triphosphate (GTM), serves as a marker of cellular immune system activation.

Neopterin is under investigation in clinical trial NCT02974192 (Neopterin Effects on Ischemic Stroke).|Neopterin is a pteridine that is a metabolite of guanine triphosphate (GTP) and a precursor for biopterin. Neopterin is released from interferon-gamma (IFNg) stimulated macrophages and dendritic cells (DCs); therefore, urine or serum levels may be used as a marker of immune system activation.|A pteridine derivative present in body fluids; elevated levels result from immune system activation, malignant disease, allograft rejection, and viral infections. (From Stedman, 26th ed) Neopterin also serves as a precursor in the biosynthesis of biopterin.

Neopterin Basic Attributes

Molecular Weight：

253.21

Exact Mass：

253.21

EC Number：

217-924-7

UNII：

9PLD60N7SO

NCI Thesaurus Code：

C129010

HScode：

2933990090

Characteristics

PSA：

154

XLogP3：

-4.57

Density：

2.0±0.1 g/cm3

Melting Point：

>232°C (dec.)

Boiling Point：

396.41°C (rough estimate)

Flash Point：

375.7ºC

Refractive Index：

1.860

Storage Conditions：

2-8°C

Specific rotation：

D25 +45 ± 3° (c = 0.3 in 0.1N HCl)

Collision Cross Section：

157.1 Å² [M+H]+ [CCS Type: DT, Method: single field calibrated with Agilent tune mix (Agilent)]|150.31 Å² [M-H]- [CCS Type: DT, Method: single field calibrated with Agilent tune mix (Agilent)]

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

36/37/38

safety instructions：

Marks：

Precautionary statement(s)：

P261-P305 + P351 + P338

Hazard Statements：

H315-H319-H335

GHS Classification：

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 38 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH Entry Terms：

2-Amino-6-(1,2,3-trihydroxypropyl)-4(3H)-pteridinone

Neopterin Use and Manufacturing

Precursor in the biosynthesis of Biopterin. First isolated from the pupae of bees.

Computed Properties

Molecular Weight:253.22
XLogP3:-3.5
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:3
Exact Mass:253.08110385
Monoisotopic Mass:253.08110385
Topological Polar Surface Area:154
Heavy Atom Count:18
Complexity:363
Defined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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