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Database / Pharmaceutical impurity

Pharmaceutical impurity

Fructosazine

Fructosazine is listed in the pharmaceutical impurity collection under CAS 13185-73-4. Its represented structure has formula C12H20N2O8 and a calculated molecular weight of 320.30 g/mol.

2D chemical structure

H O O H O H O H N O H O H O H O H N ( R ) ( S ) ( R ) ( R ) ( S ) ( R )

Chemical identity

Catalog name
Fructosazine
Common name
Fructosazine
Chemical name
(1R,2S,3R)-1-[5-[(1R,2S,3R)-1,2,3,4-tetrahydroxybutyl]pyrazin-2-yl]butane-1,2,3,4-tetrol
CAS
13185-73-4
SMILES
OC[C@@H](O)[C@@H](O)[C@H](O)c1cnc([C@@H](O)[C@H](O)[C@H](O)CO)cn1
InChI
InChI=1S/C12H20N2O8/c15-3-7(17)11(21)9(19)5-1-13-6(2-14-5)10(20)12(22)8(18)4-16/h1-2,7-12,15-22H,3-4H2/t7-,8-,9-,10-,11-,12-/m1/s1
InChIKey
NPWQIVOYGNUVEB-PAUJSFGCSA-N
Associated API
Glucosamine

Record ID: A277b3d560c4c

Computed properties

C12H20N2O8 Molecular formula
320.298 g/molMolecular weight
320.122 DaMonoisotopic exact mass
187.62 ŲTopological polar surface area
-4.0284 Calculated LogP (Wildman–Crippen)
70.1504 cm³/molMolar refractivity (Wildman–Crippen)
10 countHydrogen-bond acceptors
8 countHydrogen-bond donors

Descriptors are calculated from the displayed SMILES. Calculated LogP is not a measured partition coefficient or a pH-specific LogD.

Molecular descriptor profile

Descriptor radar

Mol. weight LogP TPSA HBA HBD Rotatable 25 50 75 100

Structural feature counts

0 3 6 9 Count H-bond acceptors H-bond donors Rotatable bonds Rings Aromatic rings Stereo centers

Element composition

C H N O 0 5 10 15 20 Number of atoms

Radar scale: 0–100 percentile within 25,771 distinct represented structures in this release, using the midpoint rank for ties. Larger values indicate a higher descriptor rank, not greater safety or toxicity. Element counts include hydrogen and combine isotopes under each element.

Radar values and percentile reference
DescriptorValuePercentile
Molecular weight320.29850.18
Calculated LogP (Wildman–Crippen)-4.02841.65
Topological polar surface area187.6294.11
Hydrogen-bond acceptors1093.21
Hydrogen-bond donors898.12
Rotatable bonds (strict)882.26

Complete molecular descriptors

PropertyCalculated valueUnit / type
Molecular formulaC12H20N2O8dimensionless
Molecular weight320.298g/mol
Monoisotopic exact mass320.122Da
Topological polar surface area187.62Ų
Calculated LogP (Wildman–Crippen)-4.0284dimensionless
Molar refractivity (Wildman–Crippen)70.1504cm³/mol
Hydrogen-bond acceptors10count
Hydrogen-bond donors8count
Rotatable bonds (strict)8count
Heavy atoms22count
Heteroatoms10count
Rings1count
Aromatic rings1count
Aliphatic rings0count
Saturated rings0count
Aromatic heterocycles1count
Aliphatic heterocycles0count
Saturated heterocycles0count
Aromatic carbocycles0count
Aliphatic carbocycles0count
Fraction of sp³ carbon atoms0.6667fraction
Formal charge0e
Disconnected components1count
Isotopically specified atoms0count
Potential atom stereocenters6count
Unspecified atom stereocenters0count
Spiro atoms0count
Bridgehead atoms0count
Labute approximate surface area125.1441Ų
Valence electrons126count
Radical electrons0count
Bertz complexity404.2573index
Balaban J2.8176index

Ring categories overlap and should not be summed. No toxicity result, PDE, HBEL or acceptable intake is inferred from these descriptors.

Toxicological services and resources for Fructosazine

Qualification and safety assessment of Fructosazine

Explore toxicological qualification of Fructosazine and ICH M7 mutagenic impurity assessment of Fructosazine for evaluation of this impurity in its pharmaceutical context.

Where data gaps need to be addressed, resources include read-across assessment for Fructosazine and acceptable intake and limit justification for Fructosazine. The relevant approach depends on the available evidence, exposure and duration of use.

Related Altox services and technical resources

Other catalogue designations with the same represented structure

These are separate catalogue entries; shared structure does not establish interchangeable pharmacopoeial designations.

Identity sources and calculation method

Identifiers originate from the source catalogues and available public identity records. InChI and InChIKey on this page are generated from the displayed SMILES. RDKit validation checks the molecular representation; it does not independently verify every catalogue assignment.

Discuss an assessment for Fructosazine

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