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Pharmaceutical impurity

16a-Hydroxy Estrone

16a-Hydroxy Estrone is listed in the pharmaceutical impurity collection under CAS 566-76-7. Its represented structure has formula C18H22O3 and a calculated molecular weight of 286.37 g/mol.

2D chemical structure

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

Chemical identity

Catalog name
16a-Hydroxy Estrone
Common name
16a-Hydroxy Estrone
Chemical name
(8R,9S,13S,14S,16R)-3,16-dihydroxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-one
CAS
566-76-7
SMILES
C[C@]12CC[C@@H]3c4ccc(O)cc4CC[C@H]3[C@@H]1C[C@@H](O)C2=O
InChI
InChI=1S/C18H22O3/c1-18-7-6-13-12-5-3-11(19)8-10(12)2-4-14(13)15(18)9-16(20)17(18)21/h3,5,8,13-16,19-20H,2,4,6-7,9H2,1H3/t13-,14-,15+,16-,18+/m1/s1
InChIKey
WPOCIZJTELRQMF-QFXBJFAPSA-N
Associated API
Estriol

Record ID: A918325f869c6

Computed properties

C18H22O3 Molecular formula
286.371 g/molMolecular weight
286.1569 DaMonoisotopic exact mass
57.53 ŲTopological polar surface area
2.7882 Calculated LogP (Wildman–Crippen)
79.1206 cm³/molMolar refractivity (Wildman–Crippen)
3 countHydrogen-bond acceptors
2 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 2 4 Count H-bond acceptors H-bond donors Rotatable bonds Rings Aromatic rings Stereo centers

Element composition

C H 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 weight286.37140.03
Calculated LogP (Wildman–Crippen)2.788257.71
Topological polar surface area57.5338.00
Hydrogen-bond acceptors333.13
Hydrogen-bond donors264.87
Rotatable bonds (strict)03.45

Complete molecular descriptors

PropertyCalculated valueUnit / type
Molecular formulaC18H22O3dimensionless
Molecular weight286.371g/mol
Monoisotopic exact mass286.1569Da
Topological polar surface area57.53Ų
Calculated LogP (Wildman–Crippen)2.7882dimensionless
Molar refractivity (Wildman–Crippen)79.1206cm³/mol
Hydrogen-bond acceptors3count
Hydrogen-bond donors2count
Rotatable bonds (strict)0count
Heavy atoms21count
Heteroatoms3count
Rings4count
Aromatic rings1count
Aliphatic rings3count
Saturated rings2count
Aromatic heterocycles0count
Aliphatic heterocycles0count
Saturated heterocycles0count
Aromatic carbocycles1count
Aliphatic carbocycles3count
Fraction of sp³ carbon atoms0.6111fraction
Formal charge0e
Disconnected components1count
Isotopically specified atoms0count
Potential atom stereocenters5count
Unspecified atom stereocenters0count
Spiro atoms0count
Bridgehead atoms0count
Labute approximate surface area124.5432Ų
Valence electrons112count
Radical electrons0count
Bertz complexity608.481index
Balaban J1.7264index

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 16a-Hydroxy Estrone

Qualification and safety assessment of 16a-Hydroxy Estrone

Explore toxicological qualification of 16a-Hydroxy Estrone and ICH M7 mutagenic impurity assessment of 16a-Hydroxy Estrone for evaluation of this impurity in its pharmaceutical context.

Where data gaps need to be addressed, resources include read-across assessment for 16a-Hydroxy Estrone and acceptable intake and limit justification for 16a-Hydroxy Estrone. 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 16a-Hydroxy Estrone

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