Altox

Database / Pharmaceutical impurity

Pharmaceutical impurity

Genistein Diglucuronide

Genistein Diglucuronide is listed in the pharmaceutical impurity collection under CAS 428438-35-1. Its represented structure has formula C27H26O17 and a calculated molecular weight of 622.49 g/mol.

2D chemical structure

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

Chemical identity

Catalog name
Genistein Diglucuronide
Common name
Genistein Diglucuronide
Chemical name
(2S,3S,4S,5R,6S)-6-[4-[7-[(2S,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxy-4-oxochromen-3-yl]phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
CAS
428438-35-1
SMILES
O=C(O)[C@H]1O[C@@H](Oc2ccc(-c3coc4cc(O[C@@H]5O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]5O)cc(O)c4c3=O)cc2)[C@H](O)[C@@H](O)[C@@H]1O
InChI
InChI=1S/C27H26O17/c28-12-5-10(42-27-21(35)17(31)19(33)23(44-27)25(38)39)6-13-14(12)15(29)11(7-40-13)8-1-3-9(4-2-8)41-26-20(34)16(30)18(32)22(43-26)24(36)37/h1-7,16-23,26-28,30-35H,(H,36,37)(H,38,39)/t16-,17-,18-,19-,20+,21+,22-,23-,26+,27+/m0/s1
InChIKey
DFJSPRNCKDBZIJ-MWBUVXCNSA-N

Record ID: A9a4c83bfcfac

Computed properties

C27H26O17 Molecular formula
622.488 g/molMolecular weight
622.117 DaMonoisotopic exact mass
283.34 ŲTopological polar surface area
-2.2924 Calculated LogP (Wildman–Crippen)
139.4752 cm³/molMolar refractivity (Wildman–Crippen)
15 countHydrogen-bond acceptors
9 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 5 10 15 Count H-bond acceptors H-bond donors Rotatable bonds Rings Aromatic rings Stereo centers

Element composition

C H O 0 6 12 18 24 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 weight622.48892.77
Calculated LogP (Wildman–Crippen)-2.29243.61
Topological polar surface area283.3498.35
Hydrogen-bond acceptors1598.18
Hydrogen-bond donors998.56
Rotatable bonds (strict)776.94

Complete molecular descriptors

PropertyCalculated valueUnit / type
Molecular formulaC27H26O17dimensionless
Molecular weight622.488g/mol
Monoisotopic exact mass622.117Da
Topological polar surface area283.34Ų
Calculated LogP (Wildman–Crippen)-2.2924dimensionless
Molar refractivity (Wildman–Crippen)139.4752cm³/mol
Hydrogen-bond acceptors15count
Hydrogen-bond donors9count
Rotatable bonds (strict)7count
Heavy atoms44count
Heteroatoms17count
Rings5count
Aromatic rings3count
Aliphatic rings2count
Saturated rings2count
Aromatic heterocycles1count
Aliphatic heterocycles2count
Saturated heterocycles2count
Aromatic carbocycles2count
Aliphatic carbocycles0count
Fraction of sp³ carbon atoms0.3704fraction
Formal charge0e
Disconnected components1count
Isotopically specified atoms0count
Potential atom stereocenters10count
Unspecified atom stereocenters0count
Spiro atoms0count
Bridgehead atoms0count
Labute approximate surface area244.4295Ų
Valence electrons236count
Radical electrons0count
Bertz complexity1,602.4077index
Balaban J1.3538index

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 Genistein Diglucuronide

Qualification and safety assessment of Genistein Diglucuronide

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

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

Related Altox services and technical resources

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 Genistein Diglucuronide

Explore Altox services and software through the Altox Pharma-Hub.