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Mandelic acid (Standard)

CAT: 0804-HY-W015591R-01Size: 25 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-W015591R-01Size:25 mg
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Description
Mandelic acid (Standard) is the analytical standard of Mandelic acid. This product is intended for research and analytical applications. Mandelic acid ((±) -Mandelic acid), an alpha-hydroxycarboxylic acid, has been widely used as an intermediate of pharmaceutical and fine chemicals. Mandelic acid shows antimicrobial activity and has been used for the research of urinary tract infections and vaginal trichomoniasis. Mandelic acid exhibits high sperm-immobilizing activity and low vaginal irritation[1][2].
CAS Number
90-64-2
Product Name Alternative
(±) -Mandelic acid (Standard) ; DL-Mandelic acid (Standard)
UNSPSC
12352005
Hazard Statement
H318
Target
Bacterial; Endogenous Metabolite; Reference Standards
Type
Reference Standards
Related Pathways
Anti-infection; Metabolic Enzyme/Protease; Others
Field of Research
Infection
Assay Protocol
https://www.medchemexpress.com/mandelic-acid-standard.html
Purity
99.84
Smiles
C1=CC=CC=C1C(C(O)=O)O
Molecular Formula
C8H8O3
Molecular Weight
152.15
Precautions
H318
References & Citations
[1]Xia M, et al. dl-Mandelic acid exhibits high sperm-immobilizing activity and low vaginal irritation: A potential non-surfactant spermicide for contraception. Biomed Pharmacother. 2020;126:110104.|[2]Tang LP, et al. DL-mandelic acid intercalated Zn-Al layered double hydroxide: A novel antimicrobial layered material. Colloids Surf B Biointerfaces. 2018;165:111-117.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C, sealed storage, away from light and moisture
Scientific Category
Reference Standards

Chemical Information

Mandelic Acid

Mandelic acid is a 2-hydroxy monocarboxylic acid that is acetic acid in which two of the methyl hydrogens are substituted by phenyl and hydroxyl groups. It has a role as an antibacterial agent and a human xenobiotic metabolite. It is a member of benzenes and a 2-hydroxy monocarboxylic acid. It is functionally related to an acetic acid. It is a conjugate acid of a mandelate.

CAS Number90-64-2
PubChem CID1292
IUPAC Name2-hydroxy-2-phenylacetic acid
Molecular FormulaC8H8O3
Molecular Weight152.15
XLogP0.6
Topological Polar Surface Area57.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count2
Heavy Atom Count11
Formal Charge0
Complexity138
SMILES
C1=CC=C(C=C1)C(C(=O)O)O
InChI
InChI=1S/C8H8O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7,9H,(H,10,11)
InChIKey
IWYDHOAUDWTVEP-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Mandelic Acid
CAS: 90-64-2
CID: 1292
Formula: C8H8O3
MW: 152.15
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight152.15
XLogP30.6
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count2
Exact Mass152.047344113
Monoisotopic Mass152.047344113
Topological Polar Surface Area57.5 Ų
Heavy Atom Count11
Formal Charge0
Complexity138
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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113310 100L (+) Mandelic Acid (S (+) Mandelic Acid)
454181-01Mandelic Acid
146755D (-) Mandelic Acid 98.0% [ (R (-) Mandelic Acid]
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