({3-[(2R)-2,4-dihydroxy-3,3-dimethylbutanamido]propanoyl}oxy)calcio 3-[(2R)-2,4-dihydroxy-3,3-dimethylbutanamido]propanoate

• ChemBase ID: 130810
• Molecular Formular: C18H32CaN2O10
• Molecular Mass: 476.53208
• Monoisotopic Mass: 476.16828621
• SMILES: CC(C)(CO)[C@H](C(=O)NCCC(=O)O[Ca]OC(=O)CCNC(=O)[C@@H](C(C)(C)CO)O)O
• Canonical SMILES: OCC([C@H](C(=O)NCCC(=O)O[Ca]OC(=O)CCNC(=O)[C@@H](C(CO)(C)C)O)O)(C)C
• InChI: InChI=1S/2C9H17NO5.Ca/c2*1-9(2,5-11)7(14)8(15)10-4-3-6(12)13;/h2*7,11,14H,3-5H2,1-2H3,(H,10,15)(H,12,13);/q;;+2/p-2/t2*7-;/m00./s1
• InChIKey: FAPWYRCQGJNNSJ-UBKPKTQASA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: ({3-[(2R)-2,4-dihydroxy-3,3-dimethylbutanamido]propanoyl}oxy)calcio 3-[(2R)-2,4-dihydroxy-3,3-dimethylbutanamido]propanoate
• IUPAC Traditional name: ({3-[(2R)-2,4-dihydroxy-3,3-dimethylbutanamido]propanoyl}oxy)calcio 3-[(2R)-2,4-dihydroxy-3,3-dimethylbutanamido]propanoate
• Synonyms: Calcium D-pantothenate; Vitamin B5; (R)-(+)-N-(2,4-Dihydroxy-3,3-dimethyl-1-oxobutyl)-β-alanine hemicalcium salt; Calcium pantothenate; D-Pantothenic acid hemicalcium salt; (R)-(+)-N-(2,4-二羟基-3,3-二甲基-1-氧代丁基)-β-丙氨酸 半钙盐; D-泛酸 半钙盐; D-泛酸钙; 维生素 B5; 泛酸钙; D-泛酸 半钙盐

Database IDs

• CAS Number: 137-08-6
• EC Number: 205-278-9
• MDL Number: MFCD00002766
• Beilstein Number: 3769272
• PubChem SID: 24893098; 24898695; 24852721; 24871540; 162225088; 24898300; 24898601
• PubChem CID: 11306073

CALCULATED PROPERTIES

• Acid pKa: 12.379978
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -2.8912
• LogD (pH = 7.4): -2.8912046
• Log P: -2.8912
• Molar Refractivity: 101.167 cm^3
• Polarizability: 43.33774 Å^3
• Polar Surface Area: 191.72 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble0.5 M, clear, colorless; H2O: soluble50 mg/mL at 25 °C, clear, almost colorless
• Optical Rotation: [α]20/D +27±2°, c = 5% in H2O
• pH: 6.8-7.2 (25 °C, 50 mg/mL in H2O)

Safety Information

• RTECS: RU4375000
• German water hazard class: 1
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (TLC); ≥99.0% (T)
• Grade: analytical standard; meets USP testing specifications; puriss.
• Packaging: ampule of 1000 mg
• Suitability: suitable for cell culture; suitable for insect cell culture; suitable for plant cell culture
• Impurities: ≤0.0005% Phosphorus (P); ≤0.002% heavy metals; ≤0.1% Insoluble matter
• Cation Traces: Al: ≤0.0005%; Cu: ≤0.0005%; Fe: ≤0.0005%; K: ≤0.005%; Mg: ≤0.01%; Na: ≤0.005%; NH4+: ≤0.05%; Pb: ≤0.001%; Zn: ≤0.0005%
• Antion Traces: chloride (Cl-): ≤0.05%; sulfate (SO42-): ≤0.05%
• Loss on Drying: ≤3% loss on drying
• Mol. Weight: monograph mol wt. 476.53 (C18H32CaN2O10)
• Feature: standard type water soluble vitamin
• Linear Formula: HOCH2C(CH3)2CH(OH)CONHCH2CH2CO2 ·1/2Ca

DETAILS

Sigma Aldrich - 21210

Application
Precursor in the biosynthesis of coenzyme A.
Biochem/physiol Actions
D-Panthenol is the alcohol analogue and biological precursor of D-pantothenic acid. These analogues are precursors in the biosynthesis of coenzyme A. D-Panthenol and D-Pantothenic acid are used in a variety of skin protection products. D-pantothenic acid may have a role in controlling keratinocyte proliferation and differentiation. D-Panthenol may be used for studies of skin protection emulsions from UV irradiation and as a humectant.
Physical properties
Due to the unstable, hygroscopic nature of the free acid, the calcium salt is employed.

Sigma Aldrich - P5710

Application
生物合成辅酶 A 的前体。
Biochem/physiol Actions
D-Panthenol is the alcohol analogue and biological precursor of D-pantothenic acid. These analogues are precursors in the biosynthesis of coenzyme A. D-Panthenol and D-Pantothenic acid are used in a variety of skin protection products. D-pantothenic acid may have a role in controlling keratinocyte proliferation and differentiation. D-Panthenol may be used for studies of skin protection emulsions from UV irradiation and as a humectant.
Physical properties
由于游离酸具有不稳定性和吸湿性，因此采用钙盐的形式。

Sigma Aldrich - P5155

Application
生物合成辅酶 A 的前体。
Physical properties
由于游离酸具有不稳定性和吸湿性，因此采用钙盐的形式。

Sigma Aldrich - P2250

Application
生物合成辅酶 A 的前体。
包装
5, 25, 100, 500 g in poly bottle
Biochem/physiol Actions
D-Panthenol is the alcohol analogue and biological precursor of D-pantothenic acid. These analogues are precursors in the biosynthesis of coenzyme A. D-Panthenol and D-Pantothenic acid are used in a variety of skin protection products. D-pantothenic acid may have a role in controlling keratinocyte proliferation and differentiation. D-Panthenol may be used for studies of skin protection emulsions from UV irradiation and as a humectant.
Physical properties
由于游离酸具有不稳定性和吸湿性，因此采用钙盐的形式。
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. P2250.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - P6045

Application
生物合成辅酶 A 的前体。
Physical properties
由于游离酸具有不稳定性和吸湿性，因此采用钙盐的形式。
Other Notes
Cell culture media are generally supplemented with D-Pantothenic acid (vitamin B5), an essential vitamin required for the synthesis of coenzyme-A (CoA) and the metabolism of proteins, carbohydrates, and fats.This product has been qualified for use in plant cell culture. Also see P5155 for D-Pantothenic acid qualified for use in animal, insect and plant cell culture.

Sigma Aldrich - C8731

Application
生物合成辅酶 A 的前体。
Physical properties
由于游离酸具有不稳定性和吸湿性，因此采用钙盐的形式。

Sigma Aldrich - 47867

Application
Precursor in the biosynthesis of coenzyme A.
Physical properties
Due to the unstable, hygroscopic nature of the free acid, the calcium salt is employed.