(2R)-N-[2-({2-[(2-{3-[(2R)-2,4-dihydroxy-3,3-dimethylbutanamido]propanamido}ethyl)disulfanyl]ethyl}carbamoyl)ethyl]-2,4-dihydroxy-3,3-dimethylbutanamide

• ChemBase ID: 130778
• Molecular Formular: C22H42N4O8S2
• Molecular Mass: 554.72088
• Monoisotopic Mass: 554.24440632
• SMILES: CC(C)(CO)[C@H](C(=O)NCCC(=O)NCCSSCCNC(=O)CCNC(=O)[C@@H](C(C)(C)CO)O)O
• Canonical SMILES: OCC([C@H](C(=O)NCCC(=O)NCCSSCCNC(=O)CCNC(=O)[C@@H](C(CO)(C)C)O)O)(C)C
• InChI: InChI=1S/C22H42N4O8S2/c1-21(2,13-27)17(31)19(33)25-7-5-15(29)23-9-11-35-36-12-10-24-16(30)6-8-26-20(34)18(32)22(3,4)14-28/h17-18,27-28,31-32H,5-14H2,1-4H3,(H,23,29)(H,24,30)(H,25,33)(H,26,34)/t17-,18-/m0/s1
• InChIKey: DJWYOLJPSHDSAL-ROUUACIJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-N-[2-({2-[(2-{3-[(2R)-2,4-dihydroxy-3,3-dimethylbutanamido]propanamido}ethyl)disulfanyl]ethyl}carbamoyl)ethyl]-2,4-dihydroxy-3,3-dimethylbutanamide
• IUPAC Traditional name: pantethine
• Synonyms: D-Pantethine hydrate; D-Pantethine; D-泛酰巯基乙胺 水合物; LBF 因子; 双泛酰硫乙胺; 泛硫乙胺; D-泛硫乙胺

Database IDs

• CAS Number: 16816-67-4
• EC Number: 240-842-8
• MDL Number: MFCD00151211
• PubChem SID: 24898273; 162225056
• PubChem CID: 452306

CALCULATED PROPERTIES

• Acid pKa: 12.383449
• H Acceptors: 8
• H Donor: 8
• LogD (pH = 5.5): -3.379129
• LogD (pH = 7.4): -3.3791335
• Log P: -3.379129
• Molar Refractivity: 139.8344 cm^3
• Polarizability: 54.91873 Å^3
• Polar Surface Area: 197.32 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: syrup

Safety Information

• RTECS: ES4392700
• German water hazard class: 2; 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Grade: analytical standard
• Impurities: ~20% water

DETAILS

Sigma Aldrich - P3407

General description
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. Cell culture media also contains the inter-convertible sulfur amino acids cysteine and cystine. Pantethine is a dimeric form of pantothenic acid linked by cysteamine bridging groups. The metabolic break-down of pantothine leads to the generation of pantetheine, an intermediate in Co-A biosynthesis. Pantetheine is further metabolized to two pantothenic acid and two cysteamine molecules. Cysteamine is likely to form mixed disulfide with cysteine in solution. The reported activities of pantothenic acid include its hypolipidemic and hypotriglyceridemic effects. The risks/benefits of using D-Pantehine as a cell culture supplement have not been explored.

Sigma Aldrich - P2125

Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. P2125.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.