Vitamin D2 - PharmPure™,USP,ChP,BP,Ph.Eur.,crystalline , CAS No.50-14-6

CAS: 50-14-6 Cat. No.: GMP1505163 Molecular Weight: 396.65 Beilstein Registry Number: 1916682 EC Number: 200-014-9 PubChem CID: 5280793

GRADE & PURITY PharmPure™, USP, ChP, BP, Ph.Eur., crystalline

Synonyms

Calciferol | Ergocalciferol

Storage

Store at 2-8°C,Protected from light,Argon charged

Shipped In

Wet ice

Overview

Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.

Specifications

Synonyms

Calciferol | Ergocalciferol

Specifications & Purity

PharmPure™, USP, ChP, BP, Ph.Eur., crystalline

Biochemical and Physiological Mechanisms

Precursor of calcifediol. Naturally occurring form of vitamin D; predominantly active form found in humans.

Storage

Store at 2-8°C, Protected from light, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

BP, ChP, Ph.Eur., PharmPure™, USP

Product Properties

• ALogP: 7.4

Names and Identifiers

• Canonical Smiles: CC(C)CCCC(C)C1CCC2C1(CCCC2=CC=C3CC(CCC3=C)O)C
• IUPAC Name: (1S,3Z)-3-[(2E)-2-[(1R,3aS,7aR)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexan-1-ol
• InChIKey: QYSXJUFSXHHAJI-YRZJJWOYSA-N
• INCHI: 1S/C27H44O/c1-19(2)8-6-9-21(4)25-15-16-26-22(10-7-17-27(25,26)5)12-13-23-18-24(28)14-11-20(23)3/h12-13,19,21,24-26,28H,3,6-11,14-18H2,1-2,4-5H3/b22-12+,23-13-/t21-,24+,25-,26+,27-/m1/s1
• Isomeric SMILES: C[C@H](/C=C/[C@H](C)C(C)C)[C@H]1CC[C@@H]\2[C@@]1(CCC/C2=C\C=C/3\C[C@H](CCC3=C)O)C
• WGK Germany: 2
• RTECS: KE1050000
• PubChem CID: 5280793
• UN Number: 2811
• Packing Group: I
• Molecular Weight: 396.65
• Beilstein: 1916682

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Steroids and steroid derivatives
      • Subclass Vitamin D and derivatives

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Steroids and steroid derivatives
• Subclass: Vitamin D and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Vitamin D and derivatives
• Alternative Parents: Triterpenoids Secondary alcohols Cyclic alcohols and derivatives Hydrocarbon derivatives
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: Triterpenoid - Cyclic alcohol - Secondary alcohol - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Alcohol - Aliphatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as vitamin d and derivatives. These are compounds containing a secosteroid backbone, usually secoergostane or secocholestane.
• External Descriptors: Vitamin D3 and derivatives

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Solvent:DMSO, Max Conc. mg/mL: 19.23, Max Conc. mM: 50; Solvent:ethanol, Max Conc. mg/mL: 38.46, Max Conc. mM: 100
• Sensitivity: light sensitive；air sensitive；heat sensitive
• Specific Rotation[α]: +100 to +109 deg(C=1.5, EtOH)
• Melt Point(°C): 111-116°C
• Molecular Weight: 384.600 g/mol
• XLogP3: 7.900
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 6
• Exact Mass: 384.339 Da
• Monoisotopic Mass: 384.339 Da
• Topological Polar Surface Area: 20.200 Ų
• Heavy Atom Count: 28
• Formal Charge: 0
• Complexity: 610.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 5
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 2
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 2
• Covalently-Bonded Unit Count: 1

References

1. Huang Kun, Wang Dan-Dan, Hu Wen-Bao, Zeng Wei-Qian, Xu Xia, Li Qiu-Xiang, Bi Fang-Fang, Yang Huan, Qiu Jian.  (2022)  Calcitriol increases MBNL1 expression and alleviates myotonic dystrophy phenotypes in HSALR mouse models.  Journal of Translational Medicine,  20  (1): (1-10).  [PMID:36510245] [10.1186/s12967-022-03806-9]

2. Ling-Li Zheng, Guan Wen, Yun-Xin Yao, Xiao-Huan Li, Feng Gao.  (2020)  Design, Synthesis, and Anticancer Activity of Natural Product Hybrids With Paclitaxel Side Chain Inducing Apoptosis in Human Colon Cancer Cells.  Natural Product Communications,      [PMID:] [10.1177/1934578X20917298]

3. Cai Tongji, Chen Meilun, Yang Jie, Tang Chunhua, Lu Xiaoling, Wei Zheng, Jiang Hanbing, Hou Yucui, Zhao Jia, Yu Peng.  (2024)  An AuNPs-based electrochemical aptasensor for the detection of 25-hydroxy vitamin D3.  ANALYTICAL SCIENCES,      [PMID:38190076] [10.1007/s44211-023-00489-0]

4. Fengyan Tang, Bo Zhao, Li Zhang, Faisal Raza, Hajra Zafar, Shao Zhong, Lin Li, Wenhua Zhu, Lingna Fang, Bing Lu, Liwen Shen, Ping Guo, Nengxing Yu, Quanmin Li.  (2024)  Co-treatment of Astragaloside IV with Vitamin D in Diabetic Peripheral Neuropathic Rats: Protective Effects and Potential Mechanisms.  Current Molecular Pharmacology,  17  (1): (e18761429267000).  [PMID:38254301] [10.2174/0118761429267000231004111024]

5. Lixin Kang, Haoran Li, Kexin Lin, Shen Hu, Song Liu, Yuben Qiao, Ying Wang, Aitao Li.  (2025)  Regioselectivity Switching in CYP107Pdh-Catalyzed VD3 Hydroxylation: A Structure-Guided Approach To Improve Calcidiol Production.  ACS Catalysis,      [PMID:] [10.1021/acscatal.5c00444]