Definição e significado de Ergocalciferol

Ergocalciferol
IUPAC name (3β,5Z,7E,22E)-9,10-secoergosta-5,7,10(19),22-tetraen-3-ol
Other names Drisdol (Sanofi-Synthelabo), Calcidol (Patrin Pharma)
Identifiers
CAS number	50-14-6 Y
PubChem	5280793
ChemSpider	4444351 Y
UNII	VS041H42XC Y
DrugBank	DB00153
KEGG	C05441 Y
ChEBI	CHEBI:28934 Y
ChEMBL	CHEMBL1536 Y
ATC code	A11CC01
Jmol-3D images	Image 1
SMILES O[C@@H]1CC(\C(=C)CC1)=C\C=C2/CCC[C@]3([C@H]2CC[C@@H]3[C@@H](/C=C/[C@H](C)C(C)C)C)C
InChI InChI=1S/C28H44O/c1-19(2)20(3)9-10-22(5)26-15-16-27-23(8-7-17-28(26,27)6)12-13-24-18-25(29)14-11-21(24)4/h9-10,12-13,19-20,22,25-27,29H,4,7-8,11,14-18H2,1-3,5-6H3/b10-9+,23-12+,24-13-/t20-,22+,25-,26+,27-,28+/m0/s1 Y Key: MECHNRXZTMCUDQ-RKHKHRCZSA-N Y InChI=1/C28H44O/c1-19(2)20(3)9-10-22(5)26-15-16-27-23(8-7-17-28(26,27)6)12-13-24-18-25(29)14-11-21(24)4/h9-10,12-13,19-20,22,25-27,29H,4,7-8,11,14-18H2,1-3,5-6H3/b10-9+,23-12+,24-13-/t20-,22+,25-,26+,27-,28+/m0/s1 Key: MECHNRXZTMCUDQ-RKHKHRCZBW
Properties
Molecular formula	C28H44O
Molar mass	396.65 g/mol
Melting point	114–118 °C
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Ergocalciferol is a form of vitamin D, also called vitamin D₂. It is marketed under various names including Deltalin (Eli Lilly and Company), Drisdol (Sanofi-Synthelabo) and Calcidol (Patrin Pharma). Created from viosterol when ultraviolet light activates ergosterol (found in fungi, it is named as a sterol from ergot), with fungi as the primary plant source.

Ergocalciferol may be used as a vitamin D supplement, and a 2011 clinical guideline^[1] considered it to be as effective as cholecalciferol (vitamin D₃), which is produced naturally by the skin when exposed to ultraviolet light. Conflicting evidence exists for how similarly D₂ and D₃ behave in the body and whether they are equally active, with some studies suggesting D₃ is more potent,^[2][3] while others report equal efficacy.^[4][5][1] Cholecalciferol (vitamin D₃) is sensitive to UV radiation and rapidly, but reversibly, forms other sterols which can further irreversibly convert to ergosterol.^{[citation needed]}

  Sources

Fungus, from USDA nutrient database^[6]

• Mushrooms, portabella, exposed to ultraviolet light, raw: Vitamin D (D₂ + D₃): 11.2 mcg (446 IU)
• Mushrooms, portabella, exposed to ultraviolet light, grilled: Vitamin D (D₂ + D₃): 13.1 mcg (524 IU)
• Mushrooms, shiitake, dried: Vitamin D (D₂ + D₃): 3.9 mcg (154 IU)
• Mushrooms, shiitake, raw: Vitamin D (D₂ + D₃): 0.4 mcg (18 IU)
• Mushrooms, portabella, raw: Vitamin D (D₂ + D₃): 0.3 mcg (10 IU)

Plantae

• Alfalfa (Medicago sativa subsp. sativa), shoot: 4.8 mcg (192 IU) vitamin D₂, 0.1 mcg (4 IU) vitamin D₃^[7]

Vitamin D₂ (ergocalciferol) is produced in fungus synthetically from radiating an ergosterol.^[8] Human bioavailability of vitamin D₂ from vitamin D₂-enhanced button mushrooms via UV-B irradiation is effective in improving vitamin D status and not different to a vitamin D₂ supplement.^[9] Vitamin D₂ from UV-irradiated yeast baked into bread is bioavailable.^[10] By visual assessment or using a chromometer, no significant discoloration of irradiated mushrooms, as measured by the degree of "whiteness", was observed.^[11] Claims have been made that a normal serving (approx. 3 oz or 1/2 cup, or 60 grams) of mushrooms treated with ultraviolet light provides vitamin D content to levels of 3,476 IU if exposed to just 5 minutes of UV light after being harvested.^[12]

  References

  External links

• NIST Chemistry WebBook page for ergocalciferol

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