| Identification | Back Directory | [Name]
L-ASCORBIC ACID 2-MONOPHOSPHATE TRI-CYCLOHEXYLAMMONIUM SALT | [CAS]
23313-12-4 | [Synonyms]
Vitamin C phosphate
Ascorbyl-2-phosphate
ascorbate-2-phosphate
Ascorbyl monophosphate
Ascorbyl-2-monophosphate
Ascorbic Acid Impurity 6
2-Phospho-L-ascorbic acid
MIJPAVRNWPDMOR-ZAFYKAAXSA-N
L-Ascorbic acid, 2-(dihydrogen phosphate)
l-ascorbic acid 2-monophosphate tris-cyclohexylammonium salt
[2-(1,2-dihydroxyethyl)-3-hydroxy-5-oxo-2H-furan-4-yl] dihydrogen phosphate | [EINECS(EC#)]
601-297-5 | [Molecular Formula]
C6H9O9P | [MDL Number]
MFCD03839998 | [MOL File]
23313-12-4.mol | [Molecular Weight]
256.1 |
| Chemical Properties | Back Directory | [Boiling point ]
682.7±65.0 °C(Predicted) | [density ]
2.01±0.1 g/cm3(Predicted) | [form ]
Solid | [pka]
1.38±0.10(Predicted) | [color ]
Off-white to light yellow | [InChI]
InChI=1S/C6H9O9P/c7-1-2(8)4-3(9)5(6(10)14-4)15-16(11,12)13/h2,4,7-9H,1H2,(H2,11,12,13)/t2-,4+/m0/s1 | [InChIKey]
MIJPAVRNWPDMOR-ZAFYKAAXSA-N | [SMILES]
OC1=C(OP(O)(O)=O)C(=O)O[C@@H]1[C@H](CO)O |
| Hazard Information | Back Directory | [Uses]
L-ascorbic acid 2-phosphate (2-Phospho-L-ascorbic acid) is a long-acting vitamin C derivative that can stimulate collagen formation and expression[1]. L-ascorbic acid 2-phosphate (2-Phospho-L-ascorbic acid) can be used as a culture medium supplement for the osteogenic differentiation of human adipose stem cells (hASCs). L-ascorbic acid 2-phosphate increases alkaline phosphatase (ALP) activity and expression of runx2A in hASCs during the osteogenic differentiation[2][3]. | [Definition]
ChEBI: L-ascorbic acid 2-phosphate is an aldonolactone phosphate that is the 2-phosphate ester of L-ascorbic acid. It can stimulate collagen formation. It is functionally related to a L-ascorbic acid. It is a conjugate acid of a L-ascorbate 2-phosphate(3-). | [Biological Activity]
L-ascorbic acid 2-phosphate is a long-acting vitamin C derivative that stimulates collagen expression and formation. It can be used as a medium to supplement the osteogenic differentiation of human adipose stem cells (hASCs). | [target]
IC50: alkaline phosphatase (ALP); collagen formation; runx2A | [IC 50]
Human Endogenous Metabolite | [References]
[1] Shima N, et al. Increased proliferation and replicative lifespan of isolated human corneal endothelial cells with L-ascorbic acid 2-phosphate.Invest Ophthalmol Vis Sci. 2011 Nov 7;52(12):8711-7. DOI:10.1167/iovs.11-7592
[2] Kurata S, et al. Epidermal growth factor inhibits transcription of type I collagen genes and production of type I collagen in cultured human skin fibroblasts in the presence and absence of L-ascorbic acid 2-phosphate, a long-acting vitamin C derivative.J Biol Chem. 1991 May 25;266(15):9997-10003. PMID:2033086
[3] Kyll?nen L, et al. Effects?of?different?serum?conditions?on?osteogenic?differentiation?of?human?adipose?stem cells?in vitro.Stem?Cell?Res Ther.?2013 Feb 15;4(1):17. DOI:10.1186/scrt165 |
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