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L-Ascorbic acid 2-phosphate

CAT: 0804-HY-103701-01Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-103701-01Size:100 mg
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Description
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].
CAS Number
23313-12-4
Product Name Alternative
2-Phospho-L-ascorbic acid; LAA2P
UNSPSC
12352005
Target
Endogenous Metabolite; Phosphatase; Reactive Oxygen Species (ROS)
Type
Reference compound
Related Pathways
Immunology/Inflammation; Metabolic Enzyme/Protease; NF-κB
Applications
Metabolism-sugar/lipid metabolism
Field of Research
Metabolic Disease
Assay Protocol
https://www.medchemexpress.com/l-ascorbic-acid-2-phosphate.html
Solubility
1 M HCl : 25 mg/mL (ultrasonic) |H2O : < 0.1 mg/mL (ultrasonic; warming; heat to 60°C)
Smiles
OC([C@H](O1)[C@H](CO)O)=C(OP(O)(O)=O)C1=O
Molecular Formula
C6H9O9P
Molecular Weight
256.10
References & Citations
[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.|[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.|[3]Kyllönen 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.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C (Powder, protect from light, stored under nitrogen)
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
Human Endogenous Metabolite
Citation 01
Adv Mater. 2025 Jul 14:e2501306.|Adv Sci (Weinh) . 2024 Dec;11 (46) :e2400502.|Adv Sci (Weinh) . 2025 Nov 21:e08472.|Biomolecules. 2025 Nov 19;15 (11) :1623.|Cell Transplant. 2025 Jan-Dec:34:9636897251376125.|Autophagy. 2023 Feb;19 (2) :632-643.|Eng Life Sci. 2025 Oct 13;25 (10) :e70050.|Food Hydrocoll. 2026 Mar.

Chemical Information

Ascorbic acid 2-phosphate

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-).

CAS Number23313-12-4
PubChem CID54679073
IUPAC Name[(2R)-2-[(1S)-1,2-dihydroxyethyl]-3-hydroxy-5-oxo-2H-furan-4-yl] dihydrogen phosphate
Molecular FormulaC6H9O9P
Molecular Weight256.10
XLogP-2.9
Topological Polar Surface Area154
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count9
Rotatable Bond Count4
Heavy Atom Count16
Formal Charge0
Complexity368
SMILES
C([C@@H]([C@@H]1C(=C(C(=O)O1)OP(=O)(O)O)O)O)O
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
Chemical Structure
2D Structure
2D structure of Ascorbic acid 2-phosphate
CAS: 23313-12-4
CID: 54679073
Formula: C6H9O9P
MW: 256.10
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight256.10
XLogP3-2.9
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count9
Rotatable Bond Count4
Exact Mass255.99841886
Monoisotopic Mass255.99841886
Topological Polar Surface Area154 Ų
Heavy Atom Count16
Formal Charge0
Complexity368
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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