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Details

Stereochemistry ABSOLUTE
Molecular Formula C6H13O9P
Molecular Weight 260.1358
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MANNOSE 6-PHOSPHATE

SMILES

O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@H](O)C=O

InChI

InChIKey=VFRROHXSMXFLSN-KVTDHHQDSA-N
InChI=1S/C6H13O9P/c7-1-3(8)5(10)6(11)4(9)2-15-16(12,13)14/h1,3-6,8-11H,2H2,(H2,12,13,14)/t3-,4-,5-,6-/m1/s1

HIDE SMILES / InChI
Mannose 6-phosphate (M6P) has type-I integral membrane receptors. M6P-receptors bind and transport M6P-enzymes to lysosomes, but it can also modulate the activity of a variety of extracellular M6P-glycoproteins (i.e., latent TGFbeta precursor, urokinase-type plasminogen activator receptor, Granzyme B, growth factors, Herpes virus). M6P has been demonstrated to reduce active TGF-β1 expression on cultured tendon fibroblasts and improved range of movement in a rabbit flexor tendon injury model. Studies of M6P in relation to skin scarring demonstrate improvement in scar cosmesis and accelerated return of normal dermal architecture. Juvidex, a formulation of M6P, inhibits the activation of TGF-beta1 and TGF-beta2, which are present at high levels in adult wounds that scar. On the other hands, M6P in a 600 mM hypertonic solution (Adaprev) potentially acts via a physical, non-chemical, hyperosmotic effect.

Approval Year

PubMed

PubMed

TitleDatePubMed

Sample Use Guides

100µL of 300 mM (8.46 mg/100μL) or 600 mM (16.93 mg/100μL) Juvidex will be injected intradermally into each cm2 of one 3cm2 donor site and into the 0.5cm border around the donor site no more than 20 minutes before graft harvest (total dose 750µL). A further 300µL of 300mM (8.46 mg/100μL) Juvidex will be applied topically within 30 minutes of graft harvest and 24 hours after graft harvest.
Route of Administration: Other
Tendon fibroblasts in culture developed a spindle shaped morphology in culture but once exposed to increasing doses of mannose 6-phosphate developed increasingly rounder morphologies with all cells viable. The number of completely rounded cells was quantified (no cytoplasmic protrusions) and shown to present mostly in the 600 mM mannose 6-phosphate treated group at increasing numbers the longer the cells were exposed.
Name Type Language
MANNOSE 6-PHOSPHATE
Systematic Name English
D-MANNOSE, 6-PHOSPHATE
Systematic Name English
(2R,3R,4S,5S)-2,3,4,5-TETRAHYDROXY-6-OXOHEXYL DIHYDROGEN PHOSPHATE
Systematic Name English
JUVIDEX
Brand Name English
((2R,3S,4S,5S)-3,4,5,6-TETRAHYDROXYTETRAHYDRO-2H-PYRAN-2-YL)METHYL DIHYDROGEN PHOSPHATE
Systematic Name English
D-MANNOSE, 6-(DIHYDROGEN PHOSPHATE)
Common Name English
Code System Code Type Description
FDA UNII
U2S53JF879
Created by admin on Sat Dec 16 01:41:14 GMT 2023 , Edited by admin on Sat Dec 16 01:41:14 GMT 2023
PRIMARY
CHEBI
17369
Created by admin on Sat Dec 16 01:41:14 GMT 2023 , Edited by admin on Sat Dec 16 01:41:14 GMT 2023
PRIMARY
EPA CompTox
DTXSID80957947
Created by admin on Sat Dec 16 01:41:14 GMT 2023 , Edited by admin on Sat Dec 16 01:41:14 GMT 2023
PRIMARY
WIKIPEDIA
MANNOSE 6-PHOSPHATE
Created by admin on Sat Dec 16 01:41:14 GMT 2023 , Edited by admin on Sat Dec 16 01:41:14 GMT 2023
PRIMARY
DRUG BANK
DB11848
Created by admin on Sat Dec 16 01:41:14 GMT 2023 , Edited by admin on Sat Dec 16 01:41:14 GMT 2023
PRIMARY
CAS
3672-15-9
Created by admin on Sat Dec 16 01:41:14 GMT 2023 , Edited by admin on Sat Dec 16 01:41:14 GMT 2023
PRIMARY
PUBCHEM
6101690
Created by admin on Sat Dec 16 01:41:14 GMT 2023 , Edited by admin on Sat Dec 16 01:41:14 GMT 2023
PRIMARY
SMS_ID
300000004300
Created by admin on Sat Dec 16 01:41:14 GMT 2023 , Edited by admin on Sat Dec 16 01:41:14 GMT 2023
PRIMARY
CAS
723729-16-6
Created by admin on Sat Dec 16 01:41:14 GMT 2023 , Edited by admin on Sat Dec 16 01:41:14 GMT 2023
ALTERNATIVE