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130-49-4 molecular structure
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{[(2R,3R,4R,5R)-2-(6-amino-9H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxy}phosphonic acid; {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}phosphonic acid

ChemBase ID: 132462
Molecular Formular: C20H28N10O14P2
Molecular Mass: 694.442442
Monoisotopic Mass: 694.12616889
SMILES and InChIs

SMILES:
c1nc(c2c(n1)n(cn2)[C@H]1[C@@H]([C@@H]([C@H](O1)CO)OP(=O)(O)O)O)N.c1nc(c2c(n1)n(cn2)[C@H]1[C@@H]([C@@H]([C@H](O1)CO)O)OP(=O)(O)O)N
Canonical SMILES:
OC[C@H]1O[C@H]([C@@H]([C@@H]1OP(=O)(O)O)O)n1cnc2c1ncnc2N.OC[C@H]1O[C@H]([C@@H]([C@@H]1O)OP(=O)(O)O)n1cnc2c1ncnc2N
InChI:
InChI=1S/2C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(17)7(4(1-16)21-10)22-23(18,19)20;11-8-5-9(13-2-12-8)15(3-14-5)10-7(22-23(18,19)20)6(17)4(1-16)21-10/h2*2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t2*4-,6-,7-,10-/m11/s1
InChIKey:
UQRXDDDXDPEXNS-VQFZJOCSSA-N

Cite this record

CBID:132462 http://www.chembase.cn/molecule-132462.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
{[(2R,3R,4R,5R)-2-(6-amino-9H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxy}phosphonic acid; {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}phosphonic acid
IUPAC Traditional name
adenosine 2'-phosphate adenosine-3'-phosphate
Synonyms
Adenosine 2′(3′)-monophosphate mixed isomers
酵母腺苷酸
腺苷 2′(3′)-单磷酸混合异构体
CAS Number
130-49-4
EC Number
204-990-7
MDL Number
MFCD00151215
PubChem SID
162226739
24890716
PubChem CID
44630039

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID Price
Sigma Aldrich
A3013 external link Add to cart Please log in.
Data Source Data ID
PubChem 44630039 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 0.8653417  H Acceptors 10 
H Donor LogD (pH = 5.5) -4.829372 
LogD (pH = 7.4) -6.054201  Log P -5.274322 
Molar Refractivity 74.0685 cm3 Polarizability 29.089455 Å3
Polar Surface Area 186.07 Å2 Rotatable Bonds
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Safety Information Bioassay(PubChem)
RTECS
AU7480300 expand Show data source
German water hazard class
3 expand Show data source
Storage Temperature
-20°C expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - A3013 external link
Linkage
不要与腺苷 2′:3′-环一磷酸混淆
Application
Adenosine 3′-monophosphate (3′-AMP) and Adenosine 2′-monophosphate (2′-AMP) are metabolites produced from hydrolysis of 2′,3′-cAMP by a family of metal-dependent phosphodiesterases. 2′-AMP and 3′-AMP inhibit proliferation of preglomerular vascular smooth muscle cells and glomerular mesangial cells via A2B receptors.

REFERENCES

REFERENCES

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PATENTS

PATENTS

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