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enzymes (2) Show 2 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:50 UTC

HMDB ID

HMDB0015022

Secondary Accession Numbers

HMDB15022

Metabolite Identification

Common Name

Risedronate

Description

Risedronate is only found in individuals that have used or taken this drug. It is a bisphosphonate used to strengthen bone, treat or prevent osteoporosis, and treat Paget's disease of bone.The action of risedronate on bone tissue is based partly on its affinity for hydroxyapatite, which is part of the mineral matrix of bone. Risedronate also targets farnesyl pyrophosphate (FPP) synthase. Nitrogen-containing bisphosphonates (such as pamidronate, alendronate, risedronate, ibandronate and zoledronate) appear to act as analogues of isoprenoid diphosphate lipids, thereby inhibiting FPP synthase, an enzyme in the mevalonate pathway. Inhibition of this enzyme in osteoclasts prevents the biosynthesis of isoprenoid lipids (FPP and GGPP) that are essential for the post-translational farnesylation and geranylgeranylation of small GTPase signalling proteins. This activity inhibits osteoclast activity and reduces bone resorption and turnover. In postmenopausal women, it reduces the elevated rate of bone turnover, leading to, on average, a net gain in bone mass.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

884
  Mrv0541 02231215042D          

 17 17  0  0  0  0            999 V2000
    2.8075    1.4134    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.9344    1.1114    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.6325   -0.0156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3950    2.1278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0929    1.0009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6489    1.5239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3469    0.3969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0896    2.1886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0776    1.9238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7910   -1.7761    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2200    0.6989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5054    0.2864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5054   -0.5386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2200   -0.9511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7910   -0.9511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2200   -1.7761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5054   -2.1886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  1  0  0  0  0
  1  5  1  0  0  0  0
  1  8  2  0  0  0  0
  1 11  1  0  0  0  0
  2  6  1  0  0  0  0
  2  7  1  0  0  0  0
  2  9  2  0  0  0  0
  2 11  1  0  0  0  0
  3 11  1  0  0  0  0
 10 15  1  0  0  0  0
 10 17  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015022

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(CC1=CN=CC=C1)(P(O)(O)=O)P(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C7H11NO7P2/c9-7(16(10,11)12,17(13,14)15)4-6-2-1-3-8-5-6/h1-3,5,9H,4H2,(H2,10,11,12)(H2,13,14,15)

> <INCHI_KEY>
IIDJRNMFWXDHID-UHFFFAOYSA-N

> <FORMULA>
C7H11NO7P2

> <MOLECULAR_WEIGHT>
283.1123

> <EXACT_MASS>
283.001074735

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
21.907355631641288

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[1-hydroxy-1-phosphono-2-(pyridin-3-yl)ethyl]phosphonic acid

> <ALOGPS_LOGP>
-0.75

> <JCHEM_LOGP>
-3.323865664200742

> <ALOGPS_LOGS>
-1.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
1.4431961069705728

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.6802531022191398

> <JCHEM_PKA_STRONGEST_BASIC>
4.912099290314398

> <JCHEM_POLAR_SURFACE_AREA>
148.18

> <JCHEM_REFRACTIVITY>
57.1247

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.04e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
risedronate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 884                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  P   UNK     0       5.241   2.638   0.000  0.00  0.00           P+0
HETATM    2  P   UNK     0       7.344   2.075   0.000  0.00  0.00           P+0
HETATM    3  O   UNK     0       6.781  -0.029   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       4.471   3.972   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       3.907   1.868   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       8.678   2.845   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       8.114   0.741   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       5.767   4.085   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       7.612   3.591   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0       3.343  -3.315   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       6.011   1.305   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.677   0.535   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.677  -1.005   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.011  -1.775   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.343  -1.775   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.011  -3.315   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.677  -4.085   0.000  0.00  0.00           C+0
CONECT    1    4    5    8   11                                             
CONECT    2    6    7    9   11                                             
CONECT    3   11                                                            
CONECT    4    1                                                            
CONECT    5    1                                                            
CONECT    6    2                                                            
CONECT    7    2                                                            
CONECT    8    1                                                            
CONECT    9    2                                                            
CONECT   10   15   17                                                       
CONECT   11    1    2    3   12                                             
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13   16                                                       
CONECT   15   10   13                                                       
CONECT   16   14   17                                                       
CONECT   17   10   16                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0015022
HETATM    1  O1  UNL     1      -1.425   2.125   2.291  1.00  0.00           O  
HETATM    2  P1  UNL     1      -2.091   1.070   1.444  1.00  0.00           P  
HETATM    3  O2  UNL     1      -3.162   0.210   2.413  1.00  0.00           O  
HETATM    4  O3  UNL     1      -2.936   1.807   0.185  1.00  0.00           O  
HETATM    5  C1  UNL     1      -0.785  -0.033   0.765  1.00  0.00           C  
HETATM    6  O4  UNL     1      -0.713  -1.097   1.657  1.00  0.00           O  
HETATM    7  C2  UNL     1       0.440   0.770   0.661  1.00  0.00           C  
HETATM    8  C3  UNL     1       1.649   0.130   0.144  1.00  0.00           C  
HETATM    9  C4  UNL     1       2.542  -0.551   0.946  1.00  0.00           C  
HETATM   10  C5  UNL     1       3.646  -1.110   0.393  1.00  0.00           C  
HETATM   11  C6  UNL     1       3.907  -1.020  -0.959  1.00  0.00           C  
HETATM   12  N1  UNL     1       3.028  -0.353  -1.731  1.00  0.00           N  
HETATM   13  C7  UNL     1       1.906   0.223  -1.208  1.00  0.00           C  
HETATM   14  P2  UNL     1      -1.334  -0.558  -0.873  1.00  0.00           P  
HETATM   15  O5  UNL     1      -0.286  -1.466  -1.480  1.00  0.00           O  
HETATM   16  O6  UNL     1      -1.483   0.816  -1.850  1.00  0.00           O  
HETATM   17  O7  UNL     1      -2.806  -1.395  -0.788  1.00  0.00           O  
HETATM   18  H1  UNL     1      -2.948   0.244   3.372  1.00  0.00           H  
HETATM   19  H2  UNL     1      -3.710   2.266   0.589  1.00  0.00           H  
HETATM   20  H3  UNL     1      -1.359  -1.813   1.355  1.00  0.00           H  
HETATM   21  H4  UNL     1       0.234   1.681   0.046  1.00  0.00           H  
HETATM   22  H5  UNL     1       0.710   1.189   1.676  1.00  0.00           H  
HETATM   23  H6  UNL     1       2.300  -0.599   2.005  1.00  0.00           H  
HETATM   24  H7  UNL     1       4.331  -1.640   1.048  1.00  0.00           H  
HETATM   25  H8  UNL     1       4.785  -1.463  -1.410  1.00  0.00           H  
HETATM   26  H9  UNL     1       1.248   0.751  -1.910  1.00  0.00           H  
HETATM   27  H10 UNL     1      -2.413   0.970  -2.112  1.00  0.00           H  
HETATM   28  H11 UNL     1      -3.276  -1.152   0.048  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4    5
CONECT    3   18
CONECT    4   19
CONECT    5    6    7   14
CONECT    6   20
CONECT    7    8   21   22
CONECT    8    9    9   13
CONECT    9   10   23
CONECT   10   11   11   24
CONECT   11   12   25
CONECT   12   13   13
CONECT   13   26
CONECT   14   15   15   16   17
CONECT   16   27
CONECT   17   28
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Ridron	Kegg
Risedronic acid	Generator
NE-58095	HMDB
Actonel	HMDB
2-(3-Pyridinyl)-1-hydroxyethylidene-bisphosphonate	HMDB
Risedronate sodium	HMDB
1-Hydroxy-2-(3-pyridyl)ethylidene diphosphonate	HMDB
Atelvia	HMDB
Sodium, bisphosphate risedronate	HMDB
Sodium, risedronate	HMDB
Bisphosphate risedronate sodium	HMDB
2-(3-Pyridinyl)-1-hydroxyethylidenebisphosphonate	HMDB
Acid, risedronic	HMDB
Risedronate sodium, bisphosphate	HMDB
Risedronic acid, monosodium salt	HMDB
Risedronate sodium, bisphosphonate	HMDB
Bisphosphonate risedronate sodium	HMDB
Sodium, bisphosphonate risedronate	HMDB

Chemical Formula

C₇H₁₁NO₇P₂

Average Molecular Weight

283.1123

Monoisotopic Molecular Weight

283.001074735

IUPAC Name

[1-hydroxy-1-phosphono-2-(pyridin-3-yl)ethyl]phosphonic acid

Traditional Name

risedronate

CAS Registry Number

105462-24-6

SMILES

OC(CC1=CN=CC=C1)(P(O)(O)=O)P(O)(O)=O

InChI Identifier

InChI=1S/C7H11NO7P2/c9-7(16(10,11)12,17(13,14)15)4-6-2-1-3-8-5-6/h1-3,5,9H,4H2,(H2,10,11,12)(H2,13,14,15)

InChI Key

IIDJRNMFWXDHID-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as bisphosphonates. These are organic compounds containing two phosphonate groups linked together through a carbon atoms.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Organic phosphonic acids and derivatives

Sub Class

Bisphosphonates

Direct Parent

Bisphosphonates

Alternative Parents

Substituents

Bisphosphonate
Pyridine
Heteroaromatic compound
Organophosphonic acid
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organophosphorus compound
Organooxygen compound
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

pyridines (CHEBI:8869 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Cytoplasm (HMDB: HMDB0015022)
Membrane (HMDB: HMDB0015022)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Risedronate Action Pathway (PathBank: SMP0000112)
Risedronate Pathway (HMDB: HMDB0015022)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	10.4 g/L	Not Available
LogP	-3.6	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	10.4 g/L	ALOGPS
logP	-0.75	ALOGPS
logP	-3.3	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	0.68	ChemAxon
pKa (Strongest Basic)	4.91	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	148.18 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	57.12 m³·mol⁻¹	ChemAxon
Polarizability	21.91 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	161.533	31661259
DarkChem	[M-H]-	155.605	31661259
DeepCCS	[M+H]+	147.062	30932474
DeepCCS	[M-H]-	144.666	30932474
DeepCCS	[M-2H]-	177.856	30932474
DeepCCS	[M+Na]+	153.035	30932474
AllCCS	[M+H]+	159.3	32859911
AllCCS	[M+H-H2O]+	155.9	32859911
AllCCS	[M+NH4]+	162.5	32859911
AllCCS	[M+Na]+	163.5	32859911
AllCCS	[M-H]-	150.0	32859911
AllCCS	[M+Na-2H]-	150.3	32859911
AllCCS	[M+HCOO]-	150.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Risedronate	OC(CC1=CN=CC=C1)(P(O)(O)=O)P(O)(O)=O	3498.8	Standard polar	33892256
Risedronate	OC(CC1=CN=CC=C1)(P(O)(O)=O)P(O)(O)=O	2058.0	Standard non polar	33892256
Risedronate	OC(CC1=CN=CC=C1)(P(O)(O)=O)P(O)(O)=O	2519.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Risedronate,1TMS,isomer #1	C[Si](C)(C)OC(CC1=CC=CN=C1)(P(=O)(O)O)P(=O)(O)O	2533.4	Semi standard non polar	33892256
Risedronate,1TMS,isomer #2	C[Si](C)(C)OP(=O)(O)C(O)(CC1=CC=CN=C1)P(=O)(O)O	2519.1	Semi standard non polar	33892256
Risedronate,2TMS,isomer #1	C[Si](C)(C)OC(CC1=CC=CN=C1)(P(=O)(O)O)P(=O)(O)O[Si](C)(C)C	2492.1	Semi standard non polar	33892256
Risedronate,2TMS,isomer #1	C[Si](C)(C)OC(CC1=CC=CN=C1)(P(=O)(O)O)P(=O)(O)O[Si](C)(C)C	2316.7	Standard non polar	33892256
Risedronate,2TMS,isomer #1	C[Si](C)(C)OC(CC1=CC=CN=C1)(P(=O)(O)O)P(=O)(O)O[Si](C)(C)C	3193.7	Standard polar	33892256
Risedronate,2TMS,isomer #2	C[Si](C)(C)OP(=O)(O[Si](C)(C)C)C(O)(CC1=CC=CN=C1)P(=O)(O)O	2466.8	Semi standard non polar	33892256
Risedronate,2TMS,isomer #2	C[Si](C)(C)OP(=O)(O[Si](C)(C)C)C(O)(CC1=CC=CN=C1)P(=O)(O)O	2364.0	Standard non polar	33892256
Risedronate,2TMS,isomer #2	C[Si](C)(C)OP(=O)(O[Si](C)(C)C)C(O)(CC1=CC=CN=C1)P(=O)(O)O	3050.4	Standard polar	33892256
Risedronate,2TMS,isomer #3	C[Si](C)(C)OP(=O)(O)C(O)(CC1=CC=CN=C1)P(=O)(O)O[Si](C)(C)C	2476.6	Semi standard non polar	33892256
Risedronate,2TMS,isomer #3	C[Si](C)(C)OP(=O)(O)C(O)(CC1=CC=CN=C1)P(=O)(O)O[Si](C)(C)C	2343.6	Standard non polar	33892256
Risedronate,2TMS,isomer #3	C[Si](C)(C)OP(=O)(O)C(O)(CC1=CC=CN=C1)P(=O)(O)O[Si](C)(C)C	3107.1	Standard polar	33892256
Risedronate,3TMS,isomer #1	C[Si](C)(C)OC(CC1=CC=CN=C1)(P(=O)(O)O[Si](C)(C)C)P(=O)(O)O[Si](C)(C)C	2469.5	Semi standard non polar	33892256
Risedronate,3TMS,isomer #1	C[Si](C)(C)OC(CC1=CC=CN=C1)(P(=O)(O)O[Si](C)(C)C)P(=O)(O)O[Si](C)(C)C	2333.7	Standard non polar	33892256
Risedronate,3TMS,isomer #1	C[Si](C)(C)OC(CC1=CC=CN=C1)(P(=O)(O)O[Si](C)(C)C)P(=O)(O)O[Si](C)(C)C	2950.6	Standard polar	33892256
Risedronate,3TMS,isomer #2	C[Si](C)(C)OC(CC1=CC=CN=C1)(P(=O)(O)O)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2486.1	Semi standard non polar	33892256
Risedronate,3TMS,isomer #2	C[Si](C)(C)OC(CC1=CC=CN=C1)(P(=O)(O)O)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2363.8	Standard non polar	33892256
Risedronate,3TMS,isomer #2	C[Si](C)(C)OC(CC1=CC=CN=C1)(P(=O)(O)O)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2890.5	Standard polar	33892256
Risedronate,3TMS,isomer #3	C[Si](C)(C)OP(=O)(O)C(O)(CC1=CC=CN=C1)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2445.7	Semi standard non polar	33892256
Risedronate,3TMS,isomer #3	C[Si](C)(C)OP(=O)(O)C(O)(CC1=CC=CN=C1)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2386.7	Standard non polar	33892256
Risedronate,3TMS,isomer #3	C[Si](C)(C)OP(=O)(O)C(O)(CC1=CC=CN=C1)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2887.8	Standard polar	33892256
Risedronate,4TMS,isomer #1	C[Si](C)(C)OC(CC1=CC=CN=C1)(P(=O)(O)O[Si](C)(C)C)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2469.9	Semi standard non polar	33892256
Risedronate,4TMS,isomer #1	C[Si](C)(C)OC(CC1=CC=CN=C1)(P(=O)(O)O[Si](C)(C)C)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2375.9	Standard non polar	33892256
Risedronate,4TMS,isomer #1	C[Si](C)(C)OC(CC1=CC=CN=C1)(P(=O)(O)O[Si](C)(C)C)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2731.7	Standard polar	33892256
Risedronate,4TMS,isomer #2	C[Si](C)(C)OP(=O)(O[Si](C)(C)C)C(O)(CC1=CC=CN=C1)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2435.0	Semi standard non polar	33892256
Risedronate,4TMS,isomer #2	C[Si](C)(C)OP(=O)(O[Si](C)(C)C)C(O)(CC1=CC=CN=C1)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2420.2	Standard non polar	33892256
Risedronate,4TMS,isomer #2	C[Si](C)(C)OP(=O)(O[Si](C)(C)C)C(O)(CC1=CC=CN=C1)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2695.1	Standard polar	33892256
Risedronate,5TMS,isomer #1	C[Si](C)(C)OC(CC1=CC=CN=C1)(P(=O)(O[Si](C)(C)C)O[Si](C)(C)C)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2503.2	Semi standard non polar	33892256
Risedronate,5TMS,isomer #1	C[Si](C)(C)OC(CC1=CC=CN=C1)(P(=O)(O[Si](C)(C)C)O[Si](C)(C)C)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2428.4	Standard non polar	33892256
Risedronate,5TMS,isomer #1	C[Si](C)(C)OC(CC1=CC=CN=C1)(P(=O)(O[Si](C)(C)C)O[Si](C)(C)C)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2569.1	Standard polar	33892256
Risedronate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(CC1=CC=CN=C1)(P(=O)(O)O)P(=O)(O)O	2810.6	Semi standard non polar	33892256
Risedronate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OP(=O)(O)C(O)(CC1=CC=CN=C1)P(=O)(O)O	2789.4	Semi standard non polar	33892256
Risedronate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(CC1=CC=CN=C1)(P(=O)(O)O)P(=O)(O)O[Si](C)(C)C(C)(C)C	2980.5	Semi standard non polar	33892256
Risedronate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(CC1=CC=CN=C1)(P(=O)(O)O)P(=O)(O)O[Si](C)(C)C(C)(C)C	2706.9	Standard non polar	33892256
Risedronate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(CC1=CC=CN=C1)(P(=O)(O)O)P(=O)(O)O[Si](C)(C)C(C)(C)C	3410.1	Standard polar	33892256
Risedronate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OP(=O)(O[Si](C)(C)C(C)(C)C)C(O)(CC1=CC=CN=C1)P(=O)(O)O	2964.8	Semi standard non polar	33892256
Risedronate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OP(=O)(O[Si](C)(C)C(C)(C)C)C(O)(CC1=CC=CN=C1)P(=O)(O)O	2733.4	Standard non polar	33892256
Risedronate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OP(=O)(O[Si](C)(C)C(C)(C)C)C(O)(CC1=CC=CN=C1)P(=O)(O)O	3339.2	Standard polar	33892256
Risedronate,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP(=O)(O)C(O)(CC1=CC=CN=C1)P(=O)(O)O[Si](C)(C)C(C)(C)C	2956.0	Semi standard non polar	33892256
Risedronate,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP(=O)(O)C(O)(CC1=CC=CN=C1)P(=O)(O)O[Si](C)(C)C(C)(C)C	2731.3	Standard non polar	33892256
Risedronate,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP(=O)(O)C(O)(CC1=CC=CN=C1)P(=O)(O)O[Si](C)(C)C(C)(C)C	3382.0	Standard polar	33892256
Risedronate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(CC1=CC=CN=C1)(P(=O)(O)O[Si](C)(C)C(C)(C)C)P(=O)(O)O[Si](C)(C)C(C)(C)C	3126.5	Semi standard non polar	33892256
Risedronate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(CC1=CC=CN=C1)(P(=O)(O)O[Si](C)(C)C(C)(C)C)P(=O)(O)O[Si](C)(C)C(C)(C)C	2823.0	Standard non polar	33892256
Risedronate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(CC1=CC=CN=C1)(P(=O)(O)O[Si](C)(C)C(C)(C)C)P(=O)(O)O[Si](C)(C)C(C)(C)C	3246.3	Standard polar	33892256
Risedronate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(CC1=CC=CN=C1)(P(=O)(O)O)P(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3148.8	Semi standard non polar	33892256
Risedronate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(CC1=CC=CN=C1)(P(=O)(O)O)P(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2841.7	Standard non polar	33892256
Risedronate,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(CC1=CC=CN=C1)(P(=O)(O)O)P(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3193.6	Standard polar	33892256
Risedronate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP(=O)(O)C(O)(CC1=CC=CN=C1)P(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3100.2	Semi standard non polar	33892256
Risedronate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP(=O)(O)C(O)(CC1=CC=CN=C1)P(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2854.6	Standard non polar	33892256
Risedronate,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OP(=O)(O)C(O)(CC1=CC=CN=C1)P(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3207.5	Standard polar	33892256
Risedronate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(CC1=CC=CN=C1)(P(=O)(O)O[Si](C)(C)C(C)(C)C)P(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3274.6	Semi standard non polar	33892256
Risedronate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(CC1=CC=CN=C1)(P(=O)(O)O[Si](C)(C)C(C)(C)C)P(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2951.9	Standard non polar	33892256
Risedronate,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(CC1=CC=CN=C1)(P(=O)(O)O[Si](C)(C)C(C)(C)C)P(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3093.4	Standard polar	33892256
Risedronate,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OP(=O)(O[Si](C)(C)C(C)(C)C)C(O)(CC1=CC=CN=C1)P(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3237.1	Semi standard non polar	33892256
Risedronate,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OP(=O)(O[Si](C)(C)C(C)(C)C)C(O)(CC1=CC=CN=C1)P(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2957.6	Standard non polar	33892256
Risedronate,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OP(=O)(O[Si](C)(C)C(C)(C)C)C(O)(CC1=CC=CN=C1)P(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3073.8	Standard polar	33892256
Risedronate,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(CC1=CC=CN=C1)(P(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)P(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3444.4	Semi standard non polar	33892256
Risedronate,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(CC1=CC=CN=C1)(P(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)P(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3100.6	Standard non polar	33892256
Risedronate,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(CC1=CC=CN=C1)(P(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)P(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3008.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Risedronate GC-MS (Non-derivatized) - 70eV, Positive	splash10-001l-9030000000-834cccb13596d4a6e4c2	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Risedronate GC-MS (1 TMS) - 70eV, Positive	splash10-00ec-9131000000-85d766b80d3eecd58217	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Risedronate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Risedronate 10V, Positive-QTOF	splash10-0f89-0190000000-fd3ef9304911f5ba797f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Risedronate 20V, Positive-QTOF	splash10-0f89-7980000000-2508dc22ba77fa4bcee8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Risedronate 40V, Positive-QTOF	splash10-001i-9240000000-2f245ccf75b7681832ce	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Risedronate 10V, Negative-QTOF	splash10-0f89-1090000000-882848c0e9a8de518fff	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Risedronate 20V, Negative-QTOF	splash10-0w30-3290000000-a1775bd54b8db706bd1f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Risedronate 40V, Negative-QTOF	splash10-003r-9000000000-8ca3758d4566ac31ba50	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Risedronate 10V, Positive-QTOF	splash10-001i-1190000000-fce2959eb809fe2060d8	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Risedronate 20V, Positive-QTOF	splash10-001i-0190000000-b9756aabf61eee5b04ab	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Risedronate 40V, Positive-QTOF	splash10-0006-9100000000-145687ddc19a2ed9ccbc	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Risedronate 10V, Negative-QTOF	splash10-03di-0090000000-53f1652a378d9f5559bb	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Risedronate 20V, Negative-QTOF	splash10-01t9-9020000000-e3ffbff7b9593c322cfe	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Risedronate 40V, Negative-QTOF	splash10-03fr-9000000000-e773369d1f76d237ca38	2021-10-11	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Risedronate Action Pathway		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00884	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00884	21059682	details

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	0.000 uM	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities
Blood	0.000 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Predicted based on drug qualities

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00884

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5055

KEGG Compound ID

C08233

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Risedronic acid

METLIN ID

Not Available

PubChem Compound

5245

PDB ID

Not Available

ChEBI ID

183772

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Enzymes

Enzyme Details

1. Farnesyl pyrophosphate synthase

General function:: Involved in isoprenoid biosynthetic process
Specific function:: Key enzyme in isoprenoid biosynthesis which catalyzes the formation of farnesyl diphosphate (FPP), a precursor for several classes of essential metabolites including sterols, dolichols, carotenoids, and ubiquinones. FPP also serves as substrate for protein farnesylation and geranylgeranylation. Catalyzes the sequential condensation of isopentenyl pyrophosphate with the allylic pyrophosphates, dimethylallyl pyrophosphate, and then with the resultant geranylpyrophosphate to the ultimate product farnesyl pyrophosphate.
Gene Name:: FDPS
Uniprot ID:: P14324
Molecular weight:: 48275.03

References

Bergstrom JD, Bostedor RG, Masarachia PJ, Reszka AA, Rodan G: Alendronate is a specific, nanomolar inhibitor of farnesyl diphosphate synthase. Arch Biochem Biophys. 2000 Jan 1;373(1):231-41. [PubMed:10620343 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Coxon FP, Ebetino FH, Mules EH, Seabra MC, McKenna CE, Rogers MJ: Phosphonocarboxylate inhibitors of Rab geranylgeranyl transferase disrupt the prenylation and membrane localization of Rab proteins in osteoclasts in vitro and in vivo. Bone. 2005 Sep;37(3):349-58. [PubMed:16006204 ]
Dunford JE, Thompson K, Coxon FP, Luckman SP, Hahn FM, Poulter CD, Ebetino FH, Rogers MJ: Structure-activity relationships for inhibition of farnesyl diphosphate synthase in vitro and inhibition of bone resorption in vivo by nitrogen-containing bisphosphonates. J Pharmacol Exp Ther. 2001 Feb;296(2):235-42. [PubMed:11160603 ]
Ortiz-Gomez A, Jimenez C, Estevez AM, Carrero-Lerida J, Ruiz-Perez LM, Gonzalez-Pacanowska D: Farnesyl diphosphate synthase is a cytosolic enzyme in Leishmania major promastigotes and its overexpression confers resistance to risedronate. Eukaryot Cell. 2006 Jul;5(7):1057-64. [PubMed:16835450 ]
Russell RG, Xia Z, Dunford JE, Oppermann U, Kwaasi A, Hulley PA, Kavanagh KL, Triffitt JT, Lundy MW, Phipps RJ, Barnett BL, Coxon FP, Rogers MJ, Watts NB, Ebetino FH: Bisphosphonates: an update on mechanisms of action and how these relate to clinical efficacy. Ann N Y Acad Sci. 2007 Nov;1117:209-57. [PubMed:18056045 ]

Enzyme Details

2. Prostaglandin G/H synthase 2

General function:: Involved in peroxidase activity
Specific function:: Mediates the formation of prostaglandins from arachidonate. May have a role as a major mediator of inflammation and/or a role for prostanoid signaling in activity-dependent plasticity.
Gene Name:: PTGS2
Uniprot ID:: P35354
Molecular weight:: 68995.625

References

Valenti MT, Giannini S, Donatelli L, Zanatta M, Bertoldo F, Sella S, Vilei MT, Ossi E, Realdi G, Lo Cascio V, Dalle Carbonare L: The effect of risedronate on osteogenic lineage is mediated by cyclooxygenase-2 gene upregulation. Arthritis Res Ther. 2010;12(4):R163. doi: 10.1186/ar3122. Epub 2010 Aug 25. [PubMed:20738860 ]

Showing metabocard for Risedronate (HMDB0015022)

MOL for HMDB0015022 (Risedronate)

3D MOL for HMDB0015022 (Risedronate)

3D SDF for HMDB0015022 (Risedronate)

3D-SDF for HMDB0015022 (Risedronate)

PDB for HMDB0015022 (Risedronate)

3D PDB for HMDB0015022 (Risedronate)

SMILES for HMDB0015022 (Risedronate)

INCHI for HMDB0015022 (Risedronate)

Structure for HMDB0015022 (Risedronate)

3D Structure for HMDB0015022 (Risedronate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

References

References