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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1) Show 1 protein XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:50 UTC

Update Date

2022-03-07 02:51:45 UTC

HMDB ID

HMDB0014848

Secondary Accession Numbers

HMDB14848

Metabolite Identification

Common Name

Ibandronate

Description

Ibandronate, also known as ibandronic acid or R484, belongs to the class of organic compounds known as bisphosphonates. These are organic compounds containing two phosphonate groups linked together through a carbon atoms. Ibandronate is a drug which is used for the treatment and prevention of osteoporosis in postmenopausal women. Ibandronate is a very strong basic compound (based on its pKa). In humans, ibandronate is involved in ibandronate action pathway. Ibandronate is indicated for the treatment and prevention of osteoporosis in post-menopausal women. Ibandronate is a potentially toxic compound. Ibandronic acid or ibandronate sodium is a bisphosphonate medication used in the prevention and treatment of osteoporosis and metastasis-associated skeletal fractures in people with cancer. In May 2003, the U.S. Food and Drug Administration (FDA) approved Ibandronate as a daily treatment for post-menopausal osteoporosis. Every participant also received daily oral doses of calcium and 400IUs [international units] of vitamin D. At the study's conclusion, both doses significantly reduced the occurrence risk of new vertebral fractures by 50–52 percent when compared to the effects of the placebo drug. In 2008, the U.S Food and Drug Administration (FDA) issued a communication warning of the possibility of severe and sometimes incapacitating bone, joint or muscle pain. The basis for this approval was a three-year, randomized, double-blind, placebo-controlled trial women with post-menopausal osteoporosis. A study conducted by the American Society of Bone and Mineral Research concluded that long-term use of bisphosphonates, including Boniva, may increase the risk of a rare but serious fracture of the femur. It was patented in 1986 by Boehringer Mannheim and approved for medical use in 1996. Ibandronic acid is marketed under the trade names Boniva in the USA, Bondronat in Europe, Bonviva in Asia, Bandrone in India, Ibandrix in Ecuador, Adronil in Pakistan, Bondrova in Bangladesh and Bonprove in Egypt. Ibandronate is efficacious for the prevention of metastasis-related bone fractures in multiple myeloma, breast cancer, and certain other cancers. It may also be used to treat hypercalcemia (elevated blood calcium levels). The drug also has been associated with osteonecrosis of the jaw, relatively rare but serious condition.

Structure

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

HMDB0014848
     RDKit          3D
Ibandronate
 42 41  0  0  0  0  0  0  0  0999 V2000
    5.5465    1.3077    0.5071 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4718    0.2579    0.2758 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2308    0.5767    1.0763 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1289   -0.4320    0.9084 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7195   -0.5083   -0.5295 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6670   -1.4542   -0.7824 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4344   -1.4231   -2.2175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5236   -1.2700   -0.0257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3210   -0.0406   -0.3702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5664    0.0784    0.4679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2570    0.1615    1.8170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6851   -1.3249    0.2415 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.3549   -2.1711   -0.9433 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3089   -0.8200    0.0836 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6391   -2.3315    1.6206 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4478    1.5703   -0.0425 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.6499    1.2303   -0.8983 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0039    2.4406    1.3007 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4658    2.5949   -0.9792 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2879    2.0268    1.2881 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5062    0.8237    0.8336 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7920    1.8571   -0.4183 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8854   -0.7187    0.5382 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1828    0.3317   -0.7932 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5184    0.5685    2.1532 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8194    1.5725    0.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4315   -1.4337    1.2877 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3030   -0.1130    1.5800 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5187    0.5054   -0.9093 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6131   -0.9103   -1.0944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3390   -2.1260   -2.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3820   -1.7381   -2.7113 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2739   -0.3665   -2.5687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3204   -1.2092    1.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1557   -2.1949   -0.1330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7061    0.8578   -0.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6176    0.0359   -1.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9061    0.7983    2.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7842   -1.3430   -0.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0923   -1.9207    2.3331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9327    2.7111    1.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6357    3.5430   -0.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 12 14  1  0
 12 15  1  0
 10 16  1  0
 16 17  2  0
 16 18  1  0
 16 19  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  7 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 11 38  1  0
 14 39  1  0
 15 40  1  0
 18 41  1  0
 19 42  1  0
M  END

710
  Mrv0541 02231214572D          

 19 18  0  0  1  0            999 V2000
    4.2433   -1.7464    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    2.8143   -2.5714    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.9413   -2.8734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9577   -1.3339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6558   -2.4609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0998   -2.9839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4018   -1.8570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1000   -0.9339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8143   -3.3964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6275   -0.1016    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5288   -2.1589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1163   -1.4444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2595   -0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7708    0.7108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1388    1.2412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2820    2.0536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8523   -0.3838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    2.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7933    3.3964    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 13  1  0  0  0  0
 10 14  1  0  0  0  0
 10 17  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014848

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCN(C)CCC(O)(P(O)(O)=O)P(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H23NO7P2/c1-3-4-5-7-10(2)8-6-9(11,18(12,13)14)19(15,16)17/h11H,3-8H2,1-2H3,(H2,12,13,14)(H2,15,16,17)

> <INCHI_KEY>
MPBVHIBUJCELCL-UHFFFAOYSA-N

> <FORMULA>
C9H23NO7P2

> <MOLECULAR_WEIGHT>
319.2289

> <EXACT_MASS>
319.094975119

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
29.507715298841617

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{1-hydroxy-3-[methyl(pentyl)amino]-1-phosphonopropyl}phosphonic acid

> <ALOGPS_LOGP>
0.26

> <JCHEM_LOGP>
-2.4814348803220447

> <ALOGPS_LOGS>
-1.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
1.424404471832097

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.660822293952346

> <JCHEM_PKA_STRONGEST_BASIC>
9.934858102751113

> <JCHEM_POLAR_SURFACE_AREA>
138.53

> <JCHEM_REFRACTIVITY>
71.1627

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.34e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ibandronate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014848
     RDKit          3D
Ibandronate
 42 41  0  0  0  0  0  0  0  0999 V2000
    5.5465    1.3077    0.5071 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4718    0.2579    0.2758 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2308    0.5767    1.0763 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1289   -0.4320    0.9084 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7195   -0.5083   -0.5295 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6670   -1.4542   -0.7824 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4344   -1.4231   -2.2175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5236   -1.2700   -0.0257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3210   -0.0406   -0.3702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5664    0.0784    0.4679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2570    0.1615    1.8170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6851   -1.3249    0.2415 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.3549   -2.1711   -0.9433 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3089   -0.8200    0.0836 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6391   -2.3315    1.6206 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4478    1.5703   -0.0425 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.6499    1.2303   -0.8983 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0039    2.4406    1.3007 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4658    2.5949   -0.9792 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2879    2.0268    1.2881 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5062    0.8237    0.8336 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7920    1.8571   -0.4183 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8854   -0.7187    0.5382 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1828    0.3317   -0.7932 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5184    0.5685    2.1532 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8194    1.5725    0.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4315   -1.4337    1.2877 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3030   -0.1130    1.5800 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5187    0.5054   -0.9093 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6131   -0.9103   -1.0944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3390   -2.1260   -2.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3820   -1.7381   -2.7113 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2739   -0.3665   -2.5687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3204   -1.2092    1.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1557   -2.1949   -0.1330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7061    0.8578   -0.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6176    0.0359   -1.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9061    0.7983    2.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7842   -1.3430   -0.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0923   -1.9207    2.3331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9327    2.7111    1.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6357    3.5430   -0.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 12 14  1  0
 12 15  1  0
 10 16  1  0
 16 17  2  0
 16 18  1  0
 16 19  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  7 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 11 38  1  0
 14 39  1  0
 15 40  1  0
 18 41  1  0
 19 42  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 710                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  P   UNK     0       7.921  -3.260   0.000  0.00  0.00           P+0
HETATM    2  P   UNK     0       5.253  -4.800   0.000  0.00  0.00           P+0
HETATM    3  O   UNK     0       7.357  -5.364   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       9.254  -2.490   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       8.691  -4.594   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       3.920  -5.570   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       4.483  -3.466   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       7.653  -1.743   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       5.253  -6.340   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0       4.905  -0.190   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       6.587  -4.030   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.817  -2.696   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.084  -1.180   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.172   1.327   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.992   2.317   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.260   3.833   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.458  -0.716   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.080   4.823   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.347   6.340   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   13   14   17                                                  
CONECT   11    1    2    3   12                                             
CONECT   12   11   13                                                       
CONECT   13   10   12                                                       
CONECT   14   10   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   18                                                       
CONECT   17   10                                                            
CONECT   18   16   19                                                       
CONECT   19   18                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END

COMPND    HMDB0014848
HETATM    1  C1  UNL     1       5.546   1.308   0.507  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.472   0.258   0.276  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.231   0.577   1.076  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.129  -0.432   0.908  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.720  -0.508  -0.530  1.00  0.00           C  
HETATM    6  N1  UNL     1       0.667  -1.454  -0.782  1.00  0.00           N  
HETATM    7  C6  UNL     1       0.434  -1.423  -2.218  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.524  -1.270  -0.026  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.321  -0.041  -0.370  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.566   0.078   0.468  1.00  0.00           C  
HETATM   11  O1  UNL     1      -2.257   0.161   1.817  1.00  0.00           O  
HETATM   12  P1  UNL     1      -3.685  -1.325   0.241  1.00  0.00           P  
HETATM   13  O2  UNL     1      -3.355  -2.171  -0.943  1.00  0.00           O  
HETATM   14  O3  UNL     1      -5.309  -0.820   0.084  1.00  0.00           O  
HETATM   15  O4  UNL     1      -3.639  -2.332   1.621  1.00  0.00           O  
HETATM   16  P2  UNL     1      -3.448   1.570  -0.043  1.00  0.00           P  
HETATM   17  O5  UNL     1      -4.650   1.230  -0.898  1.00  0.00           O  
HETATM   18  O6  UNL     1      -4.004   2.441   1.301  1.00  0.00           O  
HETATM   19  O7  UNL     1      -2.466   2.595  -0.979  1.00  0.00           O  
HETATM   20  H1  UNL     1       5.288   2.027   1.288  1.00  0.00           H  
HETATM   21  H2  UNL     1       6.506   0.824   0.834  1.00  0.00           H  
HETATM   22  H3  UNL     1       5.792   1.857  -0.418  1.00  0.00           H  
HETATM   23  H4  UNL     1       4.885  -0.719   0.538  1.00  0.00           H  
HETATM   24  H5  UNL     1       4.183   0.332  -0.793  1.00  0.00           H  
HETATM   25  H6  UNL     1       3.518   0.568   2.153  1.00  0.00           H  
HETATM   26  H7  UNL     1       2.819   1.572   0.832  1.00  0.00           H  
HETATM   27  H8  UNL     1       2.431  -1.434   1.288  1.00  0.00           H  
HETATM   28  H9  UNL     1       1.303  -0.113   1.580  1.00  0.00           H  
HETATM   29  H10 UNL     1       1.519   0.505  -0.909  1.00  0.00           H  
HETATM   30  H11 UNL     1       2.613  -0.910  -1.094  1.00  0.00           H  
HETATM   31  H12 UNL     1      -0.339  -2.126  -2.538  1.00  0.00           H  
HETATM   32  H13 UNL     1       1.382  -1.738  -2.711  1.00  0.00           H  
HETATM   33  H14 UNL     1       0.274  -0.366  -2.569  1.00  0.00           H  
HETATM   34  H15 UNL     1      -0.320  -1.209   1.074  1.00  0.00           H  
HETATM   35  H16 UNL     1      -1.156  -2.195  -0.133  1.00  0.00           H  
HETATM   36  H17 UNL     1      -0.706   0.858  -0.148  1.00  0.00           H  
HETATM   37  H18 UNL     1      -1.618   0.036  -1.414  1.00  0.00           H  
HETATM   38  H19 UNL     1      -2.906   0.798   2.225  1.00  0.00           H  
HETATM   39  H20 UNL     1      -5.784  -1.343  -0.611  1.00  0.00           H  
HETATM   40  H21 UNL     1      -3.092  -1.921   2.333  1.00  0.00           H  
HETATM   41  H22 UNL     1      -4.933   2.711   1.109  1.00  0.00           H  
HETATM   42  H23 UNL     1      -2.636   3.543  -0.693  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   23   24
CONECT    3    4   25   26
CONECT    4    5   27   28
CONECT    5    6   29   30
CONECT    6    7    8
CONECT    7   31   32   33
CONECT    8    9   34   35
CONECT    9   10   36   37
CONECT   10   11   12   16
CONECT   11   38
CONECT   12   13   13   14   15
CONECT   14   39
CONECT   15   40
CONECT   16   17   17   18   19
CONECT   18   41
CONECT   19   42
END

HMDB0014848
     RDKit          3D
Ibandronate
 42 41  0  0  0  0  0  0  0  0999 V2000
    5.5465    1.3077    0.5071 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4718    0.2579    0.2758 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2308    0.5767    1.0763 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1289   -0.4320    0.9084 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7195   -0.5083   -0.5295 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6670   -1.4542   -0.7824 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4344   -1.4231   -2.2175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5236   -1.2700   -0.0257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3210   -0.0406   -0.3702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5664    0.0784    0.4679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2570    0.1615    1.8170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6851   -1.3249    0.2415 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.3549   -2.1711   -0.9433 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3089   -0.8200    0.0836 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6391   -2.3315    1.6206 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4478    1.5703   -0.0425 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.6499    1.2303   -0.8983 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0039    2.4406    1.3007 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4658    2.5949   -0.9792 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2879    2.0268    1.2881 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5062    0.8237    0.8336 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7920    1.8571   -0.4183 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8854   -0.7187    0.5382 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1828    0.3317   -0.7932 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5184    0.5685    2.1532 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8194    1.5725    0.8316 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4315   -1.4337    1.2877 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3030   -0.1130    1.5800 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5187    0.5054   -0.9093 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6131   -0.9103   -1.0944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3390   -2.1260   -2.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3820   -1.7381   -2.7113 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2739   -0.3665   -2.5687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3204   -1.2092    1.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1557   -2.1949   -0.1330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7061    0.8578   -0.1484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6176    0.0359   -1.4143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9061    0.7983    2.2245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7842   -1.3430   -0.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0923   -1.9207    2.3331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9327    2.7111    1.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6357    3.5430   -0.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 12 14  1  0
 12 15  1  0
 10 16  1  0
 16 17  2  0
 16 18  1  0
 16 19  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  7 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 11 38  1  0
 14 39  1  0
 15 40  1  0
 18 41  1  0
 19 42  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Ibandronic acid	Generator
Bondronat	HMDB
Ibandronate sodium monohydrate	HMDB
R484	HMDB
(1-Hydroxy-3-(methylpentylamino)propylidene)bisphosphonate	HMDB
1-Hydroxy-3-(methylpentylamino)propylidenebisphosphonate	HMDB
Bonviva	HMDB
Boniva	HMDB
Ibandronic acid, sodium salt, monohydrate	HMDB
Ibandronate sodium	HMDB
Ibandronate sodium anhydrous	HMDB

Chemical Formula

C₉H₂₃NO₇P₂

Average Molecular Weight

319.2289

Monoisotopic Molecular Weight

319.094975119

IUPAC Name

{1-hydroxy-3-[methyl(pentyl)amino]-1-phosphonopropyl}phosphonic acid

Traditional Name

ibandronate

CAS Registry Number

114084-78-5

SMILES

CCCCCN(C)CCC(O)(P(O)(O)=O)P(O)(O)=O

InChI Identifier

InChI=1S/C9H23NO7P2/c1-3-4-5-7-10(2)8-6-9(11,18(12,13)14)19(15,16)17/h11H,3-8H2,1-2H3,(H2,12,13,14)(H2,15,16,17)

InChI Key

MPBVHIBUJCELCL-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
Organophosphonic acid
1,3-aminoalcohol
Tertiary aliphatic amine
Tertiary amine
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organophosphorus compound
Organooxygen compound
Organonitrogen compound
Amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Cytoplasm (HMDB: HMDB0014848)
Membrane (HMDB: HMDB0014848)

Source

Exogenous

Exogenous (HMDB: HMDB0014848)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Ibandronate Pathway (HMDB: HMDB0014848)
Ibandronate Action Pathway (PathBank: SMP0000079)

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	13.4 g/L	Not Available
LogP	-2.1	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	13.4 g/L	ALOGPS
logP	0.26	ALOGPS
logP	-2.5	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	0.66	ChemAxon
pKa (Strongest Basic)	9.93	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	138.53 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	71.16 m³·mol⁻¹	ChemAxon
Polarizability	29.51 Å³	ChemAxon
Number of Rings	0	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]+	173.996	31661259
DarkChem	[M-H]-	168.097	31661259
DeepCCS	[M+H]+	161.054	30932474
DeepCCS	[M-H]-	158.696	30932474
DeepCCS	[M-2H]-	191.583	30932474
DeepCCS	[M+Na]+	167.243	30932474
AllCCS	[M+H]+	171.3	32859911
AllCCS	[M+H-H2O]+	168.6	32859911
AllCCS	[M+NH4]+	173.9	32859911
AllCCS	[M+Na]+	174.6	32859911
AllCCS	[M-H]-	166.2	32859911
AllCCS	[M+Na-2H]-	167.1	32859911
AllCCS	[M+HCOO]-	168.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	2.11 minutes	32390414
Predicted by Siyang on May 30, 2022	10.6206 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	8.83 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	526.0 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	380.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	243.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	62.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	177.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	71.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	318.1 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	268.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	1017.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	603.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	48.3 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	486.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	162.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	241.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	1062.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	727.9 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	408.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ibandronate	CCCCCN(C)CCC(O)(P(O)(O)=O)P(O)(O)=O	3369.5	Standard polar	33892256
Ibandronate	CCCCCN(C)CCC(O)(P(O)(O)=O)P(O)(O)=O	2068.8	Standard non polar	33892256
Ibandronate	CCCCCN(C)CCC(O)(P(O)(O)=O)P(O)(O)=O	2541.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ibandronate,1TMS,isomer #1	CCCCCN(C)CCC(O[Si](C)(C)C)(P(=O)(O)O)P(=O)(O)O	2452.7	Semi standard non polar	33892256
Ibandronate,1TMS,isomer #2	CCCCCN(C)CCC(O)(P(=O)(O)O)P(=O)(O)O[Si](C)(C)C	2434.6	Semi standard non polar	33892256
Ibandronate,2TMS,isomer #1	CCCCCN(C)CCC(O[Si](C)(C)C)(P(=O)(O)O)P(=O)(O)O[Si](C)(C)C	2429.4	Semi standard non polar	33892256
Ibandronate,2TMS,isomer #1	CCCCCN(C)CCC(O[Si](C)(C)C)(P(=O)(O)O)P(=O)(O)O[Si](C)(C)C	2228.7	Standard non polar	33892256
Ibandronate,2TMS,isomer #1	CCCCCN(C)CCC(O[Si](C)(C)C)(P(=O)(O)O)P(=O)(O)O[Si](C)(C)C	3247.4	Standard polar	33892256
Ibandronate,2TMS,isomer #2	CCCCCN(C)CCC(O)(P(=O)(O)O[Si](C)(C)C)P(=O)(O)O[Si](C)(C)C	2390.7	Semi standard non polar	33892256
Ibandronate,2TMS,isomer #2	CCCCCN(C)CCC(O)(P(=O)(O)O[Si](C)(C)C)P(=O)(O)O[Si](C)(C)C	2282.8	Standard non polar	33892256
Ibandronate,2TMS,isomer #2	CCCCCN(C)CCC(O)(P(=O)(O)O[Si](C)(C)C)P(=O)(O)O[Si](C)(C)C	3183.5	Standard polar	33892256
Ibandronate,2TMS,isomer #3	CCCCCN(C)CCC(O)(P(=O)(O)O)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2429.4	Semi standard non polar	33892256
Ibandronate,2TMS,isomer #3	CCCCCN(C)CCC(O)(P(=O)(O)O)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2284.2	Standard non polar	33892256
Ibandronate,2TMS,isomer #3	CCCCCN(C)CCC(O)(P(=O)(O)O)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C	3128.5	Standard polar	33892256
Ibandronate,3TMS,isomer #1	CCCCCN(C)CCC(O[Si](C)(C)C)(P(=O)(O)O[Si](C)(C)C)P(=O)(O)O[Si](C)(C)C	2427.7	Semi standard non polar	33892256
Ibandronate,3TMS,isomer #1	CCCCCN(C)CCC(O[Si](C)(C)C)(P(=O)(O)O[Si](C)(C)C)P(=O)(O)O[Si](C)(C)C	2273.9	Standard non polar	33892256
Ibandronate,3TMS,isomer #1	CCCCCN(C)CCC(O[Si](C)(C)C)(P(=O)(O)O[Si](C)(C)C)P(=O)(O)O[Si](C)(C)C	2985.5	Standard polar	33892256
Ibandronate,3TMS,isomer #2	CCCCCN(C)CCC(O[Si](C)(C)C)(P(=O)(O)O)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2457.4	Semi standard non polar	33892256
Ibandronate,3TMS,isomer #2	CCCCCN(C)CCC(O[Si](C)(C)C)(P(=O)(O)O)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2301.1	Standard non polar	33892256
Ibandronate,3TMS,isomer #2	CCCCCN(C)CCC(O[Si](C)(C)C)(P(=O)(O)O)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2934.5	Standard polar	33892256
Ibandronate,3TMS,isomer #3	CCCCCN(C)CCC(O)(P(=O)(O)O[Si](C)(C)C)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2398.4	Semi standard non polar	33892256
Ibandronate,3TMS,isomer #3	CCCCCN(C)CCC(O)(P(=O)(O)O[Si](C)(C)C)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2330.6	Standard non polar	33892256
Ibandronate,3TMS,isomer #3	CCCCCN(C)CCC(O)(P(=O)(O)O[Si](C)(C)C)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2936.3	Standard polar	33892256
Ibandronate,4TMS,isomer #1	CCCCCN(C)CCC(O[Si](C)(C)C)(P(=O)(O)O[Si](C)(C)C)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2469.5	Semi standard non polar	33892256
Ibandronate,4TMS,isomer #1	CCCCCN(C)CCC(O[Si](C)(C)C)(P(=O)(O)O[Si](C)(C)C)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2362.5	Standard non polar	33892256
Ibandronate,4TMS,isomer #1	CCCCCN(C)CCC(O[Si](C)(C)C)(P(=O)(O)O[Si](C)(C)C)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2744.6	Standard polar	33892256
Ibandronate,4TMS,isomer #2	CCCCCN(C)CCC(O)(P(=O)(O[Si](C)(C)C)O[Si](C)(C)C)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2409.8	Semi standard non polar	33892256
Ibandronate,4TMS,isomer #2	CCCCCN(C)CCC(O)(P(=O)(O[Si](C)(C)C)O[Si](C)(C)C)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2384.6	Standard non polar	33892256
Ibandronate,4TMS,isomer #2	CCCCCN(C)CCC(O)(P(=O)(O[Si](C)(C)C)O[Si](C)(C)C)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2720.3	Standard polar	33892256
Ibandronate,5TMS,isomer #1	CCCCCN(C)CCC(O[Si](C)(C)C)(P(=O)(O[Si](C)(C)C)O[Si](C)(C)C)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2494.1	Semi standard non polar	33892256
Ibandronate,5TMS,isomer #1	CCCCCN(C)CCC(O[Si](C)(C)C)(P(=O)(O[Si](C)(C)C)O[Si](C)(C)C)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2454.5	Standard non polar	33892256
Ibandronate,5TMS,isomer #1	CCCCCN(C)CCC(O[Si](C)(C)C)(P(=O)(O[Si](C)(C)C)O[Si](C)(C)C)P(=O)(O[Si](C)(C)C)O[Si](C)(C)C	2548.1	Standard polar	33892256
Ibandronate,1TBDMS,isomer #1	CCCCCN(C)CCC(O[Si](C)(C)C(C)(C)C)(P(=O)(O)O)P(=O)(O)O	2709.8	Semi standard non polar	33892256
Ibandronate,1TBDMS,isomer #2	CCCCCN(C)CCC(O)(P(=O)(O)O)P(=O)(O)O[Si](C)(C)C(C)(C)C	2692.1	Semi standard non polar	33892256
Ibandronate,2TBDMS,isomer #1	CCCCCN(C)CCC(O[Si](C)(C)C(C)(C)C)(P(=O)(O)O)P(=O)(O)O[Si](C)(C)C(C)(C)C	2931.6	Semi standard non polar	33892256
Ibandronate,2TBDMS,isomer #1	CCCCCN(C)CCC(O[Si](C)(C)C(C)(C)C)(P(=O)(O)O)P(=O)(O)O[Si](C)(C)C(C)(C)C	2607.3	Standard non polar	33892256
Ibandronate,2TBDMS,isomer #1	CCCCCN(C)CCC(O[Si](C)(C)C(C)(C)C)(P(=O)(O)O)P(=O)(O)O[Si](C)(C)C(C)(C)C	3448.0	Standard polar	33892256
Ibandronate,2TBDMS,isomer #2	CCCCCN(C)CCC(O)(P(=O)(O)O[Si](C)(C)C(C)(C)C)P(=O)(O)O[Si](C)(C)C(C)(C)C	2882.2	Semi standard non polar	33892256
Ibandronate,2TBDMS,isomer #2	CCCCCN(C)CCC(O)(P(=O)(O)O[Si](C)(C)C(C)(C)C)P(=O)(O)O[Si](C)(C)C(C)(C)C	2660.3	Standard non polar	33892256
Ibandronate,2TBDMS,isomer #2	CCCCCN(C)CCC(O)(P(=O)(O)O[Si](C)(C)C(C)(C)C)P(=O)(O)O[Si](C)(C)C(C)(C)C	3427.6	Standard polar	33892256
Ibandronate,2TBDMS,isomer #3	CCCCCN(C)CCC(O)(P(=O)(O)O)P(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2928.4	Semi standard non polar	33892256
Ibandronate,2TBDMS,isomer #3	CCCCCN(C)CCC(O)(P(=O)(O)O)P(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2639.3	Standard non polar	33892256
Ibandronate,2TBDMS,isomer #3	CCCCCN(C)CCC(O)(P(=O)(O)O)P(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3389.2	Standard polar	33892256
Ibandronate,3TBDMS,isomer #1	CCCCCN(C)CCC(O[Si](C)(C)C(C)(C)C)(P(=O)(O)O[Si](C)(C)C(C)(C)C)P(=O)(O)O[Si](C)(C)C(C)(C)C	3127.5	Semi standard non polar	33892256
Ibandronate,3TBDMS,isomer #1	CCCCCN(C)CCC(O[Si](C)(C)C(C)(C)C)(P(=O)(O)O[Si](C)(C)C(C)(C)C)P(=O)(O)O[Si](C)(C)C(C)(C)C	2772.9	Standard non polar	33892256
Ibandronate,3TBDMS,isomer #1	CCCCCN(C)CCC(O[Si](C)(C)C(C)(C)C)(P(=O)(O)O[Si](C)(C)C(C)(C)C)P(=O)(O)O[Si](C)(C)C(C)(C)C	3255.1	Standard polar	33892256
Ibandronate,3TBDMS,isomer #2	CCCCCN(C)CCC(O[Si](C)(C)C(C)(C)C)(P(=O)(O)O)P(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3157.5	Semi standard non polar	33892256
Ibandronate,3TBDMS,isomer #2	CCCCCN(C)CCC(O[Si](C)(C)C(C)(C)C)(P(=O)(O)O)P(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2778.9	Standard non polar	33892256
Ibandronate,3TBDMS,isomer #2	CCCCCN(C)CCC(O[Si](C)(C)C(C)(C)C)(P(=O)(O)O)P(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3205.6	Standard polar	33892256
Ibandronate,3TBDMS,isomer #3	CCCCCN(C)CCC(O)(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	3090.6	Semi standard non polar	33892256
Ibandronate,3TBDMS,isomer #3	CCCCCN(C)CCC(O)(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	2802.3	Standard non polar	33892256
Ibandronate,3TBDMS,isomer #3	CCCCCN(C)CCC(O)(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	3225.2	Standard polar	33892256
Ibandronate,4TBDMS,isomer #1	CCCCCN(C)CCC(O[Si](C)(C)C(C)(C)C)(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	3337.0	Semi standard non polar	33892256
Ibandronate,4TBDMS,isomer #1	CCCCCN(C)CCC(O[Si](C)(C)C(C)(C)C)(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	2952.2	Standard non polar	33892256
Ibandronate,4TBDMS,isomer #1	CCCCCN(C)CCC(O[Si](C)(C)C(C)(C)C)(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	3085.8	Standard polar	33892256
Ibandronate,4TBDMS,isomer #2	CCCCCN(C)CCC(O)(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	3283.3	Semi standard non polar	33892256
Ibandronate,4TBDMS,isomer #2	CCCCCN(C)CCC(O)(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	2951.1	Standard non polar	33892256
Ibandronate,4TBDMS,isomer #2	CCCCCN(C)CCC(O)(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	3068.6	Standard polar	33892256
Ibandronate,5TBDMS,isomer #1	CCCCCN(C)CCC(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)P(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3509.0	Semi standard non polar	33892256
Ibandronate,5TBDMS,isomer #1	CCCCCN(C)CCC(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)P(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3154.7	Standard non polar	33892256
Ibandronate,5TBDMS,isomer #1	CCCCCN(C)CCC(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)P(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2995.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ibandronate GC-MS (Non-derivatized) - 70eV, Positive	splash10-08gl-9130000000-f1a145132fe5a1d4852e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ibandronate GC-MS (1 TMS) - 70eV, Positive	splash10-0233-9113000000-5576d5d18472e7b11a4a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ibandronate 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 - Ibandronate 10V, Positive-QTOF	splash10-00di-1089000000-b2afb60f04d1d7076014	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ibandronate 20V, Positive-QTOF	splash10-0080-7790000000-037f20f19b338e3a638b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ibandronate 40V, Positive-QTOF	splash10-01c3-9120000000-6b11acb03cc3d07ff611	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ibandronate 10V, Negative-QTOF	splash10-014r-1159000000-86d2ef11326a8e83cda4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ibandronate 20V, Negative-QTOF	splash10-0udr-4694000000-cd166d728f1d865e6ce5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ibandronate 40V, Negative-QTOF	splash10-003r-9000000000-d06bd55271aea4ebdb18	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ibandronate 10V, Positive-QTOF	splash10-00di-1009000000-81303b095a47932563f4	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ibandronate 20V, Positive-QTOF	splash10-00di-0019000000-df5f634d806e75d58992	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ibandronate 40V, Positive-QTOF	splash10-0597-9100000000-98c63a25e8164e665af3	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ibandronate 10V, Negative-QTOF	splash10-014i-0009000000-2f3bcd85bd99ea1851c6	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ibandronate 20V, Negative-QTOF	splash10-0gdi-5009000000-06df6dec77c09a2d386c	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ibandronate 40V, Negative-QTOF	splash10-0fai-9131000000-ba46adab8d9bdbd3c87c	2021-10-11	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Ibandronate 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 DB00710	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00710	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

DB00710

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

54839

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Ibandronic acid

METLIN ID

Not Available

PubChem Compound

60852

PDB ID

BFQ

ChEBI ID

Not Available

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

Epstein S, Zaidi M: Biological properties and mechanism of action of ibandronate: application to the treatment of osteoporosis. Bone. 2005 Oct;37(4):433-40. [PubMed:16046205 ]

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

Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Chapurlat RD, Delmas PD: Drug insight: Bisphosphonates for postmenopausal osteoporosis. Nat Clin Pract Endocrinol Metab. 2006 Apr;2(4):211-9; quiz following 238. [PubMed:16932286 ]
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 ]
Rondeau JM, Bitsch F, Bourgier E, Geiser M, Hemmig R, Kroemer M, Lehmann S, Ramage P, Rieffel S, Strauss A, Green JR, Jahnke W: Structural basis for the exceptional in vivo efficacy of bisphosphonate drugs. ChemMedChem. 2006 Feb;1(2):267-73. [PubMed:16892359 ]

Showing metabocard for Ibandronate (HMDB0014848)

MOL for HMDB0014848 (Ibandronate)

3D MOL for HMDB0014848 (Ibandronate)

3D SDF for HMDB0014848 (Ibandronate)

3D-SDF for HMDB0014848 (Ibandronate)

PDB for HMDB0014848 (Ibandronate)

3D PDB for HMDB0014848 (Ibandronate)

SMILES for HMDB0014848 (Ibandronate)

INCHI for HMDB0014848 (Ibandronate)

Structure for HMDB0014848 (Ibandronate)

3D Structure for HMDB0014848 (Ibandronate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

References