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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 09:28:01 UTC

Update Date

2021-09-24 09:28:01 UTC

HMDB ID

HMDB0304396

Secondary Accession Numbers

None

Metabolite Identification

Common Name

isopentenyl adenosine

Description

Riboprine, also known as isopentenyladenosine or ipa, is a member of the class of compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety. Riboprine is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Riboprine can be found in a number of food items such as peppermint, chinese mustard, custard apple, and green bean, which makes riboprine a potential biomarker for the consumption of these food products.

Structure

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

HMDB0304396
     RDKit          3D
isopentenyl adenosine
 45 47  0  0  0  0  0  0  0  0999 V2000
    6.2461    1.1323    1.3499 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6138    0.2795    0.3117 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3349    0.0043   -0.9479 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4075   -0.2293    0.5201 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6854    0.0475    1.7833 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4453    0.7162    1.4665 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4863    0.0436    0.6809 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6591   -1.2043    0.2112 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7384   -1.8413   -0.5340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4312   -1.2686   -0.8648 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6514    0.0001   -0.4096 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2820    0.6615    0.3529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2411    1.8683    0.6287 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4530    1.9714    0.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7095    0.8223   -0.5733 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9051    0.4929   -1.3194 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8906    1.3960   -1.0545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0080    0.7554   -0.5968 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0034    0.6322    0.9305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1614   -0.0263    1.3404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9168   -0.6575   -1.1383 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2043   -0.6766   -2.4967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4261   -0.8900   -0.9946 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0406   -1.8255   -1.9501 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2622    1.4231    1.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6310    2.0568    1.5518 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3118    0.5267    2.2898 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7549   -0.5852   -1.6612 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5599    0.9926   -1.4451 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3240   -0.4451   -0.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9466   -0.8502   -0.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4793   -0.8834    2.3605 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2886    0.7647    2.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2189    1.6854    1.7935 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9678   -2.8603   -0.8734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1320    2.8405    0.1145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7026    0.4925   -2.4284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9201    1.2366   -0.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1534    0.0495    1.2858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9858    1.6118    1.4199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3696    0.2098    2.2748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5181   -1.3793   -0.5611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8796   -1.5637   -2.8536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1407   -1.2005    0.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7992   -2.6951   -1.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 12  7  1  0
 23 16  1  0
 15 11  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  9 35  1  0
 14 36  1  0
 16 37  1  6
 18 38  1  6
 19 39  1  0
 19 40  1  0
 20 41  1  0
 21 42  1  1
 22 43  1  0
 23 44  1  1
 24 45  1  0
M  END


  Mrv1652309272007282D          

 24 26  0  0  0  0            999 V2000
 9995.9653 9999.0080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.2509 9998.5956    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9995.2509 9997.7705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.9653 9997.3579    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9996.6798 9997.7705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.6798 9998.5956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4643 9997.5155    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.9493 9998.1828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4644 9998.8503    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.7193 9996.7309    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.2343 9996.0634    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9997.7193 9995.3959    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.5039 9995.6509    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.5039 9996.4758    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.1712 9995.1660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.9249 9995.5015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.9653 9999.8330    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9995.249910000.2439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.5342 9999.8330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.819010000.2439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.1036 9999.8330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.819010001.0717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4093 9996.0634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4642 9994.6112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  2  0  0  0  0
  6  1  1  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  8  9  2  0  0  0  0
  6  9  1  0  0  0  0
  7  8  1  0  0  0  0
  5  7  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 10 11  1  0  0  0  0
 13 14  1  0  0  0  0
 10 14  1  0  0  0  0
 13 15  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
  1 17  1  0  0  0  0
 10  7  1  6  0  0  0
 11 23  1  1  0  0  0
 12 24  1  1  0  0  0
 15 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0304396

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)=CCNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C15H21N5O4/c1-8(2)3-4-16-13-10-14(18-6-17-13)20(7-19-10)15-12(23)11(22)9(5-21)24-15/h3,6-7,9,11-12,15,21-23H,4-5H2,1-2H3,(H,16,17,18)/t9-,11-,12-,15-/m1/s1

> <INCHI_KEY>
USVMJSALORZVDV-SDBHATRESA-N

> <FORMULA>
C15H21N5O4

> <MOLECULAR_WEIGHT>
335.3583

> <EXACT_MASS>
335.159354185

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
34.10343531261077

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S,4R,5R)-2-(hydroxymethyl)-5-{6-[(3-methylbut-2-en-1-yl)amino]-9H-purin-9-yl}oxolane-3,4-diol

> <ALOGPS_LOGP>
0.25

> <JCHEM_LOGP>
-0.4280137006666672

> <ALOGPS_LOGS>
-1.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.890339772698503

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.453969704320741

> <JCHEM_PKA_STRONGEST_BASIC>
3.701567847747143

> <JCHEM_POLAR_SURFACE_AREA>
125.55000000000001

> <JCHEM_REFRACTIVITY>
87.8072

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.23e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
isopentenyladenosine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304396
     RDKit          3D
isopentenyl adenosine
 45 47  0  0  0  0  0  0  0  0999 V2000
    6.2461    1.1323    1.3499 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6138    0.2795    0.3117 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3349    0.0043   -0.9479 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4075   -0.2293    0.5201 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6854    0.0475    1.7833 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4453    0.7162    1.4665 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4863    0.0436    0.6809 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6591   -1.2043    0.2112 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7384   -1.8413   -0.5340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4312   -1.2686   -0.8648 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6514    0.0001   -0.4096 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2820    0.6615    0.3529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2411    1.8683    0.6287 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4530    1.9714    0.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7095    0.8223   -0.5733 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9051    0.4929   -1.3194 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8906    1.3960   -1.0545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0080    0.7554   -0.5968 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0034    0.6322    0.9305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1614   -0.0263    1.3404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9168   -0.6575   -1.1383 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2043   -0.6766   -2.4967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4261   -0.8900   -0.9946 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0406   -1.8255   -1.9501 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2622    1.4231    1.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6310    2.0568    1.5518 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3118    0.5267    2.2898 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7549   -0.5852   -1.6612 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5599    0.9926   -1.4451 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3240   -0.4451   -0.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9466   -0.8502   -0.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4793   -0.8834    2.3605 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2886    0.7647    2.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2189    1.6854    1.7935 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9678   -2.8603   -0.8734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1320    2.8405    0.1145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7026    0.4925   -2.4284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9201    1.2366   -0.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1534    0.0495    1.2858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9858    1.6118    1.4199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3696    0.2098    2.2748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5181   -1.3793   -0.5611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8796   -1.5637   -2.8536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1407   -1.2005    0.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7992   -2.6951   -1.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 12  7  1  0
 23 16  1  0
 15 11  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  9 35  1  0
 14 36  1  0
 16 37  1  6
 18 38  1  6
 19 39  1  0
 19 40  1  0
 20 41  1  0
 21 42  1  1
 22 43  1  0
 23 44  1  1
 24 45  1  0
M  END

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0    8659.1358664.815   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0    8657.8028664.045   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0    8657.8028662.505   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0    8659.1358661.735   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0    8660.4698662.505   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8660.4698664.045   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0    8661.9338662.029   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0    8662.8398663.275   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0    8661.9348664.521   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0    8662.4098660.564   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8661.5048659.318   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8662.4098658.072   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8663.8748658.548   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0    8663.8748660.088   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0    8665.1208657.643   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0    8666.5268658.270   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0    8659.1358666.355   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0    8657.8008667.122   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8656.4648666.355   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8655.1298667.122   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8653.7938666.355   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    8655.1298668.667   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0    8659.9648659.318   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0    8661.9338656.608   0.000  0.00  0.00           O+0
CONECT    1    6    2   17                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    6    4    7                                                  
CONECT    6    5    1    9                                                  
CONECT    7    8    5   10                                                  
CONECT    8    9    7                                                       
CONECT    9    8    6                                                       
CONECT   10   11   14    7                                                  
CONECT   11   12   10   23                                                  
CONECT   12   11   13   24                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13   10                                                       
CONECT   15   13   16                                                       
CONECT   16   15                                                            
CONECT   17   18    1                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   11                                                            
CONECT   24   12                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0304396
HETATM    1  C1  UNL     1       6.246   1.132   1.350  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.614   0.280   0.312  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.335   0.004  -0.948  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.408  -0.229   0.520  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.685   0.047   1.783  1.00  0.00           C  
HETATM    6  N1  UNL     1       2.445   0.716   1.466  1.00  0.00           N  
HETATM    7  C6  UNL     1       1.486   0.044   0.681  1.00  0.00           C  
HETATM    8  N2  UNL     1       1.659  -1.204   0.211  1.00  0.00           N  
HETATM    9  C7  UNL     1       0.738  -1.841  -0.534  1.00  0.00           C  
HETATM   10  N3  UNL     1      -0.431  -1.269  -0.865  1.00  0.00           N  
HETATM   11  C8  UNL     1      -0.651   0.000  -0.410  1.00  0.00           C  
HETATM   12  C9  UNL     1       0.282   0.662   0.353  1.00  0.00           C  
HETATM   13  N4  UNL     1      -0.241   1.868   0.629  1.00  0.00           N  
HETATM   14  C10 UNL     1      -1.453   1.971   0.067  1.00  0.00           C  
HETATM   15  N5  UNL     1      -1.709   0.822  -0.573  1.00  0.00           N  
HETATM   16  C11 UNL     1      -2.905   0.493  -1.319  1.00  0.00           C  
HETATM   17  O1  UNL     1      -3.891   1.396  -1.054  1.00  0.00           O  
HETATM   18  C12 UNL     1      -5.008   0.755  -0.597  1.00  0.00           C  
HETATM   19  C13 UNL     1      -5.003   0.632   0.930  1.00  0.00           C  
HETATM   20  O2  UNL     1      -6.161  -0.026   1.340  1.00  0.00           O  
HETATM   21  C14 UNL     1      -4.917  -0.658  -1.138  1.00  0.00           C  
HETATM   22  O3  UNL     1      -5.204  -0.677  -2.497  1.00  0.00           O  
HETATM   23  C15 UNL     1      -3.426  -0.890  -0.995  1.00  0.00           C  
HETATM   24  O4  UNL     1      -3.041  -1.826  -1.950  1.00  0.00           O  
HETATM   25  H1  UNL     1       7.262   1.423   1.023  1.00  0.00           H  
HETATM   26  H2  UNL     1       5.631   2.057   1.552  1.00  0.00           H  
HETATM   27  H3  UNL     1       6.312   0.527   2.290  1.00  0.00           H  
HETATM   28  H4  UNL     1       5.755  -0.585  -1.661  1.00  0.00           H  
HETATM   29  H5  UNL     1       6.560   0.993  -1.445  1.00  0.00           H  
HETATM   30  H6  UNL     1       7.324  -0.445  -0.732  1.00  0.00           H  
HETATM   31  H7  UNL     1       3.947  -0.850  -0.233  1.00  0.00           H  
HETATM   32  H8  UNL     1       3.479  -0.883   2.361  1.00  0.00           H  
HETATM   33  H9  UNL     1       4.289   0.765   2.382  1.00  0.00           H  
HETATM   34  H10 UNL     1       2.219   1.685   1.794  1.00  0.00           H  
HETATM   35  H11 UNL     1       0.968  -2.860  -0.873  1.00  0.00           H  
HETATM   36  H12 UNL     1      -2.132   2.841   0.114  1.00  0.00           H  
HETATM   37  H13 UNL     1      -2.703   0.493  -2.428  1.00  0.00           H  
HETATM   38  H14 UNL     1      -5.920   1.237  -0.955  1.00  0.00           H  
HETATM   39  H15 UNL     1      -4.153   0.049   1.286  1.00  0.00           H  
HETATM   40  H16 UNL     1      -4.986   1.612   1.420  1.00  0.00           H  
HETATM   41  H17 UNL     1      -6.370   0.210   2.275  1.00  0.00           H  
HETATM   42  H18 UNL     1      -5.518  -1.379  -0.561  1.00  0.00           H  
HETATM   43  H19 UNL     1      -4.880  -1.564  -2.854  1.00  0.00           H  
HETATM   44  H20 UNL     1      -3.141  -1.200   0.033  1.00  0.00           H  
HETATM   45  H21 UNL     1      -2.799  -2.695  -1.549  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3    4    4
CONECT    3   28   29   30
CONECT    4    5   31
CONECT    5    6   32   33
CONECT    6    7   34
CONECT    7    8    8   12
CONECT    8    9
CONECT    9   10   10   35
CONECT   10   11
CONECT   11   12   12   15
CONECT   12   13
CONECT   13   14   14
CONECT   14   15   36
CONECT   15   16
CONECT   16   17   23   37
CONECT   17   18
CONECT   18   19   21   38
CONECT   19   20   39   40
CONECT   20   41
CONECT   21   22   23   42
CONECT   22   43
CONECT   23   24   44
CONECT   24   45
END

HMDB0304396
     RDKit          3D
isopentenyl adenosine
 45 47  0  0  0  0  0  0  0  0999 V2000
    6.2461    1.1323    1.3499 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6138    0.2795    0.3117 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3349    0.0043   -0.9479 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4075   -0.2293    0.5201 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6854    0.0475    1.7833 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4453    0.7162    1.4665 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4863    0.0436    0.6809 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6591   -1.2043    0.2112 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7384   -1.8413   -0.5340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4312   -1.2686   -0.8648 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6514    0.0001   -0.4096 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2820    0.6615    0.3529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2411    1.8683    0.6287 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4530    1.9714    0.0674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7095    0.8223   -0.5733 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9051    0.4929   -1.3194 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8906    1.3960   -1.0545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0080    0.7554   -0.5968 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0034    0.6322    0.9305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1614   -0.0263    1.3404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9168   -0.6575   -1.1383 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2043   -0.6766   -2.4967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4261   -0.8900   -0.9946 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0406   -1.8255   -1.9501 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2622    1.4231    1.0235 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6310    2.0568    1.5518 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3118    0.5267    2.2898 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7549   -0.5852   -1.6612 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5599    0.9926   -1.4451 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3240   -0.4451   -0.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9466   -0.8502   -0.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4793   -0.8834    2.3605 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2886    0.7647    2.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2189    1.6854    1.7935 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9678   -2.8603   -0.8734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1320    2.8405    0.1145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7026    0.4925   -2.4284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9201    1.2366   -0.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1534    0.0495    1.2858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9858    1.6118    1.4199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3696    0.2098    2.2748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5181   -1.3793   -0.5611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8796   -1.5637   -2.8536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1407   -1.2005    0.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7992   -2.6951   -1.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 12  7  1  0
 23 16  1  0
 15 11  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  9 35  1  0
 14 36  1  0
 16 37  1  6
 18 38  1  6
 19 39  1  0
 19 40  1  0
 20 41  1  0
 21 42  1  1
 22 43  1  0
 23 44  1  1
 24 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-IPA	ChEBI
2IPA	ChEBI
6-(3-Methyl-2-butenylamino)purine riboside	ChEBI
6-(gamma,gamma-Dimethylallylamino)purine riboside	ChEBI
i6a	ChEBI
Isopentenyladenosine	ChEBI
Isopentenyladenosine riboside	ChEBI
N-(3-Methylbut-2-enyl)adenosine	ChEBI
N(6)-(2-Isopentenyl)adenosine	ChEBI
N(6)-(3-Methyl-2-butenyl)adenosine	ChEBI
Riboprina	ChEBI
Riboprine	ChEBI
Riboprinum	ChEBI
6-(g,g-Dimethylallylamino)purine riboside	Generator
6-(Γ,γ-dimethylallylamino)purine riboside	Generator
N(6)-(delta(2)-Isopentenyl)adenosine	MeSH
N-(3-Methyl-2-buten-1-yl)adenosine	PhytoBank
2iPR	PhytoBank
6-(2-Isopentenyl)adenosine	PhytoBank
6-(3-Methyl-2-butenylamino)-9-beta-D-ribofuranosylpurine	PhytoBank
6-(3-Methyl-2-butenylamino)-9-β-D-ribofuranosylpurine	PhytoBank
6-(3-Methyl-2-butenylamino)-9-beta-ribofuranosylpurine	PhytoBank
6-(3-Methyl-2-butenylamino)-9-β-ribofuranosylpurine	PhytoBank
6-(3-Methyl-2-butenylamino)-beta,D-ribofuranosylpurine	PhytoBank
6-(3-Methyl-2-butenylamino)-β,D-ribofuranosylpurine	PhytoBank
IPA	PhytoBank
Isopentenyladenine riboside	PhytoBank
N-(3-Methyl-2-butenyl)adenosine	PhytoBank
N-Isopentenyladenosine	PhytoBank
N6-(2-Isopentenyl)adenosine	PhytoBank
N6-(3-Methyl-2-butenyl)adenosine	PhytoBank
N6-(Dimethylallyl)adenosine	PhytoBank
N6-(delta2-Isopentenyl)adenine riboside	PhytoBank
N6-(Δ2-Isopentenyl)adenine riboside	PhytoBank
N6-(delta2-Isopentenyl)adenosine	PhytoBank
N6-(Δ2-Isopentenyl)adenosine	PhytoBank
N6-(gamma,gamma-Dimethylallyl)adenosine	PhytoBank
N6-(γ,γ-Dimethylallyl)adenosine	PhytoBank
N6-Isopentenyladenosine	PhytoBank
Isopentenyl adenosine	PhytoBank

Chemical Formula

C₁₅H₂₁N₅O₄

Average Molecular Weight

335.3583

Monoisotopic Molecular Weight

335.159354185

IUPAC Name

(2R,3S,4R,5R)-2-(hydroxymethyl)-5-{6-[(3-methylbut-2-en-1-yl)amino]-9H-purin-9-yl}oxolane-3,4-diol

Traditional Name

isopentenyladenosine

CAS Registry Number

Not Available

SMILES

CC(C)=CCNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O

InChI Identifier

InChI=1S/C15H21N5O4/c1-8(2)3-4-16-13-10-14(18-6-17-13)20(7-19-10)15-12(23)11(22)9(5-21)24-15/h3,6-7,9,11-12,15,21-23H,4-5H2,1-2H3,(H,16,17,18)/t9-,11-,12-,15-/m1/s1

InChI Key

USVMJSALORZVDV-SDBHATRESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleosides

Sub Class

Not Available

Direct Parent

Purine nucleosides

Alternative Parents

Substituents

Purine nucleoside
Glycosyl compound
N-glycosyl compound
6-alkylaminopurine
6-aminopurine
Pentose monosaccharide
Imidazopyrimidine
Purine
Aminopyrimidine
Secondary aliphatic/aromatic amine
Monosaccharide
N-substituted imidazole
Pyrimidine
Imidolactam
Tetrahydrofuran
Azole
Imidazole
Heteroaromatic compound
Secondary alcohol
Organoheterocyclic compound
Azacycle
Secondary amine
Oxacycle
Amine
Organic nitrogen compound
Alcohol
Hydrocarbon derivative
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Primary alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

nucleoside analogue (CHEBI:62881 )
N-ribosyl-N(6)-isopentenyladenine (CHEBI:62881 )

Ontology

Not Available

Herbs and Spices (FooDB: FOOD00866)

Nut

Almond (FooDB: FOOD00148)
Brazil nut (FooDB: FOOD00024)
Cashew nut (FooDB: FOOD00011)
Chestnut (FooDB: FOOD00045)
Hazelnut (FooDB: FOOD00376)
Peanut (FooDB: FOOD00016)
Pecan nut (FooDB: FOOD00044)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Walnut (FooDB: FOOD00608)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Hickory nut (FooDB: FOOD00377)
Macadamia nut (FooDB: FOOD00525)
Mixed nuts (FooDB: FOOD00771)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Japanese chestnut (FooDB: FOOD00385)
Common hazelnut (FooDB: FOOD00062)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Nuts (FooDB: FOOD00869)

Fruit

Pome

Drupe

Apricot (FooDB: FOOD00144)
Prunus (Cherry, Plum) (FooDB: FOOD00143)
Nectarine (FooDB: FOOD00229)
Peach (FooDB: FOOD00149)
European plum (FooDB: FOOD00147)
Sour cherry (FooDB: FOOD00146)
Sweet cherry (FooDB: FOOD00145)
Common chokecherry (FooDB: FOOD00562)
Peach (var.) (FooDB: FOOD00230)

Tropical fruit

Berry

Bilberry (FooDB: FOOD00193)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Elderberry (FooDB: FOOD00358)
Gooseberry (FooDB: FOOD00157)
Grape (FooDB: FOOD00369)
Lingonberry (FooDB: FOOD00194)
Loganberry (FooDB: FOOD00400)
Strawberry (FooDB: FOOD00083)
Boysenberry (FooDB: FOOD00542)
American cranberry (FooDB: FOOD00192)
Common grape (FooDB: FOOD00204)
Strawberry guava (FooDB: FOOD00482)
Black mulberry (FooDB: FOOD00117)
Red raspberry (FooDB: FOOD00162)
Muscadine grape (FooDB: FOOD00203)
Salmonberry (FooDB: FOOD00456)
Alaska blueberry (FooDB: FOOD00380)
Sea-buckthornberry (FooDB: FOOD00087)
Black elderberry (FooDB: FOOD00166)
Black crowberry (FooDB: FOOD00075)
Black huckleberry (FooDB: FOOD00084)
Mulberry (FooDB: FOOD00116)
Black chokeberry (FooDB: FOOD00136)
Cloudberry (FooDB: FOOD00161)
Black raspberry (FooDB: FOOD00163)
Rowanberry (FooDB: FOOD00176)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Ohelo berry (FooDB: FOOD00419)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)

Other fruit

Date (FooDB: FOOD00135)
Fig (FooDB: FOOD00081)
Jujube (FooDB: FOOD00388)

Citrus

Grapefruit (FooDB: FOOD00256)
Lemon (FooDB: FOOD00054)
Lime (FooDB: FOOD00053)
Sweet orange (FooDB: FOOD00057)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Persian lime (FooDB: FOOD00543)
Pummelo (FooDB: FOOD00055)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Citrus (FooDB: FOOD00859)

Fruits (FooDB: FOOD00871)

Vegetable

Shoot vegetable

Fruit vegetable

Eggplant (FooDB: FOOD00174)
Avocado (FooDB: FOOD00130)
Groundcherry (FooDB: FOOD00371)
Olive (FooDB: FOOD00121)
Pepper (FooDB: FOOD00040)
Garden tomato (FooDB: FOOD00171)
Mexican groundcherry (FooDB: FOOD00491)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Garden tomato (var.) (FooDB: FOOD00173)
Cherry tomato (FooDB: FOOD00172)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Pepper (C. frutescens) (FooDB: FOOD00428)
Pepper (C. pubescens) (FooDB: FOOD00849)
Orange bell pepper (FooDB: FOOD00879)

Root vegetable

Cabbage

Leaf vegetable

Lettuce (FooDB: FOOD00095)
Swiss chard (FooDB: FOOD00237)
Garden cress (FooDB: FOOD00099)
Endive (FooDB: FOOD00048)
Spinach (FooDB: FOOD00178)
Common beet (FooDB: FOOD00025)
Garland chrysanthemum (FooDB: FOOD00333)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
New Zealand spinach (FooDB: FOOD00415)
Swamp cabbage (FooDB: FOOD00091)
Rocket salad (ssp.) (FooDB: FOOD00077)
Yautia (FooDB: FOOD00510)
Romaine lettuce (FooDB: FOOD00888)
Rocket salad (FooDB: FOOD00244)
Chicory leaves (FooDB: FOOD00250)
Corn salad (FooDB: FOOD00340)
Malabar spinach (FooDB: FOOD00404)
Ostrich fern (FooDB: FOOD00556)
Green vegetables (FooDB: FOOD00872)

Mushroom

Tuber

Onion-family vegetable

Leek (FooDB: FOOD00007)
Allium (FooDB: FOOD00005)
Wild leek (FooDB: FOOD00396)
Shallot (FooDB: FOOD00243)
Garden onion (FooDB: FOOD00006)
Garden onion (var.) (FooDB: FOOD00226)
Onion-family vegetables (FooDB: FOOD00855)
Green onion (FooDB: FOOD00963)
Red onion (FooDB: FOOD00962)

Other vegetable

Okra (FooDB: FOOD00420)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Tree fern (FooDB: FOOD00797)
Chinese water chestnut (FooDB: FOOD00332)
Nopal (FooDB: FOOD00416)
Carob (FooDB: FOOD00321)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Giant butterbur (FooDB: FOOD00314)
Sesbania flower (FooDB: FOOD00469)

Stalk vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Cereal and cereal product

Other bread

Other bread (FooDB: FOOD00269)

Cereal

Cereal product

Dough

Sourdough (FooDB: FOOD00275)

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Bean

Lentil

Lentils (FooDB: FOOD00098)

Pea

Other pulse

White lupine (FooDB: FOOD00403)
Lupine (FooDB: FOOD00104)

Pulses (FooDB: FOOD00867)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Other soy product (FooDB: FOOD00271)

Abalone (FooDB: FOOD00279)
Conch (FooDB: FOOD00611)

Gourd

Chayote (FooDB: FOOD00325)
Cucumber (FooDB: FOOD00065)
Muskmelon (FooDB: FOOD00064)
Cucurbita (FooDB: FOOD00066)
Watermelon (FooDB: FOOD00052)
Bitter gourd (FooDB: FOOD00115)
Calabash (FooDB: FOOD00318)
Towel gourd (FooDB: FOOD00492)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Wax gourd (FooDB: FOOD00499)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)

Tea

Herbal tea

Greenthread tea (FooDB: FOOD00820)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Cytokinins Degradation (PathBank: SMP0012058)

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	0.25	ALOGPS
logP	-0.43	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	12.45	ChemAxon
pKa (Strongest Basic)	3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	125.55 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	87.81 m³·mol⁻¹	ChemAxon
Polarizability	34.1 Å³	ChemAxon
Number of Rings	3	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
AllCCS	[M+H]+	180.206	32859911
AllCCS	[M+H-H2O]+	177.343	32859911
AllCCS	[M+Na]+	183.608	32859911
AllCCS	[M+NH4]+	182.85	32859911
AllCCS	[M-H]-	178.64	32859911
AllCCS	[M+Na-2H]-	178.676	32859911
AllCCS	[M+HCOO]-	178.846	32859911
DeepCCS	[M+H]+	170.618	30932474
DeepCCS	[M-H]-	168.223	30932474
DeepCCS	[M-2H]-	202.272	30932474
DeepCCS	[M+Na]+	177.894	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
isopentenyl adenosine,4TMS,isomer #1	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C)[Si](C)(C)C	2867.4	Semi standard non polar	33892256
isopentenyl adenosine,4TMS,isomer #1	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C)[Si](C)(C)C	2919.2	Standard non polar	33892256
isopentenyl adenosine,4TMS,isomer #1	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C)[Si](C)(C)C	3578.9	Standard polar	33892256
isopentenyl adenosine,4TBDMS,isomer #1	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3553.2	Semi standard non polar	33892256
isopentenyl adenosine,4TBDMS,isomer #1	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3635.6	Standard non polar	33892256
isopentenyl adenosine,4TBDMS,isomer #1	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3839.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - isopentenyl adenosine GC-EI-TOF (Non-derivatized)	splash10-0w30-0960000000-0035fb65e8672a86a8e4	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - isopentenyl adenosine GC-EI-TOF (Non-derivatized)	splash10-001i-3980000000-8a77d79fb39101eb35b1	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - isopentenyl adenosine GC-EI-TOF (Non-derivatized)	splash10-00di-9740000000-fef11b9cca0d66b260ec	2017-09-12	HMDB team, MONA, MassBank	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - isopentenyl adenosine LC-ESI-QTOF , negative-QTOF	splash10-0f89-0971000000-8df58b6063424f35a1af	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - isopentenyl adenosine LC-ESI-QTOF , negative-QTOF	splash10-0f89-0961000000-e57cf833c2dc4f96fcc4	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - isopentenyl adenosine LC-ESI-ITFT , positive-QTOF	splash10-03dl-0195000000-bb1c98cdfb4dd8bcbcf6	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - isopentenyl adenosine LC-ESI-ITFT , positive-QTOF	splash10-0udi-0291000000-5d247df3981e5a6e1e3b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - isopentenyl adenosine LC-ESI-QQ , positive-QTOF	splash10-000i-0039000000-4b317606d25e8dde70f7	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - isopentenyl adenosine LC-ESI-QQ , positive-QTOF	splash10-0udr-0890000000-592e5a2a1e483e6e96c6	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - isopentenyl adenosine LC-ESI-QQ , positive-QTOF	splash10-000i-0900000000-ea249daf88f035efbbc9	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - isopentenyl adenosine LC-ESI-QTOF , positive-QTOF	splash10-000j-0921000000-aa0e302b67b3d15cc148	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - isopentenyl adenosine 10V, Positive-QTOF	splash10-0udi-1094000000-36a2ac96899c7345379b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - isopentenyl adenosine 20V, Positive-QTOF	splash10-0udi-5590000000-4ffae206d270237bc743	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - isopentenyl adenosine 40V, Positive-QTOF	splash10-0gc0-9640000000-998c5d223e675bf5ce87	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - isopentenyl adenosine 10V, Negative-QTOF	splash10-0f89-1179000000-30ba1ff67a425cfbb2f3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - isopentenyl adenosine 20V, Negative-QTOF	splash10-0udi-1390000000-4cb3ddc6acbd6135a3de	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - isopentenyl adenosine 40V, Negative-QTOF	splash10-001i-1910000000-02115299433b6f3d4532	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - isopentenyl adenosine 10V, Positive-QTOF	splash10-0udi-0092000000-e8f3541125a895d0e198	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - isopentenyl adenosine 20V, Positive-QTOF	splash10-0udr-0690000000-c3d598e1b897f8be2f50	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - isopentenyl adenosine 40V, Positive-QTOF	splash10-000i-1920000000-8336f37e1ca1564fa7a8	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - isopentenyl adenosine 10V, Negative-QTOF	splash10-001i-0029000000-9c5472896f864fba8e44	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - isopentenyl adenosine 20V, Negative-QTOF	splash10-0zgi-1391000000-70044ff17099de729367	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - isopentenyl adenosine 40V, Negative-QTOF	splash10-001i-0900000000-e42c4160c718b294fcef	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB11933

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

62881

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

Showing metabocard for isopentenyl adenosine (HMDB0304396)

MOL for HMDB0304396 (isopentenyl adenosine)

3D MOL for HMDB0304396 (isopentenyl adenosine)

3D SDF for HMDB0304396 (isopentenyl adenosine)

3D-SDF for HMDB0304396 (isopentenyl adenosine)

PDB for HMDB0304396 (isopentenyl adenosine)

3D PDB for HMDB0304396 (isopentenyl adenosine)

SMILES for HMDB0304396 (isopentenyl adenosine)

INCHI for HMDB0304396 (isopentenyl adenosine)

Structure for HMDB0304396 (isopentenyl adenosine)

3D Structure for HMDB0304396 (isopentenyl adenosine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra