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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 09:44:35 UTC

Update Date

2021-09-24 09:44:36 UTC

HMDB ID

HMDB0304433

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N6-(delta2-isopentenyl)-adenosine 5'-monophosphate

Description

N6-(delta2-isopentenyl)-adenosine 5'-monophosphate, also known as n6-(dimethylallyl)adenosine 5'-phosphate or isopentenyl-amp, is a member of the class of compounds known as purine ribonucleoside monophosphates. Purine ribonucleoside monophosphates are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached. N6-(delta2-isopentenyl)-adenosine 5'-monophosphate is slightly soluble (in water) and a moderately acidic compound (based on its pKa). N6-(delta2-isopentenyl)-adenosine 5'-monophosphate can be found in a number of food items such as arctic blackberry, japanese pumpkin, lichee, and acorn, which makes n6-(delta2-isopentenyl)-adenosine 5'-monophosphate a potential biomarker for the consumption of these food products.

Structure

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


  Mrv1652304202018272D          

 28 30  0  0  0  0            999 V2000
 9987.5047 9984.4219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9989.2953 9984.4116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9989.8027 9986.2738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.5185 9985.8621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9991.2323 9986.2738    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
 9990.8217 9986.9888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9991.9480 9985.8621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9991.6468 9986.9888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9988.4166 9986.3548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9987.7500 9985.8705    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9988.0046 9985.0869    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9988.8285 9985.0869    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9989.0831 9985.8705    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9987.0333 9986.2754    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9987.0333 9987.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9985.6062 9986.2754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9985.6062 9987.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9986.3197 9987.5112    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9984.8901 9985.8630    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9984.1767 9986.2749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9984.1767 9987.0990    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9984.8901 9987.5109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9982.7450 9989.5765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9982.0301 9988.3389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9982.7450 9988.7514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9983.4600 9988.3389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9984.1752 9988.7514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9984.8901 9988.3389    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  5  8  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  9 10  1  0  0  0  0
  9 13  1  0  0  0  0
 11  1  1  1  0  0  0
 12  2  1  1  0  0  0
 13  3  1  6  0  0  0
 10 14  1  6  0  0  0
 14 15  1  0  0  0  0
 17 22  1  0  0  0  0
 19 16  1  0  0  0  0
 16 14  1  0  0  0  0
 18 15  2  0  0  0  0
 18 17  1  0  0  0  0
 17 16  2  0  0  0  0
 22 28  1  0  0  0  0
 20 19  2  0  0  0  0
 21 20  1  0  0  0  0
 22 21  2  0  0  0  0
 25 23  1  0  0  0  0
 25 24  1  0  0  0  0
 26 25  2  0  0  0  0
 27 26  1  0  0  0  0
 28 27  1  0  0  0  0
M  END

HMDB0304433
     RDKit          3D
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate
 50 52  0  0  0  0  0  0  0  0999 V2000
    7.1678    0.8727    1.2580 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5533   -0.2363    0.4712 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0921   -1.6149    0.5776 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5252    0.0464   -0.3143 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9092   -1.0486   -1.0987 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5191   -1.1577   -0.6994 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6386   -0.0616   -0.8830 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0015    1.1101   -1.4194 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1900    2.1631   -1.6065 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9069    2.0543   -1.2327 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4610    0.9175   -0.6879 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3140   -0.1707   -0.4983 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6237   -1.1635    0.0555 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6410   -0.7307    0.2201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7643    0.5326   -0.2248 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9504    1.3706   -0.2334 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7677    0.9824    0.7934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0447    0.8161    0.3244 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8375   -0.1926    1.0879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1087   -0.3154    0.5718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0268   -1.4556    1.4230 P   0  0  0  0  0  5  0  0  0  0  0  0
   -8.2472   -1.8678    0.6583 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4969   -0.8907    2.9372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0440   -2.8454    1.5726 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8942    0.4343   -1.1444 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0208    0.7089   -1.8793 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7118    1.3052   -1.5172 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1862    2.5509   -1.9160 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4646    1.6479    0.5038 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0474    0.4894    1.8021 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4406    1.3031    1.9923 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8348   -1.6497    1.3880 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5697   -1.9578   -0.3503 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2631   -2.3066    0.9007 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1350    1.0490   -0.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9357   -0.8326   -2.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4640   -1.9849   -0.9510 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2105   -2.0423   -0.2884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5724    3.0981   -2.0586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4987   -1.2661    0.6446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6364    2.4181   -0.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6067    1.7958    0.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2850   -1.1703    1.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8694    0.1265    2.1430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3724   -0.4279    2.9175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4661   -3.6411    1.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6536   -0.6482   -1.2569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2293   -0.0431   -2.5108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0730    0.8399   -2.2938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4072    3.0893   -1.1066 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
 20 21  1  0
 21 22  2  0
 21 23  1  0
 21 24  1  0
 18 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 12  7  1  0
 27 16  1  0
 15 11  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  9 39  1  0
 14 40  1  0
 16 41  1  1
 18 42  1  6
 19 43  1  0
 19 44  1  0
 23 45  1  0
 24 46  1  0
 25 47  1  1
 26 48  1  0
 27 49  1  6
 28 50  1  0
M  END


  Mrv1652304202018272D          

 28 30  0  0  0  0            999 V2000
 9987.5047 9984.4219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9989.2953 9984.4116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9989.8027 9986.2738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.5185 9985.8621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9991.2323 9986.2738    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
 9990.8217 9986.9888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9991.9480 9985.8621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9991.6468 9986.9888    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9988.4166 9986.3548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9987.7500 9985.8705    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9988.0046 9985.0869    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9988.8285 9985.0869    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9989.0831 9985.8705    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9987.0333 9986.2754    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9987.0333 9987.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9985.6062 9986.2754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9985.6062 9987.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9986.3197 9987.5112    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9984.8901 9985.8630    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9984.1767 9986.2749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9984.1767 9987.0990    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9984.8901 9987.5109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9982.7450 9989.5765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9982.0301 9988.3389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9982.7450 9988.7514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9983.4600 9988.3389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9984.1752 9988.7514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9984.8901 9988.3389    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  5  8  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  9 10  1  0  0  0  0
  9 13  1  0  0  0  0
 11  1  1  1  0  0  0
 12  2  1  1  0  0  0
 13  3  1  6  0  0  0
 10 14  1  6  0  0  0
 14 15  1  0  0  0  0
 17 22  1  0  0  0  0
 19 16  1  0  0  0  0
 16 14  1  0  0  0  0
 18 15  2  0  0  0  0
 18 17  1  0  0  0  0
 17 16  2  0  0  0  0
 22 28  1  0  0  0  0
 20 19  2  0  0  0  0
 21 20  1  0  0  0  0
 22 21  2  0  0  0  0
 25 23  1  0  0  0  0
 25 24  1  0  0  0  0
 26 25  2  0  0  0  0
 27 26  1  0  0  0  0
 28 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0304433

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H22N5O7P/c1-8(2)3-4-16-13-10-14(18-6-17-13)20(7-19-10)15-12(22)11(21)9(27-15)5-26-28(23,24)25/h3,6-7,9,11-12,15,21-22H,4-5H2,1-2H3,(H,16,17,18)(H2,23,24,25)/t9-,11-,12-,15-/m1/s1

> <INCHI_KEY>
DUISZFLWBAPRBR-SDBHATRESA-N

> <FORMULA>
C15H22N5O7P

> <MOLECULAR_WEIGHT>
415.343

> <EXACT_MASS>
415.125685066

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
39.73754594865307

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4R,5R)-3,4-dihydroxy-5-{6-[(3-methylbut-2-en-1-yl)amino]-9H-purin-9-yl}oxolan-2-yl]methoxy}phosphonic acid

> <ALOGPS_LOGP>
-0.32

> <JCHEM_LOGP>
-2.857238207207811

> <ALOGPS_LOGS>
-2.36

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.251748329837749

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.2234660390076773

> <JCHEM_PKA_STRONGEST_BASIC>
3.7017886982986403

> <JCHEM_POLAR_SURFACE_AREA>
172.07999999999996

> <JCHEM_REFRACTIVITY>
98.6801

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.83e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
Isopentenyl-AMP

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304433
     RDKit          3D
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate
 50 52  0  0  0  0  0  0  0  0999 V2000
    7.1678    0.8727    1.2580 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5533   -0.2363    0.4712 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0921   -1.6149    0.5776 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5252    0.0464   -0.3143 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9092   -1.0486   -1.0987 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5191   -1.1577   -0.6994 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6386   -0.0616   -0.8830 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0015    1.1101   -1.4194 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1900    2.1631   -1.6065 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9069    2.0543   -1.2327 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4610    0.9175   -0.6879 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3140   -0.1707   -0.4983 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6237   -1.1635    0.0555 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6410   -0.7307    0.2201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7643    0.5326   -0.2248 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9504    1.3706   -0.2334 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7677    0.9824    0.7934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0447    0.8161    0.3244 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8375   -0.1926    1.0879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1087   -0.3154    0.5718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0268   -1.4556    1.4230 P   0  0  0  0  0  5  0  0  0  0  0  0
   -8.2472   -1.8678    0.6583 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4969   -0.8907    2.9372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0440   -2.8454    1.5726 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8942    0.4343   -1.1444 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0208    0.7089   -1.8793 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7118    1.3052   -1.5172 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1862    2.5509   -1.9160 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4646    1.6479    0.5038 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0474    0.4894    1.8021 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4406    1.3031    1.9923 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8348   -1.6497    1.3880 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5697   -1.9578   -0.3503 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2631   -2.3066    0.9007 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1350    1.0490   -0.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9357   -0.8326   -2.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4640   -1.9849   -0.9510 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2105   -2.0423   -0.2884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5724    3.0981   -2.0586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4987   -1.2661    0.6446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6364    2.4181   -0.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6067    1.7958    0.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2850   -1.1703    1.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8694    0.1265    2.1430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3724   -0.4279    2.9175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4661   -3.6411    1.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6536   -0.6482   -1.2569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2293   -0.0431   -2.5108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0730    0.8399   -2.2938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4072    3.0893   -1.1066 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
 20 21  1  0
 21 22  2  0
 21 23  1  0
 21 24  1  0
 18 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 12  7  1  0
 27 16  1  0
 15 11  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  9 39  1  0
 14 40  1  0
 16 41  1  1
 18 42  1  6
 19 43  1  0
 19 44  1  0
 23 45  1  0
 24 46  1  0
 25 47  1  1
 26 48  1  0
 27 49  1  6
 28 50  1  0
M  END

HEADER    PROTEIN                                 20-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-20         0                                  
HETATM    1  O   UNK     0    8643.3428637.587   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0    8646.6858637.568   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0    8647.6328641.045   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8648.9688640.276   0.000  0.00  0.00           O+0
HETATM    5  P   UNK     0    8650.3008641.045   0.000  0.00  0.00           P+0
HETATM    6  O   UNK     0    8649.5348642.379   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0    8651.6368640.276   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8651.0748642.379   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    8645.0448641.196   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0    8643.8008640.292   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8644.2758638.829   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8645.8138638.829   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8646.2888640.292   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0    8642.4628641.047   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0    8642.4628642.585   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8639.7988641.047   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8639.7988642.585   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0    8641.1308643.354   0.000  0.00  0.00           N+0
HETATM   19  N   UNK     0    8638.4628640.278   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0    8637.1308641.047   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0    8637.1308642.585   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0    8638.4628643.354   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0    8634.4578647.210   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8633.1238644.899   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8634.4578645.669   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8635.7928644.899   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8637.1278645.669   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0    8638.4628644.899   0.000  0.00  0.00           N+0
CONECT    1   11                                                            
CONECT    2   12                                                            
CONECT    3    4   13                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7    8                                             
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    5                                                            
CONECT    9   10   13                                                       
CONECT   10   11    9   14                                                  
CONECT   11   10   12    1                                                  
CONECT   12   11   13    2                                                  
CONECT   13   12    9    3                                                  
CONECT   14   10   15   16                                                  
CONECT   15   14   18                                                       
CONECT   16   19   14   17                                                  
CONECT   17   22   18   16                                                  
CONECT   18   15   17                                                       
CONECT   19   16   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   17   28   21                                                  
CONECT   23   25                                                            
CONECT   24   25                                                            
CONECT   25   23   24   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   22   27                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

COMPND    HMDB0304433
HETATM    1  C1  UNL     1       7.168   0.873   1.258  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.553  -0.236   0.471  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.092  -1.615   0.578  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.525   0.046  -0.314  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.909  -1.049  -1.099  1.00  0.00           C  
HETATM    6  N1  UNL     1       3.519  -1.158  -0.699  1.00  0.00           N  
HETATM    7  C6  UNL     1       2.639  -0.062  -0.883  1.00  0.00           C  
HETATM    8  N2  UNL     1       3.001   1.110  -1.419  1.00  0.00           N  
HETATM    9  C7  UNL     1       2.190   2.163  -1.606  1.00  0.00           C  
HETATM   10  N3  UNL     1       0.907   2.054  -1.233  1.00  0.00           N  
HETATM   11  C8  UNL     1       0.461   0.917  -0.688  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.314  -0.171  -0.498  1.00  0.00           C  
HETATM   13  N4  UNL     1       0.624  -1.164   0.055  1.00  0.00           N  
HETATM   14  C10 UNL     1      -0.641  -0.731   0.220  1.00  0.00           C  
HETATM   15  N5  UNL     1      -0.764   0.533  -0.225  1.00  0.00           N  
HETATM   16  C11 UNL     1      -1.950   1.371  -0.233  1.00  0.00           C  
HETATM   17  O1  UNL     1      -2.768   0.982   0.793  1.00  0.00           O  
HETATM   18  C12 UNL     1      -4.045   0.816   0.324  1.00  0.00           C  
HETATM   19  C13 UNL     1      -4.838  -0.193   1.088  1.00  0.00           C  
HETATM   20  O2  UNL     1      -6.109  -0.315   0.572  1.00  0.00           O  
HETATM   21  P1  UNL     1      -7.027  -1.456   1.423  1.00  0.00           P  
HETATM   22  O3  UNL     1      -8.247  -1.868   0.658  1.00  0.00           O  
HETATM   23  O4  UNL     1      -7.497  -0.891   2.937  1.00  0.00           O  
HETATM   24  O5  UNL     1      -6.044  -2.845   1.573  1.00  0.00           O  
HETATM   25  C14 UNL     1      -3.894   0.434  -1.144  1.00  0.00           C  
HETATM   26  O6  UNL     1      -5.021   0.709  -1.879  1.00  0.00           O  
HETATM   27  C15 UNL     1      -2.712   1.305  -1.517  1.00  0.00           C  
HETATM   28  O7  UNL     1      -3.186   2.551  -1.916  1.00  0.00           O  
HETATM   29  H1  UNL     1       7.465   1.648   0.504  1.00  0.00           H  
HETATM   30  H2  UNL     1       8.047   0.489   1.802  1.00  0.00           H  
HETATM   31  H3  UNL     1       6.441   1.303   1.992  1.00  0.00           H  
HETATM   32  H4  UNL     1       7.835  -1.650   1.388  1.00  0.00           H  
HETATM   33  H5  UNL     1       7.570  -1.958  -0.350  1.00  0.00           H  
HETATM   34  H6  UNL     1       6.263  -2.307   0.901  1.00  0.00           H  
HETATM   35  H7  UNL     1       5.135   1.049  -0.391  1.00  0.00           H  
HETATM   36  H8  UNL     1       4.936  -0.833  -2.197  1.00  0.00           H  
HETATM   37  H9  UNL     1       5.464  -1.985  -0.951  1.00  0.00           H  
HETATM   38  H10 UNL     1       3.211  -2.042  -0.288  1.00  0.00           H  
HETATM   39  H11 UNL     1       2.572   3.098  -2.059  1.00  0.00           H  
HETATM   40  H12 UNL     1      -1.499  -1.266   0.645  1.00  0.00           H  
HETATM   41  H13 UNL     1      -1.636   2.418  -0.051  1.00  0.00           H  
HETATM   42  H14 UNL     1      -4.607   1.796   0.312  1.00  0.00           H  
HETATM   43  H15 UNL     1      -4.285  -1.170   1.019  1.00  0.00           H  
HETATM   44  H16 UNL     1      -4.869   0.126   2.143  1.00  0.00           H  
HETATM   45  H17 UNL     1      -8.372  -0.428   2.918  1.00  0.00           H  
HETATM   46  H18 UNL     1      -6.466  -3.641   1.210  1.00  0.00           H  
HETATM   47  H19 UNL     1      -3.654  -0.648  -1.257  1.00  0.00           H  
HETATM   48  H20 UNL     1      -5.229  -0.043  -2.511  1.00  0.00           H  
HETATM   49  H21 UNL     1      -2.073   0.840  -2.294  1.00  0.00           H  
HETATM   50  H22 UNL     1      -3.407   3.089  -1.107  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3    4    4
CONECT    3   32   33   34
CONECT    4    5   35
CONECT    5    6   36   37
CONECT    6    7   38
CONECT    7    8    8   12
CONECT    8    9
CONECT    9   10   10   39
CONECT   10   11
CONECT   11   12   12   15
CONECT   12   13
CONECT   13   14   14
CONECT   14   15   40
CONECT   15   16
CONECT   16   17   27   41
CONECT   17   18
CONECT   18   19   25   42
CONECT   19   20   43   44
CONECT   20   21
CONECT   21   22   22   23   24
CONECT   23   45
CONECT   24   46
CONECT   25   26   27   47
CONECT   26   48
CONECT   27   28   49
CONECT   28   50
END

HMDB0304433
     RDKit          3D
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate
 50 52  0  0  0  0  0  0  0  0999 V2000
    7.1678    0.8727    1.2580 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5533   -0.2363    0.4712 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0921   -1.6149    0.5776 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5252    0.0464   -0.3143 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9092   -1.0486   -1.0987 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5191   -1.1577   -0.6994 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6386   -0.0616   -0.8830 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0015    1.1101   -1.4194 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1900    2.1631   -1.6065 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9069    2.0543   -1.2327 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4610    0.9175   -0.6879 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3140   -0.1707   -0.4983 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6237   -1.1635    0.0555 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6410   -0.7307    0.2201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7643    0.5326   -0.2248 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9504    1.3706   -0.2334 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7677    0.9824    0.7934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0447    0.8161    0.3244 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8375   -0.1926    1.0879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1087   -0.3154    0.5718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0268   -1.4556    1.4230 P   0  0  0  0  0  5  0  0  0  0  0  0
   -8.2472   -1.8678    0.6583 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4969   -0.8907    2.9372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0440   -2.8454    1.5726 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8942    0.4343   -1.1444 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0208    0.7089   -1.8793 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7118    1.3052   -1.5172 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1862    2.5509   -1.9160 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4646    1.6479    0.5038 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0474    0.4894    1.8021 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4406    1.3031    1.9923 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8348   -1.6497    1.3880 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5697   -1.9578   -0.3503 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2631   -2.3066    0.9007 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1350    1.0490   -0.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9357   -0.8326   -2.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4640   -1.9849   -0.9510 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2105   -2.0423   -0.2884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5724    3.0981   -2.0586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4987   -1.2661    0.6446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6364    2.4181   -0.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6067    1.7958    0.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2850   -1.1703    1.0190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8694    0.1265    2.1430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3724   -0.4279    2.9175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4661   -3.6411    1.2096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6536   -0.6482   -1.2569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2293   -0.0431   -2.5108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0730    0.8399   -2.2938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4072    3.0893   -1.1066 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
 20 21  1  0
 21 22  2  0
 21 23  1  0
 21 24  1  0
 18 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 12  7  1  0
 27 16  1  0
 15 11  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  4 35  1  0
  5 36  1  0
  5 37  1  0
  6 38  1  0
  9 39  1  0
 14 40  1  0
 16 41  1  1
 18 42  1  6
 19 43  1  0
 19 44  1  0
 23 45  1  0
 24 46  1  0
 25 47  1  1
 26 48  1  0
 27 49  1  6
 28 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Isopentenyl-AMP	ChEBI
Isopentenyladenosine riboside-5'-monophosphate	ChEBI
Isopentenyladenosine-5'-monophosphate	ChEBI
N-(3-Methyl-2-butenyl)-5'-adenylic acid	ChEBI
N6-(delta(2)-Isopentenyl)adenosine 5'-monophosphate	ChEBI
N6-(delta2-Isopentenyl)-adenosine 5'-monophosphate	ChEBI
N(6)-(Delta(2)-Isopentenyl)adenosine 5'-monophosphate	ChEBI
N(6)-(Dimethylallyl)adenosine 5'-(dihydrogen phosphate)	ChEBI
N6-(Dimethylallyl)adenosine 5'-phosphate	ChEBI
N(6)-(Dimethylallyl)adenosine 5'-phosphate	ChEBI
N(6)-Dimethylallyl-5'-adenylic acid	ChEBI
N(6)-Dimethylallyl-AMP	ChEBI
N(6)-Isopentenyladenosine-5'-monophosphate	ChEBI
Isopentenyladenosine riboside-5'-monophosphoric acid	Generator
Isopentenyladenosine-5'-monophosphoric acid	Generator
N-(3-Methyl-2-butenyl)-5'-adenylate	Generator
N6-(delta(2)-Isopentenyl)adenosine 5'-monophosphoric acid	Generator
N6-(Δ(2)-isopentenyl)adenosine 5'-monophosphate	Generator
N6-(Δ(2)-isopentenyl)adenosine 5'-monophosphoric acid	Generator
N6-(delta2-Isopentenyl)-adenosine 5'-monophosphoric acid	Generator
N6-(Δ2-isopentenyl)-adenosine 5'-monophosphate	Generator
N6-(Δ2-isopentenyl)-adenosine 5'-monophosphoric acid	Generator
N(6)-(delta(2)-Isopentenyl)adenosine 5'-monophosphoric acid	Generator
N(6)-(Δ(2)-isopentenyl)adenosine 5'-monophosphate	Generator
N(6)-(Δ(2)-isopentenyl)adenosine 5'-monophosphoric acid	Generator
N(6)-(Dimethylallyl)adenosine 5'-(dihydrogen phosphoric acid)	Generator
N6-(Dimethylallyl)adenosine 5'-phosphoric acid	Generator
N(6)-(Dimethylallyl)adenosine 5'-phosphoric acid	Generator
N(6)-Dimethylallyl-5'-adenylate	Generator
N(6)-Isopentenyladenosine-5'-monophosphoric acid	Generator
N(6)-(Dimethylallyl)adenosine 5'-monophosphoric acid	Generator

Chemical Formula

C₁₅H₂₂N₅O₇P

Average Molecular Weight

415.343

Monoisotopic Molecular Weight

415.125685066

IUPAC Name

{[(2R,3S,4R,5R)-3,4-dihydroxy-5-{6-[(3-methylbut-2-en-1-yl)amino]-9H-purin-9-yl}oxolan-2-yl]methoxy}phosphonic acid

Traditional Name

Isopentenyl-AMP

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C15H22N5O7P/c1-8(2)3-4-16-13-10-14(18-6-17-13)20(7-19-10)15-12(22)11(21)9(27-15)5-26-28(23,24)25/h3,6-7,9,11-12,15,21-22H,4-5H2,1-2H3,(H,16,17,18)(H2,23,24,25)/t9-,11-,12-,15-/m1/s1

InChI Key

DUISZFLWBAPRBR-SDBHATRESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as nicotinamide nucleotides. These are pyridine nucleotides, in which the pyridine base is nicotinamide or a derivative thereof.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Pyridine nucleotides

Sub Class

Nicotinamide nucleotides

Direct Parent

Nicotinamide nucleotides

Alternative Parents

Substituents

Nicotinamide-nucleotide
Pentose phosphate
Pentose-5-phosphate
Glycosyl compound
N-glycosyl compound
Monosaccharide phosphate
N-substituted nicotinamide
Pentose monosaccharide
Dihydropyridine
Hydropyridine
Monosaccharide
Alkyl phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Vinylogous amide
Tetrahydrofuran
Carboxamide group
1,2-diol
Secondary alcohol
Primary carboxylic acid amide
Organoheterocyclic compound
Azacycle
Enamine
Oxacycle
Carboxylic acid derivative
Carbonyl group
Organic nitrogen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Organopnictogen compound
Organic anion
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

a small molecule (NMNH )

Ontology

Not Available

Not Available

Not Available

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	-0.32	ALOGPS
logP	-2.9	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	1.22	ChemAxon
pKa (Strongest Basic)	3.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	172.08 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	98.68 m³·mol⁻¹	ChemAxon
Polarizability	39.74 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	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	194.098	32859911
AllCCS	[M+H-H2O]+	191.817	32859911
AllCCS	[M+Na]+	196.789	32859911
AllCCS	[M+NH4]+	196.192	32859911
AllCCS	[M-H]-	188.203	32859911
AllCCS	[M+Na-2H]-	188.594	32859911
AllCCS	[M+HCOO]-	189.162	32859911
DeepCCS	[M+H]+	176.902	30932474
DeepCCS	[M-H]-	174.506	30932474
DeepCCS	[M-2H]-	208.125	30932474
DeepCCS	[M+Na]+	184.013	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	9.4351 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	7.08 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1140.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	178.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	74.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	142.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	46.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	319.4 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	288.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	573.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	572.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	221.1 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	567.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	167.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	150.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	431.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	326.9 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	192.8 seconds	40023050

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,3TMS,isomer #1	CC(C)=CCNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3262.5	Semi standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,3TMS,isomer #1	CC(C)=CCNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3265.7	Standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,3TMS,isomer #1	CC(C)=CCNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	4944.9	Standard polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,3TMS,isomer #2	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C)[Si](C)(C)C	3187.8	Semi standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,3TMS,isomer #2	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C)[Si](C)(C)C	3286.0	Standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,3TMS,isomer #2	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C)[Si](C)(C)C	5038.5	Standard polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,3TMS,isomer #3	CC(C)=CCNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	3294.2	Semi standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,3TMS,isomer #3	CC(C)=CCNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	3247.5	Standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,3TMS,isomer #3	CC(C)=CCNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O	4687.7	Standard polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,3TMS,isomer #4	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O)[Si](C)(C)C	3280.7	Semi standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,3TMS,isomer #4	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O)[Si](C)(C)C	3220.6	Standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,3TMS,isomer #4	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O)[Si](C)(C)C	4713.8	Standard polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,3TMS,isomer #5	CC(C)=CCNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	3288.5	Semi standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,3TMS,isomer #5	CC(C)=CCNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	3260.9	Standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,3TMS,isomer #5	CC(C)=CCNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C	4719.4	Standard polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,3TMS,isomer #6	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C)[Si](C)(C)C	3270.3	Semi standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,3TMS,isomer #6	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C)[Si](C)(C)C	3230.0	Standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,3TMS,isomer #6	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C)[Si](C)(C)C	4732.8	Standard polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,3TMS,isomer #7	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]1O)[Si](C)(C)C	3307.3	Semi standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,3TMS,isomer #7	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]1O)[Si](C)(C)C	3221.3	Standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,3TMS,isomer #7	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]1O)[Si](C)(C)C	4518.8	Standard polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,4TMS,isomer #1	CC(C)=CCNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3292.9	Semi standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,4TMS,isomer #1	CC(C)=CCNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	3216.2	Standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,4TMS,isomer #1	CC(C)=CCNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	4456.3	Standard polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,4TMS,isomer #2	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C)[Si](C)(C)C	3276.9	Semi standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,4TMS,isomer #2	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C)[Si](C)(C)C	3175.6	Standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,4TMS,isomer #2	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C)[Si](C)(C)C	4419.3	Standard polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,4TMS,isomer #3	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O)[Si](C)(C)C	3300.8	Semi standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,4TMS,isomer #3	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O)[Si](C)(C)C	3144.5	Standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,4TMS,isomer #3	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O)[Si](C)(C)C	4194.4	Standard polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,4TMS,isomer #4	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C)[Si](C)(C)C	3292.3	Semi standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,4TMS,isomer #4	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C)[Si](C)(C)C	3153.6	Standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,4TMS,isomer #4	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C)[Si](C)(C)C	4229.4	Standard polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,5TMS,isomer #1	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C)[Si](C)(C)C	3313.9	Semi standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,5TMS,isomer #1	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C)[Si](C)(C)C	3091.6	Standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,5TMS,isomer #1	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C)[Si](C)(C)C	3983.1	Standard polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,3TBDMS,isomer #1	CC(C)=CCNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[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	3821.0	Semi standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,3TBDMS,isomer #1	CC(C)=CCNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[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	3820.2	Standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,3TBDMS,isomer #1	CC(C)=CCNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[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	4997.4	Standard polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,3TBDMS,isomer #2	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O)[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	3765.3	Semi standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,3TBDMS,isomer #2	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O)[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	3826.2	Standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,3TBDMS,isomer #2	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O)[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	4980.9	Standard polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,3TBDMS,isomer #3	CC(C)=CCNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3844.3	Semi standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,3TBDMS,isomer #3	CC(C)=CCNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	3755.7	Standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,3TBDMS,isomer #3	CC(C)=CCNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	4824.7	Standard polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,3TBDMS,isomer #4	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[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	3820.1	Semi standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,3TBDMS,isomer #4	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[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	3742.0	Standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,3TBDMS,isomer #4	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[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	4754.4	Standard polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,3TBDMS,isomer #5	CC(C)=CCNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3836.7	Semi standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,3TBDMS,isomer #5	CC(C)=CCNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	3767.2	Standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,3TBDMS,isomer #5	CC(C)=CCNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	4855.6	Standard polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,3TBDMS,isomer #6	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3811.2	Semi standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,3TBDMS,isomer #6	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3752.0	Standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,3TBDMS,isomer #6	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4772.3	Standard polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,3TBDMS,isomer #7	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O)[Si](C)(C)C(C)(C)C	3831.3	Semi standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,3TBDMS,isomer #7	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O)[Si](C)(C)C(C)(C)C	3681.4	Standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,3TBDMS,isomer #7	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O)[Si](C)(C)C(C)(C)C	4646.0	Standard polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,4TBDMS,isomer #1	CC(C)=CCNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[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	3989.4	Semi standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,4TBDMS,isomer #1	CC(C)=CCNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[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	3859.1	Standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,4TBDMS,isomer #1	CC(C)=CCNC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[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	4660.3	Standard polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,4TBDMS,isomer #2	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[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	3955.0	Semi standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,4TBDMS,isomer #2	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[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	3832.9	Standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,4TBDMS,isomer #2	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O)O[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	4517.6	Standard polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,4TBDMS,isomer #3	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[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	3971.9	Semi standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,4TBDMS,isomer #3	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[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	3752.6	Standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,4TBDMS,isomer #3	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[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	4388.1	Standard polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,4TBDMS,isomer #4	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3963.3	Semi standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,4TBDMS,isomer #4	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3761.0	Standard non polar	33892256
N6-(delta2-isopentenyl)-adenosine 5'-monophosphate,4TBDMS,isomer #4	CC(C)=CCN(C1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4420.0	Standard polar	33892256

Spectra

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

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB031049

KNApSAcK ID

Not Available

Chemspider ID

90571

KEGG Compound ID

C04713

BioCyc ID

CPD-4205

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

15819

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 N6-(delta2-isopentenyl)-adenosine 5'-monophosphate (HMDB0304433)

MOL for HMDB0304433 (N6-(delta2-isopentenyl)-adenosine 5'-monophosphate)

3D MOL for HMDB0304433 (N6-(delta2-isopentenyl)-adenosine 5'-monophosphate)

3D SDF for HMDB0304433 (N6-(delta2-isopentenyl)-adenosine 5'-monophosphate)

3D-SDF for HMDB0304433 (N6-(delta2-isopentenyl)-adenosine 5'-monophosphate)

PDB for HMDB0304433 (N6-(delta2-isopentenyl)-adenosine 5'-monophosphate)

3D PDB for HMDB0304433 (N6-(delta2-isopentenyl)-adenosine 5'-monophosphate)

SMILES for HMDB0304433 (N6-(delta2-isopentenyl)-adenosine 5'-monophosphate)

INCHI for HMDB0304433 (N6-(delta2-isopentenyl)-adenosine 5'-monophosphate)

Structure for HMDB0304433 (N6-(delta2-isopentenyl)-adenosine 5'-monophosphate)

3D Structure for HMDB0304433 (N6-(delta2-isopentenyl)-adenosine 5'-monophosphate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Derivatized