Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:54:21 UTC

Update Date

2021-09-26 23:00:13 UTC

HMDB ID

HMDB0249394

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Dibutyryl cyclic 3',5'-cytidine monophosphate

Description

6-[4-(butanoylimino)-2-hydroxy-1,4-dihydropyrimidin-1-yl]-2-hydroxy-2-oxo-hexahydro-2λ⁵-furo[3,2-d][1,3,2]dioxaphosphinin-7-yl butanoate belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups. Based on a literature review very few articles have been published on 6-[4-(butanoylimino)-2-hydroxy-1,4-dihydropyrimidin-1-yl]-2-hydroxy-2-oxo-hexahydro-2λ⁵-furo[3,2-d][1,3,2]dioxaphosphinin-7-yl butanoate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Dibutyryl cyclic 3',5'-cytidine monophosphate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Dibutyryl cyclic 3',5'-cytidine monophosphate is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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


  Mrv1652309112105542D          

 30 32  0  0  0  0            999 V2000
   -3.2265   -7.0670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0550   -6.2600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2704   -6.0050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0988   -5.1981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7119   -4.6460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3142   -4.9431    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1427   -4.1362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3581   -3.8812    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1865   -3.0743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5981   -2.8193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7996   -2.5222    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5843   -2.7772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7558   -3.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6281   -1.7152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1256   -1.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0393   -0.5592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676   -0.3877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1801   -1.1022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0226    0.3969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4705    1.0100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3364    0.8385    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.1534    0.9533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5914    0.0539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3652    1.6630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8400   -1.7922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8400   -2.6172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7538   -3.4377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5545   -3.0297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2690   -2.6172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9835   -3.0297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  7 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 14 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 16 23  1  0  0  0  0
 21 24  1  0  0  0  0
 15 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END

HMDB0249394
     RDKit          3D
Dibutyryl cyclic 3',5'-cytidine monophosphate
 54 56  0  0  0  0  0  0  0  0999 V2000
    8.0842    2.2985   -0.0958 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7274    2.0692   -0.7543 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9120    1.2424    0.2025 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5687    0.9368   -0.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2131    1.3606   -1.4243 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6855    0.1701    0.4929 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3695   -0.1283    0.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4804   -0.8697    0.7397 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2345   -1.1159    0.2018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1448   -0.6686   -0.9981 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4233   -0.9240   -1.5452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4385   -2.2516   -1.9941 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6761   -2.7667   -1.7156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6896   -4.2498   -1.4690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0233   -4.6569   -1.4166 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7647   -3.8667   -0.1157 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.2543   -4.0807   -0.1109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0457   -4.4551    1.3039 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4494   -2.2105   -0.3023 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0659   -2.0981   -0.3936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5834   -0.7192   -0.6374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3037    0.0134    0.5217 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9310    1.1764    0.8403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8074    1.6217    0.0592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6420    1.9694    2.0750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5046    3.2107    2.1388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2480    4.0978    0.9384 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7470    0.0537   -1.6965 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4799    0.5157   -2.8329 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9794    0.3191   -1.2077 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4182    1.3429    0.3678 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9274    3.0737    0.6881 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8377    2.5793   -0.8456 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2355    3.0509   -0.9370 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8450    1.5791   -1.7396 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7980    1.8438    1.1359 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4690    0.2990    0.3919 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9471   -0.1957    1.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7640   -1.2484    1.7246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4571   -1.6889    0.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5469   -0.3089   -2.4731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4390   -2.5608   -2.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2225   -4.7592   -2.3545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1847   -4.5306   -0.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2945   -5.0653    1.1231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6358   -2.6311    0.4467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3766   -0.1737   -1.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7331    1.3815    2.9850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5795    2.3092    1.9972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5702    2.9763    2.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1557    3.7748    3.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2248    5.1768    1.2151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0486    3.9436    0.1677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2585    3.8381    0.5107 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 10 28  1  0
 28 29  2  0
 28 30  1  0
 30  7  2  0
 21 11  1  0
 20 13  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  6 38  1  0
  8 39  1  0
  9 40  1  0
 11 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 18 45  1  0
 20 46  1  0
 21 47  1  0
 25 48  1  0
 25 49  1  0
 26 50  1  0
 26 51  1  0
 27 52  1  0
 27 53  1  0
 27 54  1  0
M  END


  Mrv1652309112105542D          

 30 32  0  0  0  0            999 V2000
   -3.2265   -7.0670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0550   -6.2600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2704   -6.0050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0988   -5.1981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7119   -4.6460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3142   -4.9431    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1427   -4.1362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3581   -3.8812    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1865   -3.0743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5981   -2.8193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7996   -2.5222    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5843   -2.7772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7558   -3.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6281   -1.7152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1256   -1.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0393   -0.5592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676   -0.3877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1801   -1.1022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0226    0.3969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4705    1.0100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3364    0.8385    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.1534    0.9533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5914    0.0539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3652    1.6630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8400   -1.7922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8400   -2.6172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7538   -3.4377    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5545   -3.0297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2690   -2.6172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9835   -3.0297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  7 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 14 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 16 23  1  0  0  0  0
 21 24  1  0  0  0  0
 15 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249394

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCC(=O)NC1=NC(=O)N(C=C1)C1OC2COP(O)(=O)OC2C1OC(=O)CCC

> <INCHI_IDENTIFIER>
InChI=1S/C17H24N3O9P/c1-3-5-12(21)18-11-7-8-20(17(23)19-11)16-15(28-13(22)6-4-2)14-10(27-16)9-26-30(24,25)29-14/h7-8,10,14-16H,3-6,9H2,1-2H3,(H,24,25)(H,18,19,21,23)

> <INCHI_KEY>
IPICHPMWYGQEKH-UHFFFAOYSA-N

> <FORMULA>
C17H24N3O9P

> <MOLECULAR_WEIGHT>
445.365

> <EXACT_MASS>
445.125016363

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
42.260862684069025

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-(4-butanamido-2-oxo-1,2-dihydropyrimidin-1-yl)-2-hydroxy-2-oxo-hexahydro-2lambda5-furo[3,2-d][1,3,2]dioxaphosphinin-7-yl butanoate

> <ALOGPS_LOGP>
0.57

> <JCHEM_LOGP>
0.6382305489999993

> <ALOGPS_LOGS>
-1.54

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.171087214573472

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8326161150204774

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9116132473788476

> <JCHEM_POLAR_SURFACE_AREA>
153.06

> <JCHEM_REFRACTIVITY>
98.68979999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.28e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-(4-butanamido-2-oxopyrimidin-1-yl)-2-hydroxy-2-oxo-tetrahydro-4H-2lambda5-furo[3,2-d][1,3,2]dioxaphosphinin-7-yl butanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249394
     RDKit          3D
Dibutyryl cyclic 3',5'-cytidine monophosphate
 54 56  0  0  0  0  0  0  0  0999 V2000
    8.0842    2.2985   -0.0958 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7274    2.0692   -0.7543 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9120    1.2424    0.2025 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5687    0.9368   -0.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2131    1.3606   -1.4243 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6855    0.1701    0.4929 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3695   -0.1283    0.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4804   -0.8697    0.7397 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2345   -1.1159    0.2018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1448   -0.6686   -0.9981 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4233   -0.9240   -1.5452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4385   -2.2516   -1.9941 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6761   -2.7667   -1.7156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6896   -4.2498   -1.4690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0233   -4.6569   -1.4166 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7647   -3.8667   -0.1157 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.2543   -4.0807   -0.1109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0457   -4.4551    1.3039 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4494   -2.2105   -0.3023 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0659   -2.0981   -0.3936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5834   -0.7192   -0.6374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3037    0.0134    0.5217 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9310    1.1764    0.8403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8074    1.6217    0.0592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6420    1.9694    2.0750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5046    3.2107    2.1388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2480    4.0978    0.9384 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7470    0.0537   -1.6965 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4799    0.5157   -2.8329 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9794    0.3191   -1.2077 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4182    1.3429    0.3678 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9274    3.0737    0.6881 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8377    2.5793   -0.8456 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2355    3.0509   -0.9370 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8450    1.5791   -1.7396 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7980    1.8438    1.1359 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4690    0.2990    0.3919 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9471   -0.1957    1.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7640   -1.2484    1.7246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4571   -1.6889    0.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5469   -0.3089   -2.4731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4390   -2.5608   -2.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2225   -4.7592   -2.3545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1847   -4.5306   -0.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2945   -5.0653    1.1231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6358   -2.6311    0.4467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3766   -0.1737   -1.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7331    1.3815    2.9850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5795    2.3092    1.9972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5702    2.9763    2.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1557    3.7748    3.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2248    5.1768    1.2151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0486    3.9436    0.1677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2585    3.8381    0.5107 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 10 28  1  0
 28 29  2  0
 28 30  1  0
 30  7  2  0
 21 11  1  0
 20 13  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  6 38  1  0
  8 39  1  0
  9 40  1  0
 11 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 18 45  1  0
 20 46  1  0
 21 47  1  0
 25 48  1  0
 25 49  1  0
 26 50  1  0
 26 51  1  0
 27 52  1  0
 27 53  1  0
 27 54  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -6.023 -13.192   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.703 -11.685   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.238 -11.209   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.918  -9.703   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -5.062  -8.673   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0      -2.453  -9.227   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -2.133  -7.721   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      -0.668  -7.245   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      -0.348  -5.739   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.116  -5.263   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0      -1.493  -4.708   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      -2.957  -5.184   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.277  -6.690   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.172  -3.202   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.234  -2.575   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.073  -1.044   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.433  -0.724   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.203  -2.057   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -1.909   0.741   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.878   1.885   0.000  0.00  0.00           O+0
HETATM   21  P   UNK     0       0.628   1.565   0.000  0.00  0.00           P+0
HETATM   22  O   UNK     0       2.153   1.780   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       1.104   0.101   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       0.682   3.104   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       1.568  -3.345   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       1.568  -4.885   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       1.407  -6.417   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       2.902  -5.655   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.235  -4.885   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.569  -5.655   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   13                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12    7                                                       
CONECT   14   11   15   18                                                  
CONECT   15   14   16   25                                                  
CONECT   16   15   17   23                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17   14                                                       
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23   24                                             
CONECT   22   21                                                            
CONECT   23   21   16                                                       
CONECT   24   21                                                            
CONECT   25   15   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

COMPND    HMDB0249394
HETATM    1  C1  UNL     1       8.084   2.299  -0.096  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.727   2.069  -0.754  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.912   1.242   0.203  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.569   0.937  -0.296  1.00  0.00           C  
HETATM    5  O1  UNL     1       4.213   1.361  -1.424  1.00  0.00           O  
HETATM    6  N1  UNL     1       3.685   0.170   0.493  1.00  0.00           N  
HETATM    7  C5  UNL     1       2.370  -0.128   0.001  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.480  -0.870   0.740  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.235  -1.116   0.202  1.00  0.00           C  
HETATM   10  N2  UNL     1      -0.145  -0.669  -0.998  1.00  0.00           N  
HETATM   11  C8  UNL     1      -1.423  -0.924  -1.545  1.00  0.00           C  
HETATM   12  O2  UNL     1      -1.438  -2.252  -1.994  1.00  0.00           O  
HETATM   13  C9  UNL     1      -2.676  -2.767  -1.716  1.00  0.00           C  
HETATM   14  C10 UNL     1      -2.690  -4.250  -1.469  1.00  0.00           C  
HETATM   15  O3  UNL     1      -4.023  -4.657  -1.417  1.00  0.00           O  
HETATM   16  P1  UNL     1      -4.765  -3.867  -0.116  1.00  0.00           P  
HETATM   17  O4  UNL     1      -6.254  -4.081  -0.111  1.00  0.00           O  
HETATM   18  O5  UNL     1      -4.046  -4.455   1.304  1.00  0.00           O  
HETATM   19  O6  UNL     1      -4.449  -2.210  -0.302  1.00  0.00           O  
HETATM   20  C11 UNL     1      -3.066  -2.098  -0.394  1.00  0.00           C  
HETATM   21  C12 UNL     1      -2.583  -0.719  -0.637  1.00  0.00           C  
HETATM   22  O7  UNL     1      -2.304   0.013   0.522  1.00  0.00           O  
HETATM   23  C13 UNL     1      -2.931   1.176   0.840  1.00  0.00           C  
HETATM   24  O8  UNL     1      -3.807   1.622   0.059  1.00  0.00           O  
HETATM   25  C14 UNL     1      -2.642   1.969   2.075  1.00  0.00           C  
HETATM   26  C15 UNL     1      -3.505   3.211   2.139  1.00  0.00           C  
HETATM   27  C16 UNL     1      -3.248   4.098   0.938  1.00  0.00           C  
HETATM   28  C17 UNL     1       0.747   0.054  -1.697  1.00  0.00           C  
HETATM   29  O9  UNL     1       0.480   0.516  -2.833  1.00  0.00           O  
HETATM   30  N3  UNL     1       1.979   0.319  -1.208  1.00  0.00           N  
HETATM   31  H1  UNL     1       8.418   1.343   0.368  1.00  0.00           H  
HETATM   32  H2  UNL     1       7.927   3.074   0.688  1.00  0.00           H  
HETATM   33  H3  UNL     1       8.838   2.579  -0.846  1.00  0.00           H  
HETATM   34  H4  UNL     1       6.236   3.051  -0.937  1.00  0.00           H  
HETATM   35  H5  UNL     1       6.845   1.579  -1.740  1.00  0.00           H  
HETATM   36  H6  UNL     1       5.798   1.844   1.136  1.00  0.00           H  
HETATM   37  H7  UNL     1       6.469   0.299   0.392  1.00  0.00           H  
HETATM   38  H8  UNL     1       3.947  -0.196   1.430  1.00  0.00           H  
HETATM   39  H9  UNL     1       1.764  -1.248   1.725  1.00  0.00           H  
HETATM   40  H10 UNL     1      -0.457  -1.689   0.769  1.00  0.00           H  
HETATM   41  H11 UNL     1      -1.547  -0.309  -2.473  1.00  0.00           H  
HETATM   42  H12 UNL     1      -3.439  -2.561  -2.497  1.00  0.00           H  
HETATM   43  H13 UNL     1      -2.223  -4.759  -2.355  1.00  0.00           H  
HETATM   44  H14 UNL     1      -2.185  -4.531  -0.540  1.00  0.00           H  
HETATM   45  H15 UNL     1      -3.295  -5.065   1.123  1.00  0.00           H  
HETATM   46  H16 UNL     1      -2.636  -2.631   0.447  1.00  0.00           H  
HETATM   47  H17 UNL     1      -3.377  -0.174  -1.196  1.00  0.00           H  
HETATM   48  H18 UNL     1      -2.733   1.382   2.985  1.00  0.00           H  
HETATM   49  H19 UNL     1      -1.579   2.309   1.997  1.00  0.00           H  
HETATM   50  H20 UNL     1      -4.570   2.976   2.263  1.00  0.00           H  
HETATM   51  H21 UNL     1      -3.156   3.775   3.045  1.00  0.00           H  
HETATM   52  H22 UNL     1      -3.225   5.177   1.215  1.00  0.00           H  
HETATM   53  H23 UNL     1      -4.049   3.944   0.168  1.00  0.00           H  
HETATM   54  H24 UNL     1      -2.259   3.838   0.511  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3   34   35
CONECT    3    4   36   37
CONECT    4    5    5    6
CONECT    6    7   38
CONECT    7    8   30   30
CONECT    8    9    9   39
CONECT    9   10   40
CONECT   10   11   28
CONECT   11   12   21   41
CONECT   12   13
CONECT   13   14   20   42
CONECT   14   15   43   44
CONECT   15   16
CONECT   16   17   17   18   19
CONECT   18   45
CONECT   19   20
CONECT   20   21   46
CONECT   21   22   47
CONECT   22   23
CONECT   23   24   24   25
CONECT   25   26   48   49
CONECT   26   27   50   51
CONECT   27   52   53   54
CONECT   28   29   29   30
END

HMDB0249394
     RDKit          3D
Dibutyryl cyclic 3',5'-cytidine monophosphate
 54 56  0  0  0  0  0  0  0  0999 V2000
    8.0842    2.2985   -0.0958 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7274    2.0692   -0.7543 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9120    1.2424    0.2025 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5687    0.9368   -0.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2131    1.3606   -1.4243 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6855    0.1701    0.4929 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3695   -0.1283    0.0014 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4804   -0.8697    0.7397 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2345   -1.1159    0.2018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1448   -0.6686   -0.9981 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4233   -0.9240   -1.5452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4385   -2.2516   -1.9941 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6761   -2.7667   -1.7156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6896   -4.2498   -1.4690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0233   -4.6569   -1.4166 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7647   -3.8667   -0.1157 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.2543   -4.0807   -0.1109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0457   -4.4551    1.3039 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4494   -2.2105   -0.3023 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0659   -2.0981   -0.3936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5834   -0.7192   -0.6374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3037    0.0134    0.5217 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9310    1.1764    0.8403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8074    1.6217    0.0592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6420    1.9694    2.0750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5046    3.2107    2.1388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2480    4.0978    0.9384 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7470    0.0537   -1.6965 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4799    0.5157   -2.8329 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9794    0.3191   -1.2077 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4182    1.3429    0.3678 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9274    3.0737    0.6881 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8377    2.5793   -0.8456 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2355    3.0509   -0.9370 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8450    1.5791   -1.7396 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7980    1.8438    1.1359 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4690    0.2990    0.3919 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9471   -0.1957    1.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7640   -1.2484    1.7246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4571   -1.6889    0.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5469   -0.3089   -2.4731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4390   -2.5608   -2.4973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2225   -4.7592   -2.3545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1847   -4.5306   -0.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2945   -5.0653    1.1231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6358   -2.6311    0.4467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3766   -0.1737   -1.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7331    1.3815    2.9850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5795    2.3092    1.9972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5702    2.9763    2.2627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1557    3.7748    3.0451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2248    5.1768    1.2151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0486    3.9436    0.1677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2585    3.8381    0.5107 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 10 28  1  0
 28 29  2  0
 28 30  1  0
 30  7  2  0
 21 11  1  0
 20 13  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  6 38  1  0
  8 39  1  0
  9 40  1  0
 11 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 18 45  1  0
 20 46  1  0
 21 47  1  0
 25 48  1  0
 25 49  1  0
 26 50  1  0
 26 51  1  0
 27 52  1  0
 27 53  1  0
 27 54  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
6-[4-(Butanoylimino)-2-hydroxy-1,4-dihydropyrimidin-1-yl]-2-hydroxy-2-oxo-hexahydro-2-furo[3,2-D][1,3,2]dioxaphosphinin-7-yl butanoic acid	Generator
Dibutyryl cyclic 3',5'-cytidine monophosphoric acid	Generator
2'-O-Dibutyryl cytidine 3',5'-cyclic monophosphate	MeSH
DBCCMP	MeSH
Dibutyryl CCMP	MeSH
Dibutyryl cyclic-3',5'-cytidine monophosphate	MeSH

Chemical Formula

C₁₇H₂₄N₃O₉P

Average Molecular Weight

445.365

Monoisotopic Molecular Weight

445.125016363

IUPAC Name

6-(4-butanamido-2-oxo-1,2-dihydropyrimidin-1-yl)-2-hydroxy-2-oxo-hexahydro-2lambda5-furo[3,2-d][1,3,2]dioxaphosphinin-7-yl butanoate

Traditional Name

6-(4-butanamido-2-oxopyrimidin-1-yl)-2-hydroxy-2-oxo-tetrahydro-4H-2lambda5-furo[3,2-d][1,3,2]dioxaphosphinin-7-yl butanoate

CAS Registry Number

Not Available

SMILES

CCCC(=O)NC1=NC(=O)N(C=C1)C1OC2COP(O)(=O)OC2C1OC(=O)CCC

InChI Identifier

InChI=1S/C17H24N3O9P/c1-3-5-12(21)18-11-7-8-20(17(23)19-11)16-15(28-13(22)6-4-2)14-10(27-16)9-26-30(24,25)29-14/h7-8,10,14-16H,3-6,9H2,1-2H3,(H,24,25)(H,18,19,21,23)

InChI Key

IPICHPMWYGQEKH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Pentose phosphates

Alternative Parents

Substituents

Pentose phosphate
Glycosyl compound
N-glycosyl compound
Monosaccharide phosphate
N-arylamide
Fatty acid ester
Pyrimidone
Fatty amide
Hydropyrimidine
Organic phosphoric acid derivative
Pyrimidine
Imidolactam
Fatty acyl
Heteroaromatic compound
Oxolane
Carboxylic acid ester
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Oxacycle
Organoheterocyclic compound
Azacycle
Organic oxide
Carbonyl group
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

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	0.57	ALOGPS
logP	0.64	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	1.83	ChemAxon
pKa (Strongest Basic)	-1.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	153.06 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	98.69 m³·mol⁻¹	ChemAxon
Polarizability	42.26 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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
DeepCCS	[M+H]+	177.993	30932474
DeepCCS	[M-H]-	175.443	30932474
DeepCCS	[M-2H]-	210.053	30932474
DeepCCS	[M+Na]+	186.22	30932474
AllCCS	[M+H]+	199.0	32859911
AllCCS	[M+H-H2O]+	196.9	32859911
AllCCS	[M+NH4]+	200.8	32859911
AllCCS	[M+Na]+	201.4	32859911
AllCCS	[M-H]-	192.4	32859911
AllCCS	[M+Na-2H]-	192.9	32859911
AllCCS	[M+HCOO]-	193.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dibutyryl cyclic 3',5'-cytidine monophosphate	CCCC(=O)NC1=NC(=O)N(C=C1)C1OC2COP(O)(=O)OC2C1OC(=O)CCC	4055.1	Standard polar	33892256
Dibutyryl cyclic 3',5'-cytidine monophosphate	CCCC(=O)NC1=NC(=O)N(C=C1)C1OC2COP(O)(=O)OC2C1OC(=O)CCC	3099.0	Standard non polar	33892256
Dibutyryl cyclic 3',5'-cytidine monophosphate	CCCC(=O)NC1=NC(=O)N(C=C1)C1OC2COP(O)(=O)OC2C1OC(=O)CCC	3663.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dibutyryl cyclic 3',5'-cytidine monophosphate,1TMS,isomer #1	CCCC(=O)NC1=NC(=O)N(C2OC3COP(=O)(O[Si](C)(C)C)OC3C2OC(=O)CCC)C=C1	3541.4	Semi standard non polar	33892256
Dibutyryl cyclic 3',5'-cytidine monophosphate,1TMS,isomer #1	CCCC(=O)NC1=NC(=O)N(C2OC3COP(=O)(O[Si](C)(C)C)OC3C2OC(=O)CCC)C=C1	3174.5	Standard non polar	33892256
Dibutyryl cyclic 3',5'-cytidine monophosphate,1TMS,isomer #1	CCCC(=O)NC1=NC(=O)N(C2OC3COP(=O)(O[Si](C)(C)C)OC3C2OC(=O)CCC)C=C1	4729.4	Standard polar	33892256
Dibutyryl cyclic 3',5'-cytidine monophosphate,1TMS,isomer #2	CCCC(=O)OC1C2OP(=O)(O)OCC2OC1N1C=CC(N(C(=O)CCC)[Si](C)(C)C)=NC1=O	3374.0	Semi standard non polar	33892256
Dibutyryl cyclic 3',5'-cytidine monophosphate,1TMS,isomer #2	CCCC(=O)OC1C2OP(=O)(O)OCC2OC1N1C=CC(N(C(=O)CCC)[Si](C)(C)C)=NC1=O	3172.1	Standard non polar	33892256
Dibutyryl cyclic 3',5'-cytidine monophosphate,1TMS,isomer #2	CCCC(=O)OC1C2OP(=O)(O)OCC2OC1N1C=CC(N(C(=O)CCC)[Si](C)(C)C)=NC1=O	4977.4	Standard polar	33892256
Dibutyryl cyclic 3',5'-cytidine monophosphate,2TMS,isomer #1	CCCC(=O)OC1C2OP(=O)(O[Si](C)(C)C)OCC2OC1N1C=CC(N(C(=O)CCC)[Si](C)(C)C)=NC1=O	3293.9	Semi standard non polar	33892256
Dibutyryl cyclic 3',5'-cytidine monophosphate,2TMS,isomer #1	CCCC(=O)OC1C2OP(=O)(O[Si](C)(C)C)OCC2OC1N1C=CC(N(C(=O)CCC)[Si](C)(C)C)=NC1=O	3222.3	Standard non polar	33892256
Dibutyryl cyclic 3',5'-cytidine monophosphate,2TMS,isomer #1	CCCC(=O)OC1C2OP(=O)(O[Si](C)(C)C)OCC2OC1N1C=CC(N(C(=O)CCC)[Si](C)(C)C)=NC1=O	4306.9	Standard polar	33892256
Dibutyryl cyclic 3',5'-cytidine monophosphate,1TBDMS,isomer #1	CCCC(=O)NC1=NC(=O)N(C2OC3COP(=O)(O[Si](C)(C)C(C)(C)C)OC3C2OC(=O)CCC)C=C1	3755.5	Semi standard non polar	33892256
Dibutyryl cyclic 3',5'-cytidine monophosphate,1TBDMS,isomer #1	CCCC(=O)NC1=NC(=O)N(C2OC3COP(=O)(O[Si](C)(C)C(C)(C)C)OC3C2OC(=O)CCC)C=C1	3361.8	Standard non polar	33892256
Dibutyryl cyclic 3',5'-cytidine monophosphate,1TBDMS,isomer #1	CCCC(=O)NC1=NC(=O)N(C2OC3COP(=O)(O[Si](C)(C)C(C)(C)C)OC3C2OC(=O)CCC)C=C1	4881.1	Standard polar	33892256
Dibutyryl cyclic 3',5'-cytidine monophosphate,1TBDMS,isomer #2	CCCC(=O)OC1C2OP(=O)(O)OCC2OC1N1C=CC(N(C(=O)CCC)[Si](C)(C)C(C)(C)C)=NC1=O	3593.6	Semi standard non polar	33892256
Dibutyryl cyclic 3',5'-cytidine monophosphate,1TBDMS,isomer #2	CCCC(=O)OC1C2OP(=O)(O)OCC2OC1N1C=CC(N(C(=O)CCC)[Si](C)(C)C(C)(C)C)=NC1=O	3368.1	Standard non polar	33892256
Dibutyryl cyclic 3',5'-cytidine monophosphate,1TBDMS,isomer #2	CCCC(=O)OC1C2OP(=O)(O)OCC2OC1N1C=CC(N(C(=O)CCC)[Si](C)(C)C(C)(C)C)=NC1=O	4977.2	Standard polar	33892256
Dibutyryl cyclic 3',5'-cytidine monophosphate,2TBDMS,isomer #1	CCCC(=O)OC1C2OP(=O)(O[Si](C)(C)C(C)(C)C)OCC2OC1N1C=CC(N(C(=O)CCC)[Si](C)(C)C(C)(C)C)=NC1=O	3694.1	Semi standard non polar	33892256
Dibutyryl cyclic 3',5'-cytidine monophosphate,2TBDMS,isomer #1	CCCC(=O)OC1C2OP(=O)(O[Si](C)(C)C(C)(C)C)OCC2OC1N1C=CC(N(C(=O)CCC)[Si](C)(C)C(C)(C)C)=NC1=O	3569.8	Standard non polar	33892256
Dibutyryl cyclic 3',5'-cytidine monophosphate,2TBDMS,isomer #1	CCCC(=O)OC1C2OP(=O)(O[Si](C)(C)C(C)(C)C)OCC2OC1N1C=CC(N(C(=O)CCC)[Si](C)(C)C(C)(C)C)=NC1=O	4473.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Dibutyryl cyclic 3',5'-cytidine monophosphate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f79-3943200000-d1ee4cb059670b3df9fe	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dibutyryl cyclic 3',5'-cytidine monophosphate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dibutyryl cyclic 3',5'-cytidine monophosphate 10V, Positive-QTOF	splash10-0002-0001900000-9ef3504f7b64bceb4456	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dibutyryl cyclic 3',5'-cytidine monophosphate 20V, Positive-QTOF	splash10-0002-0201900000-e9219f8068bc9ea3363f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dibutyryl cyclic 3',5'-cytidine monophosphate 40V, Positive-QTOF	splash10-0006-2963100000-83fcdeb45a20a94ed0f1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dibutyryl cyclic 3',5'-cytidine monophosphate 10V, Negative-QTOF	splash10-0006-0000900000-3c4979d90502e1636285	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dibutyryl cyclic 3',5'-cytidine monophosphate 20V, Negative-QTOF	splash10-0006-1129700000-5cfc4340aa62ce932fea	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dibutyryl cyclic 3',5'-cytidine monophosphate 40V, Negative-QTOF	splash10-004l-9432000000-a5db75b27aef3f86e8ef	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3838717

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4649133

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Dibutyryl cyclic 3',5'-cytidine monophosphate (HMDB0249394)

MOL for HMDB0249394 (Dibutyryl cyclic 3',5'-cytidine monophosphate)

3D MOL for HMDB0249394 (Dibutyryl cyclic 3',5'-cytidine monophosphate)

3D SDF for HMDB0249394 (Dibutyryl cyclic 3',5'-cytidine monophosphate)

3D-SDF for HMDB0249394 (Dibutyryl cyclic 3',5'-cytidine monophosphate)

PDB for HMDB0249394 (Dibutyryl cyclic 3',5'-cytidine monophosphate)

3D PDB for HMDB0249394 (Dibutyryl cyclic 3',5'-cytidine monophosphate)

SMILES for HMDB0249394 (Dibutyryl cyclic 3',5'-cytidine monophosphate)

INCHI for HMDB0249394 (Dibutyryl cyclic 3',5'-cytidine monophosphate)

Structure for HMDB0249394 (Dibutyryl cyclic 3',5'-cytidine monophosphate)

3D Structure for HMDB0249394 (Dibutyryl cyclic 3',5'-cytidine monophosphate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra