MiMeDB: Showing metabocard for Precorrin-2 (MMDBc0033198)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:38:43 UTC

Update Date

2022-08-31 22:29:43 UTC

Metabolite ID

MMDBc0033198

Metabolite Identification

Common Name

Precorrin-2

Description

Precorrin-2 is an intermediate in the siroheme biosynthesis pathway. Siroheme is an iron-containing isobacteriochlorin, a modified tetrapyrrole similar in structure to both heme and chlorophyll. Siroheme is found as a prosthetic group of several enzymes, including sulfite and nitrite reductases, which catalyze the six-electron reductions of sulfite to sulfide and nitrite to ammonia, respectively. Siroheme biosynthesis starts by the same route as other tetrapyrroles, the synthesis of the intermediate uroporphyrinogen-III. [Biocyc PWY-5194]

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241222492D          

 62 66  0  0  1  0            999 V2000
    9.9869   -4.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2560   -4.3260    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.7385   -4.4359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8530   -5.5270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6588   -4.9059    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.2663   -3.5023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4727   -4.7446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0363   -5.6540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8318   -4.9024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3501   -4.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5559   -3.0871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1831   -4.3226    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.6478   -5.5511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6417   -6.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4269   -4.1853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5662   -2.2601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8008   -4.8716    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.1797   -3.4887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3904   -4.1166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.6033   -4.1784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.8593   -1.8415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2834   -1.8553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   14.0293   -4.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8934   -2.2532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6107   -3.4853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4473   -7.1536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.8489   -8.0424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.8563   -4.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8043   -7.9051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6305   -7.2669    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2457   -9.3053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5607   -8.8110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7385   -8.3855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2647   -3.4270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2750   -4.8578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2037   -8.4645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6003   -7.6855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4796   -8.0768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5216   -9.7204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7509   -8.9484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0824   -9.4459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2826   -9.2846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.5182  -10.5509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0376   -9.6277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.9779   -9.0617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8079  -10.9558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2285  -10.9627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1131  -10.4513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4370  -10.9250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8715  -10.7911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  2  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  6  0  0  0
  3  7  2  0  0  0  0
  4  8  1  0  0  0  0
  5  9  1  1  0  0  0
  5 10  1  6  0  0  0
  6 11  1  0  0  0  0
  7 12  1  0  0  0  0
  7 13  1  0  0  0  0
  8 14  2  0  0  0  0
  9 15  1  0  0  0  0
 11 16  1  0  0  0  0
 12 17  1  0  0  0  0
 12 18  1  1  0  0  0
 12 19  1  6  0  0  0
 13 20  1  0  0  0  0
 14 21  1  0  0  0  0
 15 22  1  0  0  0  0
 15 23  2  0  0  0  0
 16 24  1  0  0  0  0
 16 25  2  0  0  0  0
 17 26  1  6  0  0  0
 18 27  1  0  0  0  0
 20 28  2  0  0  0  0
 21 29  2  0  0  0  0
 21 30  1  0  0  0  0
 26 31  1  0  0  0  0
 27 32  1  0  0  0  0
 27 33  2  0  0  0  0
 28 34  1  0  0  0  0
 29 35  1  0  0  0  0
 29 36  1  0  0  0  0
 30 37  1  0  0  0  0
 31 38  1  0  0  0  0
 34 39  2  0  0  0  0
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 53 57  2  0  0  0  0
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 55 60  1  0  0  0  0
 60 61  1  0  0  0  0
 60 62  2  0  0  0  0
  5  8  1  0  0  0  0
 17 20  1  0  0  0  0
 35 37  2  0  0  0  0
 43 48  1  0  0  0  0
 46 48  2  0  0  0  0
M  END


  Mrv0541 02241222492D          

 62 66  0  0  1  0            999 V2000
    9.9869   -4.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2560   -4.3260    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.7385   -4.4359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8530   -5.5270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6588   -4.9059    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.2663   -3.5023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4727   -4.7446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0363   -5.6540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8318   -4.9024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3501   -4.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5559   -3.0871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1831   -4.3226    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.6478   -5.5511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6417   -6.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4269   -4.1853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5662   -2.2601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8008   -4.8716    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.1797   -3.4887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.4679   -5.6265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0363   -7.1673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.2834   -1.8553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   12.7768   -6.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6588   -7.9085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8497   -7.2875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0293   -4.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8934   -2.2532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6107   -3.4853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4473   -7.1536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2525   -8.4781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8489   -8.0424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9835   -8.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8563   -4.1441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8043   -7.9051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6305   -7.2669    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2457   -9.3053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5607   -8.8110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7385   -8.3855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2647   -3.4270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2750   -4.8578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2037   -8.4645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6003   -7.6855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4796   -8.0768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5216   -9.7204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7509   -8.9484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0824   -9.4459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2826   -9.2846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1838   -8.2620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5182  -10.5509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0376   -9.6277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9799   -8.0459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9779   -9.0617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.2285  -10.9627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1131  -10.4513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4370  -10.9250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8715  -10.7911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  2  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  6  0  0  0
  3  7  2  0  0  0  0
  4  8  1  0  0  0  0
  5  9  1  1  0  0  0
  5 10  1  6  0  0  0
  6 11  1  0  0  0  0
  7 12  1  0  0  0  0
  7 13  1  0  0  0  0
  8 14  2  0  0  0  0
  9 15  1  0  0  0  0
 11 16  1  0  0  0  0
 12 17  1  0  0  0  0
 12 18  1  1  0  0  0
 12 19  1  6  0  0  0
 13 20  1  0  0  0  0
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 15 22  1  0  0  0  0
 15 23  2  0  0  0  0
 16 24  1  0  0  0  0
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 17 26  1  6  0  0  0
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 21 30  1  0  0  0  0
 26 31  1  0  0  0  0
 27 32  1  0  0  0  0
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 28 34  1  0  0  0  0
 29 35  1  0  0  0  0
 29 36  1  0  0  0  0
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 31 38  1  0  0  0  0
 34 39  2  0  0  0  0
 34 40  1  0  0  0  0
 35 41  1  0  0  0  0
 36 42  1  0  0  0  0
 37 43  1  0  0  0  0
 38 44  1  0  0  0  0
 38 45  2  0  0  0  0
 39 46  1  0  0  0  0
 39 47  1  0  0  0  0
 40 48  1  0  0  0  0
 41 49  1  0  0  0  0
 42 50  1  0  0  0  0
 42 51  2  0  0  0  0
 46 52  1  0  0  0  0
 47 53  1  0  0  0  0
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 53 56  1  0  0  0  0
 53 57  2  0  0  0  0
 54 58  1  0  0  0  0
 54 59  2  0  0  0  0
 55 60  1  0  0  0  0
 60 61  1  0  0  0  0
 60 62  2  0  0  0  0
  5  8  1  0  0  0  0
 17 20  1  0  0  0  0
 35 37  2  0  0  0  0
 43 48  1  0  0  0  0
 46 48  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033198

> <DATABASE_NAME>
MIME

> <SMILES>
C[C@]1(CC(O)=O)[C@H](CCC(O)=O)\C2=C\C3=C(CC(O)=O)C(CCC(O)=O)=C(CC4=C(CCC(O)=O)C(CC(O)=O)=C(N4)\C=C4/N=C(/C=C1\N2)[C@@H](CCC(O)=O)[C@]4(C)CC(O)=O)N3

> <INCHI_IDENTIFIER>
InChI=1S/C42H48N4O16/c1-41(17-39(59)60)23(5-9-35(51)52)29-14-27-21(11-37(55)56)19(3-7-33(47)48)25(43-27)13-26-20(4-8-34(49)50)22(12-38(57)58)28(44-26)15-31-42(2,18-40(61)62)24(6-10-36(53)54)30(46-31)16-32(41)45-29/h14-16,23-24,43-45H,3-13,17-18H2,1-2H3,(H,47,48)(H,49,50)(H,51,52)(H,53,54)(H,55,56)(H,57,58)(H,59,60)(H,61,62)/b29-14-,31-15-,32-16-/t23-,24-,41+,42+/m1/s1

> <INCHI_KEY>
OQIIYZQTTMKFAU-ZNLOQLQNSA-N

> <FORMULA>
C42H48N4O16

> <MOLECULAR_WEIGHT>
864.8477

> <EXACT_MASS>
864.306531508

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
89.12937976901685

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
11

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[(4S,5S,6Z,9S,10S,11Z)-9,15,19-tris(2-carboxyethyl)-5,10,14,20-tetrakis(carboxymethyl)-5,10-dimethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1³,⁶.1⁸,¹¹.1¹³,¹⁶]tetracosa-1(20),2,6,8(23),11,13,15,18-octaen-4-yl]propanoic acid

> <ALOGPS_LOGP>
1.07

> <JCHEM_LOGP>
1.0931127170000008

> <ALOGPS_LOGS>
-4.40

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-7

> <JCHEM_PKA>
3.286335191141454

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.9114023752442866

> <JCHEM_POLAR_SURFACE_AREA>
354.36999999999995

> <JCHEM_REFRACTIVITY>
217.2320000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
20

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.43e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[(4S,5S,6Z,9S,10S,11Z)-9,15,19-tris(2-carboxyethyl)-5,10,14,20-tetrakis(carboxymethyl)-5,10-dimethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1³,⁶.1⁸,¹¹.1¹³,¹⁶]tetracosa-1(20),2,6,8(23),11,13,15,18-octaen-4-yl]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      18.642  -8.805   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      17.278  -8.075   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      20.045  -8.280   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      18.392 -10.317   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      16.163  -9.158   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      17.297  -6.538   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      21.416  -8.857   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      16.868 -10.554   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.619  -9.151   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      15.587  -7.736   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      15.971  -5.763   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      22.742  -8.069   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      21.743 -10.362   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      16.131 -11.970   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.864  -7.813   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      15.990  -4.219   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      23.895  -9.094   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      22.735  -6.512   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      21.262  -7.684   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      23.273 -10.503   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      16.868 -13.379   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      12.326  -7.800   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      14.638  -6.480   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      14.671  -3.437   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      17.329  -3.463   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      25.432  -9.087   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      24.068  -5.744   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      23.850 -11.931   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      16.163 -14.763   0.000  0.00  0.00           C+0
HETATM   30  N   UNK     0      18.386 -13.603   0.000  0.00  0.00           N+0
HETATM   31  C   UNK     0      26.188  -7.748   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      24.068  -4.206   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      25.407  -6.506   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      23.235 -13.353   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      17.271 -15.826   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      14.651 -15.012   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      18.636 -15.128   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      27.732  -7.736   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      23.901 -14.756   0.000  0.00  0.00           C+0
HETATM   40  N   UNK     0      21.710 -13.565   0.000  0.00  0.00           N+0
HETATM   41  C   UNK     0      17.259 -17.370   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      14.113 -16.447   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      20.045 -15.653   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      28.494  -6.397   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      28.513  -9.068   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0      22.780 -15.800   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      25.387 -14.346   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      21.429 -15.077   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      15.907 -18.145   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      12.602 -16.704   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      15.087 -17.632   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      22.928 -17.331   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      26.476 -15.422   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      15.901 -19.695   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      24.337 -17.972   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0      27.962 -15.019   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      26.092 -16.915   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0      14.575 -20.451   0.000  0.00  0.00           O+0
HETATM   59  O   UNK     0      17.227 -20.464   0.000  0.00  0.00           O+0
HETATM   60  C   UNK     0      24.478 -19.509   0.000  0.00  0.00           C+0
HETATM   61  O   UNK     0      23.216 -20.393   0.000  0.00  0.00           O+0
HETATM   62  O   UNK     0      25.893 -20.143   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7                                                       
CONECT    4    1    8                                                       
CONECT    5    2    9   10    8                                             
CONECT    6    2   11                                                       
CONECT    7    3   12   13                                                  
CONECT    8    4   14    5                                                  
CONECT    9    5   15                                                       
CONECT   10    5                                                            
CONECT   11    6   16                                                       
CONECT   12    7   17   18   19                                             
CONECT   13    7   20                                                       
CONECT   14    8   21                                                       
CONECT   15    9   22   23                                                  
CONECT   16   11   24   25                                                  
CONECT   17   12   26   20                                                  
CONECT   18   12   27                                                       
CONECT   19   12                                                            
CONECT   20   13   28   17                                                  
CONECT   21   14   29   30                                                  
CONECT   22   15                                                            
CONECT   23   15                                                            
CONECT   24   16                                                            
CONECT   25   16                                                            
CONECT   26   17   31                                                       
CONECT   27   18   32   33                                                  
CONECT   28   20   34                                                       
CONECT   29   21   35   36                                                  
CONECT   30   21   37                                                       
CONECT   31   26   38                                                       
CONECT   32   27                                                            
CONECT   33   27                                                            
CONECT   34   28   39   40                                                  
CONECT   35   29   41   37                                                  
CONECT   36   29   42                                                       
CONECT   37   30   43   35                                                  
CONECT   38   31   44   45                                                  
CONECT   39   34   46   47                                                  
CONECT   40   34   48                                                       
CONECT   41   35   49                                                       
CONECT   42   36   50   51                                                  
CONECT   43   37   48                                                       
CONECT   44   38                                                            
CONECT   45   38                                                            
CONECT   46   39   52   48                                                  
CONECT   47   39   53                                                       
CONECT   48   40   43   46                                                  
CONECT   49   41   54                                                       
CONECT   50   42                                                            
CONECT   51   42                                                            
CONECT   52   46   55                                                       
CONECT   53   47   56   57                                                  
CONECT   54   49   58   59                                                  
CONECT   55   52   60                                                       
CONECT   56   53                                                            
CONECT   57   53                                                            
CONECT   58   54                                                            
CONECT   59   54                                                            
CONECT   60   55   61   62                                                  
CONECT   61   60                                                            
CONECT   62   60                                                            
MASTER        0    0    0    0    0    0    0    0   62    0  132    0
END

Synonyms

Value	Source
15,23-Dihydrosirohydrochlorin	ChEBI
Dihydrosirohydrochlorin	ChEBI
Precorrin 2	ChEBI

Molecular Formula

C₄₂H₄₈N₄O₁₆

Average Mass

864.8477

Monoisotopic Mass

864.306531508

IUPAC Name

3-[(4S,5S,6Z,9S,10S,11Z)-9,15,19-tris(2-carboxyethyl)-5,10,14,20-tetrakis(carboxymethyl)-5,10-dimethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1³,⁶.1⁸,¹¹.1¹³,¹⁶]tetracosa-1(20),2,6,8(23),11,13,15,18-octaen-4-yl]propanoic acid

Traditional Name

CAS Registry Number

82542-92-5

SMILES

C[C@]1(CC(O)=O)[C@H](CCC(O)=O)\C2=C\C3=C(CC(O)=O)C(CCC(O)=O)=C(CC4=C(CCC(O)=O)C(CC(O)=O)=C(N4)\C=C4/N=C(/C=C1\N2)[C@@H](CCC(O)=O)[C@]4(C)CC(O)=O)N3

InChI Identifier

InChI=1S/C42H48N4O16/c1-41(17-39(59)60)23(5-9-35(51)52)29-14-27-21(11-37(55)56)19(3-7-33(47)48)25(43-27)13-26-20(4-8-34(49)50)22(12-38(57)58)28(44-26)15-31-42(2,18-40(61)62)24(6-10-36(53)54)30(46-31)16-32(41)45-29/h14-16,23-24,43-45H,3-13,17-18H2,1-2H3,(H,47,48)(H,49,50)(H,51,52)(H,53,54)(H,55,56)(H,57,58)(H,59,60)(H,61,62)/b29-14-,31-15-,32-16-/t23-,24-,41+,42+/m1/s1

InChI Key

OQIIYZQTTMKFAU-ZNLOQLQNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetrapyrroles and derivatives. These are polycyclic aromatic compounds containing four pyrrole rings joined by one-carbon units linking position 2 of one pyrrole ring to position 5 of the next.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Tetrapyrroles and derivatives

Sub Class

Not Available

Direct Parent

Tetrapyrroles and derivatives

Alternative Parents

Substituents

Tetrapyrrole skeleton
Substituted pyrrole
Pyrrole
Pyrrolidine
Pyrroline
Heteroaromatic compound
Amino acid
Amino acid or derivatives
Ketimine
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboxylic acid derivative
Carboxylic acid
Secondary amine
Secondary aliphatic amine
Enamine
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Imine
Amine
Organic nitrogen compound
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

isobacteriochlorins (CHEBI:50602 )
precorrin (CHEBI:50602 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.034 g/L	ALOGPS
logP	1.07	ALOGPS
logP	1.09	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	2.91	ChemAxon
Physiological Charge	-7	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	354.37 Å²	ChemAxon
Rotatable Bond Count	20	ChemAxon
Refractivity	217.23 m³·mol⁻¹	ChemAxon
Polarizability	89.13 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0fb9-0000000190-9b167b59d9abd2a783c1	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0000000490-7bd7c85fd12c743a7db9	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0ug0-0000000960-4452e95e69c535fab480	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0i29-0000000390-07b38a93562a1fe0072f	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0v00-0000000590-8c758644ab7e6fbd0d7a	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0zfr-2000000490-71f620321f14146ad7c4	2016-09-12	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	3	Human feces; Human saliva	Unknown
Bacteria	Proteobacteria	131	Pig ; Cattle ; Turkey ; Human ; Human feces; River trout ; Human subgingival plaque
Bacteria	Firmicutes	3	Human feces; Human saliva
Archaea/Archaea	Euryarchaeota	2
Bacteria	Actinobacteria	3	Cattle ; Human
Archaea	nah	1
Bacteria	Cyanobacteria	1
Bacteria	nah	1

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00007375

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

50602

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]
Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for Precorrin-2 (MMDBc0033198)

MOL for #<Metabolite:0x00007fdb07bf2298>

3D MOL for #<Metabolite:0x00007fdb07bf2298>

3D SDF for #<Metabolite:0x00007fdb07bf2298>

3D-SDF for #<Metabolite:0x00007fdb07bf2298>

PDB for #<Metabolite:0x00007fdb07bf2298>

3D PDB for #<Metabolite:0x00007fdb07bf2298>

SMILES for #<Metabolite:0x00007fdb07bf2298>

INCHI for #<Metabolite:0x00007fdb07bf2298>

Structure for #<Metabolite:0x00007fdb07bf2298>

3D Structure for #<Metabolite:0x00007fdb07bf2298>