MiMeDB: Showing metabocard for streptomycin 3''-phosphate (MMDBc0056318)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 20:22:42 UTC

Update Date

2022-08-12 20:09:40 UTC

Metabolite ID

MMDBc0056318

Metabolite Identification

Common Name

streptomycin 3''-phosphate

Description

streptomycin 3''-phosphate(1+) belongs to the class of organic compounds known as aminocyclitol glycosides. These are organic compounds containing an amicocyclitol moiety glycosidically linked to a carbohydrate moiety. There are two major classes of aminoglycosides containing a 2-streptamine core. They are called 4,5- and 4,6-disubstituted 2-deoxystreptamines. Based on a literature review very few articles have been published on streptomycin 3''-phosphate(1+).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172222222D          

 58 60  0  0  1  0            999 V2000
    4.9177    0.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6159    0.6488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8967    3.6639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9136    1.7890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1331    0.6910    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2836    3.1119    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5749   -3.0221    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7243   -1.6010    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0574    2.0078    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4990    3.3668    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0598   -2.3547    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7544   -2.9359    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4189   -2.1822    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9038   -1.5148    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8859    2.8148    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7982    0.6910    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8421    1.7529    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0531   -0.0937    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7309   -3.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0297   -1.0198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    1.1759    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2159   -3.1946    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    5.0665   -4.6157    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3652   -1.7735    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5146   -0.3524    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4443    1.4558    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9105   -3.7758    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2092   -0.9336    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6813    3.4090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1686    2.5736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3275    4.1738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8803   -2.4409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2695   -3.6033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5984   -2.0960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0177    1.7890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2418    4.6837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7367    4.0482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8772    3.7052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8781   -0.0937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4552    2.3049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5682   -0.7611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0136    0.9459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1013    3.0697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0702    3.8767    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    4.2621    1.5058    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1121    3.9189    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3954   -3.1084    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5447   -1.6872    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2728    2.2628    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    3.6218    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2393   -2.2684    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339   -2.8496    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0833   -1.4285    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3887   -0.8473    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6705    2.5599    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6692    1.5058    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2290    1.2008    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2383    0.0354    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  6  0  0  0
  6  3  1  6  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12  7  1  0  0  0  0
 13 12  1  0  0  0  0
 14  8  1  0  0  0  0
 14 13  1  0  0  0  0
 15  9  1  0  0  0  0
 15 10  1  0  0  0  0
 17  9  1  0  0  0  0
 18 16  1  0  0  0  0
 21  4  1  1  0  0  0
 21  5  1  0  0  0  0
 21 16  1  0  0  0  0
 22 19  2  0  0  0  0
 23 19  1  0  0  0  0
 24 20  2  0  0  0  0
 25 20  1  0  0  0  0
 26  2  1  0  0  0  0
  9 26  1  1  0  0  0
  7 27  1  1  0  0  0
 27 19  1  0  0  0  0
  8 28  1  1  0  0  0
 28 20  1  0  0  0  0
 29  3  1  0  0  0  0
 30  4  2  0  0  0  0
 10 31  1  1  0  0  0
 11 32  1  1  0  0  0
 12 33  1  6  0  0  0
 13 34  1  1  0  0  0
 21 35  1  6  0  0  0
 39  5  1  0  0  0  0
 39 18  1  0  0  0  0
 40  6  1  0  0  0  0
 40 17  1  0  0  0  0
 14 41  1  6  0  0  0
 18 41  1  1  0  0  0
 16 42  1  6  0  0  0
 17 42  1  1  0  0  0
 15 43  1  1  0  0  0
 44 36  1  0  0  0  0
 44 37  1  0  0  0  0
 44 38  2  0  0  0  0
 44 43  1  0  0  0  0
  5 45  1  1  0  0  0
  6 46  1  1  0  0  0
  7 47  1  6  0  0  0
  8 48  1  6  0  0  0
  9 49  1  6  0  0  0
 10 50  1  6  0  0  0
 11 51  1  1  0  0  0
 12 52  1  1  0  0  0
 13 53  1  6  0  0  0
 14 54  1  1  0  0  0
 15 55  1  1  0  0  0
 16 56  1  1  0  0  0
 17 57  1  6  0  0  0
 18 58  1  6  0  0  0
M  CHG  1  22   1
M  END


  Mrv1652306172222222D          

 58 60  0  0  1  0            999 V2000
    4.9177    0.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6159    0.6488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8967    3.6639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9136    1.7890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1331    0.6910    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2836    3.1119    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5749   -3.0221    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7243   -1.6010    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0574    2.0078    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4990    3.3668    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0598   -2.3547    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7544   -2.9359    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4189   -2.1822    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9038   -1.5148    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8859    2.8148    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7982    0.6910    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8421    1.7529    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0531   -0.0937    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7309   -3.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0297   -1.0198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    1.1759    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2159   -3.1946    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    5.0665   -4.6157    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3652   -1.7735    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5146   -0.3524    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4443    1.4558    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9105   -3.7758    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2092   -0.9336    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6813    3.4090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1686    2.5736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3275    4.1738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8803   -2.4409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2695   -3.6033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5984   -2.0960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0177    1.7890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2418    4.6837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7367    4.0482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8772    3.7052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8781   -0.0937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4552    2.3049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5682   -0.7611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0136    0.9459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1013    3.0697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0702    3.8767    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    4.2621    1.5058    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1121    3.9189    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3954   -3.1084    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5447   -1.6872    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2728    2.2628    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    3.6218    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2393   -2.2684    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339   -2.8496    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0833   -1.4285    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3887   -0.8473    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6705    2.5599    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6692    1.5058    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2290    1.2008    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2383    0.0354    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  6  0  0  0
  6  3  1  6  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12  7  1  0  0  0  0
 13 12  1  0  0  0  0
 14  8  1  0  0  0  0
 14 13  1  0  0  0  0
 15  9  1  0  0  0  0
 15 10  1  0  0  0  0
 17  9  1  0  0  0  0
 18 16  1  0  0  0  0
 21  4  1  1  0  0  0
 21  5  1  0  0  0  0
 21 16  1  0  0  0  0
 22 19  2  0  0  0  0
 23 19  1  0  0  0  0
 24 20  2  0  0  0  0
 25 20  1  0  0  0  0
 26  2  1  0  0  0  0
  9 26  1  1  0  0  0
  7 27  1  1  0  0  0
 27 19  1  0  0  0  0
  8 28  1  1  0  0  0
 28 20  1  0  0  0  0
 29  3  1  0  0  0  0
 30  4  2  0  0  0  0
 10 31  1  1  0  0  0
 11 32  1  1  0  0  0
 12 33  1  6  0  0  0
 13 34  1  1  0  0  0
 21 35  1  6  0  0  0
 39  5  1  0  0  0  0
 39 18  1  0  0  0  0
 40  6  1  0  0  0  0
 40 17  1  0  0  0  0
 14 41  1  6  0  0  0
 18 41  1  1  0  0  0
 16 42  1  6  0  0  0
 17 42  1  1  0  0  0
 15 43  1  1  0  0  0
 44 36  1  0  0  0  0
 44 37  1  0  0  0  0
 44 38  2  0  0  0  0
 44 43  1  0  0  0  0
  5 45  1  1  0  0  0
  6 46  1  1  0  0  0
  7 47  1  6  0  0  0
  8 48  1  6  0  0  0
  9 49  1  6  0  0  0
 10 50  1  6  0  0  0
 11 51  1  1  0  0  0
 12 52  1  1  0  0  0
 13 53  1  6  0  0  0
 14 54  1  1  0  0  0
 15 55  1  1  0  0  0
 16 56  1  1  0  0  0
 17 57  1  6  0  0  0
 18 58  1  6  0  0  0
M  CHG  1  22   1
M  END
> <DATABASE_ID>
MMDBc0056318

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]1(C)O[C@@]([H])(O[C@@]2([H])[C@]([H])(O)[C@@]([H])(O)[C@]([H])(NC(N)=[NH2+])[C@@]([H])(O)[C@]2([H])NC(N)=N)[C@]([H])(O[C@]2([H])O[C@@]([H])(CO)[C@]([H])(O)[C@@]([H])(OP(O)(O)=O)[C@]2([H])NC)[C@@]1(O)C=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H40N7O15P/c1-5-21(35,4-30)16(42-17-9(26-2)15(43-44(36,37)38)10(31)6(3-29)40-17)18(39-5)41-14-8(28-20(24)25)11(32)7(27-19(22)23)12(33)13(14)34/h4-18,26,29,31-35H,3H2,1-2H3,(H4,22,23,27)(H4,24,25,28)(H2,36,37,38)/p+1/t5-,6-,7+,8-,9-,10-,11+,12-,13+,14+,15-,16-,17-,18-,21+/m0/s1

> <INCHI_KEY>
BFUAJTIVTIKBSB-GOUKQLAUSA-O

> <FORMULA>
C21H41N7O15P

> <MOLECULAR_WEIGHT>
662.566

> <EXACT_MASS>
662.239277066

> <JCHEM_ACCEPTOR_COUNT>
20

> <JCHEM_ATOM_COUNT>
85

> <JCHEM_AVERAGE_POLARIZABILITY>
61.238720000600246

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
15

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[amino({[(1R,2R,3S,4R,5R,6S)-3-carbamimidamido-4-{[(2R,3R,4R,5S)-4-formyl-4-hydroxy-3-{[(2S,3S,4S,5S,6S)-5-hydroxy-6-(hydroxymethyl)-3-(methylamino)-4-(phosphonooxy)oxan-2-yl]oxy}-5-methyloxolan-2-yl]oxy}-2,5,6-trihydroxycyclohexyl]amino})methylidene]azanium

> <JCHEM_LOGP>
-7.674808261134119

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
6.1282351265608765

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.0968560601013753

> <JCHEM_PKA_STRONGEST_BASIC>
11.600470982800447

> <JCHEM_POLAR_SURFACE_AREA>
379.70000000000005

> <JCHEM_REFRACTIVITY>
161.14360000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
[amino({[(1R,2R,3S,4R,5R,6S)-3-carbamimidamido-4-{[(2R,3R,4R,5S)-4-formyl-4-hydroxy-3-{[(2S,3S,4S,5S,6S)-5-hydroxy-6-(hydroxymethyl)-3-(methylamino)-4-(phosphonooxy)oxan-2-yl]oxy}-5-methyloxolan-2-yl]oxy}-2,5,6-trihydroxycyclohexyl]amino})methylidene]azanium

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0       9.180   1.766   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.150   1.211   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.407   6.839   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.439   3.339   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.715   1.290   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.263   5.809   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.673  -5.641   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.952  -2.989   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.974   3.748   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.798   6.285   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.578  -4.395   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.142  -5.480   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.515  -4.073   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.420  -2.828   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.654   5.254   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.223   1.290   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.439   3.272   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.699  -0.175   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.831  -7.209   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.389  -1.904   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.469   2.195   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       9.736  -5.963   0.000  0.00  0.00           N+1
HETATM   23  N   UNK     0       9.457  -8.616   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0      10.015  -3.310   0.000  0.00  0.00           N+0
HETATM   25  N   UNK     0      10.294  -0.658   0.000  0.00  0.00           N+0
HETATM   26  N   UNK     0       0.829   2.717   0.000  0.00  0.00           N+0
HETATM   27  N   UNK     0       7.300  -7.048   0.000  0.00  0.00           N+0
HETATM   28  N   UNK     0       7.857  -1.743   0.000  0.00  0.00           N+0
HETATM   29  O   UNK     0       6.872   6.363   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       5.915   4.804   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       2.478   7.791   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       9.110  -4.556   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       4.236  -6.726   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       2.984  -3.912   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       7.500   3.339   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      -0.451   8.743   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       1.375   7.557   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      -1.637   6.916   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       7.239  -0.175   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       4.583   4.303   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       4.794  -1.421   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       3.759   1.766   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       0.189   5.730   0.000  0.00  0.00           O+0
HETATM   44  P   UNK     0      -0.131   7.237   0.000  0.00  0.00           P+0
HETATM   45  H   UNK     0       7.956   2.811   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0       3.943   7.315   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0       8.205  -5.802   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0       8.484  -3.150   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.509   4.224   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0       1.334   6.761   0.000  0.00  0.00           H+0
HETATM   51  H   UNK     0       6.047  -4.234   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0       3.610  -5.319   0.000  0.00  0.00           H+0
HETATM   53  H   UNK     0       3.889  -2.667   0.000  0.00  0.00           H+0
HETATM   54  H   UNK     0       6.326  -1.582   0.000  0.00  0.00           H+0
HETATM   55  H   UNK     0       3.118   4.778   0.000  0.00  0.00           H+0
HETATM   56  H   UNK     0       4.982   2.811   0.000  0.00  0.00           H+0
HETATM   57  H   UNK     0       2.294   2.242   0.000  0.00  0.00           H+0
HETATM   58  H   UNK     0       4.178   0.066   0.000  0.00  0.00           H+0
CONECT    1    5                                                            
CONECT    2   26                                                            
CONECT    3    6   29                                                       
CONECT    4   21   30                                                       
CONECT    5    1   21   39   45                                             
CONECT    6    3   10   40   46                                             
CONECT    7   11   12   27   47                                             
CONECT    8   11   14   28   48                                             
CONECT    9   15   17   26   49                                             
CONECT   10    6   15   31   50                                             
CONECT   11    7    8   32   51                                             
CONECT   12    7   13   33   52                                             
CONECT   13   12   14   34   53                                             
CONECT   14    8   13   41   54                                             
CONECT   15    9   10   43   55                                             
CONECT   16   18   21   42   56                                             
CONECT   17    9   40   42   57                                             
CONECT   18   16   39   41   58                                             
CONECT   19   22   23   27                                                  
CONECT   20   24   25   28                                                  
CONECT   21    4    5   16   35                                             
CONECT   22   19                                                            
CONECT   23   19                                                            
CONECT   24   20                                                            
CONECT   25   20                                                            
CONECT   26    2    9                                                       
CONECT   27    7   19                                                       
CONECT   28    8   20                                                       
CONECT   29    3                                                            
CONECT   30    4                                                            
CONECT   31   10                                                            
CONECT   32   11                                                            
CONECT   33   12                                                            
CONECT   34   13                                                            
CONECT   35   21                                                            
CONECT   36   44                                                            
CONECT   37   44                                                            
CONECT   38   44                                                            
CONECT   39    5   18                                                       
CONECT   40    6   17                                                       
CONECT   41   14   18                                                       
CONECT   42   16   17                                                       
CONECT   43   15   44                                                       
CONECT   44   36   37   38   43                                             
CONECT   45    5                                                            
CONECT   46    6                                                            
CONECT   47    7                                                            
CONECT   48    8                                                            
CONECT   49    9                                                            
CONECT   50   10                                                            
CONECT   51   11                                                            
CONECT   52   12                                                            
CONECT   53   13                                                            
CONECT   54   14                                                            
CONECT   55   15                                                            
CONECT   56   16                                                            
CONECT   57   17                                                            
CONECT   58   18                                                            
MASTER        0    0    0    0    0    0    0    0   58    0  120    0
END

Synonyms

Value	Source
Streptomycin 3''-phosphate	ChEBI
Streptomycin 3''-phosphate cation	ChEBI
Streptomycin 3''-phosphoric acid	Generator
Streptomycin 3''-phosphoric acid cation	Generator
Streptomycin 3''-phosphoric acid(1+)	Generator

Molecular Formula

C₂₁H₄₁N₇O₁₅P

Average Mass

662.566

Monoisotopic Mass

662.239277066

IUPAC Name

[amino({[(1R,2R,3S,4R,5R,6S)-3-carbamimidamido-4-{[(2R,3R,4R,5S)-4-formyl-4-hydroxy-3-{[(2S,3S,4S,5S,6S)-5-hydroxy-6-(hydroxymethyl)-3-(methylamino)-4-(phosphonooxy)oxan-2-yl]oxy}-5-methyloxolan-2-yl]oxy}-2,5,6-trihydroxycyclohexyl]amino})methylidene]azanium

Traditional Name

CAS Registry Number

Not Available

SMILES

[H][C@@]1(C)O[C@@]([H])(O[C@@]2([H])[C@]([H])(O)[C@@]([H])(O)[C@]([H])(NC(N)=[NH2+])[C@@]([H])(O)[C@]2([H])NC(N)=N)[C@]([H])(O[C@]2([H])O[C@@]([H])(CO)[C@]([H])(O)[C@@]([H])(OP(O)(O)=O)[C@]2([H])NC)[C@@]1(O)C=O

InChI Identifier

InChI=1S/C21H40N7O15P/c1-5-21(35,4-30)16(42-17-9(26-2)15(43-44(36,37)38)10(31)6(3-29)40-17)18(39-5)41-14-8(28-20(24)25)11(32)7(27-19(22)23)12(33)13(14)34/h4-18,26,29,31-35H,3H2,1-2H3,(H4,22,23,27)(H4,24,25,28)(H2,36,37,38)/p+1/t5-,6-,7+,8-,9-,10-,11+,12-,13+,14+,15-,16-,17-,18-,21+/m0/s1

InChI Key

BFUAJTIVTIKBSB-GOUKQLAUSA-O

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aminocyclitol glycosides. These are organic compounds containing an amicocyclitol moiety glycosidically linked to a carbohydrate moiety. There are two major classes of aminoglycosides containing a 2-streptamine core. They are called 4,5- and 4,6-disubstituted 2-deoxystreptamines.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Aminocyclitol glycosides

Alternative Parents

Substituents

Amino cyclitol glycoside
Streptamine aminoglycoside
Glycosyl compound
O-glycosyl compound
Cyclohexanol
Cyclitol or derivatives
Monosaccharide
Organic phosphoric acid derivative
Alkyl phosphate
Oxane
Phosphoric acid ester
Cyclic alcohol
Tetrahydrofuran
Tertiary alcohol
Secondary alcohol
Guanidine
Secondary amine
Polyol
Carboximidamide
Acetal
Secondary aliphatic amine
Organoheterocyclic compound
Oxacycle
Aldehyde
Primary alcohol
Hydrocarbon derivative
Organic oxide
Organonitrogen compound
Carbonyl group
Organopnictogen compound
Organic nitrogen compound
Amine
Alcohol
Organic cation
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

organic cation (CHEBI:57482 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-7.7	ChemAxon
pKa (Strongest Acidic)	1.1	ChemAxon
pKa (Strongest Basic)	11.6	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	15	ChemAxon
Polar Surface Area	379.7 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	161.14 m³·mol⁻¹	ChemAxon
Polarizability	61.24 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Not Available

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
Bacteria	Actinobacteria	1
Bacteria	Proteobacteria	1	Human ; Human sputum; Human subgingival plaque; Human feces

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

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

Not Available

Chemspider ID

26330801

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25203716

PDB ID

Not Available

ChEBI ID

57482

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

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 streptomycin 3''-phosphate (MMDBc0056318)

MOL for #<Metabolite:0x00007fed14551e10>

3D MOL for #<Metabolite:0x00007fed14551e10>

3D SDF for #<Metabolite:0x00007fed14551e10>

3D-SDF for #<Metabolite:0x00007fed14551e10>

PDB for #<Metabolite:0x00007fed14551e10>

3D PDB for #<Metabolite:0x00007fed14551e10>

SMILES for #<Metabolite:0x00007fed14551e10>

INCHI for #<Metabolite:0x00007fed14551e10>

Structure for #<Metabolite:0x00007fed14551e10>

3D Structure for #<Metabolite:0x00007fed14551e10>