NP-MRD: Showing NP-Card for juglomycin H methyl ester (NP0039172)

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Record Information

Version

2.0

Created at

2021-06-20 21:40:34 UTC

Updated at

2021-06-30 00:12:21 UTC

NP-MRD ID

NP0039172

Secondary Accession Numbers

None

Natural Product Identification

Common Name

juglomycin H methyl ester

Provided By

JEOL Database JEOL Logo

Description

juglomycin H methyl ester is found in Streptomyces spp. 815 and Streptomyces spp. GW4184. juglomycin H methyl ester was first documented in 2005 (Maskey, R. P. et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202123403D          

 39 40  0  0  0  0            999 V2000
    5.0140    3.6757   -1.7955 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6533    3.6951   -1.3598 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2582    2.5611   -0.7222 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9651    1.5857   -0.5005 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8245    2.6823   -0.2749 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1891    1.2958   -0.1202 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7869    0.6217    0.9929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3178    1.4247    0.1490 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1546    0.1262   -0.0111 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6349    0.5190    0.0167 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5411   -0.6654   -0.1850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6145   -0.5677   -0.7781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1511   -1.9527    0.4328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0520   -3.0308    0.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2910   -2.9743   -0.1488 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7205   -4.2318    1.0517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4860   -4.3656    1.6788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5836   -3.2999    1.6768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8924   -2.0812    1.0409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8868   -0.9477    1.0624 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3942   -1.5258    0.8404 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1763    2.8617   -2.5090 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2223    4.6241   -2.2984 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6886    3.5817   -0.9388 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2761    3.2571   -1.0297 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8185    3.2277    0.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3607    0.6905   -1.0180 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7493    0.5621    0.7942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7234    2.1674   -0.5508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4742    1.8206    1.1614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9240   -0.2996   -0.9984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8402    1.2310   -0.7921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9056    0.9983    0.9649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3898   -2.0872   -0.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4258   -5.0584    1.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2212   -5.3012    2.1649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6173   -3.4278    2.1639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9020   -0.5030    2.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0474   -0.8421    1.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0  0  0  0
 13 19  2  0  0  0  0
 11 12  2  0  0  0  0
 20 21  1  0  0  0  0
 17 18  2  0  0  0  0
 14 15  1  0  0  0  0
 18 19  1  0  0  0  0
  9  8  1  0  0  0  0
 16 17  1  0  0  0  0
  8  6  1  0  0  0  0
 13 14  1  0  0  0  0
  6  5  1  0  0  0  0
 14 16  2  0  0  0  0
  5  3  1  0  0  0  0
 13 11  1  0  0  0  0
  3  2  1  0  0  0  0
 19 20  1  0  0  0  0
  3  4  2  0  0  0  0
 20  9  1  0  0  0  0
  6  7  1  0  0  0  0
  9 10  1  0  0  0  0
  2  1  1  0  0  0  0
 16 35  1  0  0  0  0
 17 36  1  0  0  0  0
 18 37  1  0  0  0  0
 20 38  1  1  0  0  0
  9 31  1  6  0  0  0
 10 32  1  0  0  0  0
 10 33  1  0  0  0  0
 21 39  1  0  0  0  0
 15 34  1  0  0  0  0
  8 29  1  0  0  0  0
  8 30  1  0  0  0  0
  6 27  1  6  0  0  0
  5 25  1  0  0  0  0
  5 26  1  0  0  0  0
  7 28  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
M  END

     RDKit          3D

 39 40  0  0  0  0  0  0  0  0999 V2000
    5.0140    3.6757   -1.7955 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6533    3.6951   -1.3598 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2582    2.5611   -0.7222 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9651    1.5857   -0.5005 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8245    2.6823   -0.2749 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1891    1.2958   -0.1202 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7869    0.6217    0.9929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3178    1.4247    0.1490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1546    0.1262   -0.0111 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6349    0.5190    0.0167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5411   -0.6654   -0.1850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6145   -0.5677   -0.7781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1511   -1.9527    0.4328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0520   -3.0308    0.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2910   -2.9743   -0.1488 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7205   -4.2318    1.0517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4860   -4.3656    1.6788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5836   -3.2999    1.6768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8924   -2.0812    1.0409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8868   -0.9477    1.0624 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3942   -1.5258    0.8404 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1763    2.8617   -2.5090 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2223    4.6241   -2.2984 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6886    3.5817   -0.9388 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2761    3.2571   -1.0297 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8185    3.2277    0.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3607    0.6905   -1.0180 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7493    0.5621    0.7942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7234    2.1674   -0.5508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4742    1.8206    1.1614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9240   -0.2996   -0.9984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8402    1.2310   -0.7921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9056    0.9983    0.9649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3898   -2.0872   -0.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4258   -5.0584    1.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2212   -5.3012    2.1649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6173   -3.4278    2.1639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9020   -0.5030    2.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0474   -0.8421    1.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0
 13 19  2  0
 11 12  2  0
 20 21  1  0
 17 18  2  0
 14 15  1  0
 18 19  1  0
  9  8  1  0
 16 17  1  0
  8  6  1  0
 13 14  1  0
  6  5  1  0
 14 16  2  0
  5  3  1  0
 13 11  1  0
  3  2  1  0
 19 20  1  0
  3  4  2  0
 20  9  1  0
  6  7  1  0
  9 10  1  0
  2  1  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 20 38  1  1
  9 31  1  6
 10 32  1  0
 10 33  1  0
 21 39  1  0
 15 34  1  0
  8 29  1  0
  8 30  1  0
  6 27  1  6
  5 25  1  0
  5 26  1  0
  7 28  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
M  END


  Mrv1652306202123403D          

 39 40  0  0  0  0            999 V2000
    5.0140    3.6757   -1.7955 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6533    3.6951   -1.3598 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2582    2.5611   -0.7222 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9651    1.5857   -0.5005 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8245    2.6823   -0.2749 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1891    1.2958   -0.1202 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7869    0.6217    0.9929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3178    1.4247    0.1490 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1546    0.1262   -0.0111 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6349    0.5190    0.0167 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5411   -0.6654   -0.1850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6145   -0.5677   -0.7781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1511   -1.9527    0.4328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0520   -3.0308    0.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2910   -2.9743   -0.1488 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7205   -4.2318    1.0517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4860   -4.3656    1.6788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5836   -3.2999    1.6768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8924   -2.0812    1.0409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8868   -0.9477    1.0624 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3942   -1.5258    0.8404 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1763    2.8617   -2.5090 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2223    4.6241   -2.2984 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6886    3.5817   -0.9388 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2761    3.2571   -1.0297 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8185    3.2277    0.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3607    0.6905   -1.0180 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7493    0.5621    0.7942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7234    2.1674   -0.5508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4742    1.8206    1.1614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9240   -0.2996   -0.9984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8402    1.2310   -0.7921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9056    0.9983    0.9649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3898   -2.0872   -0.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4258   -5.0584    1.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2212   -5.3012    2.1649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6173   -3.4278    2.1639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9020   -0.5030    2.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0474   -0.8421    1.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0  0  0  0
 13 19  2  0  0  0  0
 11 12  2  0  0  0  0
 20 21  1  0  0  0  0
 17 18  2  0  0  0  0
 14 15  1  0  0  0  0
 18 19  1  0  0  0  0
  9  8  1  0  0  0  0
 16 17  1  0  0  0  0
  8  6  1  0  0  0  0
 13 14  1  0  0  0  0
  6  5  1  0  0  0  0
 14 16  2  0  0  0  0
  5  3  1  0  0  0  0
 13 11  1  0  0  0  0
  3  2  1  0  0  0  0
 19 20  1  0  0  0  0
  3  4  2  0  0  0  0
 20  9  1  0  0  0  0
  6  7  1  0  0  0  0
  9 10  1  0  0  0  0
  2  1  1  0  0  0  0
 16 35  1  0  0  0  0
 17 36  1  0  0  0  0
 18 37  1  0  0  0  0
 20 38  1  1  0  0  0
  9 31  1  6  0  0  0
 10 32  1  0  0  0  0
 10 33  1  0  0  0  0
 21 39  1  0  0  0  0
 15 34  1  0  0  0  0
  8 29  1  0  0  0  0
  8 30  1  0  0  0  0
  6 27  1  6  0  0  0
  5 25  1  0  0  0  0
  5 26  1  0  0  0  0
  7 28  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0039172

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C([H])C2=C1C(=O)C([H])([H])[C@@]([H])(C([H])([H])[C@]([H])(O[H])C([H])([H])C(=O)OC([H])([H])[H])[C@]2([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H18O6/c1-21-13(19)7-9(16)5-8-6-12(18)14-10(15(8)20)3-2-4-11(14)17/h2-4,8-9,15-17,20H,5-7H2,1H3/t8-,9+,15+/m1/s1

> <INCHI_KEY>
FLXDHZKNDSNCFZ-OLBFVZFUSA-N

> <FORMULA>
C15H18O6

> <MOLECULAR_WEIGHT>
294.303

> <EXACT_MASS>
294.1103383

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
30.5508446703843

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (3S)-4-[(1S,2R)-1,5-dihydroxy-4-oxo-1,2,3,4-tetrahydronaphthalen-2-yl]-3-hydroxybutanoate

> <ALOGPS_LOGP>
0.22

> <JCHEM_LOGP>
0.6902683249999997

> <ALOGPS_LOGS>
-2.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.037450604410132

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.594991944407594

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8053312178565486

> <JCHEM_POLAR_SURFACE_AREA>
104.06

> <JCHEM_REFRACTIVITY>
74.0477

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.42e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (3S)-4-[(1S,2R)-1,5-dihydroxy-4-oxo-2,3-dihydro-1H-naphthalen-2-yl]-3-hydroxybutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 39 40  0  0  0  0  0  0  0  0999 V2000
    5.0140    3.6757   -1.7955 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6533    3.6951   -1.3598 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2582    2.5611   -0.7222 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9651    1.5857   -0.5005 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8245    2.6823   -0.2749 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1891    1.2958   -0.1202 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7869    0.6217    0.9929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3178    1.4247    0.1490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1546    0.1262   -0.0111 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6349    0.5190    0.0167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5411   -0.6654   -0.1850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6145   -0.5677   -0.7781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1511   -1.9527    0.4328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0520   -3.0308    0.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2910   -2.9743   -0.1488 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7205   -4.2318    1.0517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4860   -4.3656    1.6788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5836   -3.2999    1.6768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8924   -2.0812    1.0409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8868   -0.9477    1.0624 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3942   -1.5258    0.8404 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1763    2.8617   -2.5090 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2223    4.6241   -2.2984 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6886    3.5817   -0.9388 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2761    3.2571   -1.0297 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8185    3.2277    0.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3607    0.6905   -1.0180 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7493    0.5621    0.7942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7234    2.1674   -0.5508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4742    1.8206    1.1614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9240   -0.2996   -0.9984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8402    1.2310   -0.7921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9056    0.9983    0.9649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3898   -2.0872   -0.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4258   -5.0584    1.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2212   -5.3012    2.1649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6173   -3.4278    2.1639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9020   -0.5030    2.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0474   -0.8421    1.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0
 13 19  2  0
 11 12  2  0
 20 21  1  0
 17 18  2  0
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  8 29  1  0
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  6 27  1  6
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  7 28  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       5.014   3.676  -1.796  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.653   3.695  -1.360  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.258   2.561  -0.722  0.00  0.00           C+0
HETATM    4  O   UNK     0       3.965   1.586  -0.500  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.825   2.682  -0.275  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.189   1.296  -0.120  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.787   0.622   0.993  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.318   1.425   0.149  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.155   0.126  -0.011  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.635   0.519   0.017  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.541  -0.665  -0.185  0.00  0.00           C+0
HETATM   12  O   UNK     0      -4.614  -0.568  -0.778  0.00  0.00           O+0
HETATM   13  C   UNK     0      -3.151  -1.953   0.433  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.052  -3.031   0.434  0.00  0.00           C+0
HETATM   15  O   UNK     0      -5.291  -2.974  -0.149  0.00  0.00           O+0
HETATM   16  C   UNK     0      -3.720  -4.232   1.052  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.486  -4.366   1.679  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.584  -3.300   1.677  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.892  -2.081   1.041  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.887  -0.948   1.062  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.394  -1.526   0.840  0.00  0.00           O+0
HETATM   22  H   UNK     0       5.176   2.862  -2.509  0.00  0.00           H+0
HETATM   23  H   UNK     0       5.222   4.624  -2.298  0.00  0.00           H+0
HETATM   24  H   UNK     0       5.689   3.582  -0.939  0.00  0.00           H+0
HETATM   25  H   UNK     0       1.276   3.257  -1.030  0.00  0.00           H+0
HETATM   26  H   UNK     0       1.819   3.228   0.675  0.00  0.00           H+0
HETATM   27  H   UNK     0       1.361   0.691  -1.018  0.00  0.00           H+0
HETATM   28  H   UNK     0       2.749   0.562   0.794  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.723   2.167  -0.551  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.474   1.821   1.161  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.924  -0.300  -0.998  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.840   1.231  -0.792  0.00  0.00           H+0
HETATM   33  H   UNK     0      -2.906   0.998   0.965  0.00  0.00           H+0
HETATM   34  H   UNK     0      -5.390  -2.087  -0.563  0.00  0.00           H+0
HETATM   35  H   UNK     0      -4.426  -5.058   1.047  0.00  0.00           H+0
HETATM   36  H   UNK     0      -2.221  -5.301   2.165  0.00  0.00           H+0
HETATM   37  H   UNK     0      -0.617  -3.428   2.164  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.902  -0.503   2.065  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.047  -0.842   1.100  0.00  0.00           H+0
CONECT    1    2   22   23   24                                             
CONECT    2    3    1                                                       
CONECT    3    5    2    4                                                  
CONECT    4    3                                                            
CONECT    5    6    3   25   26                                             
CONECT    6    8    5    7   27                                             
CONECT    7    6   28                                                       
CONECT    8    9    6   29   30                                             
CONECT    9    8   20   10   31                                             
CONECT   10   11    9   32   33                                             
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   19   14   11                                                  
CONECT   14   15   13   16                                                  
CONECT   15   14   34                                                       
CONECT   16   17   14   35                                                  
CONECT   17   18   16   36                                                  
CONECT   18   17   19   37                                                  
CONECT   19   13   18   20                                                  
CONECT   20   21   19    9   38                                             
CONECT   21   20   39                                                       
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    5                                                            
CONECT   26    5                                                            
CONECT   27    6                                                            
CONECT   28    7                                                            
CONECT   29    8                                                            
CONECT   30    8                                                            
CONECT   31    9                                                            
CONECT   32   10                                                            
CONECT   33   10                                                            
CONECT   34   15                                                            
CONECT   35   16                                                            
CONECT   36   17                                                            
CONECT   37   18                                                            
CONECT   38   20                                                            
CONECT   39   21                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   80    0
END

RDKit          3D

39 40  0  0  0  0  0  0  0  0999 V2000
    5.0140    3.6757   -1.7955 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6533    3.6951   -1.3598 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2582    2.5611   -0.7222 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9651    1.5857   -0.5005 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8245    2.6823   -0.2749 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1891    1.2958   -0.1202 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7869    0.6217    0.9929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3178    1.4247    0.1490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1546    0.1262   -0.0111 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6349    0.5190    0.0167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5411   -0.6654   -0.1850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6145   -0.5677   -0.7781 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1511   -1.9527    0.4328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0520   -3.0308    0.4335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2910   -2.9743   -0.1488 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7205   -4.2318    1.0517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4860   -4.3656    1.6788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5836   -3.2999    1.6768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8924   -2.0812    1.0409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8868   -0.9477    1.0624 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3942   -1.5258    0.8404 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1763    2.8617   -2.5090 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2223    4.6241   -2.2984 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6886    3.5817   -0.9388 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2761    3.2571   -1.0297 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8185    3.2277    0.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3607    0.6905   -1.0180 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7493    0.5621    0.7942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7234    2.1674   -0.5508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4742    1.8206    1.1614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9240   -0.2996   -0.9984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8402    1.2310   -0.7921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9056    0.9983    0.9649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3898   -2.0872   -0.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4258   -5.0584    1.0466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2212   -5.3012    2.1649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6173   -3.4278    2.1639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9020   -0.5030    2.0654 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0474   -0.8421    1.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0
 13 19  2  0
 11 12  2  0
 20 21  1  0
 17 18  2  0
 14 15  1  0
 18 19  1  0
  9  8  1  0
 16 17  1  0
  8  6  1  0
 13 14  1  0
  6  5  1  0
 14 16  2  0
  5  3  1  0
 13 11  1  0
  3  2  1  0
 19 20  1  0
  3  4  2  0
 20  9  1  0
  6  7  1  0
  9 10  1  0
  2  1  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 20 38  1  1
  9 31  1  6
 10 32  1  0
 10 33  1  0
 21 39  1  0
 15 34  1  0
  8 29  1  0
  8 30  1  0
  6 27  1  6
  5 25  1  0
  5 26  1  0
  7 28  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₁₈O₆

Average Mass

294.3030 Da

Monoisotopic Mass

294.11034 Da

IUPAC Name

methyl (3S)-4-[(1S,2R)-1,5-dihydroxy-4-oxo-1,2,3,4-tetrahydronaphthalen-2-yl]-3-hydroxybutanoate

Traditional Name

methyl (3S)-4-[(1S,2R)-1,5-dihydroxy-4-oxo-2,3-dihydro-1H-naphthalen-2-yl]-3-hydroxybutanoate

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C([H])C2=C1C(=O)C([H])([H])[C@@]([H])(C([H])([H])[C@]([H])(O[H])C([H])([H])C(=O)OC([H])([H])[H])[C@]2([H])O[H]

InChI Identifier

InChI=1S/C15H18O6/c1-21-13(19)7-9(16)5-8-6-12(18)14-10(15(8)20)3-2-4-11(14)17/h2-4,8-9,15-17,20H,5-7H2,1H3/t8-,9+,15+/m1/s1

InChI Key

FLXDHZKNDSNCFZ-OLBFVZFUSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptomyces spp. 815	JEOL database	Maskey, R. P. et al, Z. Naturforsch. 60b, 183 (2005)
Streptomyces spp. GW4184	JEOL database	Maskey, R. P. et al, Z. Naturforsch. 60b, 183 (2005)

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	0.22	ALOGPS
logP	0.69	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	8.59	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	104.06 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	74.05 m³·mol⁻¹	ChemAxon
Polarizability	30.55 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

Not Available

References

General References

Maskey, R. P. et al. (2005). Maskey, R. P. et al, Z. Naturforsch. 60b, 183 (2005). Z. Naturforsch.

Showing NP-Card for juglomycin H methyl ester (NP0039172)

MOL for NP0039172 (juglomycin H methyl ester)

3D MOL for NP0039172 (juglomycin H methyl ester)

3D SDF for NP0039172 (juglomycin H methyl ester)

3D-SDF for NP0039172 (juglomycin H methyl ester)

PDB for NP0039172 (juglomycin H methyl ester)

3D PDB for NP0039172 (juglomycin H methyl ester)

SMILES for NP0039172 (juglomycin H methyl ester)

INCHI for NP0039172 (juglomycin H methyl ester)

Structure for NP0039172 (juglomycin H methyl ester)

3D Structure for NP0039172 (juglomycin H methyl ester)