NP-MRD: Showing NP-Card for Resorthiomycin (NP0011228)

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Record Information

Version

2.0

Created at

2021-01-05 20:59:37 UTC

Updated at

2021-07-15 17:08:19 UTC

NP-MRD ID

NP0011228

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Resorthiomycin

Provided By

NPAtlas

Description

{2,4-Dihydroxy-5-[(3R)-3-hydroxybutyl]-3,6-dimethylphenyl}(methylsulfanyl)methanone belongs to the class of organic compounds known as salicylic acid and derivatives. Salicylic acid and derivatives are compounds containing a 2-hydroxybenzoic acid moiety or a derivative thereof. Resorthiomycin is found in Streptomyces and Streptomyces collinus 45H-6. Resorthiomycin was first documented in 1990 (PMID: 2312402). Based on a literature review very few articles have been published on {2,4-dihydroxy-5-[(3R)-3-hydroxybutyl]-3,6-dimethylphenyl}(methylsulfanyl)methanone.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242107443D          

 39 39  0  0  0  0            999 V2000
    5.5337    2.2730   -0.5880 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6161    0.7243   -0.4440 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.9265    1.0566   -0.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6120    2.2968    0.0257 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8764    0.0787    0.1403 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5835    0.4724    0.4336 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2702    1.8989    0.5688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4394   -0.4198    0.6361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8261    0.0015    0.9130 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6085    0.4020   -0.3018 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0023    0.8276    0.1134 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7484    1.2165   -1.1292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6561   -0.1317    0.8660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467   -1.7666    0.5413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1838   -2.6807    0.7479 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1097   -2.2153    0.2556 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4237   -3.6774    0.1510 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1492   -1.2793    0.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3647   -1.8303   -0.2311 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8510    2.4043   -1.6280 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8744    3.1569   -0.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3650    2.3398    0.1442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8733    2.4288    1.3513 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4170    2.4420   -0.3820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8273    2.0927    0.8056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3856   -0.8961    1.3604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9347    0.7637    1.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6663   -0.4446   -1.0437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1501    1.2266   -0.8579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8938    1.7355    0.7329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7116    0.4000   -1.9029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2584    2.1150   -1.5577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8242    1.4261   -0.9523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4593   -1.0541    0.6182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0262   -3.6647    0.6913 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2221   -4.0748   -0.8657 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5153   -3.7988    0.3159 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9075   -4.2684    0.9242 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2576   -1.5772   -0.4218 H   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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
  8 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18  5  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  7 23  1  0  0  0  0
  7 24  1  0  0  0  0
  7 25  1  0  0  0  0
  9 26  1  0  0  0  0
  9 27  1  0  0  0  0
 10 28  1  0  0  0  0
 10 29  1  0  0  0  0
 11 30  1  1  0  0  0
 12 31  1  0  0  0  0
 12 32  1  0  0  0  0
 12 33  1  0  0  0  0
 13 34  1  0  0  0  0
 15 35  1  0  0  0  0
 17 36  1  0  0  0  0
 17 37  1  0  0  0  0
 17 38  1  0  0  0  0
 19 39  1  0  0  0  0
M  END

     RDKit          3D

 39 39  0  0  0  0  0  0  0  0999 V2000
    5.5337    2.2730   -0.5880 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6161    0.7243   -0.4440 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.9265    1.0566   -0.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6120    2.2968    0.0257 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8764    0.0787    0.1403 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5835    0.4724    0.4336 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2702    1.8989    0.5688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4394   -0.4198    0.6361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8261    0.0015    0.9130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6085    0.4020   -0.3018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0023    0.8276    0.1134 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7484    1.2165   -1.1292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6561   -0.1317    0.8660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467   -1.7666    0.5413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1838   -2.6807    0.7479 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1097   -2.2153    0.2556 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4237   -3.6774    0.1510 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1492   -1.2793    0.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3647   -1.8303   -0.2311 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8510    2.4043   -1.6280 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8744    3.1569   -0.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3650    2.3398    0.1442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8733    2.4288    1.3513 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4170    2.4420   -0.3820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8273    2.0927    0.8056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3856   -0.8961    1.3604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9347    0.7637    1.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6663   -0.4446   -1.0437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1501    1.2266   -0.8579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8938    1.7355    0.7329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7116    0.4000   -1.9029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2584    2.1150   -1.5577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8242    1.4261   -0.9523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4593   -1.0541    0.6182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0262   -3.6647    0.6913 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2221   -4.0748   -0.8657 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5153   -3.7988    0.3159 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9075   -4.2684    0.9242 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2576   -1.5772   -0.4218 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
  8 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 18  5  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  7 23  1  0
  7 24  1  0
  7 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  1
 12 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 15 35  1  0
 17 36  1  0
 17 37  1  0
 17 38  1  0
 19 39  1  0
M  END


  Mrv1652306242107443D          

 39 39  0  0  0  0            999 V2000
    5.5337    2.2730   -0.5880 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6161    0.7243   -0.4440 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.9265    1.0566   -0.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6120    2.2968    0.0257 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8764    0.0787    0.1403 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5835    0.4724    0.4336 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2702    1.8989    0.5688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4394   -0.4198    0.6361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8261    0.0015    0.9130 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6085    0.4020   -0.3018 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0023    0.8276    0.1134 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7484    1.2165   -1.1292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6561   -0.1317    0.8660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467   -1.7666    0.5413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1838   -2.6807    0.7479 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1097   -2.2153    0.2556 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4237   -3.6774    0.1510 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1492   -1.2793    0.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3647   -1.8303   -0.2311 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8510    2.4043   -1.6280 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8744    3.1569   -0.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3650    2.3398    0.1442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8733    2.4288    1.3513 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4170    2.4420   -0.3820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8273    2.0927    0.8056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3856   -0.8961    1.3604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9347    0.7637    1.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6663   -0.4446   -1.0437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1501    1.2266   -0.8579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8938    1.7355    0.7329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7116    0.4000   -1.9029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2584    2.1150   -1.5577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8242    1.4261   -0.9523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4593   -1.0541    0.6182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0262   -3.6647    0.6913 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2221   -4.0748   -0.8657 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5153   -3.7988    0.3159 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9075   -4.2684    0.9242 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2576   -1.5772   -0.4218 H   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  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
  8 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18  5  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  7 23  1  0  0  0  0
  7 24  1  0  0  0  0
  7 25  1  0  0  0  0
  9 26  1  0  0  0  0
  9 27  1  0  0  0  0
 10 28  1  0  0  0  0
 10 29  1  0  0  0  0
 11 30  1  1  0  0  0
 12 31  1  0  0  0  0
 12 32  1  0  0  0  0
 12 33  1  0  0  0  0
 13 34  1  0  0  0  0
 15 35  1  0  0  0  0
 17 36  1  0  0  0  0
 17 37  1  0  0  0  0
 17 38  1  0  0  0  0
 19 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0011228

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(C(O[H])=C(C(=C1C(=O)SC([H])([H])[H])C([H])([H])[H])C([H])([H])C([H])([H])[C@]([H])(O[H])C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C14H20O4S/c1-7(15)5-6-10-8(2)11(14(18)19-4)13(17)9(3)12(10)16/h7,15-17H,5-6H2,1-4H3/t7-/m1/s1

> <INCHI_KEY>
YIKHKZNDXADDGL-SSDOTTSWSA-N

> <FORMULA>
C14H20O4S

> <MOLECULAR_WEIGHT>
284.37

> <EXACT_MASS>
284.108230298

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
31.271518353908565

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{2,4-dihydroxy-5-[(3R)-3-hydroxybutyl]-3,6-dimethylphenyl}(methylsulfanyl)methanone

> <ALOGPS_LOGP>
1.86

> <JCHEM_LOGP>
4.183519549666667

> <ALOGPS_LOGS>
-2.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.438912343534474

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.477724666324344

> <JCHEM_PKA_STRONGEST_BASIC>
-2.51327065198946

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
79.0139

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.46e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{2,4-dihydroxy-5-[(3R)-3-hydroxybutyl]-3,6-dimethylphenyl}(methylsulfanyl)methanone

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 39 39  0  0  0  0  0  0  0  0999 V2000
    5.5337    2.2730   -0.5880 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6161    0.7243   -0.4440 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.9265    1.0566   -0.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6120    2.2968    0.0257 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8764    0.0787    0.1403 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5835    0.4724    0.4336 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2702    1.8989    0.5688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4394   -0.4198    0.6361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8261    0.0015    0.9130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6085    0.4020   -0.3018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0023    0.8276    0.1134 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7484    1.2165   -1.1292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6561   -0.1317    0.8660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467   -1.7666    0.5413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1838   -2.6807    0.7479 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1097   -2.2153    0.2556 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4237   -3.6774    0.1510 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1492   -1.2793    0.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3647   -1.8303   -0.2311 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8510    2.4043   -1.6280 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8744    3.1569   -0.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3650    2.3398    0.1442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8733    2.4288    1.3513 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4170    2.4420   -0.3820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8273    2.0927    0.8056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3856   -0.8961    1.3604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9347    0.7637    1.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6663   -0.4446   -1.0437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1501    1.2266   -0.8579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8938    1.7355    0.7329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7116    0.4000   -1.9029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2584    2.1150   -1.5577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8242    1.4261   -0.9523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4593   -1.0541    0.6182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0262   -3.6647    0.6913 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2221   -4.0748   -0.8657 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5153   -3.7988    0.3159 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9075   -4.2684    0.9242 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2576   -1.5772   -0.4218 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
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  6  7  1  0
  6  8  1  0
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  8 14  2  0
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  1 20  1  0
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 15 35  1  0
 17 36  1  0
 17 37  1  0
 17 38  1  0
 19 39  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       5.534   2.273  -0.588  0.00  0.00           C+0
HETATM    2  S   UNK     0       4.616   0.724  -0.444  0.00  0.00           S+0
HETATM    3  C   UNK     0       2.926   1.057  -0.069  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.612   2.297   0.026  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.876   0.079   0.140  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.584   0.472   0.434  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.270   1.899   0.569  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.439  -0.420   0.636  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.826   0.002   0.913  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.608   0.402  -0.302  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.002   0.828   0.113  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.748   1.216  -1.129  0.00  0.00           C+0
HETATM   13  O   UNK     0      -4.656  -0.132   0.866  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.147  -1.767   0.541  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.184  -2.681   0.748  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.110  -2.215   0.256  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.424  -3.677   0.151  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.149  -1.279   0.049  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.365  -1.830  -0.231  0.00  0.00           O+0
HETATM   20  H   UNK     0       5.851   2.404  -1.628  0.00  0.00           H+0
HETATM   21  H   UNK     0       4.874   3.157  -0.351  0.00  0.00           H+0
HETATM   22  H   UNK     0       6.365   2.340   0.144  0.00  0.00           H+0
HETATM   23  H   UNK     0       0.873   2.429   1.351  0.00  0.00           H+0
HETATM   24  H   UNK     0       0.417   2.442  -0.382  0.00  0.00           H+0
HETATM   25  H   UNK     0      -0.827   2.093   0.806  0.00  0.00           H+0
HETATM   26  H   UNK     0      -2.386  -0.896   1.360  0.00  0.00           H+0
HETATM   27  H   UNK     0      -1.935   0.764   1.705  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.666  -0.445  -1.044  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.150   1.227  -0.858  0.00  0.00           H+0
HETATM   30  H   UNK     0      -3.894   1.736   0.733  0.00  0.00           H+0
HETATM   31  H   UNK     0      -4.712   0.400  -1.903  0.00  0.00           H+0
HETATM   32  H   UNK     0      -4.258   2.115  -1.558  0.00  0.00           H+0
HETATM   33  H   UNK     0      -5.824   1.426  -0.952  0.00  0.00           H+0
HETATM   34  H   UNK     0      -4.459  -1.054   0.618  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.026  -3.665   0.691  0.00  0.00           H+0
HETATM   36  H   UNK     0       1.222  -4.075  -0.866  0.00  0.00           H+0
HETATM   37  H   UNK     0       2.515  -3.799   0.316  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.908  -4.268   0.924  0.00  0.00           H+0
HETATM   39  H   UNK     0       4.258  -1.577  -0.422  0.00  0.00           H+0
CONECT    1    2   20   21   22                                             
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   18                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6   23   24   25                                             
CONECT    8    6    9   14                                                  
CONECT    9    8   10   26   27                                             
CONECT   10    9   11   28   29                                             
CONECT   11   10   12   13   30                                             
CONECT   12   11   31   32   33                                             
CONECT   13   11   34                                                       
CONECT   14    8   15   16                                                  
CONECT   15   14   35                                                       
CONECT   16   14   17   18                                                  
CONECT   17   16   36   37   38                                             
CONECT   18   16   19    5                                                  
CONECT   19   18   39                                                       
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    7                                                            
CONECT   24    7                                                            
CONECT   25    7                                                            
CONECT   26    9                                                            
CONECT   27    9                                                            
CONECT   28   10                                                            
CONECT   29   10                                                            
CONECT   30   11                                                            
CONECT   31   12                                                            
CONECT   32   12                                                            
CONECT   33   12                                                            
CONECT   34   13                                                            
CONECT   35   15                                                            
CONECT   36   17                                                            
CONECT   37   17                                                            
CONECT   38   17                                                            
CONECT   39   19                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   78    0
END

RDKit          3D

39 39  0  0  0  0  0  0  0  0999 V2000
    5.5337    2.2730   -0.5880 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6161    0.7243   -0.4440 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.9265    1.0566   -0.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6120    2.2968    0.0257 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8764    0.0787    0.1403 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5835    0.4724    0.4336 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2702    1.8989    0.5688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4394   -0.4198    0.6361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8261    0.0015    0.9130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6085    0.4020   -0.3018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0023    0.8276    0.1134 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7484    1.2165   -1.1292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6561   -0.1317    0.8660 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467   -1.7666    0.5413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1838   -2.6807    0.7479 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1097   -2.2153    0.2556 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4237   -3.6774    0.1510 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1492   -1.2793    0.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3647   -1.8303   -0.2311 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8510    2.4043   -1.6280 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8744    3.1569   -0.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3650    2.3398    0.1442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8733    2.4288    1.3513 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4170    2.4420   -0.3820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8273    2.0927    0.8056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3856   -0.8961    1.3604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9347    0.7637    1.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6663   -0.4446   -1.0437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1501    1.2266   -0.8579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8938    1.7355    0.7329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7116    0.4000   -1.9029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2584    2.1150   -1.5577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8242    1.4261   -0.9523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4593   -1.0541    0.6182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0262   -3.6647    0.6913 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2221   -4.0748   -0.8657 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5153   -3.7988    0.3159 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9075   -4.2684    0.9242 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2576   -1.5772   -0.4218 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
  8 14  2  0
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 18  5  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
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 17 38  1  0
 19 39  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
{2,4-dihydroxy-5-[(3R)-3-hydroxybutyl]-3,6-dimethylphenyl}(methylsulphanyl)methanone	Generator
2,4-Dihydroxy-3,6-dimethyl-5-[(R)-3-hydroxybutyl]thiobenzoate S-methyl ester	Generator

Chemical Formula

C₁₄H₂₀O₄S

Average Mass

284.3700 Da

Monoisotopic Mass

284.10823 Da

IUPAC Name

{2,4-dihydroxy-5-[(3R)-3-hydroxybutyl]-3,6-dimethylphenyl}(methylsulfanyl)methanone

Traditional Name

{2,4-dihydroxy-5-[(3R)-3-hydroxybutyl]-3,6-dimethylphenyl}(methylsulfanyl)methanone

CAS Registry Number

Not Available

SMILES

CSC(=O)C1=C(C)C(CC[C@@H](C)O)=C(O)C(C)=C1O

InChI Identifier

InChI=1S/C14H20O4S/c1-7(15)5-6-10-8(2)11(14(18)19-4)13(17)9(3)12(10)16/h7,15-17H,5-6H2,1-4H3/t7-/m1/s1

InChI Key

YIKHKZNDXADDGL-SSDOTTSWSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptomyces	NPAtlas	2312402
Streptomyces collinus 45H-6	Bacteria	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as salicylic acid and derivatives. Salicylic acid and derivatives are compounds containing a 2-hydroxybenzoic acid moiety or a derivative thereof.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Salicylic acid and derivatives

Alternative Parents

Substituents

Salicylic acid or derivatives
P-xylenol
Xylenol
Thiobenzoic acid or derivatives
P-xylene
Xylene
Resorcinol
O-cresol
M-cresol
Benzoyl
Phenol
Vinylogous acid
Carbothioic s-ester
Thiocarboxylic acid ester
Secondary alcohol
Sulfenyl compound
Thiocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

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	1.86	ALOGPS
logP	4.18	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	9.48	ChemAxon
pKa (Strongest Basic)	-2.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	79.01 m³·mol⁻¹	ChemAxon
Polarizability	31.27 Å³	ChemAxon
Number of Rings	1	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

NPAtlas ID

NPA020703

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78442934

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

100976785

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Tahara M, Okabe T, Furihata K, Tanaka N, Yamaguchi H, Nishimura T, Suzuki H: Resorthiomycin, a novel antitumor antibiotic. II. Physico-chemical properties and structure elucidation. J Antibiot (Tokyo). 1990 Feb;43(2):135-7. doi: 10.7164/antibiotics.43.135. [PubMed:2312402 ]

Showing NP-Card for Resorthiomycin (NP0011228)

MOL for NP0011228 (Resorthiomycin)

3D MOL for NP0011228 (Resorthiomycin)

3D SDF for NP0011228 (Resorthiomycin)

3D-SDF for NP0011228 (Resorthiomycin)

PDB for NP0011228 (Resorthiomycin)

3D PDB for NP0011228 (Resorthiomycin)

SMILES for NP0011228 (Resorthiomycin)

INCHI for NP0011228 (Resorthiomycin)

Structure for NP0011228 (Resorthiomycin)

3D Structure for NP0011228 (Resorthiomycin)