NP-MRD: Showing NP-Card for 3-({3-[(1s,5s,9s)-5,9-dimethyl-4-oxo-8-oxatetracyclo[7.2.1.1⁷,¹⁰.0¹,⁶]tridec-2-en-5-yl]-1-hydroxypropylidene}amino)-2,4-dihydroxybenzoic acid (NP0184065)

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Record Information

Version

2.0

Created at

2022-09-03 23:05:57 UTC

Updated at

2022-09-03 23:05:57 UTC

NP-MRD ID

NP0184065

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-({3-[(1s,5s,9s)-5,9-dimethyl-4-oxo-8-oxatetracyclo[7.2.1.1⁷,¹⁰.0¹,⁶]tridec-2-en-5-yl]-1-hydroxypropylidene}amino)-2,4-dihydroxybenzoic acid

Description

PLATENSIMYCIN belongs to the class of organic compounds known as hydroxybenzoic acid derivatives. Hydroxybenzoic acid derivatives are compounds containing a hydroxybenzoic acid (or a derivative), which is a benzene ring bearing a carboxyl and a hydroxyl groups. 3-({3-[(1s,5s,9s)-5,9-dimethyl-4-oxo-8-oxatetracyclo[7.2.1.1⁷,¹⁰.0¹,⁶]tridec-2-en-5-yl]-1-hydroxypropylidene}amino)-2,4-dihydroxybenzoic acid is found in Streptomyces aureus and Streptomyces platensis. Based on a literature review very few articles have been published on PLATENSIMYCIN.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042201052D          

 32 36  0  0  1  0            999 V2000
    4.5815   -0.5093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0547    0.1257    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2423   -0.1839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7427    0.5331    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9084    0.3254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1926    0.7721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2869    1.6088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6406    2.1215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0804    1.8910    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6440    2.5912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6710    2.4671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4651    2.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0558    2.8196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8522    3.6191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8499    2.5961    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4405    3.1721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2370    3.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4428    4.1951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8276    4.5476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6218    4.3242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8253    3.5247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6195    3.3012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2101    3.8772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8230    2.5017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2347    2.9487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4382    2.1492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7933    1.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5800    1.8039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4376    1.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4743    0.8105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5790    0.5518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8961    1.0410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  4  3  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  6  0  0  0
  9 11  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  4  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 21 25  2  0  0  0  0
 16 25  1  0  0  0  0
 25 26  1  0  0  0  0
  9 27  1  0  0  0  0
  4 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
  2 30  1  0  0  0  0
 30 31  1  0  0  0  0
  4 31  1  0  0  0  0
 28 32  1  0  0  0  0
  2 32  1  0  0  0  0
M  END

     RDKit          3D

 59 63  0  0  0  0  0  0  0  0999 V2000
    4.9111   -1.7546    2.0226 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0059   -0.9473    1.1610 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2941   -1.1466   -0.3354 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6343    0.1563   -0.8422 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9640    0.2553   -2.2622 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0045    0.4047   -3.1603 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5961    0.4771   -2.7906 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7579    0.2326   -3.6418 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3078    0.8562   -1.3598 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6834    2.3380   -1.3519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1480    0.7908   -1.0517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7878   -0.5558   -1.2299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2351   -0.4978   -0.8922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0220    0.3823   -1.6471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7690   -1.1937    0.0255 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1579   -1.0932    0.2999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0948   -1.4296   -0.6509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7390   -1.8809   -1.9172 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4496   -1.3299   -0.3782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8679   -0.8906    0.8538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9482   -0.5486    1.8203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3885   -0.0820    3.1289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5793    0.2367    4.0292 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7428    0.0161    3.3970 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5979   -0.6560    1.5260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6949   -0.2949    2.5460 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1823   -0.0138   -0.5559 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9600   -0.0863    0.9151 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7106    0.9041    1.7514 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1381    0.5449    1.4049 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.3763    1.1201    0.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6544   -1.2639    1.3262 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6192   -2.8178    1.9417 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9497   -1.6283    1.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8839   -1.3545    3.0458 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7712   -2.0231   -0.7315 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3652   -1.1212   -0.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9872    0.2071   -2.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3082    0.4728   -4.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5647    2.8186   -0.3899 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6366    2.5255   -1.8779 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9026    2.8128   -2.0242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7102    1.4906   -1.7085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3165    1.1681   -0.0246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6051   -1.0003   -2.2218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3277   -1.2573   -0.5042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5502    1.0614   -1.0990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4201   -2.1288   -2.6176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2009   -1.5899   -1.1133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9381   -0.8176    1.0527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4202    0.3441    2.7317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6970   -0.3687    2.3444 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9429   -1.0712   -0.9126 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9336   -0.2611    1.2478 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5676    0.5831    2.8184 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4530    1.9416    1.6470 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8712    0.8154    2.1502 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0375    2.1413    0.0240 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4340    1.0908   -0.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4 31  1  0
 31 30  1  0
 30 29  1  0
 29 28  1  0
 28 32  1  0
 28 27  1  0
 27  9  1  0
  9 10  1  6
  9 11  1  0
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 12 13  1  0
 13 14  1  0
 13 15  2  0
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 21 22  1  0
 22 24  1  0
 22 23  2  0
 21 25  2  0
 25 26  1  0
  9  7  1  0
  7  8  2  0
  7  6  1  0
  6  5  2  0
 30  2  1  0
 25 16  1  0
 32  2  1  0
 27  4  1  0
  4  5  1  6
  1 33  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
  3 37  1  0
 31 58  1  0
 31 59  1  0
 30 57  1  1
 29 55  1  0
 29 56  1  0
 28 54  1  6
 27 53  1  6
 10 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
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 12 45  1  0
 12 46  1  0
 14 47  1  0
 18 48  1  0
 19 49  1  0
 20 50  1  0
 24 51  1  0
 26 52  1  0
  6 39  1  0
  5 38  1  0
M  END


  Mrv1652309042201052D          

 32 36  0  0  1  0            999 V2000
    4.5815   -0.5093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0547    0.1257    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2423   -0.1839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7427    0.5331    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9084    0.3254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1926    0.7721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2869    1.6088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6406    2.1215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0804    1.8910    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6440    2.5912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6710    2.4671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4651    2.2436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0558    2.8196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8522    3.6191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8499    2.5961    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4405    3.1721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2370    3.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4428    4.1951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8276    4.5476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6218    4.3242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8253    3.5247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6195    3.3012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2101    3.8772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8230    2.5017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2347    2.9487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4382    2.1492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7933    1.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5800    1.8039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4376    1.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4743    0.8105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5790    0.5518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8961    1.0410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  4  3  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  6  0  0  0
  9 11  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  4  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 21 25  2  0  0  0  0
 16 25  1  0  0  0  0
 25 26  1  0  0  0  0
  9 27  1  0  0  0  0
  4 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
  2 30  1  0  0  0  0
 30 31  1  0  0  0  0
  4 31  1  0  0  0  0
 28 32  1  0  0  0  0
  2 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0184065

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@]12C[C@]34CC1CC(O2)C3[C@](C)(CCC(O)=NC1=C(O)C=CC(C(O)=O)=C1O)C(=O)C=C4

> <INCHI_IDENTIFIER>
InChI=1S/C24H27NO7/c1-22(7-6-17(28)25-18-14(26)4-3-13(19(18)29)21(30)31)16(27)5-8-24-10-12-9-15(20(22)24)32-23(12,2)11-24/h3-5,8,12,15,20,26,29H,6-7,9-11H2,1-2H3,(H,25,28)(H,30,31)/t12?,15?,20?,22-,23+,24+/m1/s1

> <INCHI_KEY>
CSOMAHTTWTVBFL-ZPGKWVEFSA-N

> <FORMULA>
C24H27NO7

> <MOLECULAR_WEIGHT>
441.48

> <EXACT_MASS>
441.178752213

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
45.81182681915275

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-({3-[(1S,5S,9S)-5,9-dimethyl-4-oxo-8-oxatetracyclo[7.2.1.1^{7,10}.0^{1,6}]tridec-2-en-5-yl]-1-hydroxypropylidene}amino)-2,4-dihydroxybenzoic acid

> <JCHEM_LOGP>
5.263665312666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
5.238840932889719

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.6114453885833058

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2448313645270663

> <JCHEM_POLAR_SURFACE_AREA>
136.65

> <JCHEM_REFRACTIVITY>
117.56559999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
3-({3-[(1S,5S,9S)-5,9-dimethyl-4-oxo-8-oxatetracyclo[7.2.1.1^{7,10}.0^{1,6}]tridec-2-en-5-yl]-1-hydroxypropylidene}amino)-2,4-dihydroxybenzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       8.552  -0.951   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.569   0.235   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.052  -0.343   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.120   0.995   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.562   0.607   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.226   1.441   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.402   3.003   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.196   3.960   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       3.883   3.530   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.069   4.837   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.986   4.605   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.468   4.188   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.571   5.263   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       7.191   6.756   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0       9.053   4.846   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      10.156   5.921   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.776   7.414   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       8.293   7.831   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      10.878   8.489   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.361   8.072   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.741   6.579   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      14.223   6.162   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      15.325   7.237   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      14.603   4.670   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      11.638   5.504   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      12.018   4.012   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       5.214   2.654   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.683   3.367   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.283   3.134   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.352   1.513   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       6.681   1.030   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       7.273   1.943   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   30   32                                             
CONECT    3    2    4                                                       
CONECT    4    3    5   27   31                                             
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11   27                                             
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   25                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   25                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   21   16   26                                                  
CONECT   26   25                                                            
CONECT   27    9    4   28                                                  
CONECT   28   27   29   32                                                  
CONECT   29   28   30                                                       
CONECT   30   29    2   31                                                  
CONECT   31   30    4                                                       
CONECT   32   28    2                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₂₇NO₇

Average Mass

441.4800 Da

Monoisotopic Mass

441.17875 Da

IUPAC Name

3-({3-[(1S,5S,9S)-5,9-dimethyl-4-oxo-8-oxatetracyclo[7.2.1.1^{7,10}.0^{1,6}]tridec-2-en-5-yl]-1-hydroxypropylidene}amino)-2,4-dihydroxybenzoic acid

Traditional Name

3-({3-[(1S,5S,9S)-5,9-dimethyl-4-oxo-8-oxatetracyclo[7.2.1.1^{7,10}.0^{1,6}]tridec-2-en-5-yl]-1-hydroxypropylidene}amino)-2,4-dihydroxybenzoic acid

CAS Registry Number

Not Available

SMILES

C[C@]12C[C@]34CC1CC(O2)C3[C@](C)(CCC(O)=NC1=C(O)C=CC(C(O)=O)=C1O)C(=O)C=C4

InChI Identifier

InChI=1S/C24H27NO7/c1-22(7-6-17(28)25-18-14(26)4-3-13(19(18)29)21(30)31)16(27)5-8-24-10-12-9-15(20(22)24)32-23(12,2)11-24/h3-5,8,12,15,20,26,29H,6-7,9-11H2,1-2H3,(H,25,28)(H,30,31)/t12?,15?,20?,22-,23+,24+/m1/s1

InChI Key

CSOMAHTTWTVBFL-ZPGKWVEFSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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 aureus	LOTUS Database	35616633
Streptomyces platensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxybenzoic acid derivatives. Hydroxybenzoic acid derivatives are compounds containing a hydroxybenzoic acid (or a derivative), which is a benzene ring bearing a carboxyl and a hydroxyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Hydroxybenzoic acid derivatives

Alternative Parents

Substituents

Dihydroxybenzoic acid
Salicylic acid
Salicylic acid or derivatives
Hydroxybenzoic acid
Benzoic acid
Resorcinol
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Cyclohexenone
Phenol
Oxepane
Oxane
Vinylogous acid
Tetrahydrofuran
Cyclic ketone
Ketone
Oxacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid
Carboxylic acid derivative
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	5.26	ChemAxon
pKa (Strongest Acidic)	3.61	ChemAxon
pKa (Strongest Basic)	-1.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	136.65 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	117.57 m³·mol⁻¹	ChemAxon
Polarizability	45.81 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00048823

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

146159876

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-({3-[(1s,5s,9s)-5,9-dimethyl-4-oxo-8-oxatetracyclo[7.2.1.1⁷,¹⁰.0¹,⁶]tridec-2-en-5-yl]-1-hydroxypropylidene}amino)-2,4-dihydroxybenzoic acid (NP0184065)

MOL for NP0184065 (3-({3-[(1s,5s,9s)-5,9-dimethyl-4-oxo-8-oxatetracyclo[7.2.1.1⁷,¹⁰.0¹,⁶]tridec-2-en-5-yl]-1-hydroxypropylidene}amino)-2,4-dihydroxybenzoic acid)

3D MOL for NP0184065 (3-({3-[(1s,5s,9s)-5,9-dimethyl-4-oxo-8-oxatetracyclo[7.2.1.1⁷,¹⁰.0¹,⁶]tridec-2-en-5-yl]-1-hydroxypropylidene}amino)-2,4-dihydroxybenzoic acid)

3D SDF for NP0184065 (3-({3-[(1s,5s,9s)-5,9-dimethyl-4-oxo-8-oxatetracyclo[7.2.1.1⁷,¹⁰.0¹,⁶]tridec-2-en-5-yl]-1-hydroxypropylidene}amino)-2,4-dihydroxybenzoic acid)

3D-SDF for NP0184065 (3-({3-[(1s,5s,9s)-5,9-dimethyl-4-oxo-8-oxatetracyclo[7.2.1.1⁷,¹⁰.0¹,⁶]tridec-2-en-5-yl]-1-hydroxypropylidene}amino)-2,4-dihydroxybenzoic acid)

PDB for NP0184065 (3-({3-[(1s,5s,9s)-5,9-dimethyl-4-oxo-8-oxatetracyclo[7.2.1.1⁷,¹⁰.0¹,⁶]tridec-2-en-5-yl]-1-hydroxypropylidene}amino)-2,4-dihydroxybenzoic acid)

3D PDB for NP0184065 (3-({3-[(1s,5s,9s)-5,9-dimethyl-4-oxo-8-oxatetracyclo[7.2.1.1⁷,¹⁰.0¹,⁶]tridec-2-en-5-yl]-1-hydroxypropylidene}amino)-2,4-dihydroxybenzoic acid)

SMILES for NP0184065 (3-({3-[(1s,5s,9s)-5,9-dimethyl-4-oxo-8-oxatetracyclo[7.2.1.1⁷,¹⁰.0¹,⁶]tridec-2-en-5-yl]-1-hydroxypropylidene}amino)-2,4-dihydroxybenzoic acid)

INCHI for NP0184065 (3-({3-[(1s,5s,9s)-5,9-dimethyl-4-oxo-8-oxatetracyclo[7.2.1.1⁷,¹⁰.0¹,⁶]tridec-2-en-5-yl]-1-hydroxypropylidene}amino)-2,4-dihydroxybenzoic acid)

Structure for NP0184065 (3-({3-[(1s,5s,9s)-5,9-dimethyl-4-oxo-8-oxatetracyclo[7.2.1.1⁷,¹⁰.0¹,⁶]tridec-2-en-5-yl]-1-hydroxypropylidene}amino)-2,4-dihydroxybenzoic acid)

3D Structure for NP0184065 (3-({3-[(1s,5s,9s)-5,9-dimethyl-4-oxo-8-oxatetracyclo[7.2.1.1⁷,¹⁰.0¹,⁶]tridec-2-en-5-yl]-1-hydroxypropylidene}amino)-2,4-dihydroxybenzoic acid)