NP-MRD: Showing NP-Card for 2,4-dihydroxy-3-({1-hydroxy-3-[(1s,5s,6r,8s,10s)-10-hydroxy-5-methyl-9-methylidene-4-oxotricyclo[6.2.2.0¹,⁶]dodec-2-en-5-yl]propylidene}amino)benzoic acid (NP0208816)

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Record Information

Version

2.0

Created at

2022-09-05 05:58:38 UTC

Updated at

2022-09-05 05:58:38 UTC

NP-MRD ID

NP0208816

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,4-dihydroxy-3-({1-hydroxy-3-[(1s,5s,6r,8s,10s)-10-hydroxy-5-methyl-9-methylidene-4-oxotricyclo[6.2.2.0¹,⁶]dodec-2-en-5-yl]propylidene}amino)benzoic acid

Description

Platencin A3 belongs to the class of organic compounds known as acylaminobenzoic acid and derivatives. These are derivatives of amino benzoic acid derivatives where the amine group is N-acylated. Platencin A3 is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. 2,4-dihydroxy-3-({1-hydroxy-3-[(1s,5s,6r,8s,10s)-10-hydroxy-5-methyl-9-methylidene-4-oxotricyclo[6.2.2.0¹,⁶]dodec-2-en-5-yl]propylidene}amino)benzoic acid is found in Streptomyces platensis. Based on a literature review very few articles have been published on platencin A3.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052207582D          

 32 35  0  0  1  0            999 V2000
   -1.2561    0.0560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4443    0.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0414    0.8845    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5658    0.2161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6505   -0.7068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2161   -0.1929    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9718   -0.6644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8201   -0.6197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0054    0.1989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8015    0.4154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4302    0.8119    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1196    1.2651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1017    1.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    2.2316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2644    2.9883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4448    3.0823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7556    3.6512    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4271    4.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6075    4.5019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1163    3.8391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2790    5.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7702    5.9216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5898    5.8276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0810    6.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7525    7.2473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9006    6.3966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9183    5.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7379    4.9769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5843    0.6072    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8620    1.1036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2486   -0.2632    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0365   -1.0604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 17 18  1  4  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 23 27  2  0  0  0  0
 18 27  1  0  0  0  0
 27 28  1  0  0  0  0
 11 29  1  0  0  0  0
  6 29  1  0  0  0  0
 29 30  1  1  0  0  0
  3 30  1  0  0  0  0
  6 31  1  0  0  0  0
  2 31  1  0  0  0  0
 31 32  1  1  0  0  0
M  END

     RDKit          3D

 59 62  0  0  0  0  0  0  0  0999 V2000
   -5.7327   -1.3393   -0.5891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8709   -0.3519   -0.5600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0699    0.1042   -1.7235 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1163    1.6370   -1.6093 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2623    2.0104   -0.4173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1821    0.8780    0.5780 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8013    1.2965    1.9192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8275    0.6670    2.5586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1030   -0.4494    1.9679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6371   -1.3232    2.7179 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9963   -0.4203    0.4790 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1216    0.7604    0.1640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5336   -1.6745   -0.1206 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7718   -2.2491    0.1904 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9666   -1.4351   -0.1261 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1761   -0.9149   -1.3794 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8424   -1.2137    0.8248 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0019   -0.4638    0.6441 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1693    0.7562    1.2378 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1652    1.2661    2.0406 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3174    1.5134    1.0671 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3204    1.0241    0.2764 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1921   -0.2147   -0.3480 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2974   -0.6653   -1.1700 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2736   -1.7550   -1.7652 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4305    0.1512   -1.2999 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0272   -0.9528   -0.1579 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8241   -2.1661   -0.7295 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4326   -0.2622    0.0223 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5966   -0.2697   -1.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6510    0.3891    0.7080 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5222    1.4387    0.8658 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2889   -1.6319    0.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9402   -1.9270   -1.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4309   -0.2437   -2.6881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7563    2.1005   -2.5535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1880    1.9363   -1.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2927    2.3096   -0.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6631    2.9468    0.0641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3426    2.1340    2.3637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5764    1.0191    3.5736 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1371    0.8754   -0.8861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5536    1.6947    0.6247 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8188    0.6314    0.7396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6005   -1.5517   -1.2297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3154   -2.4643    0.0947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8682   -2.7002    1.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8784   -3.1584   -0.4843 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4514   -0.7508   -2.0616 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2317    2.1628    2.5061 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4610    2.4808    1.5323 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2173    1.6025    0.1357 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2907   -0.2246   -1.6573 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3549   -2.7300   -1.3180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9202   -1.2266    0.3679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5197   -1.3202   -1.8406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9116    0.3886   -2.0089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6409   -0.3264    1.5372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0877    2.2022    1.3183 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  1  1
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 26  1  0
 24 25  2  0
 23 27  2  0
 27 28  1  0
 11 29  1  0
 29 30  1  0
 30  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  1
  7  8  2  0
  8  9  1  0
  9 10  2  0
  6 31  1  0
 31 32  1  0
 31  2  1  0
  2  1  2  3
  9 11  1  0
 27 18  1  0
  6 29  1  0
  2  3  1  0
 12 42  1  0
 12 43  1  0
 12 44  1  0
 13 45  1  0
 13 46  1  0
 14 47  1  0
 14 48  1  0
 16 49  1  0
 20 50  1  0
 21 51  1  0
 22 52  1  0
 26 53  1  0
 28 54  1  0
 29 55  1  1
 30 56  1  0
 30 57  1  0
  3 35  1  6
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  7 40  1  0
  8 41  1  0
 31 58  1  1
 32 59  1  0
  1 33  1  0
  1 34  1  0
M  END


  Mrv1652309052207582D          

 32 35  0  0  1  0            999 V2000
   -1.2561    0.0560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4443    0.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0414    0.8845    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5658    0.2161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6505   -0.7068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2161   -0.1929    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9718   -0.6644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8201   -0.6197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0054    0.1989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8015    0.4154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4302    0.8119    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1196    1.2651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1017    1.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    2.2316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2644    2.9883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4448    3.0823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7556    3.6512    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4271    4.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6075    4.5019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1163    3.8391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2790    5.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7702    5.9216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5898    5.8276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0810    6.4905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7525    7.2473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9006    6.3966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9183    5.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7379    4.9769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5843    0.6072    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8620    1.1036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2486   -0.2632    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0365   -1.0604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 17 18  1  4  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 23 27  2  0  0  0  0
 18 27  1  0  0  0  0
 27 28  1  0  0  0  0
 11 29  1  0  0  0  0
  6 29  1  0  0  0  0
 29 30  1  1  0  0  0
  3 30  1  0  0  0  0
  6 31  1  0  0  0  0
  2 31  1  0  0  0  0
 31 32  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0208816

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@]1(CCC(O)=NC2=C(O)C=CC(C(O)=O)=C2O)[C@@H]2C[C@@H]3CC[C@@]2(C=CC1=O)[C@@H](O)C3=C

> <INCHI_IDENTIFIER>
InChI=1S/C24H27NO7/c1-12-13-5-9-24(21(12)30)10-6-17(27)23(2,16(24)11-13)8-7-18(28)25-19-15(26)4-3-14(20(19)29)22(31)32/h3-4,6,10,13,16,21,26,29-30H,1,5,7-9,11H2,2H3,(H,25,28)(H,31,32)/t13-,16-,21-,23-,24-/m0/s1

> <INCHI_KEY>
FHLUNOXZZMCXBM-GFZIYMICSA-N

> <FORMULA>
C24H27NO7

> <MOLECULAR_WEIGHT>
441.48

> <EXACT_MASS>
441.178752213

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
44.593493893534834

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,4-dihydroxy-3-({1-hydroxy-3-[(1S,5S,6R,8S,10S)-10-hydroxy-5-methyl-9-methylidene-4-oxotricyclo[6.2.2.0^{1,6}]dodec-2-en-5-yl]propylidene}amino)benzoic acid

> <JCHEM_LOGP>
5.303384344333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
5.2749816359322255

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.6126905350451977

> <JCHEM_PKA_STRONGEST_BASIC>
-0.6334607473730868

> <JCHEM_POLAR_SURFACE_AREA>
147.65

> <JCHEM_REFRACTIVITY>
118.94009999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
2,4-dihydroxy-3-({1-hydroxy-3-[(1S,5S,6R,8S,10S)-10-hydroxy-5-methyl-9-methylidene-4-oxotricyclo[6.2.2.0^{1,6}]dodec-2-en-5-yl]propylidene}amino)benzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      -2.345   0.105   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.829   0.379   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.077   1.651   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.056   0.403   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.214  -1.319   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.270  -0.360   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.681  -1.240   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.264  -1.157   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.610   0.371   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       7.096   0.775   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       4.536   1.516   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.823   2.362   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.923   2.928   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.840   4.166   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.227   5.578   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.697   5.754   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0       5.144   6.816   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       4.531   8.228   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.001   8.404   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.084   7.166   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.388   9.816   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.304  11.054   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.834  10.878   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.751  12.116   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       5.138  13.528   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       7.281  11.940   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       5.447   9.466   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       6.977   9.290   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       2.957   1.133   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.609   2.060   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.464  -0.491   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       0.068  -1.979   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   31                                                  
CONECT    3    2    4   30                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   29   31                                             
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13   29                                             
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   27                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   27                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   23   18   28                                                  
CONECT   28   27                                                            
CONECT   29   11    6   30                                                  
CONECT   30   29    3                                                       
CONECT   31    6    2   32                                                  
CONECT   32   31                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₂₇NO₇

Average Mass

441.4800 Da

Monoisotopic Mass

441.17875 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@]1(CCC(O)=NC2=C(O)C=CC(C(O)=O)=C2O)[C@@H]2C[C@@H]3CC[C@@]2(C=CC1=O)[C@@H](O)C3=C

InChI Identifier

InChI=1S/C24H27NO7/c1-12-13-5-9-24(21(12)30)10-6-17(27)23(2,16(24)11-13)8-7-18(28)25-19-15(26)4-3-14(20(19)29)22(31)32/h3-4,6,10,13,16,21,26,29-30H,1,5,7-9,11H2,2H3,(H,25,28)(H,31,32)/t13-,16-,21-,23-,24-/m0/s1

InChI Key

FHLUNOXZZMCXBM-GFZIYMICSA-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 platensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acylaminobenzoic acid and derivatives. These are derivatives of amino benzoic acid derivatives where the amine group is N-acylated.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Acylaminobenzoic acid and derivatives

Alternative Parents

Substituents

Acylaminobenzoic acid or derivatives
Dihydroxybenzoic acid
Hydroxybenzoic acid
Salicylic acid or derivatives
Salicylic acid
Benzoic acid
Anilide
Benzoyl
Resorcinol
N-arylamide
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Cyclohexenone
Phenol
Fatty amide
Fatty acyl
Vinylogous acid
Cyclic alcohol
Cyclic ketone
Secondary carboxylic acid amide
Secondary alcohol
Carboxamide group
Ketone
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Carboxylic acid
Hydrocarbon derivative
Alcohol
Organopnictogen compound
Organic oxide
Organonitrogen compound
Organooxygen compound
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

cyclic ketone (CHEBI:68253 )
monocarboxylic acid amide (CHEBI:68253 )
secondary alcohol (CHEBI:68253 )
aromatic amide (CHEBI:68253 )
dihydroxybenzoic acid (CHEBI:68253 )
polycyclic cage (CHEBI:68253 )

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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

24666707

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46197718

PDB ID

Not Available

ChEBI ID

68253

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2,4-dihydroxy-3-({1-hydroxy-3-[(1s,5s,6r,8s,10s)-10-hydroxy-5-methyl-9-methylidene-4-oxotricyclo[6.2.2.0¹,⁶]dodec-2-en-5-yl]propylidene}amino)benzoic acid (NP0208816)

MOL for NP0208816 (2,4-dihydroxy-3-({1-hydroxy-3-[(1s,5s,6r,8s,10s)-10-hydroxy-5-methyl-9-methylidene-4-oxotricyclo[6.2.2.0¹,⁶]dodec-2-en-5-yl]propylidene}amino)benzoic acid)

3D MOL for NP0208816 (2,4-dihydroxy-3-({1-hydroxy-3-[(1s,5s,6r,8s,10s)-10-hydroxy-5-methyl-9-methylidene-4-oxotricyclo[6.2.2.0¹,⁶]dodec-2-en-5-yl]propylidene}amino)benzoic acid)

3D SDF for NP0208816 (2,4-dihydroxy-3-({1-hydroxy-3-[(1s,5s,6r,8s,10s)-10-hydroxy-5-methyl-9-methylidene-4-oxotricyclo[6.2.2.0¹,⁶]dodec-2-en-5-yl]propylidene}amino)benzoic acid)

3D-SDF for NP0208816 (2,4-dihydroxy-3-({1-hydroxy-3-[(1s,5s,6r,8s,10s)-10-hydroxy-5-methyl-9-methylidene-4-oxotricyclo[6.2.2.0¹,⁶]dodec-2-en-5-yl]propylidene}amino)benzoic acid)

PDB for NP0208816 (2,4-dihydroxy-3-({1-hydroxy-3-[(1s,5s,6r,8s,10s)-10-hydroxy-5-methyl-9-methylidene-4-oxotricyclo[6.2.2.0¹,⁶]dodec-2-en-5-yl]propylidene}amino)benzoic acid)

3D PDB for NP0208816 (2,4-dihydroxy-3-({1-hydroxy-3-[(1s,5s,6r,8s,10s)-10-hydroxy-5-methyl-9-methylidene-4-oxotricyclo[6.2.2.0¹,⁶]dodec-2-en-5-yl]propylidene}amino)benzoic acid)

SMILES for NP0208816 (2,4-dihydroxy-3-({1-hydroxy-3-[(1s,5s,6r,8s,10s)-10-hydroxy-5-methyl-9-methylidene-4-oxotricyclo[6.2.2.0¹,⁶]dodec-2-en-5-yl]propylidene}amino)benzoic acid)

INCHI for NP0208816 (2,4-dihydroxy-3-({1-hydroxy-3-[(1s,5s,6r,8s,10s)-10-hydroxy-5-methyl-9-methylidene-4-oxotricyclo[6.2.2.0¹,⁶]dodec-2-en-5-yl]propylidene}amino)benzoic acid)

Structure for NP0208816 (2,4-dihydroxy-3-({1-hydroxy-3-[(1s,5s,6r,8s,10s)-10-hydroxy-5-methyl-9-methylidene-4-oxotricyclo[6.2.2.0¹,⁶]dodec-2-en-5-yl]propylidene}amino)benzoic acid)

3D Structure for NP0208816 (2,4-dihydroxy-3-({1-hydroxy-3-[(1s,5s,6r,8s,10s)-10-hydroxy-5-methyl-9-methylidene-4-oxotricyclo[6.2.2.0¹,⁶]dodec-2-en-5-yl]propylidene}amino)benzoic acid)