NP-MRD: Showing NP-Card for Alligamycin A (NP0332733)

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Record Information

Version

2.0

Created at

2024-03-22 16:45:11 UTC

Updated at

2024-09-27 20:15:30 UTC

NP-MRD ID

NP0332733

Natural Product DOI

https://doi.org/10.57994/1994

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Alligamycin A

Description

Alligamycin A belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. Based on a literature review very few articles have been published on Alligamycin A.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 03222416452D          

 61 64  0  0  1  0            999 V2000
   -1.1263    2.5325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4893    3.5254    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7749    3.9379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    6.1875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2868    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    7.0125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9890    7.5959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    8.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1557    7.5959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9807    7.5959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3932    8.3103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2182    8.3103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6307    9.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4557    9.0248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2182    9.7393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    9.0042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2295    3.8701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6813    3.5885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3957    3.1760    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2038    3.9379    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1027    4.5365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1102    3.5885    0.0000 C   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  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  0  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  9 13  1  1  0  0  0
 14 13  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
 17 14  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 21 29  2  0  0  0  0
  6 30  2  0  0  0  0
  4 31  1  6  0  0  0
 32 31  1  1  0  0  0
 32 33  1  0  0  0  0
 33 34  1  1  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 37 36  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 40 39  1  0  0  0  0
 40 41  1  6  0  0  0
 40 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 45 46  1  0  0  0  0
 47 45  1  0  0  0  0
 47 48  1  6  0  0  0
 47 49  1  0  0  0  0
 49 11  1  0  0  0  0
 49 50  1  6  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 56 58  2  0  0  0  0
 43 59  2  0  0  0  0
 37 60  1  1  0  0  0
 32 60  1  0  0  0  0
 32 61  1  0  0  0  0
  2 61  1  0  0  0  0
M  END


  Mrv2104 03222416452D          

 61 64  0  0  1  0            999 V2000
   -1.1263    2.5325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4893    3.5254    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7749    3.9379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    6.1875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2868    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    7.0125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9890    7.5959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    8.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1557    7.5959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9807    7.5959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3932    8.3103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2182    8.3103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6307    9.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4557    9.0248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2182    9.7393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    9.0042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2295    3.8701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6813    3.5885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3957    3.1760    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2038    3.9379    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1027    4.5365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1102    3.5885    0.0000 C   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  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  0  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  9 13  1  1  0  0  0
 14 13  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
 17 14  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 21 29  2  0  0  0  0
  6 30  2  0  0  0  0
  4 31  1  6  0  0  0
 32 31  1  1  0  0  0
 32 33  1  0  0  0  0
 33 34  1  1  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 37 36  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 40 39  1  0  0  0  0
 40 41  1  6  0  0  0
 40 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 45 46  1  0  0  0  0
 47 45  1  0  0  0  0
 47 48  1  6  0  0  0
 47 49  1  0  0  0  0
 49 11  1  0  0  0  0
 49 50  1  6  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 56 58  2  0  0  0  0
 43 59  2  0  0  0  0
 37 60  1  1  0  0  0
 32 60  1  0  0  0  0
 32 61  1  0  0  0  0
  2 61  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332733

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@H](C[C@H]1OC(=O)[C@H](CCCCCCC(C)=O)[C@@H](O)\C(C)=C\C(=O)C[C@H](C)CC[C@H]2CC[C@@H](C)[C@@]3(C[C@H](O)C[C@@H](CC(=O)[C@H]1C)O3)O2)[C@@H](C)[C@@H]1OC(=O)\C1=C/C=C/C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C47H70O14/c1-27-17-19-35-20-18-29(3)47(60-35)26-34(50)23-36(61-47)24-39(51)31(5)41(25-40(57-7)32(6)44-38(46(56)59-44)15-12-16-42(52)53)58-45(55)37(14-11-9-8-10-13-30(4)48)43(54)28(2)22-33(49)21-27/h12,15-16,22,27,29,31-32,34-37,40-41,43-44,50,54H,8-11,13-14,17-21,23-26H2,1-7H3,(H,52,53)/b16-12+,28-22+,38-15-/t27-,29-,31-,32-,34-,35+,36+,37-,40-,41-,43+,44+,47+/m1/s1

> <INCHI_KEY>
OVXFNGNLBFYPHM-DQGPMNJKSA-N

> <FORMULA>
C47H70O14

> <MOLECULAR_WEIGHT>
859.063

> <EXACT_MASS>
858.476556934

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
131

> <JCHEM_AVERAGE_POLARIZABILITY>
93.51275241736376

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-4-[(2S,3Z)-2-[(2R,3R)-4-[(1S,3R,5S,8S,9R,12R,13R,14E,18R,21S,24R)-3,13-dihydroxy-8,14,18,24-tetramethyl-7,11,16-trioxo-12-(7-oxooctyl)-10,25,26-trioxatricyclo[19.3.1.1^{1,5}]hexacos-14-en-9-yl]-3-methoxybutan-2-yl]-4-oxooxetan-3-ylidene]but-2-enoic acid

> <JCHEM_LOGP>
6.726959351666668

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.013313125353354

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.917668410189923

> <JCHEM_PKA_STRONGEST_BASIC>
-2.798235695510285

> <JCHEM_POLAR_SURFACE_AREA>
209.25999999999996

> <JCHEM_REFRACTIVITY>
226.90740000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-4-[(2S,3Z)-2-[(2R,3R)-4-[(1S,3R,5S,8S,9R,12R,13R,14E,18R,21S,24R)-3,13-dihydroxy-8,14,18,24-tetramethyl-7,11,16-trioxo-12-(7-oxooctyl)-10,25,26-trioxatricyclo[19.3.1.1^{1,5}]hexacos-14-en-9-yl]-3-methoxybutan-2-yl]-4-oxooxetan-3-ylidene]but-2-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 22-MAR-24   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-MAR-24         0                                  
HETATM    1  O   UNK     0      -2.102   4.727   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -2.780   6.581   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.446   7.351   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.000   9.240   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  10.780   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.001   6.930   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335  10.780   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       4.001  11.550   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       4.001  13.090   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668  11.550   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.002  10.780   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.668  13.090   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       5.579  14.179   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       6.668  15.268   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.757  14.179   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.297  14.179   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.067  15.513   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.607  15.513   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.377  16.846   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      13.917  16.846   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      11.607  18.180   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       6.668  16.808   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       0.428   7.224   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -1.272   6.699   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -2.605   5.929   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -4.114   7.351   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -3.925   8.468   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -5.335   6.160   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -0.000   1.540   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      -0.000   4.620   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      13.337   4.620   0.000  0.00  0.00           C+0
HETATM   58  O   UNK     0      12.003   2.310   0.000  0.00  0.00           O+0
HETATM   59  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   60  O   UNK     0      -2.667   4.620   0.000  0.00  0.00           O+0
HETATM   61  C   UNK     0      -3.939   6.699   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   61                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   31                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   30                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   13                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   49                                                  
CONECT   12   11                                                            
CONECT   13    9   14                                                       
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17   14   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   29                                                  
CONECT   22   21   19   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   21                                                            
CONECT   30    6                                                            
CONECT   31    4   32                                                       
CONECT   32   31   33   60   61                                             
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38   60                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40   43                                                       
CONECT   43   42   44   59                                                  
CONECT   44   43   45                                                       
CONECT   45   44   46   47                                                  
CONECT   46   45                                                            
CONECT   47   45   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47   11   50                                                  
CONECT   50   49   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51   53                                                       
CONECT   53   52   54                                                       
CONECT   54   53   55                                                       
CONECT   55   54   56                                                       
CONECT   56   55   57   58                                                  
CONECT   57   56                                                            
CONECT   58   56                                                            
CONECT   59   43                                                            
CONECT   60   37   32                                                       
CONECT   61   32    2                                                       
MASTER        0    0    0    0    0    0    0    0   61    0  128    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₇H₇₀O₁₄

Average Mass

859.0630 Da

Monoisotopic Mass

858.47656 Da

IUPAC Name

(2E)-4-[(2S,3Z)-2-[(2R,3R)-4-[(1S,3R,5S,8S,9R,12R,13R,14E,18R,21S,24R)-3,13-dihydroxy-8,14,18,24-tetramethyl-7,11,16-trioxo-12-(7-oxooctyl)-10,25,26-trioxatricyclo[19.3.1.1^{1,5}]hexacos-14-en-9-yl]-3-methoxybutan-2-yl]-4-oxooxetan-3-ylidene]but-2-enoic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

CO[C@H](C[C@H]1OC(=O)[C@H](CCCCCCC(C)=O)[C@@H](O)\C(C)=C\C(=O)C[C@H](C)CC[C@H]2CC[C@@H](C)[C@@]3(C[C@H](O)C[C@@H](CC(=O)[C@H]1C)O3)O2)[C@@H](C)[C@@H]1OC(=O)\C1=C/C=C/C(O)=O

InChI Identifier

InChI=1S/C47H70O14/c1-27-17-19-35-20-18-29(3)47(60-35)26-34(50)23-36(61-47)24-39(51)31(5)41(25-40(57-7)32(6)44-38(46(56)59-44)15-12-16-42(52)53)58-45(55)37(14-11-9-8-10-13-30(4)48)43(54)28(2)22-33(49)21-27/h12,15-16,22,27,29,31-32,34-37,40-41,43-44,50,54H,8-11,13-14,17-21,23-26H2,1-7H3,(H,52,53)/b16-12+,28-22+,38-15-/t27-,29-,31-,32-,34-,35+,36+,37-,40-,41-,43+,44+,47+/m1/s1

InChI Key

OVXFNGNLBFYPHM-DQGPMNJKSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 800 MHz, CDCl3, experimental)	yiqiao@dtu.dk	Technical University of Denmark	Yijun Qiao	2024-03-22	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 800 MHz, CDCl3, experimental)	yiqiao@dtu.dk	Technical University of Denmark	Yijun Qiao	2024-03-22	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 800 MHz, CDCl3, experimental)	yiqiao@dtu.dk	Technical University of Denmark	Yijun Qiao	2024-03-22	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 800 MHz, CDCl3, experimental)	yiqiao@dtu.dk	Technical University of Denmark	Yijun Qiao	2024-03-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, CDCl3, experimental)	yiqiao@dtu.dk	Technical University of Denmark	Yijun Qiao	2024-03-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl3, experimental)	yiqiao@dtu.dk	Technical University of Denmark	Yijun Qiao	2024-03-22	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
iranensis		Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Terpene lactones

Alternative Parents

Substituents

Terpene lactone
Monoterpenoid
Tricarboxylic acid or derivatives
Ketal
Fatty acid ester
Beta-hydroxy acid
Fatty acyl
Oxane
Hydroxy acid
Alpha,beta-unsaturated ketone
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Enone
Beta_propiolactone
Acryloyl-group
Cyclic ketone
Secondary alcohol
Oxetane
Lactone
Ketone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Ether
Dialkyl ether
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	6.73	ChemAxon
pKa (Strongest Acidic)	3.92	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	209.26 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	226.91 m³·mol⁻¹	ChemAxon
Polarizability	93.51 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

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

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Alligamycin A (NP0332733)

MOL for NP0332733 (Alligamycin A)

3D MOL for NP0332733 (Alligamycin A)

3D SDF for NP0332733 (Alligamycin A)

3D-SDF for NP0332733 (Alligamycin A)

PDB for NP0332733 (Alligamycin A)

3D PDB for NP0332733 (Alligamycin A)

SMILES for NP0332733 (Alligamycin A)

INCHI for NP0332733 (Alligamycin A)

Structure for NP0332733 (Alligamycin A)

3D Structure for NP0332733 (Alligamycin A)