NP-MRD: Showing NP-Card for (6r,7e)-8-[(1s,4z,6z,8e,10r,12r,14r,16s,17e,20r,21r,22s,24s,26r,27e,31e,34s,36s,40r)-22,26-dihydroxy-21,40-dimethyl-3-oxo-2,11,15,35,39-pentaoxapentacyclo[32.2.2.1¹²,¹⁶.1²⁰,²⁴.0¹⁰,¹⁴]tetraconta-4,6,8,17,27,31,37-heptaen-36-yl]-6-methylnon-7-enoic acid (NP0223869)

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Record Information

Version

2.0

Created at

2022-09-06 02:05:22 UTC

Updated at

2022-09-06 02:05:22 UTC

NP-MRD ID

NP0223869

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Description

(6r,7e)-8-[(1s,4z,6z,8e,10r,12r,14r,16s,17e,20r,21r,22s,24s,26r,27e,31e,34s,36s,40r)-22,26-dihydroxy-21,40-dimethyl-3-oxo-2,11,15,35,39-pentaoxapentacyclo[32.2.2.1¹²,¹⁶.1²⁰,²⁴.0¹⁰,¹⁴]tetraconta-4,6,8,17,27,31,37-heptaen-36-yl]-6-methylnon-7-enoic acid is found in Sorangium cellulosum. Based on a literature review very few articles have been published on (6R,7E)-8-[(1S,4Z,10R,12R,14R,16S,20R,21R,22S,24S,26R,27Z,31Z,34S,36S,40R)-22,26-dihydroxy-21,40-dimethyl-3-oxo-2,11,15,35,39-pentaoxapentacyclo[32.2.2.1¹²,¹⁶.1²⁰,²⁴.0¹⁰,¹⁴]Tetraconta-4,6,8,17,27,31,37-heptaen-36-yl]-6-methylnon-7-enoic acid.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062204052D          

 57 61  0  0  1  0            999 V2000
   -2.9141    5.3655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3266    4.6510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9141    3.9365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0891    3.9365    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6766    4.6510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6766    3.2221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8516    3.2221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4391    2.5076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3859    2.5076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7984    3.2221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3859    3.9365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6234    3.2221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1516    4.6510    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5562    5.3799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3972    5.3945    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8133    4.6636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3971    3.9465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5597    3.9159    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3268    3.0827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2880    2.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4642    2.1919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4188    1.3955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7305    0.5906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2303   -0.1142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8560   -0.6900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5266   -1.2314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1726   -1.7867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0380   -2.0029    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.0118   -1.1349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8164   -0.8267    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.9388   -1.5654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9268   -2.2440    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.8327   -2.1323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2359   -1.3379    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  -10.8803   -0.7169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2648    0.0905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6129    0.9262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0246    1.7250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  -11.6483    2.4853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9815    3.2748    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -12.8236    3.2796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2696    2.5782    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -14.0943    2.5994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8571    1.8493    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  -13.3243    1.1693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6463    4.0885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2595    4.8545    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  -11.9498    5.3062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7155    5.5119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0399    6.0156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2707    6.3599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4468    6.5323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5956    6.5315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7633    6.3720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0039    5.9991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6709   -0.6823    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.9507    0.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  6  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 13  2  1  1  0  0  0
 13 14  1  0  0  0  0
 15 14  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 18 17  1  1  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 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  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  6  0  0  0
 29 30  1  0  0  0  0
 30 31  1  1  0  0  0
 32 31  1  1  0  0  0
 28 32  1  0  0  0  0
 32 33  1  0  0  0  0
 34 33  1  1  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  6  0  0  0
 40 39  1  6  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  1  0  0  0
 42 44  1  0  0  0  0
 38 44  1  0  0  0  0
 44 45  1  6  0  0  0
 40 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  1  0  0  0
 47 49  1  0  0  0  0
 49 50  2  0  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  2  0  0  0  0
 54 55  1  0  0  0  0
 15 55  1  0  0  0  0
 34 56  1  0  0  0  0
 30 56  1  0  0  0  0
 56 57  1  6  0  0  0
M  END


  Mrv1652309062204052D          

 57 61  0  0  1  0            999 V2000
   -2.9141    5.3655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3266    4.6510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9141    3.9365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0891    3.9365    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6766    4.6510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6766    3.2221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8516    3.2221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4391    2.5076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3859    2.5076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7984    3.2221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3859    3.9365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6234    3.2221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1516    4.6510    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.5562    5.3799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3972    5.3945    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8133    4.6636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3971    3.9465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5597    3.9159    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3268    3.0827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2880    2.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4642    2.1919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4188    1.3955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7305    0.5906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2303   -0.1142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8560   -0.6900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5266   -1.2314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1726   -1.7867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0380   -2.0029    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.0118   -1.1349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8164   -0.8267    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.9388   -1.5654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9268   -2.2440    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.8327   -2.1323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2359   -1.3379    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  -10.8803   -0.7169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2648    0.0905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6129    0.9262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0246    1.7250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  -11.6483    2.4853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9815    3.2748    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -12.8236    3.2796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2696    2.5782    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -14.0943    2.5994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8571    1.8493    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  -13.3243    1.1693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6463    4.0885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2595    4.8545    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  -11.9498    5.3062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7155    5.5119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0399    6.0156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2707    6.3599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4468    6.5323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5956    6.5315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7633    6.3720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0039    5.9991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6709   -0.6823    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.9507    0.0938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  6  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 13  2  1  1  0  0  0
 13 14  1  0  0  0  0
 15 14  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 18 17  1  1  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 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  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  6  0  0  0
 29 30  1  0  0  0  0
 30 31  1  1  0  0  0
 32 31  1  1  0  0  0
 28 32  1  0  0  0  0
 32 33  1  0  0  0  0
 34 33  1  1  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  6  0  0  0
 40 39  1  6  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  1  0  0  0
 42 44  1  0  0  0  0
 38 44  1  0  0  0  0
 44 45  1  6  0  0  0
 40 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  1  0  0  0
 47 49  1  0  0  0  0
 49 50  2  0  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  2  0  0  0  0
 54 55  1  0  0  0  0
 15 55  1  0  0  0  0
 34 56  1  0  0  0  0
 30 56  1  0  0  0  0
 56 57  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0223869

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H](CCCCC(O)=O)\C=C(/C)[C@@H]1O[C@H]2C\C=C/CC\C=C/[C@H](O)C[C@H]3C[C@H](O)[C@@H](C)[C@@H](CC=C[C@@H]4O[C@@H]5C[C@@H](O[C@@H]5C=CC=C\C=C/C(=O)O[C@H]1C=C2)[C@H]4C)O3

> <INCHI_IDENTIFIER>
InChI=1S/C47H66O10/c1-31(17-14-15-23-45(50)51)27-32(2)47-42-26-25-36(54-47)19-11-7-5-6-10-18-35(48)28-37-29-38(49)33(3)39(53-37)21-16-22-40-34(4)43-30-44(55-40)41(56-43)20-12-8-9-13-24-46(52)57-42/h7-13,16,18,20,22,24-27,31,33-44,47-49H,5-6,14-15,17,19,21,23,28-30H2,1-4H3,(H,50,51)/b9-8-,11-7-,18-10-,20-12+,22-16-,24-13-,32-27+/t31-,33-,34+,35+,36+,37+,38+,39-,40+,41-,42+,43-,44-,47+/m1/s1

> <INCHI_KEY>
RFMDZQXDVDIKRD-RHRPHXSUSA-N

> <FORMULA>
C47H66O10

> <MOLECULAR_WEIGHT>
791.035

> <EXACT_MASS>
790.465598325

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
123

> <JCHEM_AVERAGE_POLARIZABILITY>
89.18171447512302

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(6R,7E)-8-[(1S,4Z,6Z,8E,10R,12R,14R,16S,17E,20R,21R,22S,24S,26R,27E,31E,34S,36S,40R)-22,26-dihydroxy-21,40-dimethyl-3-oxo-2,11,15,35,39-pentaoxapentacyclo[32.2.2.1^{12,16}.1^{20,24}.0^{10,14}]tetraconta-4,6,8,17,27,31,37-heptaen-36-yl]-6-methylnon-7-enoic acid

> <JCHEM_LOGP>
7.378913867666669

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.505007086724582

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.694376054529985

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8777892737135717

> <JCHEM_POLAR_SURFACE_AREA>
140.98000000000002

> <JCHEM_REFRACTIVITY>
228.62279999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(6R,7E)-8-[(1S,4Z,6Z,8E,10R,12R,14R,16S,17E,20R,21R,22S,24S,26R,27E,31E,34S,36S,40R)-22,26-dihydroxy-21,40-dimethyl-3-oxo-2,11,15,35,39-pentaoxapentacyclo[32.2.2.1^{12,16}.1^{20,24}.0^{10,14}]tetraconta-4,6,8,17,27,31,37-heptaen-36-yl]-6-methylnon-7-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      -5.440  10.016   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.210   8.682   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.440   7.348   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.900   7.348   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.130   8.682   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.130   6.015   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.590   6.015   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.820   4.681   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.720   4.681   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.490   6.015   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.720   7.348   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       3.030   6.015   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -7.750   8.682   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -8.505  10.043   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0     -10.075  10.070   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -10.852   8.705   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -10.075   7.367   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -8.511   7.310   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -8.077   5.754   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -8.004   4.175   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -6.467   4.092   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -8.248   2.605   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -8.830   1.102   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -9.763  -0.213   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -10.931  -1.288   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -12.183  -2.299   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -13.389  -3.335   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -15.004  -3.739   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0     -14.955  -2.119   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0     -16.457  -1.543   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -16.686  -2.922   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -16.663  -4.189   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0     -18.354  -3.980   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0     -19.107  -2.497   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -20.310  -1.338   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -21.028   0.169   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -21.677   1.729   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0     -22.446   3.220   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0     -21.743   4.639   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0     -22.366   6.113   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -23.937   6.122   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0     -24.770   4.813   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0     -26.309   4.852   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0     -24.000   3.452   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0     -24.872   2.183   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0     -21.740   7.632   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0     -21.018   9.062   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0     -22.306   9.905   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0     -20.002  10.289   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0     -18.741  11.229   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0     -17.305  11.872   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0     -15.767  12.194   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0     -14.178  12.192   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0     -12.625  11.894   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0     -11.207  11.198   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0     -18.052  -1.274   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0     -18.575   0.175   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   13                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    2   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   55                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   13   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   32                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   56                                                  
CONECT   31   30   32                                                       
CONECT   32   31   28   33                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   56                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39   44                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41   46                                                  
CONECT   41   40   42                                                       
CONECT   42   41   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42   38   45                                                  
CONECT   45   44                                                            
CONECT   46   40   47                                                       
CONECT   47   46   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51   53                                                       
CONECT   53   52   54                                                       
CONECT   54   53   55                                                       
CONECT   55   54   15                                                       
CONECT   56   34   30   57                                                  
CONECT   57   56                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  122    0
END

View in JSmol

Synonyms

Value	Source
(6R,7E)-8-[(1S,4Z,10R,12R,14R,16S,20R,21R,22S,24S,26R,27Z,31Z,34S,36S,40R)-22,26-Dihydroxy-21,40-dimethyl-3-oxo-2,11,15,35,39-pentaoxapentacyclo[32.2.2.1,.1,.0,]tetraconta-4,6,8,17,27,31,37-heptaen-36-yl]-6-methylnon-7-enoate	Generator

Chemical Formula

C₄₇H₆₆O₁₀

Average Mass

791.0350 Da

Monoisotopic Mass

790.46560 Da

IUPAC Name

(6R,7E)-8-[(1S,4Z,6Z,8E,10R,12R,14R,16S,17E,20R,21R,22S,24S,26R,27E,31E,34S,36S,40R)-22,26-dihydroxy-21,40-dimethyl-3-oxo-2,11,15,35,39-pentaoxapentacyclo[32.2.2.1^{12,16}.1^{20,24}.0^{10,14}]tetraconta-4,6,8,17,27,31,37-heptaen-36-yl]-6-methylnon-7-enoic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

C[C@H](CCCCC(O)=O)\C=C(/C)[C@@H]1O[C@H]2C\C=C/CC\C=C/[C@H](O)C[C@H]3C[C@H](O)[C@@H](C)[C@@H](CC=C[C@@H]4O[C@@H]5C[C@@H](O[C@@H]5C=CC=C\C=C/C(=O)O[C@H]1C=C2)[C@H]4C)O3

InChI Identifier

InChI=1S/C47H66O10/c1-31(17-14-15-23-45(50)51)27-32(2)47-42-26-25-36(54-47)19-11-7-5-6-10-18-35(48)28-37-29-38(49)33(3)39(53-37)21-16-22-40-34(4)43-30-44(55-40)41(56-43)20-12-8-9-13-24-46(52)57-42/h7-13,16,18,20,22,24-27,31,33-44,47-49H,5-6,14-15,17,19,21,23,28-30H2,1-4H3,(H,50,51)/b9-8-,11-7-,18-10-,20-12+,22-16-,24-13-,32-27+/t31-,33-,34+,35+,36+,37+,38+,39-,40+,41-,42+,43-,44-,47+/m1/s1

InChI Key

RFMDZQXDVDIKRD-RHRPHXSUSA-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
Sorangium cellulosum	LOTUS Database	35616633

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	7.38	ChemAxon
pKa (Strongest Acidic)	4.69	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	140.98 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	228.62 m³·mol⁻¹	ChemAxon
Polarizability	89.18 Å³	ChemAxon
Number of Rings	5	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

LOTUS database [Link]

MOL for NP0223869 ((6r,7e)-8-[(1s,4z,6z,8e,10r,12r,14r,16s,17e,20r,21r,22s,24s,26r,27e,31e,34s,36s,40r)-22,26-dihydroxy-21,40-dimethyl-3-oxo-2,11,15,35,39-pentaoxapentacyclo[32.2.2.1¹²,¹⁶.1²⁰,²⁴.0¹⁰,¹⁴]tetraconta-4,6,8,17,27,31,37-heptaen-36-yl]-6-methylnon-7-enoic acid)

3D MOL for NP0223869 ((6r,7e)-8-[(1s,4z,6z,8e,10r,12r,14r,16s,17e,20r,21r,22s,24s,26r,27e,31e,34s,36s,40r)-22,26-dihydroxy-21,40-dimethyl-3-oxo-2,11,15,35,39-pentaoxapentacyclo[32.2.2.1¹²,¹⁶.1²⁰,²⁴.0¹⁰,¹⁴]tetraconta-4,6,8,17,27,31,37-heptaen-36-yl]-6-methylnon-7-enoic acid)

3D SDF for NP0223869 ((6r,7e)-8-[(1s,4z,6z,8e,10r,12r,14r,16s,17e,20r,21r,22s,24s,26r,27e,31e,34s,36s,40r)-22,26-dihydroxy-21,40-dimethyl-3-oxo-2,11,15,35,39-pentaoxapentacyclo[32.2.2.1¹²,¹⁶.1²⁰,²⁴.0¹⁰,¹⁴]tetraconta-4,6,8,17,27,31,37-heptaen-36-yl]-6-methylnon-7-enoic acid)

3D-SDF for NP0223869 ((6r,7e)-8-[(1s,4z,6z,8e,10r,12r,14r,16s,17e,20r,21r,22s,24s,26r,27e,31e,34s,36s,40r)-22,26-dihydroxy-21,40-dimethyl-3-oxo-2,11,15,35,39-pentaoxapentacyclo[32.2.2.1¹²,¹⁶.1²⁰,²⁴.0¹⁰,¹⁴]tetraconta-4,6,8,17,27,31,37-heptaen-36-yl]-6-methylnon-7-enoic acid)

PDB for NP0223869 ((6r,7e)-8-[(1s,4z,6z,8e,10r,12r,14r,16s,17e,20r,21r,22s,24s,26r,27e,31e,34s,36s,40r)-22,26-dihydroxy-21,40-dimethyl-3-oxo-2,11,15,35,39-pentaoxapentacyclo[32.2.2.1¹²,¹⁶.1²⁰,²⁴.0¹⁰,¹⁴]tetraconta-4,6,8,17,27,31,37-heptaen-36-yl]-6-methylnon-7-enoic acid)

3D PDB for NP0223869 ((6r,7e)-8-[(1s,4z,6z,8e,10r,12r,14r,16s,17e,20r,21r,22s,24s,26r,27e,31e,34s,36s,40r)-22,26-dihydroxy-21,40-dimethyl-3-oxo-2,11,15,35,39-pentaoxapentacyclo[32.2.2.1¹²,¹⁶.1²⁰,²⁴.0¹⁰,¹⁴]tetraconta-4,6,8,17,27,31,37-heptaen-36-yl]-6-methylnon-7-enoic acid)

SMILES for NP0223869 ((6r,7e)-8-[(1s,4z,6z,8e,10r,12r,14r,16s,17e,20r,21r,22s,24s,26r,27e,31e,34s,36s,40r)-22,26-dihydroxy-21,40-dimethyl-3-oxo-2,11,15,35,39-pentaoxapentacyclo[32.2.2.1¹²,¹⁶.1²⁰,²⁴.0¹⁰,¹⁴]tetraconta-4,6,8,17,27,31,37-heptaen-36-yl]-6-methylnon-7-enoic acid)

INCHI for NP0223869 ((6r,7e)-8-[(1s,4z,6z,8e,10r,12r,14r,16s,17e,20r,21r,22s,24s,26r,27e,31e,34s,36s,40r)-22,26-dihydroxy-21,40-dimethyl-3-oxo-2,11,15,35,39-pentaoxapentacyclo[32.2.2.1¹²,¹⁶.1²⁰,²⁴.0¹⁰,¹⁴]tetraconta-4,6,8,17,27,31,37-heptaen-36-yl]-6-methylnon-7-enoic acid)

Structure for NP0223869 ((6r,7e)-8-[(1s,4z,6z,8e,10r,12r,14r,16s,17e,20r,21r,22s,24s,26r,27e,31e,34s,36s,40r)-22,26-dihydroxy-21,40-dimethyl-3-oxo-2,11,15,35,39-pentaoxapentacyclo[32.2.2.1¹²,¹⁶.1²⁰,²⁴.0¹⁰,¹⁴]tetraconta-4,6,8,17,27,31,37-heptaen-36-yl]-6-methylnon-7-enoic acid)

3D Structure for NP0223869 ((6r,7e)-8-[(1s,4z,6z,8e,10r,12r,14r,16s,17e,20r,21r,22s,24s,26r,27e,31e,34s,36s,40r)-22,26-dihydroxy-21,40-dimethyl-3-oxo-2,11,15,35,39-pentaoxapentacyclo[32.2.2.1¹²,¹⁶.1²⁰,²⁴.0¹⁰,¹⁴]tetraconta-4,6,8,17,27,31,37-heptaen-36-yl]-6-methylnon-7-enoic acid)