NP-MRD: Showing NP-Card for {9-hydroxy-5,11,21-trimethyl-2-[(1e,4z)-3-methylhepta-1,4,6-trien-1-yl]-22-methylidene-24-oxo-1-oxacyclotetracosa-4,6,10,12,14,16,18-heptaen-8-yl}oxyphosphonic acid (NP0307414)

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Record Information

Version

2.0

Created at

2022-09-11 00:31:11 UTC

Updated at

2022-09-11 00:31:11 UTC

NP-MRD ID

NP0307414

Secondary Accession Numbers

None

Natural Product Identification

Common Name

{9-hydroxy-5,11,21-trimethyl-2-[(1e,4z)-3-methylhepta-1,4,6-trien-1-yl]-22-methylidene-24-oxo-1-oxacyclotetracosa-4,6,10,12,14,16,18-heptaen-8-yl}oxyphosphonic acid

Description

Rowithocin A belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members. {9-hydroxy-5,11,21-trimethyl-2-[(1e,4z)-3-methylhepta-1,4,6-trien-1-yl]-22-methylidene-24-oxo-1-oxacyclotetracosa-4,6,10,12,14,16,18-heptaen-8-yl}oxyphosphonic acid is found in Sorangium cellulosum. Based on a literature review very few articles have been published on Rowithocin A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112202312D          

 43 43  0  0  0  0            999 V2000
    5.8536    4.6804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0334    4.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7001    5.5239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8799    5.6127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3929    4.9468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5727    5.0356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7261    4.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2391    3.5262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.7715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0594    3.4374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8796    3.3486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2128    2.5939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0330    2.5051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7258    1.9279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0590    1.1732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5720    0.5073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3922    0.4185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8792    1.0844    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    6.5451    0.5974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2133    1.5714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3662    1.7504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9052   -0.2474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7254   -0.3362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4182   -0.9133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7514   -1.6681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5716   -1.7568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2644   -2.3340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5976   -3.0887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1106   -3.7546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2904   -3.6658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9572   -2.9111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1370   -2.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8038   -2.0676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2908   -1.4017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9576   -0.6470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4446    0.0190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2648   -0.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1114    0.7737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2912    0.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5984    1.4396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2651    2.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4449    2.2831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7521    2.8602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  4  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 14 12  1  4  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 18 21  1  0  0  0  0
 16 22  1  0  0  0  0
 22 23  1  0  0  0  0
 24 22  1  4  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 27 25  1  4  0  0  0
 27 28  2  0  0  0  0
 29 28  1  4  0  0  0
 29 30  2  0  0  0  0
 31 30  1  4  0  0  0
 31 32  2  0  0  0  0
 33 32  1  4  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
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 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 41 43  1  0  0  0  0
  9 43  1  0  0  0  0
M  END

     RDKit          3D

 90 90  0  0  0  0  0  0  0  0999 V2000
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   -3.9785    0.6730   -0.3491 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -2.5467    0.4805   -0.7813 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.8165   -0.0666   -2.4035 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -1.4070    4.4312   -0.9499 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1831    3.0246    0.4452 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4934    3.0556    0.6183 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8070   -1.7042   -0.2323 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6011   -2.7108    0.0718 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5715   -3.9132    1.4304 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7366   -4.6390    0.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6425   -5.1479   -0.2827 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -1.6370   -2.7309   -0.5733 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2540    4.2359   -1.6748 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8232    2.9069    1.6743 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1547    4.1962   -0.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9558    2.0998    1.4803 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.6618   -7.0284    0.1988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0654   -6.8851    0.7132 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.9762   -5.5812    0.8257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3765   -2.0181    0.2392 H   0  0  0  0  0  0  0  0  0  0  0  0
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  6  5  1  0
  5  4  1  0
  4  3  2  0
  3  2  1  0
  2  1  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
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 10 11  1  0
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 32 33  1  0
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 43  9  1  0
  6 50  1  0
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  1 45  1  0
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 37 84  1  0
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 37 86  1  0
 39 87  1  0
 39 88  1  0
 40 89  1  0
 40 90  1  0
M  END


  Mrv1652309112202312D          

 43 43  0  0  0  0            999 V2000
    5.8536    4.6804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0334    4.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7001    5.5239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8799    5.6127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3929    4.9468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5727    5.0356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7261    4.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2391    3.5262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.7715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0594    3.4374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8796    3.3486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2128    2.5939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0330    2.5051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7258    1.9279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0590    1.1732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5720    0.5073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3922    0.4185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8792    1.0844    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    6.5451    0.5974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2133    1.5714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3662    1.7504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9052   -0.2474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7254   -0.3362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4182   -0.9133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7514   -1.6681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5716   -1.7568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2644   -2.3340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5976   -3.0887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1106   -3.7546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2904   -3.6658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9572   -2.9111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1370   -2.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8038   -2.0676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2908   -1.4017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9576   -0.6470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4446    0.0190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2648   -0.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1114    0.7737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2912    0.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5984    1.4396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2651    2.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4449    2.2831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7521    2.8602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  4  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 14 12  1  4  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 18 21  1  0  0  0  0
 16 22  1  0  0  0  0
 22 23  1  0  0  0  0
 24 22  1  4  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 27 25  1  4  0  0  0
 27 28  2  0  0  0  0
 29 28  1  4  0  0  0
 29 30  2  0  0  0  0
 31 30  1  4  0  0  0
 31 32  2  0  0  0  0
 33 32  1  4  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 41 43  1  0  0  0  0
  9 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0307414

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(\C=C/C=C)\C=C\C1CC=C(C)C=CC(OP(O)(O)=O)C(O)C=C(C)C=CC=CC=CC=CCC(C)C(=C)CC(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C35H47O7P/c1-7-8-16-27(2)19-22-32-23-20-28(3)21-24-34(42-43(38,39)40)33(36)25-29(4)17-14-12-10-9-11-13-15-18-30(5)31(6)26-35(37)41-32/h7-17,19-22,24-25,27,30,32-34,36H,1,6,18,23,26H2,2-5H3,(H2,38,39,40)/b11-9?,12-10?,15-13?,16-8-,17-14?,22-19+,24-21?,28-20?,29-25?

> <INCHI_KEY>
GSTUNGJXXRUDRB-MBFWLKOUSA-N

> <FORMULA>
C35H47O7P

> <MOLECULAR_WEIGHT>
610.728

> <EXACT_MASS>
610.305940851

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
90

> <JCHEM_AVERAGE_POLARIZABILITY>
67.89431228545622

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
({9-hydroxy-5,11,21-trimethyl-2-[(1E,4Z)-3-methylhepta-1,4,6-trien-1-yl]-22-methylidene-24-oxo-1-oxacyclotetracosa-4,6,10,12,14,16,18-heptaen-8-yl}oxy)phosphonic acid

> <JCHEM_LOGP>
7.0796820249999985

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.493129086858744

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.460719650386527

> <JCHEM_PKA_STRONGEST_BASIC>
-3.363763365529846

> <JCHEM_POLAR_SURFACE_AREA>
113.29000000000002

> <JCHEM_REFRACTIVITY>
185.19760000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
{9-hydroxy-5,11,21-trimethyl-2-[(1E,4Z)-3-methylhepta-1,4,6-trien-1-yl]-22-methylidene-24-oxo-1-oxacyclotetracosa-4,6,10,12,14,16,18-heptaen-8-yl}oxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0      10.927   8.737   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.396   8.903   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.774  10.311   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.243  10.477   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.333   9.234   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.802   9.400   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.955   7.825   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.046   6.582   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668   5.173   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.577   6.416   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.109   6.251   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.731   4.842   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.262   4.676   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.821   3.599   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.443   2.190   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.534   0.947   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      10.065   0.781   0.000  0.00  0.00           O+0
HETATM   18  P   UNK     0      10.974   2.024   0.000  0.00  0.00           P+0
HETATM   19  O   UNK     0      12.218   1.115   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       9.731   2.933   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      11.884   3.267   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       9.156  -0.462   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      10.687  -0.628   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       8.247  -1.705   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.869  -3.114   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.400  -3.279   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.960  -4.357   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.582  -5.766   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.673  -7.009   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.142  -6.843   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.520  -5.434   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.989  -5.268   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.367  -3.860   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.276  -2.616   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       3.654  -1.208   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       4.563   0.035   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       6.094  -0.130   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       3.941   1.444   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       2.410   1.610   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       4.850   2.687   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       4.228   4.096   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       2.697   4.262   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       5.137   5.339   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   43                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   22                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20   21                                             
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   18                                                            
CONECT   22   16   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   41                                                       
CONECT   41   40   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41    9                                                       
MASTER        0    0    0    0    0    0    0    0   43    0   86    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₅H₄₇O₇P

Average Mass

610.7280 Da

Monoisotopic Mass

610.30594 Da

IUPAC Name

({9-hydroxy-5,11,21-trimethyl-2-[(1E,4Z)-3-methylhepta-1,4,6-trien-1-yl]-22-methylidene-24-oxo-1-oxacyclotetracosa-4,6,10,12,14,16,18-heptaen-8-yl}oxy)phosphonic acid

Traditional Name

{9-hydroxy-5,11,21-trimethyl-2-[(1E,4Z)-3-methylhepta-1,4,6-trien-1-yl]-22-methylidene-24-oxo-1-oxacyclotetracosa-4,6,10,12,14,16,18-heptaen-8-yl}oxyphosphonic acid

CAS Registry Number

Not Available

SMILES

CC(\C=C/C=C)\C=C\C1CC=C(C)C=CC(OP(O)(O)=O)C(O)C=C(C)C=CC=CC=CC=CCC(C)C(=C)CC(=O)O1

InChI Identifier

InChI=1S/C35H47O7P/c1-7-8-16-27(2)19-22-32-23-20-28(3)21-24-34(42-43(38,39)40)33(36)25-29(4)17-14-12-10-9-11-13-15-18-30(5)31(6)26-35(37)41-32/h7-17,19-22,24-25,27,30,32-34,36H,1,6,18,23,26H2,2-5H3,(H2,38,39,40)/b11-9?,12-10?,15-13?,16-8-,17-14?,22-19+,24-21?,28-20?,29-25?

InChI Key

GSTUNGJXXRUDRB-MBFWLKOUSA-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

Description

Belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolides and analogues

Sub Class

Not Available

Direct Parent

Macrolides and analogues

Alternative Parents

Substituents

Macrolide
Monoalkyl phosphate
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	7.08	ChemAxon
pKa (Strongest Acidic)	1.46	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	113.29 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	185.2 m³·mol⁻¹	ChemAxon
Polarizability	67.89 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

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

139585917

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for {9-hydroxy-5,11,21-trimethyl-2-[(1e,4z)-3-methylhepta-1,4,6-trien-1-yl]-22-methylidene-24-oxo-1-oxacyclotetracosa-4,6,10,12,14,16,18-heptaen-8-yl}oxyphosphonic acid (NP0307414)

MOL for NP0307414 ({9-hydroxy-5,11,21-trimethyl-2-[(1e,4z)-3-methylhepta-1,4,6-trien-1-yl]-22-methylidene-24-oxo-1-oxacyclotetracosa-4,6,10,12,14,16,18-heptaen-8-yl}oxyphosphonic acid)

3D MOL for NP0307414 ({9-hydroxy-5,11,21-trimethyl-2-[(1e,4z)-3-methylhepta-1,4,6-trien-1-yl]-22-methylidene-24-oxo-1-oxacyclotetracosa-4,6,10,12,14,16,18-heptaen-8-yl}oxyphosphonic acid)

3D SDF for NP0307414 ({9-hydroxy-5,11,21-trimethyl-2-[(1e,4z)-3-methylhepta-1,4,6-trien-1-yl]-22-methylidene-24-oxo-1-oxacyclotetracosa-4,6,10,12,14,16,18-heptaen-8-yl}oxyphosphonic acid)

3D-SDF for NP0307414 ({9-hydroxy-5,11,21-trimethyl-2-[(1e,4z)-3-methylhepta-1,4,6-trien-1-yl]-22-methylidene-24-oxo-1-oxacyclotetracosa-4,6,10,12,14,16,18-heptaen-8-yl}oxyphosphonic acid)

PDB for NP0307414 ({9-hydroxy-5,11,21-trimethyl-2-[(1e,4z)-3-methylhepta-1,4,6-trien-1-yl]-22-methylidene-24-oxo-1-oxacyclotetracosa-4,6,10,12,14,16,18-heptaen-8-yl}oxyphosphonic acid)

3D PDB for NP0307414 ({9-hydroxy-5,11,21-trimethyl-2-[(1e,4z)-3-methylhepta-1,4,6-trien-1-yl]-22-methylidene-24-oxo-1-oxacyclotetracosa-4,6,10,12,14,16,18-heptaen-8-yl}oxyphosphonic acid)

SMILES for NP0307414 ({9-hydroxy-5,11,21-trimethyl-2-[(1e,4z)-3-methylhepta-1,4,6-trien-1-yl]-22-methylidene-24-oxo-1-oxacyclotetracosa-4,6,10,12,14,16,18-heptaen-8-yl}oxyphosphonic acid)

INCHI for NP0307414 ({9-hydroxy-5,11,21-trimethyl-2-[(1e,4z)-3-methylhepta-1,4,6-trien-1-yl]-22-methylidene-24-oxo-1-oxacyclotetracosa-4,6,10,12,14,16,18-heptaen-8-yl}oxyphosphonic acid)

Structure for NP0307414 ({9-hydroxy-5,11,21-trimethyl-2-[(1e,4z)-3-methylhepta-1,4,6-trien-1-yl]-22-methylidene-24-oxo-1-oxacyclotetracosa-4,6,10,12,14,16,18-heptaen-8-yl}oxyphosphonic acid)

3D Structure for NP0307414 ({9-hydroxy-5,11,21-trimethyl-2-[(1e,4z)-3-methylhepta-1,4,6-trien-1-yl]-22-methylidene-24-oxo-1-oxacyclotetracosa-4,6,10,12,14,16,18-heptaen-8-yl}oxyphosphonic acid)