NP-MRD: Showing NP-Card for methyl 7-(acetyloxy)-7-[4-bromo-2-hydroxy-2-(oct-2-en-1-yl)-5-oxocyclopent-3-en-1-yl]hept-5-enoate (NP0281195)

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Record Information

Version

2.0

Created at

2022-09-09 07:23:45 UTC

Updated at

2022-09-09 07:23:45 UTC

NP-MRD ID

NP0281195

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 7-(acetyloxy)-7-[4-bromo-2-hydroxy-2-(oct-2-en-1-yl)-5-oxocyclopent-3-en-1-yl]hept-5-enoate

Description

Methyl 7-(acetyloxy)-7-[4-bromo-2-hydroxy-2-(oct-2-en-1-yl)-5-oxocyclopent-3-en-1-yl]hept-5-enoate belongs to the class of organic compounds known as clavulones and derivatives. These are ester derivatives of prostanoids. methyl 7-(acetyloxy)-7-[4-bromo-2-hydroxy-2-(oct-2-en-1-yl)-5-oxocyclopent-3-en-1-yl]hept-5-enoate is found in Clavularia viridis. Methyl 7-(acetyloxy)-7-[4-bromo-2-hydroxy-2-(oct-2-en-1-yl)-5-oxocyclopent-3-en-1-yl]hept-5-enoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171515282D          

 30 30  0  0  0  0            999 V2000
    2.5519    9.8736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6381    9.0531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9707    8.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0569    7.7477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3895    7.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4757    6.4423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8083    5.9574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8945    5.1369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6482    4.8014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2357    4.0869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9031    5.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7281    5.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2130    6.2534    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.9830    4.8014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7677    4.5464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3156    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3156    3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6011    3.0789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6011    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3156    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8867    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0301    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0301    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7445    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4590    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1735    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8880    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8880    3.0789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6024    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3169    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  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
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
  9 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 22 17  1  4  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END

     RDKit          3D

 63 63  0  0  0  0  0  0  0  0999 V2000
    5.9965    2.6877    1.5041 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6123    2.5603    0.1342 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7118    1.8790   -0.8675 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3627    0.4906   -0.4457 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4575   -0.2436   -1.4174 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1652    0.4012   -1.6356 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0169   -0.1679   -1.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8109   -1.5046   -0.7920 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0902   -1.4798    0.5287 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9362   -2.7627    1.0608 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7107   -0.6266    1.5522 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7671   -0.1348    2.3359 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9792    1.0273    3.8286 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.5460   -0.6229    1.8684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5305   -0.7501    2.6076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3167   -0.8735    0.4197 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2780   -1.8021   -0.2183 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6105   -1.1392   -0.2711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8035   -0.0202   -0.9567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1276    0.6574   -1.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1773   -0.0825   -0.2280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4734    0.6745   -0.3796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3624    2.0576    0.1362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9620    2.2163    1.3306 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6642    3.1974   -0.5979 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5242    4.4810   -0.0084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3746   -2.9997    0.5372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0441   -4.2097   -0.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1107   -5.4992    0.5897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6873   -4.1882   -1.3065 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1913    3.4719    1.4972 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8193    3.0589    2.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6259    1.7569    1.9309 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6038    2.0461    0.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8291    3.5767   -0.2441 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8177    2.5387   -0.9758 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2507    1.8955   -1.8379 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9298    0.4454    0.5812 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3043   -0.1130   -0.4027 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9836   -0.2378   -2.4297 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4017   -1.3023   -1.1340 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1463    1.4208   -2.0638 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0888    0.4015   -1.5668 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1452   -2.1363   -1.4658 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7258   -2.0957   -0.6381 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6576   -3.3364    0.7239 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7819   -0.4439    1.6288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2314    0.1066   -0.0862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9321   -1.9971   -1.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4713   -1.5712    0.2680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9550    0.3969   -1.4832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1135    1.7037   -0.6870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4360    0.6681   -2.0970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2771   -1.1384   -0.5740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8865   -0.0892    0.8363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7817    0.7195   -1.4501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2818    0.1395    0.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1845    4.3933    1.0322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5480    4.9392   -0.0093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7988    5.0924   -0.5648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3243   -6.3369   -0.1236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9390   -5.4892    1.3216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1657   -5.7075    1.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  1
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 16  9  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  5 40  1  0
  5 41  1  0
  6 42  1  0
  7 43  1  0
  8 44  1  0
  8 45  1  0
 10 46  1  0
 11 47  1  0
 16 48  1  6
 17 49  1  6
 29 61  1  0
 29 62  1  0
 29 63  1  0
 18 50  1  0
 19 51  1  0
 20 52  1  0
 20 53  1  0
 21 54  1  0
 21 55  1  0
 22 56  1  0
 22 57  1  0
 26 58  1  0
 26 59  1  0
 26 60  1  0
M  END


  Mrv1533004171515282D          

 30 30  0  0  0  0            999 V2000
    2.5519    9.8736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6381    9.0531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9707    8.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0569    7.7477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3895    7.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4757    6.4423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8083    5.9574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8945    5.1369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6482    4.8014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2357    4.0869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9031    5.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7281    5.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2130    6.2534    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.9830    4.8014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7677    4.5464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3156    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3156    3.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6011    3.0789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6011    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3156    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8867    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0301    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0301    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7445    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4590    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1735    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8880    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8880    3.0789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6024    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3169    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  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
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
  9 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 22 17  1  4  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0281195

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCC=CCC1(O)C=C(Br)C(=O)C1C(OC(C)=O)C=CCCCC(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C23H33BrO6/c1-4-5-6-7-8-12-15-23(28)16-18(24)22(27)21(23)19(30-17(2)25)13-10-9-11-14-20(26)29-3/h8,10,12-13,16,19,21,28H,4-7,9,11,14-15H2,1-3H3

> <INCHI_KEY>
KJIAAYSMTGAUFU-UHFFFAOYSA-N

> <FORMULA>
C23H33BrO6

> <MOLECULAR_WEIGHT>
485.415

> <EXACT_MASS>
484.146052

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
49.36585656316498

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 7-(acetyloxy)-7-[4-bromo-2-hydroxy-2-(oct-2-en-1-yl)-5-oxocyclopent-3-en-1-yl]hept-5-enoate

> <ALOGPS_LOGP>
4.63

> <JCHEM_LOGP>
4.669145850666666

> <ALOGPS_LOGS>
-5.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.405471114011092

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.686899279688877

> <JCHEM_PKA_STRONGEST_BASIC>
-3.362593024342625

> <JCHEM_POLAR_SURFACE_AREA>
89.9

> <JCHEM_REFRACTIVITY>
121.83989999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.18e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 7-(acetyloxy)-7-[4-bromo-2-hydroxy-2-(oct-2-en-1-yl)-5-oxocyclopent-3-en-1-yl]hept-5-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       4.763  18.431   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.924  16.899   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.679  15.994   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.840  14.462   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.594  13.557   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.755  12.026   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.509  11.120   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.670   9.589   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.077   8.963   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.307   7.629   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       3.552  10.427   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.092  10.427   0.000  0.00  0.00           C+0
HETATM   13 Br   UNK     0       5.998  11.673   0.000  0.00  0.00          Br+0
HETATM   14  C   UNK     0       5.568   8.963   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       7.033   8.487   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       4.322   8.057   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.322   6.517   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.989   5.747   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       2.989   4.207   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       4.322   3.437   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.655   3.437   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.656   5.747   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.656   4.207   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.990   3.437   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.323   4.207   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.657   3.437   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      10.991   4.207   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      10.991   5.747   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      12.325   3.437   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      13.658   4.207   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   16                                             
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14    9   17                                                  
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   17   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   60    0
END

View in JSmol

Synonyms

Value	Source
Methyl 7-(acetyloxy)-7-[4-bromo-2-hydroxy-2-(oct-2-en-1-yl)-5-oxocyclopent-3-en-1-yl]hept-5-enoic acid	Generator
(5E,7R,8R,14Z)-7-Acetoxy-10-bromo-12-hydroxy-9-oxoprosta-5,10,14-triene-1-Oate methyl ester	Generator

Chemical Formula

C₂₃H₃₃BrO₆

Average Mass

485.4150 Da

Monoisotopic Mass

484.14605 Da

IUPAC Name

methyl 7-(acetyloxy)-7-[4-bromo-2-hydroxy-2-(oct-2-en-1-yl)-5-oxocyclopent-3-en-1-yl]hept-5-enoate

Traditional Name

methyl 7-(acetyloxy)-7-[4-bromo-2-hydroxy-2-(oct-2-en-1-yl)-5-oxocyclopent-3-en-1-yl]hept-5-enoate

CAS Registry Number

Not Available

SMILES

CCCCCC=CCC1(O)C=C(Br)C(=O)C1C(OC(C)=O)C=CCCCC(=O)OC

InChI Identifier

InChI=1S/C23H33BrO6/c1-4-5-6-7-8-12-15-23(28)16-18(24)22(27)21(23)19(30-17(2)25)13-10-9-11-14-20(26)29-3/h8,10,12-13,16,19,21,28H,4-7,9,11,14-15H2,1-3H3

InChI Key

KJIAAYSMTGAUFU-UHFFFAOYSA-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
Clavularia viridis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as clavulones and derivatives. These are ester derivatives of prostanoids.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Clavulones and derivatives

Alternative Parents

Substituents

Clavulone
Prostaglandin skeleton
Fatty acid ester
Fatty acid methyl ester
Dicarboxylic acid or derivatives
Alpha-haloketone
Methyl ester
Tertiary alcohol
Carboxylic acid ester
Cyclic ketone
Ketone
Bromoalkene
Carboxylic acid derivative
Haloalkene
Vinyl halide
Vinyl bromide
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Organohalogen compound
Organobromide
Organooxygen compound
Organic oxide
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic 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	4.63	ALOGPS
logP	4.67	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	13.69	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	89.9 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	121.84 m³·mol⁻¹	ChemAxon
Polarizability	49.37 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

73119325

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 7-(acetyloxy)-7-[4-bromo-2-hydroxy-2-(oct-2-en-1-yl)-5-oxocyclopent-3-en-1-yl]hept-5-enoate (NP0281195)

MOL for NP0281195 (methyl 7-(acetyloxy)-7-[4-bromo-2-hydroxy-2-(oct-2-en-1-yl)-5-oxocyclopent-3-en-1-yl]hept-5-enoate)

3D MOL for NP0281195 (methyl 7-(acetyloxy)-7-[4-bromo-2-hydroxy-2-(oct-2-en-1-yl)-5-oxocyclopent-3-en-1-yl]hept-5-enoate)

3D SDF for NP0281195 (methyl 7-(acetyloxy)-7-[4-bromo-2-hydroxy-2-(oct-2-en-1-yl)-5-oxocyclopent-3-en-1-yl]hept-5-enoate)

3D-SDF for NP0281195 (methyl 7-(acetyloxy)-7-[4-bromo-2-hydroxy-2-(oct-2-en-1-yl)-5-oxocyclopent-3-en-1-yl]hept-5-enoate)

PDB for NP0281195 (methyl 7-(acetyloxy)-7-[4-bromo-2-hydroxy-2-(oct-2-en-1-yl)-5-oxocyclopent-3-en-1-yl]hept-5-enoate)

3D PDB for NP0281195 (methyl 7-(acetyloxy)-7-[4-bromo-2-hydroxy-2-(oct-2-en-1-yl)-5-oxocyclopent-3-en-1-yl]hept-5-enoate)

SMILES for NP0281195 (methyl 7-(acetyloxy)-7-[4-bromo-2-hydroxy-2-(oct-2-en-1-yl)-5-oxocyclopent-3-en-1-yl]hept-5-enoate)

INCHI for NP0281195 (methyl 7-(acetyloxy)-7-[4-bromo-2-hydroxy-2-(oct-2-en-1-yl)-5-oxocyclopent-3-en-1-yl]hept-5-enoate)

Structure for NP0281195 (methyl 7-(acetyloxy)-7-[4-bromo-2-hydroxy-2-(oct-2-en-1-yl)-5-oxocyclopent-3-en-1-yl]hept-5-enoate)

3D Structure for NP0281195 (methyl 7-(acetyloxy)-7-[4-bromo-2-hydroxy-2-(oct-2-en-1-yl)-5-oxocyclopent-3-en-1-yl]hept-5-enoate)