NP-MRD: Showing NP-Card for methyl (2s,4s,6r,10s,12s)-10-(acetyloxy)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo[12.2.1.1⁶,⁹.0²,⁴]octadeca-1(16),9(18),14-triene-15-carboxylate (NP0178234)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-03 16:11:31 UTC

Updated at

2022-09-03 16:11:31 UTC

NP-MRD ID

NP0178234

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (2s,4s,6r,10s,12s)-10-(acetyloxy)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo[12.2.1.1⁶,⁹.0²,⁴]octadeca-1(16),9(18),14-triene-15-carboxylate

Description

Methyl (2S,4S,6R,10S,12S)-10-(acetyloxy)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo[12.2.1.1⁶,⁹.0²,⁴]Octadeca-1(16),9(18),14-triene-15-carboxylate 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. methyl (2s,4s,6r,10s,12s)-10-(acetyloxy)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo[12.2.1.1⁶,⁹.0²,⁴]octadeca-1(16),9(18),14-triene-15-carboxylate is found in Sinularia polydactyla. Based on a literature review very few articles have been published on methyl (2S,4S,6R,10S,12S)-10-(acetyloxy)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo[12.2.1.1⁶,⁹.0²,⁴]Octadeca-1(16),9(18),14-triene-15-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032218112D          

 31 34  0  0  1  0            999 V2000
    4.7363    2.8770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3029    2.2773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1055    2.4681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0668    1.4868    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8694    1.6776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4360    1.0779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2155    0.2024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5690   -0.5430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3063    0.0657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2388    0.8880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8644    1.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7113    2.2365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6430    1.1531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2685    1.6910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9693   -1.1095    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2649   -1.5390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2452   -0.7143    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7274   -1.3566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3586   -0.8848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7920   -0.2851    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0281    0.5054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4615    1.1051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7789    0.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0019    0.8614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9697   -0.2185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6976    1.8956    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1310    2.4953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3284    2.3045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0923    1.5140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7618    2.9042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5002    2.0865    0.0000 C   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
  4  2  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  6 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
  8 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 20 25  1  1  0  0  0
 22 26  1  0  0  0  0
 26 27  1  1  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 26 31  1  0  0  0  0
  4 31  1  0  0  0  0
M  END

     RDKit          3D

 57 60  0  0  0  0  0  0  0  0999 V2000
    3.1139    2.0799   -2.4385 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8402    1.7654   -2.3362 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9312    2.1504   -3.4663 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2777    1.0463   -1.1454 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1962    1.9663   -0.6108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0635    1.1564   -0.5482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1750    0.0379   -1.2070 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3341   -0.4927   -1.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0385    0.3244   -0.1572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2289    1.3994    0.1465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5627    2.5198    1.0099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7711    3.4670    1.2413 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8087    2.5621    1.6151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1925    3.6383    2.4737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6581   -1.7627   -1.6438 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6460   -2.4042   -2.3874 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3168   -2.9946   -1.1715 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1604   -4.2120   -1.6077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2889   -3.3577   -0.1962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5669   -2.3398    0.5369 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7894   -1.9306   -0.0382 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2808   -1.2251    0.9415 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7923   -1.8968    2.2024 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0055   -1.5999    3.3972 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0126   -2.9802    1.7154 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0925   -0.0140    1.0136 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3739   -0.4407    1.5243 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9241    0.0071    2.6885 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2328   -0.4710    3.1466 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2856    0.8458    3.3716 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3842    0.7598   -0.2020 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4811    2.6078   -3.3330 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8749    1.8757   -1.7069 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6451    3.2084   -3.2696 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0718    1.4776   -3.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4738    2.1325   -4.4183 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8446    0.0932   -1.5564 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5007    2.3397    0.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0322    2.8154   -1.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0549    0.1927    0.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0320    4.5960    1.9602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2733    3.5190    2.6982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6198    3.5620    3.4213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5864   -1.6639   -2.2878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9620   -4.3043   -0.8552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6079   -4.0346   -2.5903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5608   -5.1296   -1.5708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5385   -4.0240   -0.7222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7596   -4.0721    0.5471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1251   -1.5055    0.9408 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9900   -2.3060   -1.0189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7354    0.7154    1.7855 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9162   -0.7536    2.3438 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1599   -1.3159    3.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7003    0.3750    3.7287 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8351    1.7266    0.1054 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2028    0.2680   -0.8216 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 13  1  0
 13 11  1  0
 11 12  2  0
 11 10  1  0
 10  6  2  0
  6  5  1  0
  5  4  1  0
  4 31  1  0
 31 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
 26 22  1  0
 22 21  2  0
 21 20  1  0
 20 19  1  0
 19 17  1  0
 17 18  1  6
 17 16  1  0
 16 15  1  0
 15  8  1  0
  8  7  1  0
  8  9  2  0
 20 25  1  0
 25 23  1  0
 23 24  2  0
  4  2  1  0
  2  3  1  0
  2  1  2  3
  9 10  1  0
  7  6  1  0
 23 22  1  0
 15 17  1  0
 14 41  1  0
 14 42  1  0
 14 43  1  0
  5 38  1  0
  5 39  1  0
  4 37  1  6
 31 56  1  0
 31 57  1  0
 26 52  1  1
 29 53  1  0
 29 54  1  0
 29 55  1  0
 21 51  1  0
 20 50  1  1
 19 48  1  0
 19 49  1  0
 18 45  1  0
 18 46  1  0
 18 47  1  0
 15 44  1  6
  9 40  1  0
  3 34  1  0
  3 35  1  0
  3 36  1  0
  1 32  1  0
  1 33  1  0
M  END


  Mrv1652309032218112D          

 31 34  0  0  1  0            999 V2000
    4.7363    2.8770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3029    2.2773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1055    2.4681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0668    1.4868    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8694    1.6776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4360    1.0779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2155    0.2024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5690   -0.5430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3063    0.0657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2388    0.8880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8644    1.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7113    2.2365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6430    1.1531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2685    1.6910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9693   -1.1095    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2649   -1.5390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2452   -0.7143    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7274   -1.3566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3586   -0.8848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7920   -0.2851    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0281    0.5054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4615    1.1051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7789    0.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0019    0.8614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9697   -0.2185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6976    1.8956    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1310    2.4953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3284    2.3045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0923    1.5140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7618    2.9042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5002    2.0865    0.0000 C   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
  4  2  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  6 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
  8 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  6  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 20 25  1  1  0  0  0
 22 26  1  0  0  0  0
 26 27  1  1  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  0  0  0  0
 26 31  1  0  0  0  0
  4 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0178234

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1=C2C[C@H](C[C@H](OC(C)=O)C3=C[C@@H](C[C@]4(C)O[C@@H]4C(O2)=C1)OC3=O)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C23H26O8/c1-11(2)13-6-17(28-12(3)24)15-8-14(29-22(15)26)10-23(4)20(31-23)19-9-16(21(25)27-5)18(7-13)30-19/h8-9,13-14,17,20H,1,6-7,10H2,2-5H3/t13-,14-,17-,20+,23-/m0/s1

> <INCHI_KEY>
WJKBXPONHMNWTM-JTTIDSTKSA-N

> <FORMULA>
C23H26O8

> <MOLECULAR_WEIGHT>
430.453

> <EXACT_MASS>
430.162767797

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
43.69093087167603

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2S,4S,6R,10S,12S)-10-(acetyloxy)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo[12.2.1.1^{6,9}.0^{2,4}]octadeca-1(16),9(18),14-triene-15-carboxylate

> <JCHEM_LOGP>
2.6059018393333337

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.225222143818925

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0482191042390796

> <JCHEM_POLAR_SURFACE_AREA>
104.57

> <JCHEM_REFRACTIVITY>
108.83719999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2S,4S,6R,10S,12S)-10-(acetyloxy)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo[12.2.1.1^{6,9}.0^{2,4}]octadeca-1(16),9(18),14-triene-15-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0       8.841   5.370   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.899   4.251   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.397   4.607   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.458   2.775   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.956   3.131   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.014   2.012   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      11.602   0.378   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      12.262  -1.014   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.638   0.123   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.512   1.658   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.680   2.662   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      14.394   4.175   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      16.134   2.152   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      17.301   3.156   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.143  -2.071   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       9.828  -2.873   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       9.791  -1.333   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.825  -2.532   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.136  -1.652   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.078  -0.532   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.519   0.943   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.462   2.063   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.187   1.090   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       3.737   1.608   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       5.544  -0.408   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       6.902   3.539   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       5.845   4.658   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       4.346   4.302   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.906   2.826   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       3.289   5.421   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       8.400   3.895   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   31                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   15                                                  
CONECT    9    8   10                                                       
CONECT   10    9    6   11                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13                                                            
CONECT   15    8   16   17                                                  
CONECT   16   15   17                                                       
CONECT   17   16   15   18   19                                             
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   26                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   20                                                       
CONECT   26   22   27   31                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   26    4                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

View in JSmol

Synonyms

Value	Source
Methyl (2S,4S,6R,10S,12S)-10-(acetyloxy)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo[12.2.1.1,.0,]octadeca-1(16),9(18),14-triene-15-carboxylic acid	Generator

Chemical Formula

C₂₃H₂₆O₈

Average Mass

430.4530 Da

Monoisotopic Mass

430.16277 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC(=O)C1=C2C[C@H](C[C@H](OC(C)=O)C3=C[C@@H](C[C@]4(C)O[C@@H]4C(O2)=C1)OC3=O)C(C)=C

InChI Identifier

InChI=1S/C23H26O8/c1-11(2)13-6-17(28-12(3)24)15-8-14(29-22(15)26)10-23(4)20(31-23)19-9-16(21(25)27-5)18(7-13)30-19/h8-9,13-14,17,20H,1,6-7,10H2,2-5H3/t13-,14-,17-,20+,23-/m0/s1

InChI Key

WJKBXPONHMNWTM-JTTIDSTKSA-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
Sinularia polydactyla	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
Furoic acid ester
Tricarboxylic acid or derivatives
Furoic acid or derivatives
Furan-3-carboxylic acid ester
Furan-3-carboxylic acid or derivatives
2-furanone
Dihydrofuran
Furan
Methyl ester
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Heteroaromatic compound
Lactone
Carboxylic acid ester
Ether
Oxirane
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Dialkyl ether
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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

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

163085263

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl (2s,4s,6r,10s,12s)-10-(acetyloxy)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo[12.2.1.1⁶,⁹.0²,⁴]octadeca-1(16),9(18),14-triene-15-carboxylate (NP0178234)

MOL for NP0178234 (methyl (2s,4s,6r,10s,12s)-10-(acetyloxy)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo[12.2.1.1⁶,⁹.0²,⁴]octadeca-1(16),9(18),14-triene-15-carboxylate)

3D MOL for NP0178234 (methyl (2s,4s,6r,10s,12s)-10-(acetyloxy)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo[12.2.1.1⁶,⁹.0²,⁴]octadeca-1(16),9(18),14-triene-15-carboxylate)

3D SDF for NP0178234 (methyl (2s,4s,6r,10s,12s)-10-(acetyloxy)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo[12.2.1.1⁶,⁹.0²,⁴]octadeca-1(16),9(18),14-triene-15-carboxylate)

3D-SDF for NP0178234 (methyl (2s,4s,6r,10s,12s)-10-(acetyloxy)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo[12.2.1.1⁶,⁹.0²,⁴]octadeca-1(16),9(18),14-triene-15-carboxylate)

PDB for NP0178234 (methyl (2s,4s,6r,10s,12s)-10-(acetyloxy)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo[12.2.1.1⁶,⁹.0²,⁴]octadeca-1(16),9(18),14-triene-15-carboxylate)

3D PDB for NP0178234 (methyl (2s,4s,6r,10s,12s)-10-(acetyloxy)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo[12.2.1.1⁶,⁹.0²,⁴]octadeca-1(16),9(18),14-triene-15-carboxylate)

SMILES for NP0178234 (methyl (2s,4s,6r,10s,12s)-10-(acetyloxy)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo[12.2.1.1⁶,⁹.0²,⁴]octadeca-1(16),9(18),14-triene-15-carboxylate)

INCHI for NP0178234 (methyl (2s,4s,6r,10s,12s)-10-(acetyloxy)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo[12.2.1.1⁶,⁹.0²,⁴]octadeca-1(16),9(18),14-triene-15-carboxylate)

Structure for NP0178234 (methyl (2s,4s,6r,10s,12s)-10-(acetyloxy)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo[12.2.1.1⁶,⁹.0²,⁴]octadeca-1(16),9(18),14-triene-15-carboxylate)

3D Structure for NP0178234 (methyl (2s,4s,6r,10s,12s)-10-(acetyloxy)-4-methyl-8-oxo-12-(prop-1-en-2-yl)-3,7,17-trioxatetracyclo[12.2.1.1⁶,⁹.0²,⁴]octadeca-1(16),9(18),14-triene-15-carboxylate)