NP-MRD: Showing NP-Card for 13-(acetyloxy)-4,15-dimethyl-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-trien-10-yl acetate (NP0209247)

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Record Information

Version

2.0

Created at

2022-09-05 06:34:41 UTC

Updated at

2022-09-05 06:34:42 UTC

NP-MRD ID

NP0209247

Secondary Accession Numbers

None

Natural Product Identification

Common Name

13-(acetyloxy)-4,15-dimethyl-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-trien-10-yl acetate

Description

CTK8G8441 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. 13-(acetyloxy)-4,15-dimethyl-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-trien-10-yl acetate is found in Antillogorgia bipinnata. CTK8G8441 is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171501242D          

 32 35  0  0  0  0            999 V2000
    4.1697    3.4766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3671    3.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8005    3.8855    0.0000 O   0  0  0  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
    3.6976    1.8956    0.0000 C   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
    5.0668    1.4868    0.0000 C   0  0  0  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
    6.1055    2.4681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9081    2.6589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1442    3.4494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4747    2.0592    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
    5.9693   -1.1095    0.0000 C   0  0  0  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  0  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  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
    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
    3.4615    1.1051    0.0000 C   0  0  0  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
    5.3029    2.2773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8400    2.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7363    2.8770    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
  2  4  1  0  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  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
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 13 17  2  0  0  0  0
 17 18  1  0  0  0  0
 15 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  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  2  0  0  0  0
 26 28  1  0  0  0  0
  5 28  1  0  0  0  0
 28 29  2  0  0  0  0
 24 29  1  0  0  0  0
  7 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
M  END

     RDKit          3D

 60 63  0  0  0  0  0  0  0  0999 V2000
   -0.7808   -0.6724   -2.5951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4444    0.0773   -1.7852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1151    1.2357   -2.5059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6613   -0.0009   -0.3489 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8823    1.3302    0.3123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9928    2.4790    0.1605 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2552    3.4405    1.1741 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8106    4.6628    0.8934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0950    5.6874    1.9399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0963    4.9358   -0.3132 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4670    2.2391    0.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2605    1.4276    0.6210 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2779    1.0250   -0.4414 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3668    0.1855    0.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9474   -0.8759   -0.7468 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5029   -0.8516   -0.6769 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5439   -1.2117   -2.0134 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3918   -2.1689   -0.8499 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9957   -2.4600   -0.5553 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2698   -3.6375   -0.6151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0133   -3.3268   -0.2281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1950   -4.2031   -0.1113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0333   -1.9448    0.0618 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1767   -1.5828   -0.1675 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0844   -1.0304    0.5172 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0811   -1.8950    1.1194 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3213   -2.0096    2.4499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3362   -2.8910    3.0509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6247   -1.3094    3.2439 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6684    2.3971   -0.7282 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3857    2.9532   -0.9292 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0998    3.8669   -1.7505 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7404   -0.4309   -3.6760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2432   -1.5559   -2.3432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6065    0.8201   -3.4438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9197    1.5973   -1.8655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4069    1.9667   -2.8675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7921   -0.3759   -0.3840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9367    1.5995    0.1254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8890    1.0803    1.4261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3441    3.0075   -0.7475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4738    6.5681    1.7307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1643    5.8913    1.9403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7251    5.2603    2.9051 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4284    0.9656    1.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8140    0.6883   -1.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9458   -0.3291    1.0077 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1220    0.8938    0.5484 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8514    0.0700   -1.1651 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7355   -0.8262    0.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9138   -1.7768   -1.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0602   -3.0470   -1.0702 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6163   -4.6231   -0.9053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0774   -3.8228   -0.6536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9237   -5.1680   -0.6206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4148   -4.4810    0.9391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6506   -0.5569    1.4850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9432   -2.2505    3.7510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9577   -3.4192    2.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8094   -3.6169    3.7269 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0
  8 10  2  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
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 17 15  1  0
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 13 30  1  0
 30 31  1  0
 31 32  2  0
 31 11  1  0
 11 12  2  0
  4  2  1  0
  2  3  1  0
  2  1  2  3
 11  6  1  0
 24 23  1  0
 15 18  1  0
 12 13  1  0
  9 42  1  0
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  9 44  1  0
  6 41  1  6
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  4 38  1  6
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 22 54  1  0
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 22 56  1  0
 20 53  1  0
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 14 47  1  0
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 13 46  1  6
 12 45  1  0
  3 35  1  0
  3 36  1  0
  3 37  1  0
  1 33  1  0
  1 34  1  0
M  END


  Mrv1533004171501242D          

 32 35  0  0  0  0            999 V2000
    4.1697    3.4766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3671    3.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8005    3.8855    0.0000 O   0  0  0  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
    3.6976    1.8956    0.0000 C   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
    5.0668    1.4868    0.0000 C   0  0  0  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
    6.1055    2.4681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9081    2.6589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1442    3.4494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4747    2.0592    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
    5.9693   -1.1095    0.0000 C   0  0  0  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  0  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  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
    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
    3.4615    1.1051    0.0000 C   0  0  0  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
    5.3029    2.2773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8400    2.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7363    2.8770    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
  2  4  1  0  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  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
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 13 17  2  0  0  0  0
 17 18  1  0  0  0  0
 15 19  1  0  0  0  0
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 21 22  1  0  0  0  0
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 23 24  1  0  0  0  0
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 26 27  2  0  0  0  0
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  5 28  1  0  0  0  0
 28 29  2  0  0  0  0
 24 29  1  0  0  0  0
  7 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0209247

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OC1CC(C(OC(C)=O)C2=C(C)C=C(O2)C2OC2(C)CC2OC(=O)C1=C2)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C24H28O8/c1-11(2)16-9-18(28-13(4)25)17-8-15(30-23(17)27)10-24(6)22(32-24)19-7-12(3)20(31-19)21(16)29-14(5)26/h7-8,15-16,18,21-22H,1,9-10H2,2-6H3

> <INCHI_KEY>
BSRQZDCQSDYEKJ-UHFFFAOYSA-N

> <FORMULA>
C24H28O8

> <MOLECULAR_WEIGHT>
444.48

> <EXACT_MASS>
444.178417862

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
45.25329716175976

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
10-(acetyloxy)-4,15-dimethyl-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-trien-13-yl acetate

> <ALOGPS_LOGP>
2.65

> <JCHEM_LOGP>
2.560021798

> <ALOGPS_LOGS>
-4.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.225210426694014

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8807946480074964

> <JCHEM_POLAR_SURFACE_AREA>
104.57000000000002

> <JCHEM_REFRACTIVITY>
112.28909999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.54e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10-(acetyloxy)-4,15-dimethyl-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-trien-13-yl acetate

> <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       7.783   6.490   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.285   6.134   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       5.228   7.253   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       5.845   4.658   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       6.902   3.539   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.400   3.895   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.458   2.775   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.956   3.131   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      11.397   4.607   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      12.895   4.963   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      13.336   6.439   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      13.953   3.844   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.014   2.012   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      11.602   0.378   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      12.262  -1.014   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.638   0.123   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.512   1.658   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.680   2.662   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.143  -2.071   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       9.828  -2.873   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       9.791  -1.333   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.825  -2.532   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.136  -1.652   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.078  -0.532   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       5.544  -0.408   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       5.187   1.090   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       3.737   1.608   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       6.462   2.063   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.519   0.943   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       9.899   4.251   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      10.901   5.420   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       8.841   5.370   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   28                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   30                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    8   14   17                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   19                                                  
CONECT   16   15   17                                                       
CONECT   17   16   13   18                                                  
CONECT   18   17                                                            
CONECT   19   15   20   21                                                  
CONECT   20   19   21                                                       
CONECT   21   20   19   22   23                                             
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25   29                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26    5   29                                                  
CONECT   29   28   24                                                       
CONECT   30    7   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₂₈O₈

Average Mass

444.4800 Da

Monoisotopic Mass

444.17842 Da

IUPAC Name

10-(acetyloxy)-4,15-dimethyl-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-trien-13-yl acetate

Traditional Name

10-(acetyloxy)-4,15-dimethyl-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-trien-13-yl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)OC1CC(C(OC(C)=O)C2=C(C)C=C(O2)C2OC2(C)CC2OC(=O)C1=C2)C(C)=C

InChI Identifier

InChI=1S/C24H28O8/c1-11(2)16-9-18(28-13(4)25)17-8-15(30-23(17)27)10-24(6)22(32-24)19-7-12(3)20(31-19)21(16)29-14(5)26/h7-8,15-16,18,21-22H,1,9-10H2,2-6H3

InChI Key

BSRQZDCQSDYEKJ-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
Antillogorgia bipinnata	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
Tricarboxylic acid or derivatives
2-furanone
Dihydrofuran
Heteroaromatic compound
Furan
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic oxygen compound
Organooxygen compound
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
logP	2.65	ALOGPS
logP	2.56	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	12.23	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	104.57 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	112.29 m³·mol⁻¹	ChemAxon
Polarizability	45.25 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

71435007

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 13-(acetyloxy)-4,15-dimethyl-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-trien-10-yl acetate (NP0209247)

MOL for NP0209247 (13-(acetyloxy)-4,15-dimethyl-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-trien-10-yl acetate)

3D MOL for NP0209247 (13-(acetyloxy)-4,15-dimethyl-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-trien-10-yl acetate)

3D SDF for NP0209247 (13-(acetyloxy)-4,15-dimethyl-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-trien-10-yl acetate)

3D-SDF for NP0209247 (13-(acetyloxy)-4,15-dimethyl-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-trien-10-yl acetate)

PDB for NP0209247 (13-(acetyloxy)-4,15-dimethyl-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-trien-10-yl acetate)

3D PDB for NP0209247 (13-(acetyloxy)-4,15-dimethyl-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-trien-10-yl acetate)

SMILES for NP0209247 (13-(acetyloxy)-4,15-dimethyl-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-trien-10-yl acetate)

INCHI for NP0209247 (13-(acetyloxy)-4,15-dimethyl-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-trien-10-yl acetate)

Structure for NP0209247 (13-(acetyloxy)-4,15-dimethyl-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-trien-10-yl acetate)

3D Structure for NP0209247 (13-(acetyloxy)-4,15-dimethyl-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-trien-10-yl acetate)