NP-MRD: Showing NP-Card for (1s,2z,5s,9s,10e,14s,15r)-2,11,15-trimethyl-6-methylidene-7-oxo-8,16,17-trioxatricyclo[13.2.2.0⁵,⁹]nonadeca-2,10-dien-14-yl acetate (NP0321267)

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Record Information

Version

2.0

Created at

2022-09-11 23:23:31 UTC

Updated at

2024-09-12 20:32:19 UTC

NP-MRD ID

NP0321267

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2z,5s,9s,10e,14s,15r)-2,11,15-trimethyl-6-methylidene-7-oxo-8,16,17-trioxatricyclo[13.2.2.0⁵,⁹]nonadeca-2,10-dien-14-yl acetate

Description

(1S,2z,5s,9s,10e,14s,15r)-2,11,15-trimethyl-6-methylidene-7-oxo-8,16,17-trioxatricyclo[13.2.2.0⁵,⁹]Nonadeca-2,10-dien-14-yl acetate 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. (1s,2z,5s,9s,10e,14s,15r)-2,11,15-trimethyl-6-methylidene-7-oxo-8,16,17-trioxatricyclo[13.2.2.0⁵,⁹]nonadeca-2,10-dien-14-yl acetate is found in Lobophytum crassum and Sarcophyton crassocaule. Based on a literature review very few articles have been published on (1s,2z,5s,9s,10e,14s,15r)-2,11,15-trimethyl-6-methylidene-7-oxo-8,16,17-trioxatricyclo[13.2.2.0⁵,⁹]Nonadeca-2,10-dien-14-yl acetate.

Structure

MOL SDF PDB SMILES InChI

NP0321267
  Mrv2104 05272323043D          

 58 60  0  0  0  0            999 V2000
   -3.0653    1.6176    3.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0618    1.8399    2.0446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3307    3.1871    1.4814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7994    4.1395    2.0769 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9912    3.1594    0.1626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2731    1.9474   -0.1310 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7999    2.2860   -0.0667 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0583    2.4593   -1.0942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3387    2.4550   -2.5470 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5374    2.6905   -0.8264 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4147    1.4667   -1.1513 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1116    0.2604   -0.2343 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2263    0.1140    0.6834 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9403    0.0852    2.0133 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1945   -0.0701    2.8154 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8266    0.1921    2.5042 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8766   -1.0733   -1.0020 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1547   -1.5530   -1.7106 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3782   -2.1913   -0.0454 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3305   -3.0751   -0.7242 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8152   -2.2279   -1.3144 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4100   -0.8601   -1.4105 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9035   -0.8747   -2.0501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1075   -2.3564   -0.5202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9362   -3.5510   -0.9391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5763   -1.5529    0.4593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9570   -0.3365    1.1069 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8097    0.9274    0.8865 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8738    0.6399    3.7871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2739    2.4252    4.0620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5649    1.6163   -1.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3992    2.3599    0.9447 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0810    1.5843   -3.0638 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0354    3.3606   -3.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4224    2.4410   -2.6965 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8752    3.5426   -1.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7054    2.9811    0.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4646    1.7665   -1.0385 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2776    1.2111   -2.2079 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2025    0.4761    0.3284 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9786   -0.5425    2.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9970   -0.7241    3.6689 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5346    0.9112    3.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9687   -1.7535   -1.0058 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9601   -2.4727   -2.2763 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5046   -0.8156   -2.4418 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2136   -2.7941    0.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9062   -1.7508    0.8404 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8149   -3.6263   -1.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0366   -3.8347   -0.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0163   -2.5606   -2.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8569   -3.6502   -0.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2253   -3.4629   -1.9918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3659   -4.4759   -0.8097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5376   -1.8164    0.9063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9281   -0.1928    0.7899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8876   -0.5735    2.1743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8128    0.6254    0.5458 H   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
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 12 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  1  0  0  0  0
 22 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28  2  1  0  0  0  0
 28  6  1  0  0  0  0
 23 17  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  6 31  1  6  0  0  0
  7 32  1  0  0  0  0
  9 33  1  0  0  0  0
  9 34  1  0  0  0  0
  9 35  1  0  0  0  0
 10 36  1  0  0  0  0
 10 37  1  0  0  0  0
 11 38  1  0  0  0  0
 11 39  1  0  0  0  0
 12 40  1  1  0  0  0
 15 41  1  0  0  0  0
 15 42  1  0  0  0  0
 15 43  1  0  0  0  0
 18 44  1  0  0  0  0
 18 45  1  0  0  0  0
 18 46  1  0  0  0  0
 19 47  1  0  0  0  0
 19 48  1  0  0  0  0
 20 49  1  0  0  0  0
 20 50  1  0  0  0  0
 21 51  1  6  0  0  0
 25 52  1  0  0  0  0
 25 53  1  0  0  0  0
 25 54  1  0  0  0  0
 26 55  1  0  0  0  0
 27 56  1  0  0  0  0
 27 57  1  0  0  0  0
 28 58  1  6  0  0  0
M  END

NP0321267
  Mrv2104 05272323043D          

 58 60  0  0  0  0            999 V2000
   -3.0653    1.6176    3.3637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0618    1.8399    2.0446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3307    3.1871    1.4814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7994    4.1395    2.0769 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9912    3.1594    0.1626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2731    1.9474   -0.1310 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7999    2.2860   -0.0667 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0583    2.4593   -1.0942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3387    2.4550   -2.5470 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5374    2.6905   -0.8264 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4147    1.4667   -1.1513 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1116    0.2604   -0.2343 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2263    0.1140    0.6834 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9403    0.0852    2.0133 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1945   -0.0701    2.8154 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8266    0.1921    2.5042 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8766   -1.0733   -1.0020 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1547   -1.5530   -1.7106 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3782   -2.1913   -0.0454 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3305   -3.0751   -0.7242 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8152   -2.2279   -1.3144 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4100   -0.8601   -1.4105 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9035   -0.8747   -2.0501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1075   -2.3564   -0.5202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9362   -3.5510   -0.9391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5763   -1.5529    0.4593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9570   -0.3365    1.1069 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8097    0.9274    0.8865 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8738    0.6399    3.7871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2739    2.4252    4.0620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5649    1.6163   -1.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3992    2.3599    0.9447 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0810    1.5843   -3.0638 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0354    3.3606   -3.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4224    2.4410   -2.6965 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8752    3.5426   -1.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7054    2.9811    0.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4646    1.7665   -1.0385 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2776    1.2111   -2.2079 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2025    0.4761    0.3284 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9786   -0.5425    2.2161 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9970   -0.7241    3.6689 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5346    0.9112    3.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9687   -1.7535   -1.0058 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9601   -2.4727   -2.2763 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5046   -0.8156   -2.4418 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2136   -2.7941    0.3323 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9062   -1.7508    0.8404 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8149   -3.6263   -1.5418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0366   -3.8347   -0.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0163   -2.5606   -2.3399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8569   -3.6502   -0.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2253   -3.4629   -1.9918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3659   -4.4759   -0.8097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5376   -1.8164    0.9063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9281   -0.1928    0.7899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8876   -0.5735    2.1743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8128    0.6254    0.5458 H   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
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 12 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  1  0  0  0  0
 22 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28  2  1  0  0  0  0
 28  6  1  0  0  0  0
 23 17  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  6 31  1  6  0  0  0
  7 32  1  0  0  0  0
  9 33  1  0  0  0  0
  9 34  1  0  0  0  0
  9 35  1  0  0  0  0
 10 36  1  0  0  0  0
 10 37  1  0  0  0  0
 11 38  1  0  0  0  0
 11 39  1  0  0  0  0
 12 40  1  1  0  0  0
 15 41  1  0  0  0  0
 15 42  1  0  0  0  0
 15 43  1  0  0  0  0
 18 44  1  0  0  0  0
 18 45  1  0  0  0  0
 18 46  1  0  0  0  0
 19 47  1  0  0  0  0
 19 48  1  0  0  0  0
 20 49  1  0  0  0  0
 20 50  1  0  0  0  0
 21 51  1  6  0  0  0
 25 52  1  0  0  0  0
 25 53  1  0  0  0  0
 25 54  1  0  0  0  0
 26 55  1  0  0  0  0
 27 56  1  0  0  0  0
 27 57  1  0  0  0  0
 28 58  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0321267

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C([H])=C1C(=O)O[C@@]2([H])\C([H])=C(C([H])([H])[H])\C([H])([H])C([H])([H])[C@]([H])(OC(=O)C([H])([H])[H])[C@@]3(OO[C@]([H])(\C(=C([H])/C([H])([H])[C@@]12[H])C([H])([H])[H])C([H])([H])C3([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1/C22H30O6/c1-13-6-9-20(25-16(4)23)22(5)11-10-18(27-28-22)14(2)7-8-17-15(3)21(24)26-19(17)12-13/h7,12,17-20H,3,6,8-11H2,1-2,4-5H3/b13-12+,14-7-/t17-,18-,19-,20-,22+/s2

> <INCHI_KEY>
DCNHEHMOEMETOF-LCJLWLDZNA-N

> <FORMULA>
C22H30O6

> <MOLECULAR_WEIGHT>
390.476

> <EXACT_MASS>
390.204238686

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
41.72672934171471

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2Z,5S,9S,10E,14S,15R)-2,11,15-trimethyl-6-methylidene-7-oxo-8,16,17-trioxatricyclo[13.2.2.0^{5,9}]nonadeca-2,10-dien-14-yl acetate

> <JCHEM_LOGP>
3.969583353000001

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.854494422015416

> <JCHEM_POLAR_SURFACE_AREA>
71.06

> <JCHEM_REFRACTIVITY>
104.25779999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2Z,5S,9S,10E,14S,15R)-2,11,15-trimethyl-6-methylidene-7-oxo-8,16,17-trioxatricyclo[13.2.2.0^{5,9}]nonadeca-2,10-dien-14-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-MAY-23   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: NP0321267                                         
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-23         0                                  
HETATM    1  C   UNK     0      -3.065   1.618   3.364  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.062   1.840   2.045  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.331   3.187   1.481  0.00  0.00           C+0
HETATM    4  O   UNK     0      -3.799   4.139   2.077  0.00  0.00           O+0
HETATM    5  O   UNK     0      -2.991   3.159   0.163  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.273   1.947  -0.131  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.800   2.286  -0.067  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.058   2.459  -1.094  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.339   2.455  -2.547  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.537   2.691  -0.826  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.415   1.467  -1.151  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.112   0.260  -0.234  0.00  0.00           C+0
HETATM   13  O   UNK     0       3.226   0.114   0.683  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.940   0.085   2.013  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.194  -0.070   2.815  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.827   0.192   2.504  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.877  -1.073  -1.002  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.155  -1.553  -1.711  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.378  -2.191  -0.045  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.331  -3.075  -0.724  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.815  -2.228  -1.314  0.00  0.00           C+0
HETATM   22  O   UNK     0      -0.410  -0.860  -1.411  0.00  0.00           O+0
HETATM   23  O   UNK     0       0.904  -0.875  -2.050  0.00  0.00           O+0
HETATM   24  C   UNK     0      -2.107  -2.356  -0.520  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.936  -3.551  -0.939  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.576  -1.553   0.459  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.957  -0.337   1.107  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.810   0.927   0.887  0.00  0.00           C+0
HETATM   29  H   UNK     0      -2.874   0.640   3.787  0.00  0.00           H+0
HETATM   30  H   UNK     0      -3.274   2.425   4.062  0.00  0.00           H+0
HETATM   31  H   UNK     0      -2.565   1.616  -1.133  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.399   2.360   0.945  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.081   1.584  -3.064  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.035   3.361  -3.040  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.422   2.441  -2.696  0.00  0.00           H+0
HETATM   36  H   UNK     0       1.875   3.543  -1.428  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.705   2.981   0.218  0.00  0.00           H+0
HETATM   38  H   UNK     0       3.465   1.767  -1.038  0.00  0.00           H+0
HETATM   39  H   UNK     0       2.278   1.211  -2.208  0.00  0.00           H+0
HETATM   40  H   UNK     0       1.202   0.476   0.328  0.00  0.00           H+0
HETATM   41  H   UNK     0       4.979  -0.543   2.216  0.00  0.00           H+0
HETATM   42  H   UNK     0       3.997  -0.724   3.669  0.00  0.00           H+0
HETATM   43  H   UNK     0       4.535   0.911   3.159  0.00  0.00           H+0
HETATM   44  H   UNK     0       3.969  -1.754  -1.006  0.00  0.00           H+0
HETATM   45  H   UNK     0       2.960  -2.473  -2.276  0.00  0.00           H+0
HETATM   46  H   UNK     0       3.505  -0.816  -2.442  0.00  0.00           H+0
HETATM   47  H   UNK     0       2.214  -2.794   0.332  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.906  -1.751   0.840  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.815  -3.626  -1.542  0.00  0.00           H+0
HETATM   50  H   UNK     0      -0.037  -3.835  -0.027  0.00  0.00           H+0
HETATM   51  H   UNK     0      -1.016  -2.561  -2.340  0.00  0.00           H+0
HETATM   52  H   UNK     0      -3.857  -3.650  -0.355  0.00  0.00           H+0
HETATM   53  H   UNK     0      -3.225  -3.463  -1.992  0.00  0.00           H+0
HETATM   54  H   UNK     0      -2.366  -4.476  -0.810  0.00  0.00           H+0
HETATM   55  H   UNK     0      -3.538  -1.816   0.906  0.00  0.00           H+0
HETATM   56  H   UNK     0      -0.928  -0.193   0.790  0.00  0.00           H+0
HETATM   57  H   UNK     0      -1.888  -0.574   2.174  0.00  0.00           H+0
HETATM   58  H   UNK     0      -3.813   0.625   0.546  0.00  0.00           H+0
CONECT    1    2   29   30                                                  
CONECT    2    1    3   28                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7   28   31                                             
CONECT    7    6    8   32                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8   33   34   35                                             
CONECT   10    8   11   36   37                                             
CONECT   11   10   12   38   39                                             
CONECT   12   11   13   17   40                                             
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14   41   42   43                                             
CONECT   16   14                                                            
CONECT   17   12   18   19   23                                             
CONECT   18   17   44   45   46                                             
CONECT   19   17   20   47   48                                             
CONECT   20   19   21   49   50                                             
CONECT   21   20   22   24   51                                             
CONECT   22   21   23                                                       
CONECT   23   22   17                                                       
CONECT   24   21   25   26                                                  
CONECT   25   24   52   53   54                                             
CONECT   26   24   27   55                                                  
CONECT   27   26   28   56   57                                             
CONECT   28   27    2    6   58                                             
CONECT   29    1                                                            
CONECT   30    1                                                            
CONECT   31    6                                                            
CONECT   32    7                                                            
CONECT   33    9                                                            
CONECT   34    9                                                            
CONECT   35    9                                                            
CONECT   36   10                                                            
CONECT   37   10                                                            
CONECT   38   11                                                            
CONECT   39   11                                                            
CONECT   40   12                                                            
CONECT   41   15                                                            
CONECT   42   15                                                            
CONECT   43   15                                                            
CONECT   44   18                                                            
CONECT   45   18                                                            
CONECT   46   18                                                            
CONECT   47   19                                                            
CONECT   48   19                                                            
CONECT   49   20                                                            
CONECT   50   20                                                            
CONECT   51   21                                                            
CONECT   52   25                                                            
CONECT   53   25                                                            
CONECT   54   25                                                            
CONECT   55   26                                                            
CONECT   56   27                                                            
CONECT   57   27                                                            
CONECT   58   28                                                            
MASTER        0    0    0    0    0    0    0    0   58    0  120    0
END

View in JSmol

Synonyms

Value	Source
(1S,2Z,5S,9S,10E,14S,15R)-2,11,15-Trimethyl-6-methylidene-7-oxo-8,16,17-trioxatricyclo[13.2.2.0⁵,⁹]nonadeca-2,10-dien-14-yl acetic acid	Generator

Chemical Formula

C₂₂H₃₀O₆

Average Mass

390.4760 Da

Monoisotopic Mass

390.20424 Da

IUPAC Name

(1S,2Z,5S,9S,10E,14S,15R)-2,11,15-trimethyl-6-methylidene-7-oxo-8,16,17-trioxatricyclo[13.2.2.0^{5,9}]nonadeca-2,10-dien-14-yl acetate

Traditional Name

(1S,2Z,5S,9S,10E,14S,15R)-2,11,15-trimethyl-6-methylidene-7-oxo-8,16,17-trioxatricyclo[13.2.2.0^{5,9}]nonadeca-2,10-dien-14-yl acetate

CAS Registry Number

Not Available

SMILES

[H]C([H])=C1C(=O)O[C@@]2([H])\C([H])=C(C([H])([H])[H])\C([H])([H])C([H])([H])[C@]([H])(OC(=O)C([H])([H])[H])[C@@]3(OO[C@]([H])(\C(=C([H])/C([H])([H])[C@@]12[H])C([H])([H])[H])C([H])([H])C3([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1/C22H30O6/c1-13-6-9-20(25-16(4)23)22(5)11-10-18(27-28-22)14(2)7-8-17-15(3)21(24)26-19(17)12-13/h7,12,17-20H,3,6,8-11H2,1-2,4-5H3/b13-12+,14-7-/t17-,18-,19-,20-,22+/s2

InChI Key

DCNHEHMOEMETOF-LCJLWLDZNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Lobophytum crassum	LOTUS Database	35616633
Sarcophyton crassocaule	LOTUS Database	35616633

Chemical Taxonomy

Description

This compound 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
Gamma butyrolactone
Dicarboxylic acid or derivatives
Ortho-dioxane
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Dialkyl peroxide
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	3.97	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	71.06 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	104.26 m³·mol⁻¹	ChemAxon
Polarizability	41.73 Å³	ChemAxon
Number of Rings	3	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,2z,5s,9s,10e,14s,15r)-2,11,15-trimethyl-6-methylidene-7-oxo-8,16,17-trioxatricyclo[13.2.2.0⁵,⁹]nonadeca-2,10-dien-14-yl acetate (NP0321267)

MOL for NP0321267 ((1s,2z,5s,9s,10e,14s,15r)-2,11,15-trimethyl-6-methylidene-7-oxo-8,16,17-trioxatricyclo[13.2.2.0⁵,⁹]nonadeca-2,10-dien-14-yl acetate)

3D MOL for NP0321267 ((1s,2z,5s,9s,10e,14s,15r)-2,11,15-trimethyl-6-methylidene-7-oxo-8,16,17-trioxatricyclo[13.2.2.0⁵,⁹]nonadeca-2,10-dien-14-yl acetate)

3D SDF for NP0321267 ((1s,2z,5s,9s,10e,14s,15r)-2,11,15-trimethyl-6-methylidene-7-oxo-8,16,17-trioxatricyclo[13.2.2.0⁵,⁹]nonadeca-2,10-dien-14-yl acetate)

3D-SDF for NP0321267 ((1s,2z,5s,9s,10e,14s,15r)-2,11,15-trimethyl-6-methylidene-7-oxo-8,16,17-trioxatricyclo[13.2.2.0⁵,⁹]nonadeca-2,10-dien-14-yl acetate)

PDB for NP0321267 ((1s,2z,5s,9s,10e,14s,15r)-2,11,15-trimethyl-6-methylidene-7-oxo-8,16,17-trioxatricyclo[13.2.2.0⁵,⁹]nonadeca-2,10-dien-14-yl acetate)

3D PDB for NP0321267 ((1s,2z,5s,9s,10e,14s,15r)-2,11,15-trimethyl-6-methylidene-7-oxo-8,16,17-trioxatricyclo[13.2.2.0⁵,⁹]nonadeca-2,10-dien-14-yl acetate)

SMILES for NP0321267 ((1s,2z,5s,9s,10e,14s,15r)-2,11,15-trimethyl-6-methylidene-7-oxo-8,16,17-trioxatricyclo[13.2.2.0⁵,⁹]nonadeca-2,10-dien-14-yl acetate)

INCHI for NP0321267 ((1s,2z,5s,9s,10e,14s,15r)-2,11,15-trimethyl-6-methylidene-7-oxo-8,16,17-trioxatricyclo[13.2.2.0⁵,⁹]nonadeca-2,10-dien-14-yl acetate)

Structure for NP0321267 ((1s,2z,5s,9s,10e,14s,15r)-2,11,15-trimethyl-6-methylidene-7-oxo-8,16,17-trioxatricyclo[13.2.2.0⁵,⁹]nonadeca-2,10-dien-14-yl acetate)

3D Structure for NP0321267 ((1s,2z,5s,9s,10e,14s,15r)-2,11,15-trimethyl-6-methylidene-7-oxo-8,16,17-trioxatricyclo[13.2.2.0⁵,⁹]nonadeca-2,10-dien-14-yl acetate)