NP-MRD: Showing NP-Card for pulicanol diacetate (NP0028089)

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Record Information

Version

2.0

Created at

2021-06-19 20:04:20 UTC

Updated at

2021-06-29 23:54:39 UTC

NP-MRD ID

NP0028089

Secondary Accession Numbers

None

Natural Product Identification

Common Name

pulicanol diacetate

Provided By

JEOL Database JEOL Logo

Description

pulicanol diacetate is found in Pulicaria canariensis. pulicanol diacetate was first documented in 2005 (Triana, J., et al.). Based on a literature review very few articles have been published on [(1R,4E,7R,8S,9S,10S)-7,9-bis(acetyloxy)-1-methyl-8-(propan-2-yl)-11-oxabicyclo[8.1.0]Undec-4-en-5-yl]methyl acetate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192122043D          

 60 61  0  0  0  0            999 V2000
   -1.9844    2.7270    4.3811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5888    1.8178    3.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3779    0.9187    3.6072 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1274    2.1414    2.1195 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.0827    1.8199   -0.2458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8946    2.3427   -1.1887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5411    2.9979   -2.4968 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8705    2.1495   -3.5797 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4545    0.7740   -3.7553 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9149    0.7143   -4.1149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6595   -0.0569   -4.6189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7796   -0.5119   -3.2605 C   0  0  1  0  0  0  0  0  0  0  0  0
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    1.9489    1.1828    1.5873 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.9270    3.8856   -2.2992 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.2120   -0.2893   -4.4391 H   0  0  0  0  0  0  0  0  0  0  0  0
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 23 24  1  0  0  0  0
 10 11  1  6  0  0  0
 20 21  1  0  0  0  0
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  6  5  1  0  0  0  0
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 10 13  1  0  0  0  0
 15 16  1  0  0  0  0
  7  6  2  0  0  0  0
 16 17  1  0  0  0  0
  9  8  1  0  0  0  0
 16 18  2  0  0  0  0
  6 28  1  0  0  0  0
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  7  8  1  0  0  0  0
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  1 31  1  0  0  0  0
M  END

     RDKit          3D

 60 61  0  0  0  0  0  0  0  0999 V2000
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   -2.5888    1.8178    3.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.6795    1.3445    1.0670 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652306192122043D          

 60 61  0  0  0  0            999 V2000
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   -2.5888    1.8178    3.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.9183   -0.0706    3.3683 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9489    1.1828    1.5873 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5701    1.7306   -0.3750 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2939    3.7576    4.1904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8951    2.6416    4.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3337    2.4345    5.3754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4589    0.2847    1.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7702    1.4640    1.0681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9646    2.3761   -0.9752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4777    3.3926   -2.9148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9270    3.8856   -2.2992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7965    2.1230   -3.4026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9700    2.6856   -4.5336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2120   -0.2893   -4.4391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5372    0.9799   -3.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1396    1.4069   -4.9326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4228   -1.3706   -3.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0907   -1.6688   -2.9549 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2087    0.8933   -4.6509 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7538    1.9051   -4.5518 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7589    1.6133   -3.0905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6967   -0.7839   -0.7953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4141   -2.2758    0.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1170   -3.1611   -0.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8362   -3.5367   -2.1511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8478   -4.3192   -0.5717 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9132   -1.7987   -0.1739 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5318   -3.5185   -0.1986 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5760   -2.6121   -1.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1137    0.3785   -0.5196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1071    0.0540    3.7247 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5781    0.4978    4.0298 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2040   -1.1248    3.3924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2439    2.1473   -1.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1447    2.4043    0.3800 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 24  1  0  0  0  0
 10 11  1  6  0  0  0
 20 21  1  0  0  0  0
 19 23  1  0  0  0  0
 20 22  1  0  0  0  0
 23 28  1  0  0  0  0
  6  5  1  0  0  0  0
 10  9  1  0  0  0  0
  5  4  1  0  0  0  0
 10 13  1  0  0  0  0
 15 16  1  0  0  0  0
  7  6  2  0  0  0  0
 16 17  1  0  0  0  0
  9  8  1  0  0  0  0
 16 18  2  0  0  0  0
  6 28  1  0  0  0  0
 24 25  1  0  0  0  0
  7  8  1  0  0  0  0
 25 26  1  0  0  0  0
 13 14  1  0  0  0  0
 25 27  2  0  0  0  0
 14 15  1  0  0  0  0
 13 12  1  0  0  0  0
  4  2  1  0  0  0  0
 19 20  1  0  0  0  0
  2  1  1  0  0  0  0
 14 19  1  0  0  0  0
  2  3  2  0  0  0  0
 10 12  1  0  0  0  0
  9 37  1  0  0  0  0
  9 38  1  0  0  0  0
  8 35  1  0  0  0  0
  8 36  1  0  0  0  0
 11 39  1  0  0  0  0
 11 40  1  0  0  0  0
 11 41  1  0  0  0  0
 13 42  1  6  0  0  0
 14 43  1  6  0  0  0
 19 47  1  6  0  0  0
 23 55  1  6  0  0  0
  7 34  1  0  0  0  0
 28 59  1  0  0  0  0
 28 60  1  0  0  0  0
 20 48  1  1  0  0  0
 21 49  1  0  0  0  0
 21 50  1  0  0  0  0
 21 51  1  0  0  0  0
 22 52  1  0  0  0  0
 22 53  1  0  0  0  0
 22 54  1  0  0  0  0
  5 32  1  0  0  0  0
  5 33  1  0  0  0  0
 17 44  1  0  0  0  0
 17 45  1  0  0  0  0
 17 46  1  0  0  0  0
 26 56  1  0  0  0  0
 26 57  1  0  0  0  0
 26 58  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0028089

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]\C1=C(C([H])([H])OC(=O)C([H])([H])[H])\C([H])([H])[C@@]([H])(OC(=O)C([H])([H])[H])[C@]([H])(C([H])(C([H])([H])[H])C([H])([H])[H])[C@]([H])(OC(=O)C([H])([H])[H])[C@]2([H])O[C@]2(C([H])([H])[H])C([H])([H])C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C21H32O7/c1-12(2)18-17(26-14(4)23)10-16(11-25-13(3)22)8-7-9-21(6)20(28-21)19(18)27-15(5)24/h8,12,17-20H,7,9-11H2,1-6H3/b16-8+/t17-,18+,19+,20+,21-/m1/s1

> <INCHI_KEY>
USLIXTLJRXGPBH-FXBSKUJPSA-N

> <FORMULA>
C21H32O7

> <MOLECULAR_WEIGHT>
396.48

> <EXACT_MASS>
396.21480337

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
41.94717878952293

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(1R,4E,7R,8S,9S,10S)-7,9-bis(acetyloxy)-1-methyl-8-(propan-2-yl)-11-oxabicyclo[8.1.0]undec-4-en-5-yl]methyl acetate

> <ALOGPS_LOGP>
2.95

> <JCHEM_LOGP>
2.0268846266666674

> <ALOGPS_LOGS>
-4.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.241475017245928

> <JCHEM_POLAR_SURFACE_AREA>
91.43

> <JCHEM_REFRACTIVITY>
101.35029999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.67e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(1R,4E,7R,8S,9S,10S)-7,9-bis(acetyloxy)-8-isopropyl-1-methyl-11-oxabicyclo[8.1.0]undec-4-en-5-yl]methyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 60 61  0  0  0  0  0  0  0  0999 V2000
   -1.9844    2.7270    4.3811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5888    1.8178    3.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.6795    1.3445    1.0670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0827    1.8199   -0.2458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8946    2.3427   -1.1887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5411    2.9979   -2.4968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8705    2.1495   -3.5797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4545    0.7740   -3.7553 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9149    0.7143   -4.1149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6595   -0.0569   -4.6189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7796   -0.5119   -3.2605 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4481   -0.7112   -2.5683 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4941    0.3155   -2.9150 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5512   -0.0374   -3.6945 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3670    1.1782   -4.0133 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8243   -1.1662   -4.0742 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6225   -0.8269   -1.0200 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2022   -2.2462   -0.4862 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0486   -3.3751   -1.0905 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2877   -2.5540   -0.6578 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0628    0.3214   -0.2091 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0348   -0.0297    1.1995 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0464    0.4534    1.9710 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9183   -0.0706    3.3683 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9489    1.1828    1.5873 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5701    1.7306   -0.3750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2939    3.7576    4.1904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8951    2.6416    4.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3337    2.4345    5.3754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4589    0.2847    1.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7702    1.4640    1.0681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9646    2.3761   -0.9752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4777    3.3926   -2.9148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9270    3.8856   -2.2992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7965    2.1230   -3.4026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9700    2.6856   -4.5336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2120   -0.2893   -4.4391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5372    0.9799   -3.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1396    1.4069   -4.9326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4228   -1.3706   -3.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0907   -1.6688   -2.9549 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2087    0.8933   -4.6509 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7538    1.9051   -4.5518 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7589    1.6133   -3.0905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6967   -0.7839   -0.7953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4141   -2.2758    0.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1170   -3.1611   -0.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8362   -3.5367   -2.1511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8478   -4.3192   -0.5717 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9132   -1.7987   -0.1739 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5318   -3.5185   -0.1986 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5760   -2.6121   -1.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1137    0.3785   -0.5196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1071    0.0540    3.7247 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5781    0.4978    4.0298 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2040   -1.1248    3.3924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2439    2.1473   -1.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1447    2.4043    0.3800 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 24  1  0
 10 11  1  6
 20 21  1  0
 19 23  1  0
 20 22  1  0
 23 28  1  0
  6  5  1  0
 10  9  1  0
  5  4  1  0
 10 13  1  0
 15 16  1  0
  7  6  2  0
 16 17  1  0
  9  8  1  0
 16 18  2  0
  6 28  1  0
 24 25  1  0
  7  8  1  0
 25 26  1  0
 13 14  1  0
 25 27  2  0
 14 15  1  0
 13 12  1  0
  4  2  1  0
 19 20  1  0
  2  1  1  0
 14 19  1  0
  2  3  2  0
 10 12  1  0
  9 37  1  0
  9 38  1  0
  8 35  1  0
  8 36  1  0
 11 39  1  0
 11 40  1  0
 11 41  1  0
 13 42  1  6
 14 43  1  6
 19 47  1  6
 23 55  1  6
  7 34  1  0
 28 59  1  0
 28 60  1  0
 20 48  1  1
 21 49  1  0
 21 50  1  0
 21 51  1  0
 22 52  1  0
 22 53  1  0
 22 54  1  0
  5 32  1  0
  5 33  1  0
 17 44  1  0
 17 45  1  0
 17 46  1  0
 26 56  1  0
 26 57  1  0
 26 58  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0      -1.984   2.727   4.381  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.589   1.818   3.355  0.00  0.00           C+0
HETATM    3  O   UNK     0      -3.378   0.919   3.607  0.00  0.00           O+0
HETATM    4  O   UNK     0      -2.127   2.141   2.119  0.00  0.00           O+0
HETATM    5  C   UNK     0      -2.680   1.345   1.067  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.083   1.820  -0.246  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.895   2.343  -1.189  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.541   2.998  -2.497  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.871   2.150  -3.580  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.454   0.774  -3.755  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.915   0.714  -4.115  0.00  0.00           C+0
HETATM   12  O   UNK     0      -1.660  -0.057  -4.619  0.00  0.00           O+0
HETATM   13  C   UNK     0      -1.780  -0.512  -3.260  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.448  -0.711  -2.568  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.494   0.316  -2.915  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.551  -0.037  -3.695  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.367   1.178  -4.013  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.824  -1.166  -4.074  0.00  0.00           O+0
HETATM   19  C   UNK     0      -0.623  -0.827  -1.020  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.202  -2.246  -0.486  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.049  -3.375  -1.091  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.288  -2.554  -0.658  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.063   0.321  -0.209  0.00  0.00           C+0
HETATM   24  O   UNK     0       0.035  -0.030   1.200  0.00  0.00           O+0
HETATM   25  C   UNK     0       1.046   0.453   1.971  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.918  -0.071   3.368  0.00  0.00           C+0
HETATM   27  O   UNK     0       1.949   1.183   1.587  0.00  0.00           O+0
HETATM   28  C   UNK     0      -0.570   1.731  -0.375  0.00  0.00           C+0
HETATM   29  H   UNK     0      -2.294   3.758   4.190  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.895   2.642   4.357  0.00  0.00           H+0
HETATM   31  H   UNK     0      -2.334   2.434   5.375  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.459   0.285   1.231  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.770   1.464   1.068  0.00  0.00           H+0
HETATM   34  H   UNK     0      -3.965   2.376  -0.975  0.00  0.00           H+0
HETATM   35  H   UNK     0      -3.478   3.393  -2.915  0.00  0.00           H+0
HETATM   36  H   UNK     0      -1.927   3.886  -2.299  0.00  0.00           H+0
HETATM   37  H   UNK     0      -0.797   2.123  -3.403  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.970   2.686  -4.534  0.00  0.00           H+0
HETATM   39  H   UNK     0      -4.212  -0.289  -4.439  0.00  0.00           H+0
HETATM   40  H   UNK     0      -4.537   0.980  -3.256  0.00  0.00           H+0
HETATM   41  H   UNK     0      -4.140   1.407  -4.933  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.423  -1.371  -3.093  0.00  0.00           H+0
HETATM   43  H   UNK     0      -0.091  -1.669  -2.955  0.00  0.00           H+0
HETATM   44  H   UNK     0       3.209   0.893  -4.651  0.00  0.00           H+0
HETATM   45  H   UNK     0       1.754   1.905  -4.552  0.00  0.00           H+0
HETATM   46  H   UNK     0       2.759   1.613  -3.091  0.00  0.00           H+0
HETATM   47  H   UNK     0      -1.697  -0.784  -0.795  0.00  0.00           H+0
HETATM   48  H   UNK     0      -0.414  -2.276   0.591  0.00  0.00           H+0
HETATM   49  H   UNK     0      -2.117  -3.161  -0.983  0.00  0.00           H+0
HETATM   50  H   UNK     0      -0.836  -3.537  -2.151  0.00  0.00           H+0
HETATM   51  H   UNK     0      -0.848  -4.319  -0.572  0.00  0.00           H+0
HETATM   52  H   UNK     0       1.913  -1.799  -0.174  0.00  0.00           H+0
HETATM   53  H   UNK     0       1.532  -3.519  -0.199  0.00  0.00           H+0
HETATM   54  H   UNK     0       1.576  -2.612  -1.711  0.00  0.00           H+0
HETATM   55  H   UNK     0       1.114   0.379  -0.520  0.00  0.00           H+0
HETATM   56  H   UNK     0      -0.107   0.054   3.725  0.00  0.00           H+0
HETATM   57  H   UNK     0       1.578   0.498   4.030  0.00  0.00           H+0
HETATM   58  H   UNK     0       1.204  -1.125   3.392  0.00  0.00           H+0
HETATM   59  H   UNK     0      -0.244   2.147  -1.329  0.00  0.00           H+0
HETATM   60  H   UNK     0      -0.145   2.404   0.380  0.00  0.00           H+0
CONECT    1    2   29   30   31                                             
CONECT    2    4    1    3                                                  
CONECT    3    2                                                            
CONECT    4    5    2                                                       
CONECT    5    6    4   32   33                                             
CONECT    6    5    7   28                                                  
CONECT    7    6    8   34                                                  
CONECT    8    9    7   35   36                                             
CONECT    9   10    8   37   38                                             
CONECT   10   11    9   13   12                                             
CONECT   11   10   39   40   41                                             
CONECT   12   13   10                                                       
CONECT   13   10   14   12   42                                             
CONECT   14   13   15   19   43                                             
CONECT   15   16   14                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16   44   45   46                                             
CONECT   18   16                                                            
CONECT   19   23   20   14   47                                             
CONECT   20   21   22   19   48                                             
CONECT   21   20   49   50   51                                             
CONECT   22   20   52   53   54                                             
CONECT   23   24   19   28   55                                             
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25   56   57   58                                             
CONECT   27   25                                                            
CONECT   28   23    6   59   60                                             
CONECT   29    1                                                            
CONECT   30    1                                                            
CONECT   31    1                                                            
CONECT   32    5                                                            
CONECT   33    5                                                            
CONECT   34    7                                                            
CONECT   35    8                                                            
CONECT   36    8                                                            
CONECT   37    9                                                            
CONECT   38    9                                                            
CONECT   39   11                                                            
CONECT   40   11                                                            
CONECT   41   11                                                            
CONECT   42   13                                                            
CONECT   43   14                                                            
CONECT   44   17                                                            
CONECT   45   17                                                            
CONECT   46   17                                                            
CONECT   47   19                                                            
CONECT   48   20                                                            
CONECT   49   21                                                            
CONECT   50   21                                                            
CONECT   51   21                                                            
CONECT   52   22                                                            
CONECT   53   22                                                            
CONECT   54   22                                                            
CONECT   55   23                                                            
CONECT   56   26                                                            
CONECT   57   26                                                            
CONECT   58   26                                                            
CONECT   59   28                                                            
CONECT   60   28                                                            
MASTER        0    0    0    0    0    0    0    0   60    0  122    0
END

RDKit          3D

60 61  0  0  0  0  0  0  0  0999 V2000
   -1.9844    2.7270    4.3811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5888    1.8178    3.3554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3779    0.9187    3.6072 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1274    2.1414    2.1195 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6795    1.3445    1.0670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0827    1.8199   -0.2458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8946    2.3427   -1.1887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5411    2.9979   -2.4968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8705    2.1495   -3.5797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4545    0.7740   -3.7553 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9149    0.7143   -4.1149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6595   -0.0569   -4.6189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7796   -0.5119   -3.2605 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4481   -0.7112   -2.5683 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4941    0.3155   -2.9150 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5512   -0.0374   -3.6945 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3670    1.1782   -4.0133 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8243   -1.1662   -4.0742 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6225   -0.8269   -1.0200 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2022   -2.2462   -0.4862 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0486   -3.3751   -1.0905 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2877   -2.5540   -0.6578 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0628    0.3214   -0.2091 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0348   -0.0297    1.1995 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0464    0.4534    1.9710 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9183   -0.0706    3.3683 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9489    1.1828    1.5873 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5701    1.7306   -0.3750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2939    3.7576    4.1904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8951    2.6416    4.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3337    2.4345    5.3754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4589    0.2847    1.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7702    1.4640    1.0681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9646    2.3761   -0.9752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4777    3.3926   -2.9148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9270    3.8856   -2.2992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7965    2.1230   -3.4026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9700    2.6856   -4.5336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2120   -0.2893   -4.4391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5372    0.9799   -3.2555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1396    1.4069   -4.9326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4228   -1.3706   -3.0927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0907   -1.6688   -2.9549 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2087    0.8933   -4.6509 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7538    1.9051   -4.5518 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7589    1.6133   -3.0905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6967   -0.7839   -0.7953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4141   -2.2758    0.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1170   -3.1611   -0.9827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8362   -3.5367   -2.1511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8478   -4.3192   -0.5717 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9132   -1.7987   -0.1739 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5318   -3.5185   -0.1986 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5760   -2.6121   -1.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1137    0.3785   -0.5196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1071    0.0540    3.7247 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5781    0.4978    4.0298 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2040   -1.1248    3.3924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2439    2.1473   -1.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1447    2.4043    0.3800 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 24  1  0
 10 11  1  6
 20 21  1  0
 19 23  1  0
 20 22  1  0
 23 28  1  0
  6  5  1  0
 10  9  1  0
  5  4  1  0
 10 13  1  0
 15 16  1  0
  7  6  2  0
 16 17  1  0
  9  8  1  0
 16 18  2  0
  6 28  1  0
 24 25  1  0
  7  8  1  0
 25 26  1  0
 13 14  1  0
 25 27  2  0
 14 15  1  0
 13 12  1  0
  4  2  1  0
 19 20  1  0
  2  1  1  0
 14 19  1  0
  2  3  2  0
 10 12  1  0
  9 37  1  0
  9 38  1  0
  8 35  1  0
  8 36  1  0
 11 39  1  0
 11 40  1  0
 11 41  1  0
 13 42  1  6
 14 43  1  6
 19 47  1  6
 23 55  1  6
  7 34  1  0
 28 59  1  0
 28 60  1  0
 20 48  1  1
 21 49  1  0
 21 50  1  0
 21 51  1  0
 22 52  1  0
 22 53  1  0
 22 54  1  0
  5 32  1  0
  5 33  1  0
 17 44  1  0
 17 45  1  0
 17 46  1  0
 26 56  1  0
 26 57  1  0
 26 58  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
M  END

View in JSmol

Synonyms

Value	Source
[(1R,4E,7R,8S,9S,10S)-7,9-Bis(acetyloxy)-1-methyl-8-(propan-2-yl)-11-oxabicyclo[8.1.0]undec-4-en-5-yl]methyl acetic acid	Generator

Chemical Formula

C₂₁H₃₂O₇

Average Mass

396.4800 Da

Monoisotopic Mass

396.21480 Da

IUPAC Name

[(1R,4E,7R,8S,9S,10S)-7,9-bis(acetyloxy)-1-methyl-8-(propan-2-yl)-11-oxabicyclo[8.1.0]undec-4-en-5-yl]methyl acetate

Traditional Name

[(1R,4E,7R,8S,9S,10S)-7,9-bis(acetyloxy)-8-isopropyl-1-methyl-11-oxabicyclo[8.1.0]undec-4-en-5-yl]methyl acetate

CAS Registry Number

Not Available

SMILES

[H]\C1=C(C([H])([H])OC(=O)C([H])([H])[H])\C([H])([H])[C@@]([H])(OC(=O)C([H])([H])[H])[C@]([H])(C([H])(C([H])([H])[H])C([H])([H])[H])[C@]([H])(OC(=O)C([H])([H])[H])[C@]2([H])O[C@]2(C([H])([H])[H])C([H])([H])C1([H])[H]

InChI Identifier

InChI=1S/C21H32O7/c1-12(2)18-17(26-14(4)23)10-16(11-25-13(3)22)8-7-9-21(6)20(28-21)19(18)27-15(5)24/h8,12,17-20H,7,9-11H2,1-6H3/b16-8+/t17-,18+,19+,20+,21-/m1/s1

InChI Key

USLIXTLJRXGPBH-FXBSKUJPSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Pulicaria canariensis	JEOL database	Triana, J., et al, J. Nat. Prod. 68, 523 (2005)

Chemical Taxonomy

Classification

Not classified

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	2.95	ALOGPS
logP	2.03	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	91.43 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	101.35 m³·mol⁻¹	ChemAxon
Polarizability	41.95 Å³	ChemAxon
Number of Rings	2	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

9328782

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11153674

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Triana, J., et al. (2005). Triana, J., et al, J. Nat. Prod. 68, 523 (2005). J. Nat. Prod..

Showing NP-Card for pulicanol diacetate (NP0028089)

MOL for NP0028089 (pulicanol diacetate)

3D MOL for NP0028089 (pulicanol diacetate)

3D SDF for NP0028089 (pulicanol diacetate)

3D-SDF for NP0028089 (pulicanol diacetate)

PDB for NP0028089 (pulicanol diacetate)

3D PDB for NP0028089 (pulicanol diacetate)

SMILES for NP0028089 (pulicanol diacetate)

INCHI for NP0028089 (pulicanol diacetate)

Structure for NP0028089 (pulicanol diacetate)

3D Structure for NP0028089 (pulicanol diacetate)