NP-MRD: Showing NP-Card for [(1s,2r,5r,6r,7r,8r,11r)-6-[(acetyloxy)methyl]-5,7,11-trihydroxy-2,7-dimethyl-10-oxo-9-oxatricyclo[6.3.1.0¹,⁵]dodecan-6-yl]methyl butanoate (NP0261771)

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Record Information

Version

2.0

Created at

2022-09-08 04:18:27 UTC

Updated at

2022-09-08 04:18:28 UTC

NP-MRD ID

NP0261771

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(1s,2r,5r,6r,7r,8r,11r)-6-[(acetyloxy)methyl]-5,7,11-trihydroxy-2,7-dimethyl-10-oxo-9-oxatricyclo[6.3.1.0¹,⁵]dodecan-6-yl]methyl butanoate

Description

[(1s,2r,5r,6r,7r,8r,11r)-6-[(acetyloxy)methyl]-5,7,11-trihydroxy-2,7-dimethyl-10-oxo-9-oxatricyclo[6.3.1.0¹,⁵]dodecan-6-yl]methyl butanoate is found in Illicium floridanum.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082206182D          

 30 32  0  0  1  0            999 V2000
   -0.1489   -4.4525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5655   -4.0400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2800   -4.4525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9945   -4.0400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9945   -3.2150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7090   -4.4525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4234   -4.0400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1379   -4.4525    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6224   -5.0966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8068   -4.9723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2913   -5.6164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5914   -6.3849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4758   -5.4920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4471   -3.6606    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6365   -3.5075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4480   -2.8356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2901   -3.5032    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4541   -4.2504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5961   -4.9727    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8438   -5.7947    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6339   -6.0319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2036   -6.3281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5051   -5.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7215   -5.0859    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9202   -5.2822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4523   -4.7152    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0251   -5.3089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7307   -3.8966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5334   -3.7063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1238   -3.2992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
  8 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  1  0  0  0
 14 17  1  0  0  0  0
 17 18  1  6  0  0  0
 19 18  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 19 24  1  0  0  0  0
  8 24  1  0  0  0  0
 24 25  1  1  0  0  0
 19 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 17 30  1  0  0  0  0
M  END

     RDKit          3D

 62 64  0  0  0  0  0  0  0  0999 V2000
    6.4929   -0.7035    0.4065 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0775   -1.1900   -0.9493 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7902   -0.5447   -1.4181 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7267   -0.8765   -0.4480 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9915   -1.5859    0.5519 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4167   -0.4439   -0.5721 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4208   -0.7842    0.3825 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0715   -0.1510   -0.0394 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4668    1.3343   -0.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5669    2.1787   -0.3835 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3431    3.5357   -0.4168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4147    4.5183   -0.7872 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7988    3.9956   -0.1288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2024   -0.6601   -1.4142 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1282    0.4610   -2.4666 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7894   -1.5740   -1.8646 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5069   -1.3444   -1.6295 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1246   -1.9608   -0.3929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2866   -0.8366    0.5870 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7841   -1.2979    1.9645 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2639   -1.4680    1.9981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3450   -0.0885    2.8035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1371    0.5123    2.0917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9043   -0.4658    0.9963 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4696   -1.6390    1.6893 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2170    0.1538    0.0825 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3197    1.3521    0.7488 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1011    0.4264   -1.3949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6451    1.4915   -1.8188 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4434   -0.4327   -2.2276 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8698    0.1948    0.6850 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5646   -0.3941    0.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2429   -1.4715    1.1643 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9673   -2.2874   -0.9114 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8927   -0.9897   -1.6962 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5470   -0.9258   -2.4429 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8983    0.5500   -1.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2319   -1.8759    0.3670 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6854   -0.4328    1.3868 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4204    1.4950   -0.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7405    1.5317    1.0459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4552    4.5949   -1.8821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1754    5.5043   -0.3267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3998    4.2181   -0.3802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9799    1.1319   -2.4283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1908   -0.0737   -3.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8231    0.9801   -2.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5543   -1.7996   -2.7861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4354   -2.1798   -2.3766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4187   -2.7382   -0.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1034   -2.3540   -0.6782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2441   -2.2040    2.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5131   -2.0702    2.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6178   -2.0597    1.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7939   -0.5010    2.1189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1510    0.6241    2.9623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0026   -0.5075    3.7760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2540    1.5480    1.8125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2355    0.4649    2.7716 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1408   -1.3647    2.4139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2548   -0.3046    0.1613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1928    1.7841    0.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  8  7  1  1
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
  8 24  1  0
 24 25  1  1
 24 23  1  0
 23 22  1  0
 22 20  1  0
 20 21  1  0
 20 19  1  0
 19 18  1  6
 18 17  1  0
 17 30  1  0
 30 28  1  0
 28 29  2  0
 28 26  1  0
 26 27  1  0
 17 14  1  0
 14 15  1  0
 14 16  1  6
 14  8  1  0
 19 24  1  0
 26 19  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  7 38  1  0
  7 39  1  0
  9 40  1  0
  9 41  1  0
 12 42  1  0
 12 43  1  0
 12 44  1  0
 25 60  1  0
 23 58  1  0
 23 59  1  0
 22 56  1  0
 22 57  1  0
 20 52  1  1
 21 53  1  0
 21 54  1  0
 21 55  1  0
 18 50  1  0
 18 51  1  0
 17 49  1  6
 26 61  1  6
 27 62  1  0
 15 45  1  0
 15 46  1  0
 15 47  1  0
 16 48  1  0
M  END


  Mrv1652309082206182D          

 30 32  0  0  1  0            999 V2000
   -0.1489   -4.4525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5655   -4.0400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2800   -4.4525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9945   -4.0400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9945   -3.2150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7090   -4.4525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4234   -4.0400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1379   -4.4525    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6224   -5.0966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8068   -4.9723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2913   -5.6164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5914   -6.3849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4758   -5.4920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4471   -3.6606    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6365   -3.5075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4480   -2.8356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2901   -3.5032    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4541   -4.2504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5961   -4.9727    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8438   -5.7947    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6339   -6.0319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2036   -6.3281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5051   -5.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7215   -5.0859    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9202   -5.2822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4523   -4.7152    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0251   -5.3089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7307   -3.8966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5334   -3.7063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1238   -3.2992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  1  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
  8 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  1  0  0  0
 14 17  1  0  0  0  0
 17 18  1  6  0  0  0
 19 18  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 19 24  1  0  0  0  0
  8 24  1  0  0  0  0
 24 25  1  1  0  0  0
 19 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 17 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0261771

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCC(=O)OC[C@]1(COC(C)=O)[C@@]2(O)CC[C@@H](C)[C@]22C[C@@H](OC(=O)[C@@H]2O)[C@]1(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C21H32O9/c1-5-6-15(23)29-11-19(10-28-13(3)22)18(4,26)14-9-20(16(24)17(25)30-14)12(2)7-8-21(19,20)27/h12,14,16,24,26-27H,5-11H2,1-4H3/t12-,14?,16+,18+,19+,20+,21+/m1/s1

> <INCHI_KEY>
MIFYTBIFCJREKB-XZDZXPGMSA-N

> <FORMULA>
C21H32O9

> <MOLECULAR_WEIGHT>
428.478

> <EXACT_MASS>
428.20463261

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
43.147374706610435

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(1S,2R,5R,6R,7R,8R,11R)-6-[(acetyloxy)methyl]-5,7,11-trihydroxy-2,7-dimethyl-10-oxo-9-oxatricyclo[6.3.1.0^{1,5}]dodecan-6-yl]methyl butanoate

> <JCHEM_LOGP>
-0.09265234966666677

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.27461342300063

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.141060860639593

> <JCHEM_PKA_STRONGEST_BASIC>
-3.373319877560802

> <JCHEM_POLAR_SURFACE_AREA>
139.59

> <JCHEM_REFRACTIVITY>
101.63139999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
[(1S,2R,5R,6R,7R,8R,11R)-6-[(acetyloxy)methyl]-5,7,11-trihydroxy-2,7-dimethyl-10-oxo-9-oxatricyclo[6.3.1.0^{1,5}]dodecan-6-yl]methyl butanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0      -0.278  -8.311   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.056  -7.541   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.389  -8.311   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.723  -7.541   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       3.723  -6.001   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       5.057  -8.311   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       6.390  -7.541   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.724  -8.311   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.762  -9.514   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       5.239  -9.282   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       4.277 -10.484   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.837 -11.918   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.755 -10.252   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       8.301  -6.833   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.788  -6.547   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.303  -5.293   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       9.875  -6.539   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.181  -7.934   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.446  -9.282   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.908 -10.817   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.383 -11.260   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.713 -11.812   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.410 -10.988   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.814  -9.494   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       7.318  -9.860   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      12.044  -8.802   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      13.114  -9.910   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      12.564  -7.274   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      14.062  -6.919   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      11.431  -6.158   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   14   24                                             
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    8   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14   18   30                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   24   26                                             
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   19    8   25                                             
CONECT   25   24                                                            
CONECT   26   19   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   17                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₃₂O₉

Average Mass

428.4780 Da

Monoisotopic Mass

428.20463 Da

IUPAC Name

[(1S,2R,5R,6R,7R,8R,11R)-6-[(acetyloxy)methyl]-5,7,11-trihydroxy-2,7-dimethyl-10-oxo-9-oxatricyclo[6.3.1.0^{1,5}]dodecan-6-yl]methyl butanoate

Traditional Name

[(1S,2R,5R,6R,7R,8R,11R)-6-[(acetyloxy)methyl]-5,7,11-trihydroxy-2,7-dimethyl-10-oxo-9-oxatricyclo[6.3.1.0^{1,5}]dodecan-6-yl]methyl butanoate

CAS Registry Number

Not Available

SMILES

CCCC(=O)OC[C@]1(COC(C)=O)[C@@]2(O)CC[C@@H](C)[C@]22C[C@@H](OC(=O)[C@@H]2O)[C@]1(C)O

InChI Identifier

InChI=1S/C21H32O9/c1-5-6-15(23)29-11-19(10-28-13(3)22)18(4,26)14-9-20(16(24)17(25)30-14)12(2)7-8-21(19,20)27/h12,14,16,24,26-27H,5-11H2,1-4H3/t12-,14?,16+,18+,19+,20+,21+/m1/s1

InChI Key

MIFYTBIFCJREKB-XZDZXPGMSA-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
Illicium floridanum	LOTUS Database	35616633

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	-0.093	ChemAxon
pKa (Strongest Acidic)	12.14	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	139.59 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	101.63 m³·mol⁻¹	ChemAxon
Polarizability	43.15 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	Yes	ChemAxon

External Links

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(1s,2r,5r,6r,7r,8r,11r)-6-[(acetyloxy)methyl]-5,7,11-trihydroxy-2,7-dimethyl-10-oxo-9-oxatricyclo[6.3.1.0¹,⁵]dodecan-6-yl]methyl butanoate (NP0261771)

MOL for NP0261771 ([(1s,2r,5r,6r,7r,8r,11r)-6-[(acetyloxy)methyl]-5,7,11-trihydroxy-2,7-dimethyl-10-oxo-9-oxatricyclo[6.3.1.0¹,⁵]dodecan-6-yl]methyl butanoate)

3D MOL for NP0261771 ([(1s,2r,5r,6r,7r,8r,11r)-6-[(acetyloxy)methyl]-5,7,11-trihydroxy-2,7-dimethyl-10-oxo-9-oxatricyclo[6.3.1.0¹,⁵]dodecan-6-yl]methyl butanoate)

3D SDF for NP0261771 ([(1s,2r,5r,6r,7r,8r,11r)-6-[(acetyloxy)methyl]-5,7,11-trihydroxy-2,7-dimethyl-10-oxo-9-oxatricyclo[6.3.1.0¹,⁵]dodecan-6-yl]methyl butanoate)

3D-SDF for NP0261771 ([(1s,2r,5r,6r,7r,8r,11r)-6-[(acetyloxy)methyl]-5,7,11-trihydroxy-2,7-dimethyl-10-oxo-9-oxatricyclo[6.3.1.0¹,⁵]dodecan-6-yl]methyl butanoate)

PDB for NP0261771 ([(1s,2r,5r,6r,7r,8r,11r)-6-[(acetyloxy)methyl]-5,7,11-trihydroxy-2,7-dimethyl-10-oxo-9-oxatricyclo[6.3.1.0¹,⁵]dodecan-6-yl]methyl butanoate)

3D PDB for NP0261771 ([(1s,2r,5r,6r,7r,8r,11r)-6-[(acetyloxy)methyl]-5,7,11-trihydroxy-2,7-dimethyl-10-oxo-9-oxatricyclo[6.3.1.0¹,⁵]dodecan-6-yl]methyl butanoate)

SMILES for NP0261771 ([(1s,2r,5r,6r,7r,8r,11r)-6-[(acetyloxy)methyl]-5,7,11-trihydroxy-2,7-dimethyl-10-oxo-9-oxatricyclo[6.3.1.0¹,⁵]dodecan-6-yl]methyl butanoate)

INCHI for NP0261771 ([(1s,2r,5r,6r,7r,8r,11r)-6-[(acetyloxy)methyl]-5,7,11-trihydroxy-2,7-dimethyl-10-oxo-9-oxatricyclo[6.3.1.0¹,⁵]dodecan-6-yl]methyl butanoate)

Structure for NP0261771 ([(1s,2r,5r,6r,7r,8r,11r)-6-[(acetyloxy)methyl]-5,7,11-trihydroxy-2,7-dimethyl-10-oxo-9-oxatricyclo[6.3.1.0¹,⁵]dodecan-6-yl]methyl butanoate)

3D Structure for NP0261771 ([(1s,2r,5r,6r,7r,8r,11r)-6-[(acetyloxy)methyl]-5,7,11-trihydroxy-2,7-dimethyl-10-oxo-9-oxatricyclo[6.3.1.0¹,⁵]dodecan-6-yl]methyl butanoate)