NP-MRD: Showing NP-Card for 7-Acetoxymarrubin (NP0065269)

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Record Information

Version

2.0

Created at

2022-04-28 09:30:49 UTC

Updated at

2022-04-28 09:30:49 UTC

NP-MRD ID

NP0065269

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-Acetoxymarrubin

Description

7Alpha-Acetoxymarrubiin belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. 7-Acetoxymarrubin is found in Ballota nigra . Based on a literature review very few articles have been published on 7alpha-Acetoxymarrubiin.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282211302D          

 28 31  0  0  1  0            999 V2000
    0.8514   -0.6767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9377    0.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6913    0.4793    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9463    1.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4614    1.9314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7713    1.2639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0262    0.4793    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7799    0.1437    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8661   -0.6767    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1987   -1.1617    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2725   -0.8261    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5189   -1.1617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3588   -0.0056    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3019   -1.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6785   -1.8328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4996   -1.7527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9795   -2.4238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8045   -2.4301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0534   -3.2166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3824   -3.6965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7186   -3.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9235   -1.9394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6198   -1.0123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4473    0.6287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3611    1.4492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6074    1.7847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0285    1.9341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0782    1.0313    0.0000 C   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
  7  6  1  6  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  1  0  0  0  0
 11 12  1  0  0  0  0
  1 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13  3  1  6  0  0  0
  7 13  1  0  0  0  0
 11 14  1  6  0  0  0
 10 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 17 21  1  0  0  0  0
 10 22  1  1  0  0  0
  9 23  1  1  0  0  0
  8 24  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
  3 28  1  1  0  0  0
M  END

     RDKit          3D

 58 61  0  0  0  0  0  0  0  0999 V2000
   -2.9013    3.8256    1.9806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8057    2.9507    0.7862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4781    3.2980   -0.2354 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0564    1.8118    0.7048 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9813    0.9889   -0.4532 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4013   -0.4020   -0.2250 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9749   -1.0681   -1.3033 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8518   -2.4375   -1.0878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4017   -3.3866   -1.7342 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9429   -2.6902    0.0622 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7578   -3.0349    1.2911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9382   -3.7714   -0.1839 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4291   -3.4848    0.3244 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9355   -2.1036    0.2605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0111   -1.1584   -0.4300 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0565   -1.4349   -1.8877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3241   -1.3325    0.2321 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3792    0.3082   -0.2143 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0532    0.5442    1.1397 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8148    0.5229   -0.2371 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3328    1.8611    0.1759 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8552    1.8585    0.1363 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7244    1.5302    1.1481 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9825    1.6760    0.6475 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8668    2.0660   -0.5833 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6263    2.1936   -0.9482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5459    1.0911   -1.0543 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2735    2.5069   -1.3726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0120    3.7627    2.6237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8467    3.6119    2.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0198    4.8760    1.6325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6294    1.4561   -1.2232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1786   -0.3923    0.5965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1111   -2.1197    1.7955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5750   -3.7524    1.0732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0584   -3.5503    1.9989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9953   -4.0463   -1.2581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2919   -4.7064    0.3485 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5352   -3.8550    1.3877 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1194   -4.1803   -0.2407 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1092   -1.7026    1.2914 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9431   -2.1167   -0.2089 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5571   -2.4302   -2.0983 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.7153   -2.3714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9325   -1.4003   -2.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1824   -1.1711    1.3211 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6900    0.2463    1.7311 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1672    0.3365   -1.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4141   -0.2357    0.3281 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0933    2.1243    1.2220 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0570    2.6851   -0.4815 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4049    1.2157    2.1535 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9103    1.4912    1.2032 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2987    2.5123   -1.9464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7285    0.5934   -2.0706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1316    3.2025   -0.5520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2097    2.8700   -1.9297 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5149    2.6616   -2.1333 H   0  0  0  0  0  0  0  0  0  0  0  0
 28 27  1  0
 27  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  1
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  6
 15 17  1  0
 15 18  1  0
 18 19  1  1
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 26  2  0
 26 25  1  0
 25 24  1  0
 24 23  2  0
 18 27  1  0
 23 22  1  0
 17  6  1  0
 17 10  1  0
 28 56  1  0
 28 57  1  0
 28 58  1  0
 27 55  1  6
  5 32  1  6
  1 29  1  0
  1 30  1  0
  1 31  1  0
  6 33  1  1
 11 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 16 43  1  0
 16 44  1  0
 16 45  1  0
 17 46  1  1
 19 47  1  0
 20 48  1  0
 20 49  1  0
 21 50  1  0
 21 51  1  0
 26 54  1  0
 24 53  1  0
 23 52  1  0
M  END


  Mrv1652304282211302D          

 28 31  0  0  1  0            999 V2000
    0.8514   -0.6767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9377    0.1437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6913    0.4793    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9463    1.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4614    1.9314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7713    1.2639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0262    0.4793    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7799    0.1437    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8661   -0.6767    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1987   -1.1617    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2725   -0.8261    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5189   -1.1617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3588   -0.0056    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3019   -1.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6785   -1.8328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4996   -1.7527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9795   -2.4238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8045   -2.4301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0534   -3.2166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3824   -3.6965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7186   -3.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9235   -1.9394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6198   -1.0123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4473    0.6287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3611    1.4492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6074    1.7847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0285    1.9341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0782    1.0313    0.0000 C   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
  7  6  1  6  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  1  0  0  0  0
 11 12  1  0  0  0  0
  1 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13  3  1  6  0  0  0
  7 13  1  0  0  0  0
 11 14  1  6  0  0  0
 10 15  1  6  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 17 21  1  0  0  0  0
 10 22  1  1  0  0  0
  9 23  1  1  0  0  0
  8 24  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
  3 28  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0065269

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1[C@H](OC(C)=O)[C@H]2OC(=O)[C@@]3(C)CCC[C@@](C)([C@@H]23)[C@@]1(O)CCC1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H30O6/c1-13-16(27-14(2)23)17-18-20(3,19(24)28-17)8-5-9-21(18,4)22(13,25)10-6-15-7-11-26-12-15/h7,11-13,16-18,25H,5-6,8-10H2,1-4H3/t13-,16+,17-,18+,20+,21+,22-/m1/s1

> <INCHI_KEY>
WVBHIVUCJQTJIG-DYUKNDHMSA-N

> <FORMULA>
C22H30O6

> <MOLECULAR_WEIGHT>
390.476

> <EXACT_MASS>
390.204238686

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
41.734862622326396

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,4S,8S,9R,10R,11S,12R)-9-[2-(furan-3-yl)ethyl]-9-hydroxy-4,8,10-trimethyl-3-oxo-2-oxatricyclo[6.3.1.0^{4,12}]dodecan-11-yl acetate

> <ALOGPS_LOGP>
3.40

> <JCHEM_LOGP>
3.1650313839999993

> <ALOGPS_LOGS>
-3.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.088354660522192

> <JCHEM_PKA_STRONGEST_BASIC>
-2.785985534187662

> <JCHEM_POLAR_SURFACE_AREA>
85.97

> <JCHEM_REFRACTIVITY>
100.1922

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.93e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,4S,8S,9R,10R,11S,12R)-9-[2-(furan-3-yl)ethyl]-9-hydroxy-4,8,10-trimethyl-3-oxo-2-oxatricyclo[6.3.1.0^{4,12}]dodecan-11-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       1.589  -1.263   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.750   0.268   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.157   0.895   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.633   2.359   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.728   3.605   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       5.173   2.359   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       5.649   0.895   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.056   0.268   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.217  -1.263   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.971  -2.168   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.242  -1.542   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.835  -2.168   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.403  -0.010   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.297  -3.081   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.867  -3.421   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.399  -3.272   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.295  -4.525   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.835  -4.536   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      11.300  -6.004   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      10.047  -6.900   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.808  -5.985   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       5.457  -3.620   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       8.624  -1.890   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       8.302   1.174   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       8.141   2.705   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       6.734   3.331   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       9.387   3.610   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.013   1.925   0.000  0.00  0.00           C+0
CONECT    1    2   12                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   13   28                                             
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   13                                                  
CONECT    8    7    9   24                                                  
CONECT    9    8   10   23                                                  
CONECT   10    9   11   15   22                                             
CONECT   11   10   12   13   14                                             
CONECT   12   11    1                                                       
CONECT   13   11    3    7                                                  
CONECT   14   11                                                            
CONECT   15   10   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   21                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   17                                                       
CONECT   22   10                                                            
CONECT   23    9                                                            
CONECT   24    8   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28    3                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   62    0
END

View in JSmol

Synonyms

Value	Source
7a-Acetoxymarrubiin	Generator
7Α-acetoxymarrubiin	Generator

Chemical Formula

C₂₂H₃₀O₆

Average Mass

390.4760 Da

Monoisotopic Mass

390.20424 Da

IUPAC Name

(1S,4S,8S,9R,10R,11S,12R)-9-[2-(furan-3-yl)ethyl]-9-hydroxy-4,8,10-trimethyl-3-oxo-2-oxatricyclo[6.3.1.0^{4,12}]dodecan-11-yl acetate

Traditional Name

(1S,4S,8S,9R,10R,11S,12R)-9-[2-(furan-3-yl)ethyl]-9-hydroxy-4,8,10-trimethyl-3-oxo-2-oxatricyclo[6.3.1.0^{4,12}]dodecan-11-yl acetate

CAS Registry Number

Not Available

SMILES

C[C@@H]1[C@H](OC(C)=O)[C@H]2OC(=O)[C@@]3(C)CCC[C@@](C)([C@@H]23)[C@@]1(O)CCC1=COC=C1

InChI Identifier

InChI=1S/C22H30O6/c1-13-16(27-14(2)23)17-18-20(3,19(24)28-17)8-5-9-21(18,4)22(13,25)10-6-15-7-11-26-12-15/h7,11-13,16-18,25H,5-6,8-10H2,1-4H3/t13-,16+,17-,18+,20+,21+,22-/m1/s1

InChI Key

WVBHIVUCJQTJIG-DYUKNDHMSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Ballota nigra	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Gamma butyrolactones

Direct Parent

Gamma butyrolactones

Alternative Parents

Substituents

Gamma butyrolactone
Dicarboxylic acid or derivatives
Heteroaromatic compound
Tetrahydrofuran
Tertiary alcohol
Furan
Cyclic alcohol
Carboxylic acid ester
Oxacycle
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
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	3.4	ALOGPS
logP	3.17	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	14.09	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	85.97 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	100.19 m³·mol⁻¹	ChemAxon
Polarizability	41.73 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

10222327

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21596485

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 7-Acetoxymarrubin (NP0065269)

MOL for NP0065269 (7-Acetoxymarrubin)

3D MOL for NP0065269 (7-Acetoxymarrubin)

3D SDF for NP0065269 (7-Acetoxymarrubin)

3D-SDF for NP0065269 (7-Acetoxymarrubin)

PDB for NP0065269 (7-Acetoxymarrubin)

3D PDB for NP0065269 (7-Acetoxymarrubin)

SMILES for NP0065269 (7-Acetoxymarrubin)

INCHI for NP0065269 (7-Acetoxymarrubin)

Structure for NP0065269 (7-Acetoxymarrubin)

3D Structure for NP0065269 (7-Acetoxymarrubin)