NP-MRD: Showing NP-Card for (1s,4s,6s,8r,9r,12s,13s,16r,17r)-6,9-dihydroxy-7,7,17-trimethyl-3,10-dioxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁸,¹²]nonadecane-2,18-dione (NP0157799)

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Record Information

Version

2.0

Created at

2022-09-02 15:16:21 UTC

Updated at

2022-09-02 15:16:21 UTC

NP-MRD ID

NP0157799

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,4s,6s,8r,9r,12s,13s,16r,17r)-6,9-dihydroxy-7,7,17-trimethyl-3,10-dioxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁸,¹²]nonadecane-2,18-dione

Description

Dihydroenmein belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. (1s,4s,6s,8r,9r,12s,13s,16r,17r)-6,9-dihydroxy-7,7,17-trimethyl-3,10-dioxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁸,¹²]nonadecane-2,18-dione is found in Isodon trichocarpus. (1s,4s,6s,8r,9r,12s,13s,16r,17r)-6,9-dihydroxy-7,7,17-trimethyl-3,10-dioxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁸,¹²]nonadecane-2,18-dione was first documented in 2012 (PMID: 22978208). Based on a literature review very few articles have been published on Dihydroenmein.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022217162D          

 26 30  0  0  1  0            999 V2000
    5.3176    0.6313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5139    0.4451    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8570    1.0041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9473    1.8241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0563    0.5814    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5688    0.1187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1741   -0.3359    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6992   -1.0413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8640   -0.9279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4796   -0.1125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5550   -0.0255    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9452   -0.7992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5024   -1.4959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7236   -1.2436    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0419   -1.7083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7742   -0.4148    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0023   -0.1091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1799   -0.9138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8207   -0.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0680    0.7070    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8168    1.0533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6061    1.1865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3712    0.8319    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9036    1.4754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7120    1.3383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2153    1.9920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  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  1  0  0  0
  7  6  1  1  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  1  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 16 14  1  6  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 11 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  1  0  0  0  0
  5 25  1  0  0  0  0
 25 26  2  0  0  0  0
M  END

     RDKit          3D

 54 58  0  0  0  0  0  0  0  0999 V2000
    4.7715   -0.1530    0.7831 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8611    0.5547   -0.1589 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1405   -0.3472   -1.0834 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6573   -1.2909   -1.6457 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7021    0.1198   -1.1820 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7890    1.5044   -0.6990 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7689    1.3334    0.4800 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0091    0.6104    1.5359 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4840   -0.7366    1.1203 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9377   -0.8306   -0.2455 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5278   -0.8232   -0.4550 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9681   -2.2648   -0.7895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1082   -2.5280   -0.1130 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1510   -1.7072    1.0104 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6094   -2.3602    2.1199 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4242   -0.4444    0.6538 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4435    0.6317    0.3671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8931    2.0319    0.6521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5773    0.4585    1.3952 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0996    0.5403   -0.9683 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2535    1.8629   -1.4446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3398   -0.2879   -1.9742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8834   -0.0442   -1.6939 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0416   -0.4055   -2.7936 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2998   -0.0973   -2.5762 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0770   -0.0242   -3.5688 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6402    0.1189    1.8336 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8446    0.0958    0.5338 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6903   -1.2467    0.6121 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4497    1.2611   -0.7998 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9119    1.9556   -0.2301 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2452    2.1297   -1.4878 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0255    2.3257    0.8330 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7147    0.4714    2.4077 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2189    1.2715    1.9230 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3820   -1.4242    1.2573 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8132   -1.0844    1.9336 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3245   -1.8287   -0.6492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9693   -2.4440   -1.8676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1782   -2.9646   -0.3795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2291   -1.5971    1.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2660   -3.0269    2.4324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9100   -0.1038    1.5765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5843    2.6155    1.3347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9590    1.9758    1.2466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8354    2.6639   -0.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4569   -0.0399    0.9776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2041    0.0565    2.3572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9772    1.4807    1.6925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1407    0.1324   -0.9344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7308    2.0061   -2.2693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5512    0.1760   -2.9804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6534   -1.3204   -2.0375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7924    1.0414   -1.6161 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  7  1  0
  7  6  1  0
  6  5  1  0
  5 10  1  0
 10  9  1  0
  9  8  1  0
 10 11  1  0
 11 12  1  6
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
  5  3  1  6
  3  4  2  0
  3  2  1  0
  8  7  1  0
 16 11  1  0
 25  5  1  0
 23 11  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  6
  7 33  1  1
  6 31  1  0
  6 32  1  0
 10 38  1  6
  9 36  1  0
  9 37  1  0
  8 34  1  0
  8 35  1  0
 12 39  1  0
 12 40  1  0
 14 41  1  1
 15 42  1  0
 16 43  1  1
 18 44  1  0
 18 45  1  0
 18 46  1  0
 19 47  1  0
 19 48  1  0
 19 49  1  0
 20 50  1  1
 21 51  1  0
 22 52  1  0
 22 53  1  0
 23 54  1  1
M  END


  Mrv1652309022217162D          

 26 30  0  0  1  0            999 V2000
    5.3176    0.6313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5139    0.4451    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8570    1.0041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9473    1.8241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0563    0.5814    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5688    0.1187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1741   -0.3359    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6992   -1.0413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8640   -0.9279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4796   -0.1125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5550   -0.0255    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9452   -0.7992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5024   -1.4959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7236   -1.2436    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0419   -1.7083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7742   -0.4148    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0023   -0.1091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1799   -0.9138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8207   -0.0528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0680    0.7070    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8168    1.0533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6061    1.1865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3712    0.8319    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9036    1.4754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7120    1.3383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2153    1.9920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  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  1  0  0  0
  7  6  1  1  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  1  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 16 14  1  6  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 11 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  1  0  0  0  0
  5 25  1  0  0  0  0
 25 26  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0157799

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1[C@H]2C[C@]3([C@@H](CC2)[C@@]24CO[C@@H](O)[C@@H]2C(C)(C)[C@@H](O)C[C@@H]4OC3=O)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H28O6/c1-9-10-4-5-11-19(7-10,15(9)22)17(24)26-13-6-12(21)18(2,3)14-16(23)25-8-20(11,13)14/h9-14,16,21,23H,4-8H2,1-3H3/t9-,10-,11-,12+,13+,14-,16-,19+,20-/m1/s1

> <INCHI_KEY>
XDIFXKVLMXAILB-VOAOTNMWSA-N

> <FORMULA>
C20H28O6

> <MOLECULAR_WEIGHT>
364.438

> <EXACT_MASS>
364.188588622

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
37.7296591252105

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,4S,6S,8R,9R,12S,13S,16R,17R)-6,9-dihydroxy-7,7,17-trimethyl-3,10-dioxapentacyclo[14.2.1.0^{1,13}.0^{4,12}.0^{8,12}]nonadecane-2,18-dione

> <ALOGPS_LOGP>
0.75

> <JCHEM_LOGP>
1.3815741376666661

> <ALOGPS_LOGS>
-2.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.623205377652841

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.140272274629977

> <JCHEM_PKA_STRONGEST_BASIC>
-2.967027940050162

> <JCHEM_POLAR_SURFACE_AREA>
93.06

> <JCHEM_REFRACTIVITY>
90.804

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.65e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,4S,6S,8R,9R,12S,13S,16R,17R)-6,9-dihydroxy-7,7,17-trimethyl-3,10-dioxapentacyclo[14.2.1.0^{1,13}.0^{4,12}.0^{8,12}]nonadecane-2,18-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       9.926   1.178   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.426   0.831   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.200   1.874   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       7.368   3.405   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       5.705   1.085   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.662   0.222   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.792  -0.627   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.905  -1.944   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.346  -1.732   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.629  -0.210   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.903  -0.048   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.631  -1.492   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.804  -2.792   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       1.351  -2.321   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.078  -3.189   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.445  -0.774   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.004  -0.204   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.336  -1.706   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.532  -0.099   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.127   1.320   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.525   1.966   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       1.131   2.215   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.559   1.553   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       3.553   2.754   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       5.062   2.498   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       6.002   3.718   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   10   25                                             
CONECT    6    5    7                                                       
CONECT    7    6    2    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    5   11                                                  
CONECT   11   10   12   16   23                                             
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   11   17                                                  
CONECT   17   16   18   19   20                                             
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   17   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   11   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24    5   26                                                  
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₈O₆

Average Mass

364.4380 Da

Monoisotopic Mass

364.18859 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@@H]1[C@H]2C[C@]3([C@@H](CC2)[C@@]24CO[C@@H](O)[C@@H]2C(C)(C)[C@@H](O)C[C@@H]4OC3=O)C1=O

InChI Identifier

InChI=1S/C20H28O6/c1-9-10-4-5-11-19(7-10,15(9)22)17(24)26-13-6-12(21)18(2,3)14-16(23)25-8-20(11,13)14/h9-14,16,21,23H,4-8H2,1-3H3/t9-,10-,11-,12+,13+,14-,16-,19+,20-/m1/s1

InChI Key

XDIFXKVLMXAILB-VOAOTNMWSA-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
Isodon trichocarpus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Diterpene lactones

Alternative Parents

Substituents

Diterpene lactone
Diterpenoid
Kaurane diterpenoid
Delta valerolactone
Delta_valerolactone
Oxane
Cyclic alcohol
Tetrahydrofuran
Carboxylic acid ester
Hemiacetal
Ketone
Lactone
Secondary alcohol
Organoheterocyclic compound
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Oxacycle
Carbonyl group
Organic oxide
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Organooxygen compound
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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00018707

Chemspider ID

4572784

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5458901

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Ohsaki A, Ozawa M, Komiyama K, Kishida A, Isobe T: The cytotoxic activity of diterpenoids from Isodon species. Nat Prod Commun. 2012 Aug;7(8):977-8. [PubMed:22978208 ]
LOTUS database [Link]

Showing NP-Card for (1s,4s,6s,8r,9r,12s,13s,16r,17r)-6,9-dihydroxy-7,7,17-trimethyl-3,10-dioxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁸,¹²]nonadecane-2,18-dione (NP0157799)

MOL for NP0157799 ((1s,4s,6s,8r,9r,12s,13s,16r,17r)-6,9-dihydroxy-7,7,17-trimethyl-3,10-dioxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁸,¹²]nonadecane-2,18-dione)

3D MOL for NP0157799 ((1s,4s,6s,8r,9r,12s,13s,16r,17r)-6,9-dihydroxy-7,7,17-trimethyl-3,10-dioxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁸,¹²]nonadecane-2,18-dione)

3D SDF for NP0157799 ((1s,4s,6s,8r,9r,12s,13s,16r,17r)-6,9-dihydroxy-7,7,17-trimethyl-3,10-dioxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁸,¹²]nonadecane-2,18-dione)

3D-SDF for NP0157799 ((1s,4s,6s,8r,9r,12s,13s,16r,17r)-6,9-dihydroxy-7,7,17-trimethyl-3,10-dioxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁸,¹²]nonadecane-2,18-dione)

PDB for NP0157799 ((1s,4s,6s,8r,9r,12s,13s,16r,17r)-6,9-dihydroxy-7,7,17-trimethyl-3,10-dioxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁸,¹²]nonadecane-2,18-dione)

3D PDB for NP0157799 ((1s,4s,6s,8r,9r,12s,13s,16r,17r)-6,9-dihydroxy-7,7,17-trimethyl-3,10-dioxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁸,¹²]nonadecane-2,18-dione)

SMILES for NP0157799 ((1s,4s,6s,8r,9r,12s,13s,16r,17r)-6,9-dihydroxy-7,7,17-trimethyl-3,10-dioxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁸,¹²]nonadecane-2,18-dione)

INCHI for NP0157799 ((1s,4s,6s,8r,9r,12s,13s,16r,17r)-6,9-dihydroxy-7,7,17-trimethyl-3,10-dioxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁸,¹²]nonadecane-2,18-dione)

Structure for NP0157799 ((1s,4s,6s,8r,9r,12s,13s,16r,17r)-6,9-dihydroxy-7,7,17-trimethyl-3,10-dioxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁸,¹²]nonadecane-2,18-dione)

3D Structure for NP0157799 ((1s,4s,6s,8r,9r,12s,13s,16r,17r)-6,9-dihydroxy-7,7,17-trimethyl-3,10-dioxapentacyclo[14.2.1.0¹,¹³.0⁴,¹².0⁸,¹²]nonadecane-2,18-dione)