NP-MRD: Showing NP-Card for [(1r,2s,3r,5s,8s,9s,10s,11r,12r,15s)-3,15-bis(acetyloxy)-9,10-dihydroxy-12-methyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.1⁵,⁸.0¹,¹¹.0²,⁸]octadecan-12-yl]methyl acetate (NP0149189)

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Record Information

Version

2.0

Created at

2022-09-02 05:02:22 UTC

Updated at

2022-09-02 05:02:22 UTC

NP-MRD ID

NP0149189

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(1r,2s,3r,5s,8s,9s,10s,11r,12r,15s)-3,15-bis(acetyloxy)-9,10-dihydroxy-12-methyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.1⁵,⁸.0¹,¹¹.0²,⁸]octadecan-12-yl]methyl acetate

Description

11Alpha-Acetoxyeffusanin D belongs to the class of organic compounds known as kaurane diterpenoids. These are diterpene alkaloids with a structure that is based on the kaurane skeleton. Kaurane is a tetracyclic compound that arises by cyclisation of a pimarane precursor followed by rearrangement. It possesses a [3,2,1]-bicyclic ring system with C15-C16 bridge connected to C13, forming the five-membered ring D. [(1r,2s,3r,5s,8s,9s,10s,11r,12r,15s)-3,15-bis(acetyloxy)-9,10-dihydroxy-12-methyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.1⁵,⁸.0¹,¹¹.0²,⁸]octadecan-12-yl]methyl acetate is found in Isodon leucophyllus. [(1r,2s,3r,5s,8s,9s,10s,11r,12r,15s)-3,15-bis(acetyloxy)-9,10-dihydroxy-12-methyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.1⁵,⁸.0¹,¹¹.0²,⁸]octadecan-12-yl]methyl acetate was first documented in 1999 (PMID: 17260272). Based on a literature review very few articles have been published on 11alpha-Acetoxyeffusanin D.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022207022D          

 36 40  0  0  1  0            999 V2000
    7.8690    0.3782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0976    0.6705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4364    0.1404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5383   -0.6783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6431    0.5023    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2374    1.1121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9517    1.5171    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3525    2.1330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5023    2.0925    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0446    2.7788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4101    3.5184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9523    4.2048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2334    3.5717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1349    1.3161    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2098    1.1472    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8469    0.7367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6633   -0.0011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3082   -0.3537    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8443   -0.9808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4058   -0.5525    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0749   -1.3082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9373    0.2496    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1762   -0.1423    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6135   -0.8420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5153   -0.6361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6125   -1.4554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9515   -1.9491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0487   -2.7684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1935   -1.6236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6183    0.4878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7611    1.3190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5253    1.6697    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6166    2.4897    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9521    2.9787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0434    3.7986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1964    2.6478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  6  0  0  0
  7  6  1  6  0  0  0
  2  7  1  0  0  0  0
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  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
  9 14  1  0  0  0  0
 14  5  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
  5 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  1  1  0  0  0
 22 20  1  6  0  0  0
 15 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  6  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
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 23 30  1  0  0  0  0
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 15 32  1  0  0  0  0
 32 33  1  6  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
M  END

     RDKit          3D

 70 74  0  0  0  0  0  0  0  0999 V2000
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    0.1173   -1.1133    1.3336 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.4375   -1.5591    3.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
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 28 27  1  0
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 18  5  1  0
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 14 48  1  6
  1 37  1  0
  1 38  1  0
M  END


  Mrv1652309022207022D          

 36 40  0  0  1  0            999 V2000
    7.8690    0.3782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0976    0.6705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.3525    2.1330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9523    4.2048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
  9 14  1  0  0  0  0
 14  5  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
  5 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  1  1  0  0  0
 22 20  1  6  0  0  0
 15 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  6  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 23 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 15 32  1  0  0  0  0
 32 33  1  6  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0149189

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OC[C@]1(C)CC[C@H](OC(C)=O)[C@]23CO[C@](O)([C@@H](O)[C@H]12)[C@@]12C[C@@H](C[C@@H](OC(C)=O)[C@@H]31)C(=C)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C26H34O10/c1-12-16-8-17(35-14(3)28)19-24-11-34-26(32,25(19,9-16)21(12)30)22(31)20(24)23(5,10-33-13(2)27)7-6-18(24)36-15(4)29/h16-20,22,31-32H,1,6-11H2,2-5H3/t16-,17-,18+,19+,20-,22+,23+,24+,25+,26-/m1/s1

> <INCHI_KEY>
VVVLPJCUYPMMIT-YVUUVRIHSA-N

> <FORMULA>
C26H34O10

> <MOLECULAR_WEIGHT>
506.548

> <EXACT_MASS>
506.215197295

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
51.2018530447512

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(1R,2S,3R,5S,8S,9S,10S,11R,12R,15S)-3,15-bis(acetyloxy)-9,10-dihydroxy-12-methyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.1^{5,8}.0^{1,11}.0^{2,8}]octadecan-12-yl]methyl acetate

> <ALOGPS_LOGP>
0.73

> <JCHEM_LOGP>
0.42730580833333176

> <ALOGPS_LOGS>
-3.01

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.791318589567673

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.588554376516376

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6851022534035174

> <JCHEM_POLAR_SURFACE_AREA>
145.66

> <JCHEM_REFRACTIVITY>
121.2605

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.98e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(1R,2S,3R,5S,8S,9S,10S,11R,12R,15S)-3,15-bis(acetyloxy)-9,10-dihydroxy-12-methyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.1^{5,8}.0^{1,11}.0^{2,8}]octadecan-12-yl]methyl acetate

> <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      14.689   0.706   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.249   1.252   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.015   0.262   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      12.205  -1.266   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      10.534   0.938   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.643   2.076   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.977   2.832   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.858   3.982   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.271   3.906   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       9.416   5.187   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      10.099   6.568   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.244   7.849   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      11.636   6.667   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       9.585   2.457   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.858   2.141   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.047   1.375   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       8.705  -0.002   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       9.909  -0.660   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      10.909  -1.831   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       8.224  -1.031   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       7.607  -2.442   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       7.350   0.466   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.929  -0.266   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.745  -1.572   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.695  -1.187   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       4.877  -2.717   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       3.643  -3.638   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.824  -5.168   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       2.228  -3.031   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       4.888   0.911   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.154   2.462   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.581   3.117   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       6.751   4.647   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       5.511   5.560   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       5.681   7.091   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       4.100   4.943   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   14   18                                             
CONECT    6    5    7                                                       
CONECT    7    6    2    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    9    5   15                                                  
CONECT   15   14   16   22   32                                             
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17    5   19   20                                             
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   15   23                                                  
CONECT   23   22   24   25   30                                             
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   23   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   15   33                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   80    0
END

View in JSmol

Synonyms

Value	Source
11a-Acetoxyeffusanin D	Generator
11Α-acetoxyeffusanin D	Generator

Chemical Formula

C₂₆H₃₄O₁₀

Average Mass

506.5480 Da

Monoisotopic Mass

506.21520 Da

IUPAC Name

[(1R,2S,3R,5S,8S,9S,10S,11R,12R,15S)-3,15-bis(acetyloxy)-9,10-dihydroxy-12-methyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.1^{5,8}.0^{1,11}.0^{2,8}]octadecan-12-yl]methyl acetate

Traditional Name

[(1R,2S,3R,5S,8S,9S,10S,11R,12R,15S)-3,15-bis(acetyloxy)-9,10-dihydroxy-12-methyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.1^{5,8}.0^{1,11}.0^{2,8}]octadecan-12-yl]methyl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)OC[C@]1(C)CC[C@H](OC(C)=O)[C@]23CO[C@](O)([C@@H](O)[C@H]12)[C@@]12C[C@@H](C[C@@H](OC(C)=O)[C@@H]31)C(=C)C2=O

InChI Identifier

InChI=1S/C26H34O10/c1-12-16-8-17(35-14(3)28)19-24-11-34-26(32,25(19,9-16)21(12)30)22(31)20(24)23(5,10-33-13(2)27)7-6-18(24)36-15(4)29/h16-20,22,31-32H,1,6-11H2,2-5H3/t16-,17-,18+,19+,20-,22+,23+,24+,25+,26-/m1/s1

InChI Key

VVVLPJCUYPMMIT-YVUUVRIHSA-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 leucophyllus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as kaurane diterpenoids. These are diterpene alkaloids with a structure that is based on the kaurane skeleton. Kaurane is a tetracyclic compound that arises by cyclisation of a pimarane precursor followed by rearrangement. It possesses a [3,2,1]-bicyclic ring system with C15-C16 bridge connected to C13, forming the five-membered ring D.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Kaurane diterpenoids

Alternative Parents

Substituents

Kaurane diterpenoid
Tricarboxylic acid or derivatives
Oxane
Cyclic alcohol
Carboxylic acid ester
Hemiacetal
Ketone
Secondary alcohol
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Organic oxide
Organooxygen compound
Carbonyl group
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.73	ALOGPS
logP	0.43	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	10.59	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	145.66 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	121.26 m³·mol⁻¹	ChemAxon
Polarizability	51.2 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

103884655

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

100937100

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Chen SN, Lin ZW, Qin GW, Sun HD, Chen YZ: Diterpenoids from Isodon leucophyllus. Planta Med. 1999 Jun;65(5):472-4. doi: 10.1055/s-2006-960818. [PubMed:17260272 ]
LOTUS database [Link]

Showing NP-Card for [(1r,2s,3r,5s,8s,9s,10s,11r,12r,15s)-3,15-bis(acetyloxy)-9,10-dihydroxy-12-methyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.1⁵,⁸.0¹,¹¹.0²,⁸]octadecan-12-yl]methyl acetate (NP0149189)

MOL for NP0149189 ([(1r,2s,3r,5s,8s,9s,10s,11r,12r,15s)-3,15-bis(acetyloxy)-9,10-dihydroxy-12-methyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.1⁵,⁸.0¹,¹¹.0²,⁸]octadecan-12-yl]methyl acetate)

3D MOL for NP0149189 ([(1r,2s,3r,5s,8s,9s,10s,11r,12r,15s)-3,15-bis(acetyloxy)-9,10-dihydroxy-12-methyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.1⁵,⁸.0¹,¹¹.0²,⁸]octadecan-12-yl]methyl acetate)

3D SDF for NP0149189 ([(1r,2s,3r,5s,8s,9s,10s,11r,12r,15s)-3,15-bis(acetyloxy)-9,10-dihydroxy-12-methyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.1⁵,⁸.0¹,¹¹.0²,⁸]octadecan-12-yl]methyl acetate)

3D-SDF for NP0149189 ([(1r,2s,3r,5s,8s,9s,10s,11r,12r,15s)-3,15-bis(acetyloxy)-9,10-dihydroxy-12-methyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.1⁵,⁸.0¹,¹¹.0²,⁸]octadecan-12-yl]methyl acetate)

PDB for NP0149189 ([(1r,2s,3r,5s,8s,9s,10s,11r,12r,15s)-3,15-bis(acetyloxy)-9,10-dihydroxy-12-methyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.1⁵,⁸.0¹,¹¹.0²,⁸]octadecan-12-yl]methyl acetate)

3D PDB for NP0149189 ([(1r,2s,3r,5s,8s,9s,10s,11r,12r,15s)-3,15-bis(acetyloxy)-9,10-dihydroxy-12-methyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.1⁵,⁸.0¹,¹¹.0²,⁸]octadecan-12-yl]methyl acetate)

SMILES for NP0149189 ([(1r,2s,3r,5s,8s,9s,10s,11r,12r,15s)-3,15-bis(acetyloxy)-9,10-dihydroxy-12-methyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.1⁵,⁸.0¹,¹¹.0²,⁸]octadecan-12-yl]methyl acetate)

INCHI for NP0149189 ([(1r,2s,3r,5s,8s,9s,10s,11r,12r,15s)-3,15-bis(acetyloxy)-9,10-dihydroxy-12-methyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.1⁵,⁸.0¹,¹¹.0²,⁸]octadecan-12-yl]methyl acetate)

Structure for NP0149189 ([(1r,2s,3r,5s,8s,9s,10s,11r,12r,15s)-3,15-bis(acetyloxy)-9,10-dihydroxy-12-methyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.1⁵,⁸.0¹,¹¹.0²,⁸]octadecan-12-yl]methyl acetate)

3D Structure for NP0149189 ([(1r,2s,3r,5s,8s,9s,10s,11r,12r,15s)-3,15-bis(acetyloxy)-9,10-dihydroxy-12-methyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.1⁵,⁸.0¹,¹¹.0²,⁸]octadecan-12-yl]methyl acetate)