NP-MRD: Showing NP-Card for (rel 5S,6S,8R,9R,10S)-6-acetoxy-9-hydroxy-13(14)-labden-16,15-olide (NP0025653)

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Record Information

Version

2.0

Created at

2021-06-19 17:43:29 UTC

Updated at

2021-06-29 23:50:44 UTC

NP-MRD ID

NP0025653

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(rel 5S,6S,8R,9R,10S)-6-acetoxy-9-hydroxy-13(14)-labden-16,15-olide

Provided By

JEOL Database JEOL Logo

Description

(rel 5S,6S,8R,9R,10S)-6-acetoxy-9-hydroxy-13(14)-labden-16,15-olide is found in Vitex rotundifolia. (rel 5S,6S,8R,9R,10S)-6-acetoxy-9-hydroxy-13(14)-labden-16,15-olide was first documented in 2001 (Ono, M., et al.). Based on a literature review very few articles have been published on (5S,6S,8R,9R,10S)-6-Acetoxy-9,15-dihydroxylabda-13-ene-16-oic acid 16,15-lactone.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119433D          

 61 63  0  0  0  0            999 V2000
    5.6871   -0.7992    3.4930 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3890   -1.2474    2.8945 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8530   -0.2442    2.1458 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

 61 63  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv1652306192119433D          

 61 63  0  0  0  0            999 V2000
    5.6871   -0.7992    3.4930 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3890   -1.2474    2.8945 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.8178    1.0594   -1.6351 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9286    0.8699   -2.6608 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2856    1.1528   -2.0477 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6164    0.3007   -0.7964 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8993    0.9490   -0.2023 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0166   -1.1258   -1.2193 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4100    0.3536    0.2359 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0594   -1.5726    4.1709 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4241   -0.6389    2.7026 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5342    0.1173    4.0687 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5405   -1.5758    1.2376 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6373   -0.8684    3.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6786    0.8085    2.9552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0998   -1.3781    1.7714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8425    1.0495    3.4657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6213   -0.5953    4.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9119   -0.2705    2.9326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0864    2.4968    0.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9921   -0.5814    0.4700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6440    0.4809   -0.8529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3164    2.4762    0.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5676    1.5668    1.8398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0394    0.5786    2.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0438    1.3438    0.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6135   -0.3540    0.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2635   -1.6150   -1.6900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3657   -1.4508   -1.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8776   -2.0491   -0.0397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1310    0.8821   -2.1511 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8177    2.1154   -1.3440 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9020   -0.1314   -3.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7635    1.5657   -3.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3179    2.2179   -1.7778 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0567    1.0139   -2.8169 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4218    0.2861    0.4913 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6241    1.1808   -0.9929 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6728    1.8875    0.3152 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2335   -1.7600   -0.3543 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2610   -1.6251   -1.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9266   -1.1049   -1.8321 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4362    1.3967    0.5891 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 21  1  0  0  0  0
 23 24  1  0  0  0  0
 19  9  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 13  1  0  0  0  0
 27  5  1  0  0  0  0
 19 20  1  6  0  0  0
  5  6  1  0  0  0  0
 17 18  2  0  0  0  0
  6  7  1  0  0  0  0
  5  4  1  0  0  0  0
  9  7  1  0  0  0  0
 13 14  2  0  0  0  0
 24 27  1  0  0  0  0
 24 25  1  1  0  0  0
 19 21  1  0  0  0  0
 24 26  1  0  0  0  0
 19 27  1  0  0  0  0
 27 61  1  1  0  0  0
  7  8  1  0  0  0  0
  9 11  1  0  0  0  0
  9 10  1  1  0  0  0
 13 12  1  0  0  0  0
  4  2  1  0  0  0  0
 12 11  1  0  0  0  0
  2  1  1  0  0  0  0
 22 23  1  0  0  0  0
  2  3  2  0  0  0  0
 22 51  1  0  0  0  0
 22 52  1  0  0  0  0
 23 53  1  0  0  0  0
 23 54  1  0  0  0  0
 21 49  1  0  0  0  0
 21 50  1  0  0  0  0
  5 31  1  6  0  0  0
  6 32  1  0  0  0  0
  6 33  1  0  0  0  0
  7 34  1  6  0  0  0
 12 41  1  0  0  0  0
 12 42  1  0  0  0  0
 11 39  1  0  0  0  0
 11 40  1  0  0  0  0
 15 44  1  0  0  0  0
 15 45  1  0  0  0  0
 20 46  1  0  0  0  0
 20 47  1  0  0  0  0
 20 48  1  0  0  0  0
 14 43  1  0  0  0  0
 25 55  1  0  0  0  0
 25 56  1  0  0  0  0
 25 57  1  0  0  0  0
 26 58  1  0  0  0  0
 26 59  1  0  0  0  0
 26 60  1  0  0  0  0
  8 35  1  0  0  0  0
  8 36  1  0  0  0  0
  8 37  1  0  0  0  0
 10 38  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0025653

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1(C([H])([H])C([H])([H])C2=C([H])C([H])([H])OC2=O)[C@]([H])(C([H])([H])[H])C([H])([H])[C@]([H])(OC(=O)C([H])([H])[H])[C@@]2([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])[C@]12C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C22H34O5/c1-14-13-17(27-15(2)23)18-20(3,4)9-6-10-21(18,5)22(14,25)11-7-16-8-12-26-19(16)24/h8,14,17-18,25H,6-7,9-13H2,1-5H3/t14-,17+,18+,21+,22-/m1/s1

> <INCHI_KEY>
FFOPQHZFBMZAKK-NDOLZWLNSA-N

> <FORMULA>
C22H34O5

> <MOLECULAR_WEIGHT>
378.509

> <EXACT_MASS>
378.240624195

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
42.429127818786874

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,3R,4R,4aS,8aS)-4-hydroxy-3,4a,8,8-tetramethyl-4-[2-(2-oxo-2,5-dihydrofuran-3-yl)ethyl]-decahydronaphthalen-1-yl acetate

> <ALOGPS_LOGP>
3.99

> <JCHEM_LOGP>
3.6474678926666657

> <ALOGPS_LOGS>
-4.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.23913374476113

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.326567464687368

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1609013814040665

> <JCHEM_POLAR_SURFACE_AREA>
72.83000000000001

> <JCHEM_REFRACTIVITY>
102.69640000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.04e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3R,4R,4aS,8aS)-4-hydroxy-3,4a,8,8-tetramethyl-4-[2-(2-oxo-5H-furan-3-yl)ethyl]-hexahydro-1H-naphthalen-1-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 61 63  0  0  0  0  0  0  0  0999 V2000
    5.6871   -0.7992    3.4930 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3890   -1.2474    2.8945 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9016   -2.3568    3.0584 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8530   -0.2442    2.1458 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5865   -0.5174    1.5141 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5079   -0.2005    2.5544 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0749   -0.3256    2.0253 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8808   -0.0077    3.1849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1395    0.5522    0.7434 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0947    1.9115    1.1414 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6150    0.4239    0.2381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6005    1.4889    0.7499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9960    1.2017    0.3222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0471    0.7930    1.0305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2416    0.6736    0.1757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7900    1.0667   -1.1187 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4696    1.3918   -1.0551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7873    1.7768   -1.9871 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9506    0.1484   -0.3757 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6777   -1.3155   -0.8231 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8178    1.0594   -1.6351 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9286    0.8699   -2.6608 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2856    1.1528   -2.0477 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6164    0.3007   -0.7964 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8993    0.9490   -0.2023 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0166   -1.1258   -1.2193 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4100    0.3536    0.2359 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0594   -1.5726    4.1709 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4241   -0.6389    2.7026 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5342    0.1173    4.0687 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5405   -1.5758    1.2376 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6373   -0.8684    3.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6786    0.8085    2.9552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0998   -1.3781    1.7714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8425    1.0495    3.4657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6213   -0.5953    4.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9119   -0.2705    2.9326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0864    2.4968    0.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9921   -0.5814    0.4700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6440    0.4809   -0.8529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3164    2.4762    0.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5676    1.5668    1.8398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0394    0.5786    2.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0438    1.3438    0.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6135   -0.3540    0.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2635   -1.6150   -1.6900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3657   -1.4508   -1.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8776   -2.0491   -0.0397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1310    0.8821   -2.1511 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8177    2.1154   -1.3440 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9020   -0.1314   -3.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7635    1.5657   -3.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3179    2.2179   -1.7778 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0567    1.0139   -2.8169 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4218    0.2861    0.4913 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6241    1.1808   -0.9929 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6728    1.8875    0.3152 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2335   -1.7600   -0.3543 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2610   -1.6251   -1.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9266   -1.1049   -1.8321 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4362    1.3967    0.5891 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 21  1  0
 23 24  1  0
 19  9  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 13  1  0
 27  5  1  0
 19 20  1  6
  5  6  1  0
 17 18  2  0
  6  7  1  0
  5  4  1  0
  9  7  1  0
 13 14  2  0
 24 27  1  0
 24 25  1  1
 19 21  1  0
 24 26  1  0
 19 27  1  0
 27 61  1  1
  7  8  1  0
  9 11  1  0
  9 10  1  1
 13 12  1  0
  4  2  1  0
 12 11  1  0
  2  1  1  0
 22 23  1  0
  2  3  2  0
 22 51  1  0
 22 52  1  0
 23 53  1  0
 23 54  1  0
 21 49  1  0
 21 50  1  0
  5 31  1  6
  6 32  1  0
  6 33  1  0
  7 34  1  6
 12 41  1  0
 12 42  1  0
 11 39  1  0
 11 40  1  0
 15 44  1  0
 15 45  1  0
 20 46  1  0
 20 47  1  0
 20 48  1  0
 14 43  1  0
 25 55  1  0
 25 56  1  0
 25 57  1  0
 26 58  1  0
 26 59  1  0
 26 60  1  0
  8 35  1  0
  8 36  1  0
  8 37  1  0
 10 38  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0       5.687  -0.799   3.493  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.389  -1.247   2.894  0.00  0.00           C+0
HETATM    3  O   UNK     0       3.902  -2.357   3.058  0.00  0.00           O+0
HETATM    4  O   UNK     0       3.853  -0.244   2.146  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.587  -0.517   1.514  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.508  -0.201   2.554  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.075  -0.326   2.025  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.881  -0.008   3.185  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.140   0.552   0.743  0.00  0.00           C+0
HETATM   10  O   UNK     0       0.095   1.912   1.141  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.615   0.424   0.238  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.600   1.489   0.750  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.996   1.202   0.322  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.047   0.793   1.030  0.00  0.00           C+0
HETATM   15  C   UNK     0      -6.242   0.674   0.176  0.00  0.00           C+0
HETATM   16  O   UNK     0      -5.790   1.067  -1.119  0.00  0.00           O+0
HETATM   17  C   UNK     0      -4.470   1.392  -1.055  0.00  0.00           C+0
HETATM   18  O   UNK     0      -3.787   1.777  -1.987  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.951   0.148  -0.376  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.678  -1.315  -0.823  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.818   1.059  -1.635  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.929   0.870  -2.661  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.286   1.153  -2.048  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.616   0.301  -0.796  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.899   0.949  -0.202  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.017  -1.126  -1.219  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.410   0.354   0.236  0.00  0.00           C+0
HETATM   28  H   UNK     0       6.059  -1.573   4.171  0.00  0.00           H+0
HETATM   29  H   UNK     0       6.424  -0.639   2.703  0.00  0.00           H+0
HETATM   30  H   UNK     0       5.534   0.117   4.069  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.541  -1.576   1.238  0.00  0.00           H+0
HETATM   32  H   UNK     0       1.637  -0.868   3.416  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.679   0.809   2.955  0.00  0.00           H+0
HETATM   34  H   UNK     0      -0.100  -1.378   1.771  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.843   1.050   3.466  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.621  -0.595   4.073  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.912  -0.271   2.933  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.086   2.497   0.387  0.00  0.00           H+0
HETATM   39  H   UNK     0      -1.992  -0.581   0.470  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.644   0.481  -0.853  0.00  0.00           H+0
HETATM   41  H   UNK     0      -2.316   2.476   0.366  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.568   1.567   1.840  0.00  0.00           H+0
HETATM   43  H   UNK     0      -5.039   0.579   2.089  0.00  0.00           H+0
HETATM   44  H   UNK     0      -7.044   1.344   0.497  0.00  0.00           H+0
HETATM   45  H   UNK     0      -6.614  -0.354   0.133  0.00  0.00           H+0
HETATM   46  H   UNK     0       1.264  -1.615  -1.690  0.00  0.00           H+0
HETATM   47  H   UNK     0      -0.366  -1.451  -1.127  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.878  -2.049  -0.040  0.00  0.00           H+0
HETATM   49  H   UNK     0      -0.131   0.882  -2.151  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.818   2.115  -1.344  0.00  0.00           H+0
HETATM   51  H   UNK     0       1.902  -0.131  -3.100  0.00  0.00           H+0
HETATM   52  H   UNK     0       1.764   1.566  -3.493  0.00  0.00           H+0
HETATM   53  H   UNK     0       3.318   2.218  -1.778  0.00  0.00           H+0
HETATM   54  H   UNK     0       4.057   1.014  -2.817  0.00  0.00           H+0
HETATM   55  H   UNK     0       5.422   0.286   0.491  0.00  0.00           H+0
HETATM   56  H   UNK     0       5.624   1.181  -0.993  0.00  0.00           H+0
HETATM   57  H   UNK     0       4.673   1.888   0.315  0.00  0.00           H+0
HETATM   58  H   UNK     0       4.234  -1.760  -0.354  0.00  0.00           H+0
HETATM   59  H   UNK     0       3.261  -1.625  -1.823  0.00  0.00           H+0
HETATM   60  H   UNK     0       4.927  -1.105  -1.832  0.00  0.00           H+0
HETATM   61  H   UNK     0       2.436   1.397   0.589  0.00  0.00           H+0
CONECT    1    2   28   29   30                                             
CONECT    2    4    1    3                                                  
CONECT    3    2                                                            
CONECT    4    5    2                                                       
CONECT    5   27    6    4   31                                             
CONECT    6    5    7   32   33                                             
CONECT    7    6    9    8   34                                             
CONECT    8    7   35   36   37                                             
CONECT    9   19    7   11   10                                             
CONECT   10    9   38                                                       
CONECT   11    9   12   39   40                                             
CONECT   12   13   11   41   42                                             
CONECT   13   17   14   12                                                  
CONECT   14   15   13   43                                                  
CONECT   15   14   16   44   45                                             
CONECT   16   15   17                                                       
CONECT   17   16   13   18                                                  
CONECT   18   17                                                            
CONECT   19    9   20   21   27                                             
CONECT   20   19   46   47   48                                             
CONECT   21   22   19   49   50                                             
CONECT   22   21   23   51   52                                             
CONECT   23   24   22   53   54                                             
CONECT   24   23   27   25   26                                             
CONECT   25   24   55   56   57                                             
CONECT   26   24   58   59   60                                             
CONECT   27    5   24   19   61                                             
CONECT   28    1                                                            
CONECT   29    1                                                            
CONECT   30    1                                                            
CONECT   31    5                                                            
CONECT   32    6                                                            
CONECT   33    6                                                            
CONECT   34    7                                                            
CONECT   35    8                                                            
CONECT   36    8                                                            
CONECT   37    8                                                            
CONECT   38   10                                                            
CONECT   39   11                                                            
CONECT   40   11                                                            
CONECT   41   12                                                            
CONECT   42   12                                                            
CONECT   43   14                                                            
CONECT   44   15                                                            
CONECT   45   15                                                            
CONECT   46   20                                                            
CONECT   47   20                                                            
CONECT   48   20                                                            
CONECT   49   21                                                            
CONECT   50   21                                                            
CONECT   51   22                                                            
CONECT   52   22                                                            
CONECT   53   23                                                            
CONECT   54   23                                                            
CONECT   55   25                                                            
CONECT   56   25                                                            
CONECT   57   25                                                            
CONECT   58   26                                                            
CONECT   59   26                                                            
CONECT   60   26                                                            
CONECT   61   27                                                            
MASTER        0    0    0    0    0    0    0    0   61    0  126    0
END

RDKit          3D

61 63  0  0  0  0  0  0  0  0999 V2000
    5.6871   -0.7992    3.4930 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3890   -1.2474    2.8945 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9016   -2.3568    3.0584 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8530   -0.2442    2.1458 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5865   -0.5174    1.5141 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5079   -0.2005    2.5544 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0749   -0.3256    2.0253 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8808   -0.0077    3.1849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1395    0.5522    0.7434 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0947    1.9115    1.1414 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6150    0.4239    0.2381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6005    1.4889    0.7499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9960    1.2017    0.3222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0471    0.7930    1.0305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2416    0.6736    0.1757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7900    1.0667   -1.1187 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4696    1.3918   -1.0551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7873    1.7768   -1.9871 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9506    0.1484   -0.3757 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6777   -1.3155   -0.8231 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8178    1.0594   -1.6351 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9286    0.8699   -2.6608 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2856    1.1528   -2.0477 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6164    0.3007   -0.7964 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8993    0.9490   -0.2023 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0166   -1.1258   -1.2193 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4100    0.3536    0.2359 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0594   -1.5726    4.1709 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4241   -0.6389    2.7026 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5342    0.1173    4.0687 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5405   -1.5758    1.2376 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6373   -0.8684    3.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6786    0.8085    2.9552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0998   -1.3781    1.7714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8425    1.0495    3.4657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6213   -0.5953    4.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9119   -0.2705    2.9326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0864    2.4968    0.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9921   -0.5814    0.4700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6440    0.4809   -0.8529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3164    2.4762    0.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5676    1.5668    1.8398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0394    0.5786    2.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0438    1.3438    0.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6135   -0.3540    0.1329 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2635   -1.6150   -1.6900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3657   -1.4508   -1.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8776   -2.0491   -0.0397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1310    0.8821   -2.1511 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8177    2.1154   -1.3440 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9020   -0.1314   -3.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7635    1.5657   -3.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3179    2.2179   -1.7778 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0567    1.0139   -2.8169 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4218    0.2861    0.4913 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6241    1.1808   -0.9929 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6728    1.8875    0.3152 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2335   -1.7600   -0.3543 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2610   -1.6251   -1.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9266   -1.1049   -1.8321 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4362    1.3967    0.5891 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 21  1  0
 23 24  1  0
 19  9  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 13  1  0
 27  5  1  0
 19 20  1  6
  5  6  1  0
 17 18  2  0
  6  7  1  0
  5  4  1  0
  9  7  1  0
 13 14  2  0
 24 27  1  0
 24 25  1  1
 19 21  1  0
 24 26  1  0
 19 27  1  0
 27 61  1  1
  7  8  1  0
  9 11  1  0
  9 10  1  1
 13 12  1  0
  4  2  1  0
 12 11  1  0
  2  1  1  0
 22 23  1  0
  2  3  2  0
 22 51  1  0
 22 52  1  0
 23 53  1  0
 23 54  1  0
 21 49  1  0
 21 50  1  0
  5 31  1  6
  6 32  1  0
  6 33  1  0
  7 34  1  6
 12 41  1  0
 12 42  1  0
 11 39  1  0
 11 40  1  0
 15 44  1  0
 15 45  1  0
 20 46  1  0
 20 47  1  0
 20 48  1  0
 14 43  1  0
 25 55  1  0
 25 56  1  0
 25 57  1  0
 26 58  1  0
 26 59  1  0
 26 60  1  0
  8 35  1  0
  8 36  1  0
  8 37  1  0
 10 38  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Value	Source
(5S,6S,8R,9R,10S)-6-Acetoxy-9,15-dihydroxylabda-13-ene-16-Oate 16,15-lactone	Generator

Chemical Formula

C₂₂H₃₄O₅

Average Mass

378.5090 Da

Monoisotopic Mass

378.24062 Da

IUPAC Name

(1S,3R,4R,4aS,8aS)-4-hydroxy-3,4a,8,8-tetramethyl-4-[2-(2-oxo-2,5-dihydrofuran-3-yl)ethyl]-decahydronaphthalen-1-yl acetate

Traditional Name

(1S,3R,4R,4aS,8aS)-4-hydroxy-3,4a,8,8-tetramethyl-4-[2-(2-oxo-5H-furan-3-yl)ethyl]-hexahydro-1H-naphthalen-1-yl acetate

CAS Registry Number

Not Available

SMILES

[H]O[C@]1(C([H])([H])C([H])([H])C2=C([H])C([H])([H])OC2=O)[C@]([H])(C([H])([H])[H])C([H])([H])[C@]([H])(OC(=O)C([H])([H])[H])[C@@]2([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])[C@]12C([H])([H])[H]

InChI Identifier

InChI=1S/C22H34O5/c1-14-13-17(27-15(2)23)18-20(3,4)9-6-10-21(18,5)22(14,25)11-7-16-8-12-26-19(16)24/h8,14,17-18,25H,6-7,9-13H2,1-5H3/t14-,17+,18+,21+,22-/m1/s1

InChI Key

FFOPQHZFBMZAKK-NDOLZWLNSA-N

Experimental Spectra

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

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Vitex rotundifolia	JEOL database	Ono, M., et al, Chem. Pharm. Bull. 49, 82 (2001)

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
Clerodane diterpenoid
Diterpenoid
2-furanone
Dicarboxylic acid or derivatives
Cyclic alcohol
Dihydrofuran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary alcohol
Carboxylic acid ester
Lactone
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organic oxygen compound
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
logP	3.99	ALOGPS
logP	3.65	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	13.33	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	72.83 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	102.7 m³·mol⁻¹	ChemAxon
Polarizability	42.43 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	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

8818741

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10643382

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Ono, M., et al. (2001). Ono, M., et al, Chem. Pharm. Bull. 49, 82 (2001). Chem. Pharm. Bull..

Showing NP-Card for (rel 5S,6S,8R,9R,10S)-6-acetoxy-9-hydroxy-13(14)-labden-16,15-olide (NP0025653)

MOL for NP0025653 ((rel 5S,6S,8R,9R,10S)-6-acetoxy-9-hydroxy-13(14)-labden-16,15-olide)

3D MOL for NP0025653 ((rel 5S,6S,8R,9R,10S)-6-acetoxy-9-hydroxy-13(14)-labden-16,15-olide)

3D SDF for NP0025653 ((rel 5S,6S,8R,9R,10S)-6-acetoxy-9-hydroxy-13(14)-labden-16,15-olide)

3D-SDF for NP0025653 ((rel 5S,6S,8R,9R,10S)-6-acetoxy-9-hydroxy-13(14)-labden-16,15-olide)

PDB for NP0025653 ((rel 5S,6S,8R,9R,10S)-6-acetoxy-9-hydroxy-13(14)-labden-16,15-olide)

3D PDB for NP0025653 ((rel 5S,6S,8R,9R,10S)-6-acetoxy-9-hydroxy-13(14)-labden-16,15-olide)

SMILES for NP0025653 ((rel 5S,6S,8R,9R,10S)-6-acetoxy-9-hydroxy-13(14)-labden-16,15-olide)

INCHI for NP0025653 ((rel 5S,6S,8R,9R,10S)-6-acetoxy-9-hydroxy-13(14)-labden-16,15-olide)

Structure for NP0025653 ((rel 5S,6S,8R,9R,10S)-6-acetoxy-9-hydroxy-13(14)-labden-16,15-olide)

3D Structure for NP0025653 ((rel 5S,6S,8R,9R,10S)-6-acetoxy-9-hydroxy-13(14)-labden-16,15-olide)