NP-MRD: Showing NP-Card for klymollin Q (NP0043644)

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Record Information

Version

2.0

Created at

2021-06-21 00:59:32 UTC

Updated at

2021-06-30 00:19:26 UTC

NP-MRD ID

NP0043644

Secondary Accession Numbers

None

Natural Product Identification

Common Name

klymollin Q

Provided By

JEOL Database JEOL Logo

Description

(1R,2R,3R,5S,7R,8R,10S,11S,14R)-14-(acetyloxy)-5,10-dihydroxy-10,14-dimethyl-6-methylidene-3-(propan-2-yl)-15-oxatricyclo[6.6.1.0²,⁷]Pentadecan-11-yl acetate belongs to the class of organic compounds known as eunicellane and asbestinane diterpenoids. These are diterpenoids with a structure based on either the eunicellane (5,14-cyclocembrane) or the asbestinane skeleton. klymollin Q is found in Klyxum molle. klymollin Q was first documented in 2013 (Lin, M. -C., et al.). Based on a literature review very few articles have been published on (1R,2R,3R,5S,7R,8R,10S,11S,14R)-14-(acetyloxy)-5,10-dihydroxy-10,14-dimethyl-6-methylidene-3-(propan-2-yl)-15-oxatricyclo[6.6.1.0²,⁷]Pentadecan-11-yl acetate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212102593D          

 69 71  0  0  0  0            999 V2000
    1.2706    4.4763    1.7491 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2277    3.3297    2.4516 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4996    3.3029    3.9272 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2800    3.0270    4.5981 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5442    2.2386    4.2568 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1109    0.8323    3.7913 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1320   -0.2747    4.2139 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1269   -0.4933    5.7324 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5683   -0.0254    3.7427 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8206    0.8172    2.2564 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9612    2.0031    1.7773 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4831    1.4782    1.8803 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3008    1.7762    0.6146 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6003    0.9553    0.4349 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3029    1.4587   -0.8421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4797    1.3313    1.5103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4067   -0.6105    0.3859 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6621   -1.2322   -0.0329 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5896   -1.4489    0.9387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8173   -2.0695    0.3479 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.3358   -1.1038   -0.6171 C   0  0  2  0  0  0  0  0  0  0  0  0
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    2.6980    2.2317    5.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4968    2.5177    3.7910 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8150   -1.2252    3.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1111   -0.6768    6.0976 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.2033   -0.8825    3.9943 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0081    0.8547    4.2219 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6234    0.1086    2.6593 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7734    0.8120    1.7181 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.0137    1.8813    2.7482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6805    1.6345   -0.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.4331   -2.4743    0.8266 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0581   -1.2187    2.5769 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 30  1  0  0  0  0
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  6  7  1  0  0  0  0
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  4 35  1  0  0  0  0
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 16 54  1  0  0  0  0
  7 39  1  6  0  0  0
  1 32  1  0  0  0  0
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 20 56  1  0  0  0  0
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 20 58  1  0  0  0  0
M  END

     RDKit          3D

 69 71  0  0  0  0  0  0  0  0999 V2000
    1.2706    4.4763    1.7491 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2277    3.3297    2.4516 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4996    3.3029    3.9272 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2800    3.0270    4.5981 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5442    2.2386    4.2568 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1109    0.8323    3.7913 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1320   -0.2747    4.2139 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1269   -0.4933    5.7324 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5683   -0.0254    3.7427 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8206    0.8172    2.2564 C   0  0  2  0  0  0  0  0  0  0  0  0
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 20 58  1  0
M  END


  Mrv1652306212102593D          

 69 71  0  0  0  0            999 V2000
    1.2706    4.4763    1.7491 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2277    3.3297    2.4516 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4996    3.3029    3.9272 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2800    3.0270    4.5981 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5442    2.2386    4.2568 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1109    0.8323    3.7913 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1320   -0.2747    4.2139 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1269   -0.4933    5.7324 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5683   -0.0254    3.7427 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8206    0.8172    2.2564 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9612    2.0031    1.7773 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4831    1.4782    1.8803 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3008    1.7762    0.6146 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6003    0.9553    0.4349 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3029    1.4587   -0.8421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4797    1.3313    1.5103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4067   -0.6105    0.3859 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6621   -1.2322   -0.0329 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5896   -1.4489    0.9387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8173   -2.0695    0.3479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4514   -1.1756    2.1234 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3358   -1.1038   -0.6171 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1133   -1.8312   -0.0034 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1268   -0.9833    0.4253 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3875   -1.8774    0.4910 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3731    0.1105   -0.4986 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6456   -0.1129   -1.8112 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8792    1.1956   -2.5032 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6828   -1.1987   -2.3680 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9406   -0.3907    1.8709 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3979    0.0649    2.0708 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4702    5.4296    2.2298 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0852    4.4986    0.6796 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8555    4.2782    4.2795 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4610    3.0460    5.5521 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6980    2.2317    5.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4968    2.5177    3.7910 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1668    0.5977    4.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8150   -1.2252    3.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1111   -0.6768    6.0976 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7346   -1.3664    5.9949 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5367    0.3657    6.2722 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2033   -0.8825    3.9943 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0081    0.8547    4.2219 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6234    0.1086    2.6593 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7734    0.8120    1.7181 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2035    2.1494    0.7168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0137    1.8813    2.7482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6805    1.6345   -0.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5445    2.8474    0.6377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7295    1.2282   -1.7449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3054    1.0291   -0.9451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4513    2.5446   -0.8012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5614    0.5743    2.1272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1956   -1.0171    1.3781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5499   -2.2485    1.1401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5633   -3.0269   -0.1138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2572   -1.3915   -0.3877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0111   -0.3012   -1.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8124   -1.8354   -1.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2246   -2.5311   -0.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4331   -2.4743    0.8266 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2830   -1.2810    0.6959 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2936   -2.6447    1.2673 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5753   -2.3990   -0.4521 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1631    1.0106   -3.5430 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6944    1.7342   -2.0132 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9622    1.7898   -2.4889 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0581   -1.2187    2.5769 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 30  1  0  0  0  0
 30 69  1  1  0  0  0
 30 31  1  0  0  0  0
 24 25  1  0  0  0  0
 31 12  1  0  0  0  0
 14 16  1  1  0  0  0
 12 11  1  0  0  0  0
 17 18  1  0  0  0  0
 11  2  1  0  0  0  0
 11 47  1  6  0  0  0
 12 13  1  0  0  0  0
 10 46  1  6  0  0  0
 11 10  1  0  0  0  0
  6  7  1  0  0  0  0
 30 24  1  0  0  0  0
  2  1  2  3  0  0  0
 24 26  1  6  0  0  0
 13 14  1  0  0  0  0
 26 27  1  0  0  0  0
  3  5  1  0  0  0  0
 27 28  1  0  0  0  0
 14 17  1  0  0  0  0
 12 48  1  1  0  0  0
 17 22  1  0  0  0  0
 27 29  2  0  0  0  0
  3  2  1  0  0  0  0
  7  8  1  0  0  0  0
 24 23  1  0  0  0  0
 14 15  1  0  0  0  0
  5  6  1  0  0  0  0
  7  9  1  0  0  0  0
 23 22  1  0  0  0  0
 18 19  1  0  0  0  0
  6 10  1  0  0  0  0
 19 20  1  0  0  0  0
  3  4  1  0  0  0  0
 19 21  2  0  0  0  0
  3 34  1  1  0  0  0
  5 36  1  0  0  0  0
  5 37  1  0  0  0  0
  6 38  1  1  0  0  0
 13 49  1  0  0  0  0
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 22 60  1  0  0  0  0
  4 35  1  0  0  0  0
 25 63  1  0  0  0  0
 25 64  1  0  0  0  0
 25 65  1  0  0  0  0
 16 54  1  0  0  0  0
  7 39  1  6  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
 28 66  1  0  0  0  0
 28 67  1  0  0  0  0
 28 68  1  0  0  0  0
  8 40  1  0  0  0  0
  8 41  1  0  0  0  0
  8 42  1  0  0  0  0
 15 51  1  0  0  0  0
 15 52  1  0  0  0  0
 15 53  1  0  0  0  0
  9 43  1  0  0  0  0
  9 44  1  0  0  0  0
  9 45  1  0  0  0  0
 20 56  1  0  0  0  0
 20 57  1  0  0  0  0
 20 58  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043644

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1([H])C(=C([H])[H])[C@]2([H])[C@]3([H])O[C@]([H])([C@]2([H])[C@]([H])(C1([H])[H])C([H])(C([H])([H])[H])C([H])([H])[H])[C@@](OC(=O)C([H])([H])[H])(C([H])([H])[H])C([H])([H])C([H])([H])[C@]([H])(OC(=O)C([H])([H])[H])[C@](O[H])(C([H])([H])[H])C3([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C24H38O7/c1-12(2)16-10-17(27)13(3)20-18-11-23(6,28)19(29-14(4)25)8-9-24(7,31-15(5)26)22(30-18)21(16)20/h12,16-22,27-28H,3,8-11H2,1-2,4-7H3/t16-,17+,18-,19+,20-,21-,22-,23+,24-/m1/s1

> <INCHI_KEY>
CTJSBYKSXKTLNF-RKWRRXNDSA-N

> <FORMULA>
C24H38O7

> <MOLECULAR_WEIGHT>
438.561

> <EXACT_MASS>
438.261753564

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
47.618580263001704

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2R,3R,5S,7R,8R,10S,11S,14R)-14-(acetyloxy)-5,10-dihydroxy-10,14-dimethyl-6-methylidene-3-(propan-2-yl)-15-oxatricyclo[6.6.1.0^{2,7}]pentadecan-11-yl acetate

> <ALOGPS_LOGP>
1.96

> <JCHEM_LOGP>
1.5505637346666656

> <ALOGPS_LOGS>
-3.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.696712379645781

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.86266376477834

> <JCHEM_PKA_STRONGEST_BASIC>
-2.968774051242889

> <JCHEM_POLAR_SURFACE_AREA>
102.29

> <JCHEM_REFRACTIVITY>
113.64999999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.69e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,3R,5S,7R,8R,10S,11S,14R)-14-(acetyloxy)-5,10-dihydroxy-3-isopropyl-10,14-dimethyl-6-methylidene-15-oxatricyclo[6.6.1.0^{2,7}]pentadecan-11-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 69 71  0  0  0  0  0  0  0  0999 V2000
    1.2706    4.4763    1.7491 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2277    3.3297    2.4516 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4996    3.3029    3.9272 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2800    3.0270    4.5981 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5442    2.2386    4.2568 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1109    0.8323    3.7913 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1320   -0.2747    4.2139 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1269   -0.4933    5.7324 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5683   -0.0254    3.7427 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8206    0.8172    2.2564 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9612    2.0031    1.7773 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4831    1.4782    1.8803 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3008    1.7762    0.6146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6003    0.9553    0.4349 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3029    1.4587   -0.8421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4797    1.3313    1.5103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4067   -0.6105    0.3859 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6621   -1.2322   -0.0329 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5896   -1.4489    0.9387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8173   -2.0695    0.3479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4514   -1.1756    2.1234 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3358   -1.1038   -0.6171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1133   -1.8312   -0.0034 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1268   -0.9833    0.4253 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3875   -1.8774    0.4910 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3731    0.1105   -0.4986 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6456   -0.1129   -1.8112 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8792    1.1956   -2.5032 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6828   -1.1987   -2.3680 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9406   -0.3907    1.8709 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3979    0.0649    2.0708 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4702    5.4296    2.2298 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0852    4.4986    0.6796 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8555    4.2782    4.2795 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4610    3.0460    5.5521 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6980    2.2317    5.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4968    2.5177    3.7910 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1668    0.5977    4.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8150   -1.2252    3.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1111   -0.6768    6.0976 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7346   -1.3664    5.9949 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5367    0.3657    6.2722 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2033   -0.8825    3.9943 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0081    0.8547    4.2219 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6234    0.1086    2.6593 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7734    0.8120    1.7181 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2035    2.1494    0.7168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0137    1.8813    2.7482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6805    1.6345   -0.2757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5445    2.8474    0.6377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7295    1.2282   -1.7449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3054    1.0291   -0.9451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4513    2.5446   -0.8012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5614    0.5743    2.1272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1956   -1.0171    1.3781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5499   -2.2485    1.1401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5633   -3.0269   -0.1138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2572   -1.3915   -0.3877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0111   -0.3012   -1.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8124   -1.8354   -1.2853 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2246   -2.5311   -0.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4331   -2.4743    0.8266 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2830   -1.2810    0.6959 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2936   -2.6447    1.2673 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5753   -2.3990   -0.4521 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1631    1.0106   -3.5430 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6944    1.7342   -2.0132 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9622    1.7898   -2.4889 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0581   -1.2187    2.5769 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 30  1  0
 30 69  1  1
 30 31  1  0
 24 25  1  0
 31 12  1  0
 14 16  1  1
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 11  2  1  0
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 10 46  1  6
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  6  7  1  0
 30 24  1  0
  2  1  2  3
 24 26  1  6
 13 14  1  0
 26 27  1  0
  3  5  1  0
 27 28  1  0
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  3  2  1  0
  7  8  1  0
 24 23  1  0
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  5  6  1  0
  7  9  1  0
 23 22  1  0
 18 19  1  0
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  3  4  1  0
 19 21  2  0
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  5 36  1  0
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 22 59  1  0
 22 60  1  0
  4 35  1  0
 25 63  1  0
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 28 67  1  0
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  8 40  1  0
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 15 53  1  0
  9 43  1  0
  9 44  1  0
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 20 56  1  0
 20 57  1  0
 20 58  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0       1.271   4.476   1.749  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.228   3.330   2.452  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.500   3.303   3.927  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.280   3.027   4.598  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.544   2.239   4.257  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.111   0.832   3.791  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.132  -0.275   4.214  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.127  -0.493   5.732  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.568  -0.025   3.743  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.821   0.817   2.256  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.961   2.003   1.777  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.483   1.478   1.880  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.301   1.776   0.615  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.600   0.955   0.435  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.303   1.459  -0.842  0.00  0.00           C+0
HETATM   16  O   UNK     0      -3.480   1.331   1.510  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.407  -0.611   0.386  0.00  0.00           C+0
HETATM   18  O   UNK     0      -3.662  -1.232  -0.033  0.00  0.00           O+0
HETATM   19  C   UNK     0      -4.590  -1.449   0.939  0.00  0.00           C+0
HETATM   20  C   UNK     0      -5.817  -2.070   0.348  0.00  0.00           C+0
HETATM   21  O   UNK     0      -4.451  -1.176   2.123  0.00  0.00           O+0
HETATM   22  C   UNK     0      -1.336  -1.104  -0.617  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.113  -1.831  -0.003  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.127  -0.983   0.425  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.388  -1.877   0.491  0.00  0.00           C+0
HETATM   26  O   UNK     0       1.373   0.111  -0.499  0.00  0.00           O+0
HETATM   27  C   UNK     0       1.646  -0.113  -1.811  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.879   1.196  -2.503  0.00  0.00           C+0
HETATM   29  O   UNK     0       1.683  -1.199  -2.368  0.00  0.00           O+0
HETATM   30  C   UNK     0       0.941  -0.391   1.871  0.00  0.00           C+0
HETATM   31  O   UNK     0      -0.398   0.065   2.071  0.00  0.00           O+0
HETATM   32  H   UNK     0       1.470   5.430   2.230  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.085   4.499   0.680  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.855   4.278   4.279  0.00  0.00           H+0
HETATM   35  H   UNK     0       0.461   3.046   5.552  0.00  0.00           H+0
HETATM   36  H   UNK     0       2.698   2.232   5.341  0.00  0.00           H+0
HETATM   37  H   UNK     0       3.497   2.518   3.791  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.167   0.598   4.304  0.00  0.00           H+0
HETATM   39  H   UNK     0       2.815  -1.225   3.770  0.00  0.00           H+0
HETATM   40  H   UNK     0       2.111  -0.677   6.098  0.00  0.00           H+0
HETATM   41  H   UNK     0       3.735  -1.366   5.995  0.00  0.00           H+0
HETATM   42  H   UNK     0       3.537   0.366   6.272  0.00  0.00           H+0
HETATM   43  H   UNK     0       5.203  -0.883   3.994  0.00  0.00           H+0
HETATM   44  H   UNK     0       5.008   0.855   4.222  0.00  0.00           H+0
HETATM   45  H   UNK     0       4.623   0.109   2.659  0.00  0.00           H+0
HETATM   46  H   UNK     0       2.773   0.812   1.718  0.00  0.00           H+0
HETATM   47  H   UNK     0       1.204   2.149   0.717  0.00  0.00           H+0
HETATM   48  H   UNK     0      -1.014   1.881   2.748  0.00  0.00           H+0
HETATM   49  H   UNK     0      -0.681   1.635  -0.276  0.00  0.00           H+0
HETATM   50  H   UNK     0      -1.545   2.847   0.638  0.00  0.00           H+0
HETATM   51  H   UNK     0      -2.729   1.228  -1.745  0.00  0.00           H+0
HETATM   52  H   UNK     0      -4.305   1.029  -0.945  0.00  0.00           H+0
HETATM   53  H   UNK     0      -3.451   2.545  -0.801  0.00  0.00           H+0
HETATM   54  H   UNK     0      -3.561   0.574   2.127  0.00  0.00           H+0
HETATM   55  H   UNK     0      -2.196  -1.017   1.378  0.00  0.00           H+0
HETATM   56  H   UNK     0      -6.550  -2.248   1.140  0.00  0.00           H+0
HETATM   57  H   UNK     0      -5.563  -3.027  -0.114  0.00  0.00           H+0
HETATM   58  H   UNK     0      -6.257  -1.391  -0.388  0.00  0.00           H+0
HETATM   59  H   UNK     0      -1.011  -0.301  -1.282  0.00  0.00           H+0
HETATM   60  H   UNK     0      -1.812  -1.835  -1.285  0.00  0.00           H+0
HETATM   61  H   UNK     0       0.225  -2.531  -0.780  0.00  0.00           H+0
HETATM   62  H   UNK     0      -0.433  -2.474   0.827  0.00  0.00           H+0
HETATM   63  H   UNK     0       3.283  -1.281   0.696  0.00  0.00           H+0
HETATM   64  H   UNK     0       2.294  -2.645   1.267  0.00  0.00           H+0
HETATM   65  H   UNK     0       2.575  -2.399  -0.452  0.00  0.00           H+0
HETATM   66  H   UNK     0       2.163   1.011  -3.543  0.00  0.00           H+0
HETATM   67  H   UNK     0       2.694   1.734  -2.013  0.00  0.00           H+0
HETATM   68  H   UNK     0       0.962   1.790  -2.489  0.00  0.00           H+0
HETATM   69  H   UNK     0       1.058  -1.219   2.577  0.00  0.00           H+0
CONECT    1    2   32   33                                                  
CONECT    2   11    1    3                                                  
CONECT    3    5    2    4   34                                             
CONECT    4    3   35                                                       
CONECT    5    3    6   36   37                                             
CONECT    6    7    5   10   38                                             
CONECT    7    6    8    9   39                                             
CONECT    8    7   40   41   42                                             
CONECT    9    7   43   44   45                                             
CONECT   10   30   46   11    6                                             
CONECT   11   12    2   47   10                                             
CONECT   12   31   11   13   48                                             
CONECT   13   12   14   49   50                                             
CONECT   14   16   13   17   15                                             
CONECT   15   14   51   52   53                                             
CONECT   16   14   54                                                       
CONECT   17   18   14   22   55                                             
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19   56   57   58                                             
CONECT   21   19                                                            
CONECT   22   17   23   59   60                                             
CONECT   23   24   22   61   62                                             
CONECT   24   25   30   26   23                                             
CONECT   25   24   63   64   65                                             
CONECT   26   24   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27   66   67   68                                             
CONECT   29   27                                                            
CONECT   30   10   69   31   24                                             
CONECT   31   30   12                                                       
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    3                                                            
CONECT   35    4                                                            
CONECT   36    5                                                            
CONECT   37    5                                                            
CONECT   38    6                                                            
CONECT   39    7                                                            
CONECT   40    8                                                            
CONECT   41    8                                                            
CONECT   42    8                                                            
CONECT   43    9                                                            
CONECT   44    9                                                            
CONECT   45    9                                                            
CONECT   46   10                                                            
CONECT   47   11                                                            
CONECT   48   12                                                            
CONECT   49   13                                                            
CONECT   50   13                                                            
CONECT   51   15                                                            
CONECT   52   15                                                            
CONECT   53   15                                                            
CONECT   54   16                                                            
CONECT   55   17                                                            
CONECT   56   20                                                            
CONECT   57   20                                                            
CONECT   58   20                                                            
CONECT   59   22                                                            
CONECT   60   22                                                            
CONECT   61   23                                                            
CONECT   62   23                                                            
CONECT   63   25                                                            
CONECT   64   25                                                            
CONECT   65   25                                                            
CONECT   66   28                                                            
CONECT   67   28                                                            
CONECT   68   28                                                            
CONECT   69   30                                                            
MASTER        0    0    0    0    0    0    0    0   69    0  142    0
END

RDKit          3D

69 71  0  0  0  0  0  0  0  0999 V2000
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    1.2277    3.3297    2.4516 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2800    3.0270    4.5981 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.1269   -0.4933    5.7324 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5683   -0.0254    3.7427 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8206    0.8172    2.2564 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9612    2.0031    1.7773 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4831    1.4782    1.8803 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3008    1.7762    0.6146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6003    0.9553    0.4349 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3029    1.4587   -0.8421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4797    1.3313    1.5103 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.6621   -1.2322   -0.0329 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.1268   -0.9833    0.4253 C   0  0  1  0  0  0  0  0  0  0  0  0
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    2.2936   -2.6447    1.2673 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5753   -2.3990   -0.4521 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1631    1.0106   -3.5430 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6944    1.7342   -2.0132 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9622    1.7898   -2.4889 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0581   -1.2187    2.5769 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 30  1  0
 30 69  1  1
 30 31  1  0
 24 25  1  0
 31 12  1  0
 14 16  1  1
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 17 18  1  0
 11  2  1  0
 11 47  1  6
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 10 46  1  6
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  6  7  1  0
 30 24  1  0
  2  1  2  3
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  3  5  1  0
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  3  2  1  0
  7  8  1  0
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  5  6  1  0
  7  9  1  0
 23 22  1  0
 18 19  1  0
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 16 54  1  0
  7 39  1  6
  1 32  1  0
  1 33  1  0
 28 66  1  0
 28 67  1  0
 28 68  1  0
  8 40  1  0
  8 41  1  0
  8 42  1  0
 15 51  1  0
 15 52  1  0
 15 53  1  0
  9 43  1  0
  9 44  1  0
  9 45  1  0
 20 56  1  0
 20 57  1  0
 20 58  1  0
M  END

View in JSmol

Synonyms

Value	Source
(1R,2R,3R,5S,7R,8R,10S,11S,14R)-14-(Acetyloxy)-5,10-dihydroxy-10,14-dimethyl-6-methylidene-3-(propan-2-yl)-15-oxatricyclo[6.6.1.0,]pentadecan-11-yl acetic acid	Generator

Chemical Formula

C₂₄H₃₈O₇

Average Mass

438.5610 Da

Monoisotopic Mass

438.26175 Da

IUPAC Name

(1R,2R,3R,5S,7R,8R,10S,11S,14R)-14-(acetyloxy)-5,10-dihydroxy-10,14-dimethyl-6-methylidene-3-(propan-2-yl)-15-oxatricyclo[6.6.1.0^{2,7}]pentadecan-11-yl acetate

Traditional Name

(1R,2R,3R,5S,7R,8R,10S,11S,14R)-14-(acetyloxy)-5,10-dihydroxy-3-isopropyl-10,14-dimethyl-6-methylidene-15-oxatricyclo[6.6.1.0^{2,7}]pentadecan-11-yl acetate

CAS Registry Number

Not Available

SMILES

[H]O[C@]1([H])C(=C([H])[H])[C@]2([H])[C@]3([H])O[C@]([H])([C@]2([H])[C@]([H])(C1([H])[H])C([H])(C([H])([H])[H])C([H])([H])[H])[C@@](OC(=O)C([H])([H])[H])(C([H])([H])[H])C([H])([H])C([H])([H])[C@]([H])(OC(=O)C([H])([H])[H])[C@](O[H])(C([H])([H])[H])C3([H])[H]

InChI Identifier

InChI=1S/C24H38O7/c1-12(2)16-10-17(27)13(3)20-18-11-23(6,28)19(29-14(4)25)8-9-24(7,31-15(5)26)22(30-18)21(16)20/h12,16-22,27-28H,3,8-11H2,1-2,4-7H3/t16-,17+,18-,19+,20-,21-,22-,23+,24-/m1/s1

InChI Key

CTJSBYKSXKTLNF-RKWRRXNDSA-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

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Klyxum molle	JEOL database	Lin, M. -C., et al, J. Nat. Prod. 76, 1661 (2013)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as eunicellane and asbestinane diterpenoids. These are diterpenoids with a structure based on either the eunicellane (5,14-cyclocembrane) or the asbestinane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Eunicellane and asbestinane diterpenoids

Alternative Parents

Substituents

Cladiellane diterpenoid
Eunicellane-type diterpenoid
Dicarboxylic acid or derivatives
Cyclic alcohol
Tetrahydrofuran
Tertiary alcohol
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Dialkyl ether
Ether
Oxacycle
Organoheterocyclic compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Alcohol
Organooxygen compound
Organic oxygen 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	1.96	ALOGPS
logP	1.55	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	13.86	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	102.29 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	113.65 m³·mol⁻¹	ChemAxon
Polarizability	47.62 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

30771254

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Lin, M. -C., et al. (2013). Lin, M. -C., et al, J. Nat. Prod. 76, 1661 (2013). J. Nat. Prod..

Showing NP-Card for klymollin Q (NP0043644)

MOL for NP0043644 (klymollin Q)

3D MOL for NP0043644 (klymollin Q)

3D SDF for NP0043644 (klymollin Q)

3D-SDF for NP0043644 (klymollin Q)

PDB for NP0043644 (klymollin Q)

3D PDB for NP0043644 (klymollin Q)

SMILES for NP0043644 (klymollin Q)

INCHI for NP0043644 (klymollin Q)

Structure for NP0043644 (klymollin Q)

3D Structure for NP0043644 (klymollin Q)