NP-MRD: Showing NP-Card for psoracorylifol E (NP0029619)

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Record Information

Version

2.0

Created at

2021-06-19 21:12:11 UTC

Updated at

2021-06-29 23:57:06 UTC

NP-MRD ID

NP0029619

Secondary Accession Numbers

None

Natural Product Identification

Common Name

psoracorylifol E

Provided By

JEOL Database JEOL Logo

Description

4-[(1R,2S,5S,7R)-2-ethenyl-2,8,8-trimethyl-6-oxabicyclo[3.2.1]Octan-7-yl]phenol belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms. psoracorylifol E is found in Psoralea corylifolia. psoracorylifol E was first documented in 2006 (Yin,S., et al.). Based on a literature review very few articles have been published on 4-[(1R,2S,5S,7R)-2-ethenyl-2,8,8-trimethyl-6-oxabicyclo[3.2.1]Octan-7-yl]phenol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192123123D          

 44 46  0  0  0  0            999 V2000
   -3.3387    0.3242   -0.5635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0009    0.3776   -0.6280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9991   -0.7906   -0.5843 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4770   -0.8493   -2.0367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6503   -2.1571   -0.2011 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6857   -3.1795    0.4306 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3654   -2.5467    1.3628 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3347   -1.7994    2.3850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5545   -0.4466    1.8917 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1084    0.6084    2.8935 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0347    1.9521    2.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4057    2.9267    3.4399 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6169    2.5712    4.7648 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9772    3.5539    5.6384 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4539    1.2559    5.1803 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0826    0.2829    4.2483 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1203   -0.4289    0.4761 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2275   -1.5019    0.6566 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3638   -0.9994    1.5886 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9524   -2.0091   -0.5960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9279    1.2356   -0.6182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8893   -0.6050   -0.4680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5559    1.3666   -0.7528 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3021   -0.0997   -2.2147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0908   -1.8314   -2.3120 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.1455   -2.6112   -1.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2901   -3.8891    1.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.7991   -0.0711    1.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1699   -1.7399    1.6598 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0511   -0.8257    2.6181 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8137   -2.6328   -0.3259 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3501   -2.6465   -1.2386 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3329   -1.1720   -1.1912 H   0  0  0  0  0  0  0  0  0  0  0  0
 17  3  1  0  0  0  0
  7 18  1  0  0  0  0
  7  6  1  0  0  0  0
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  6 29  1  0  0  0  0
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  1 21  1  0  0  0  0
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M  END

     RDKit          3D

 44 46  0  0  0  0  0  0  0  0999 V2000
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   -2.0009    0.3776   -0.6280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9991   -0.7906   -0.5843 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4770   -0.8493   -2.0367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6503   -2.1571   -0.2011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6857   -3.1795    0.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3654   -2.5467    1.3628 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3347   -1.7994    2.3850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5545   -0.4466    1.8917 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1084    0.6084    2.8935 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0347    1.9521    2.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4057    2.9267    3.4399 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4539    1.2559    5.1803 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.5559    1.3666   -0.7528 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3021   -0.0997   -2.2147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0908   -1.8314   -2.3120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2793   -0.6577   -2.7622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1455   -2.6112   -1.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2901   -3.8891    1.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2013   -3.7690   -0.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9606   -3.3281    1.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6411   -0.3206    1.8420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1524    2.2623    1.4856 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5207    3.9618    3.1312 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0841    3.1566    6.5181 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0537   -0.7435    4.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652306192123123D          

 44 46  0  0  0  0            999 V2000
   -3.3387    0.3242   -0.5635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0009    0.3776   -0.6280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9991   -0.7906   -0.5843 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4770   -0.8493   -2.0367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6503   -2.1571   -0.2011 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6857   -3.1795    0.4306 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3654   -2.5467    1.3628 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3347   -1.7994    2.3850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5545   -0.4466    1.8917 C   0  0  1  0  0  0  0  0  0  0  0  0
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    0.9772    3.5539    5.6384 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4539    1.2559    5.1803 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.3638   -0.9994    1.5886 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9524   -2.0091   -0.5960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9279    1.2356   -0.6182 H   0  0  0  0  0  0  0  0  0  0  0  0
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 17  3  1  0  0  0  0
  7 18  1  0  0  0  0
  7  6  1  0  0  0  0
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  2 23  1  0  0  0  0
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  1 21  1  0  0  0  0
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  4 24  1  0  0  0  0
  4 25  1  0  0  0  0
  4 26  1  0  0  0  0
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 20 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0029619

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C(C([H])=C1[H])[C@]1([H])O[C@@]2([H])C([H])([H])C([H])([H])[C@](C([H])=C([H])[H])(C([H])([H])[H])[C@]1([H])C2(C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C18H24O2/c1-5-18(4)11-10-14-17(2,3)16(18)15(20-14)12-6-8-13(19)9-7-12/h5-9,14-16,19H,1,10-11H2,2-4H3/t14-,15-,16-,18+/m0/s1

> <INCHI_KEY>
KYAKMCAFTRNVKQ-NBOOPKSLSA-N

> <FORMULA>
C18H24O2

> <MOLECULAR_WEIGHT>
272.388

> <EXACT_MASS>
272.177630013

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
31.105555324172883

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(1R,2S,5S,7R)-2-ethenyl-2,8,8-trimethyl-6-oxabicyclo[3.2.1]octan-7-yl]phenol

> <ALOGPS_LOGP>
4.51

> <JCHEM_LOGP>
4.321986682

> <ALOGPS_LOGS>
-4.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.472189365508243

> <JCHEM_PKA_STRONGEST_BASIC>
-4.204079712972608

> <JCHEM_POLAR_SURFACE_AREA>
29.46

> <JCHEM_REFRACTIVITY>
80.9679

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.73e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[(1R,2S,5S,7R)-2-ethenyl-2,8,8-trimethyl-6-oxabicyclo[3.2.1]octan-7-yl]phenol

> <JCHEM_VEBER_RULE>
1

$$$$

     RDKit          3D

 44 46  0  0  0  0  0  0  0  0999 V2000
   -3.3387    0.3242   -0.5635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0009    0.3776   -0.6280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9991   -0.7906   -0.5843 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4770   -0.8493   -2.0367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6503   -2.1571   -0.2011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6857   -3.1795    0.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3654   -2.5467    1.3628 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3347   -1.7994    2.3850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5545   -0.4466    1.8917 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1084    0.6084    2.8935 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0347    1.9521    2.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4057    2.9267    3.4399 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6169    2.5712    4.7648 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9772    3.5539    5.6384 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4539    1.2559    5.1803 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0826    0.2829    4.2483 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1203   -0.4289    0.4761 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2275   -1.5019    0.6566 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3638   -0.9994    1.5886 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9524   -2.0091   -0.5960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9279    1.2356   -0.6182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8893   -0.6050   -0.4680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5559    1.3666   -0.7528 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3021   -0.0997   -2.2147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0908   -1.8314   -2.3120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2793   -0.6577   -2.7622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1455   -2.6112   -1.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4484   -2.0004    0.5360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2901   -3.8891    1.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2013   -3.7690   -0.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9606   -3.3281    1.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6411   -0.3206    1.8420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1524    2.2623    1.4856 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5207    3.9618    3.1312 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0841    3.1566    6.5181 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039    0.9665    6.2151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0537   -0.7435    4.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5602    0.5406    0.2174 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7991   -0.0711    1.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1699   -1.7399    1.6598 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0511   -0.8257    2.6181 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8137   -2.6328   -0.3259 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3501   -2.6465   -1.2386 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3329   -1.1720   -1.1912 H   0  0  0  0  0  0  0  0  0  0  0  0
 17  3  1  0
  7 18  1  0
  7  6  1  0
  6  5  1  0
  5  3  1  0
 12 13  2  0
  9  8  1  0
  9 10  1  0
  3  2  1  6
 15 16  2  0
 13 14  1  0
  9 17  1  0
  2  1  2  3
 17 18  1  0
  3  4  1  0
 17 38  1  6
 16 10  1  0
  9 32  1  6
  7  8  1  0
 13 15  1  0
  7 31  1  1
 10 11  2  0
 18 19  1  1
 11 12  1  0
 18 20  1  0
 12 34  1  0
 15 36  1  0
 16 37  1  0
 11 33  1  0
  6 29  1  0
  6 30  1  0
  5 27  1  0
  5 28  1  0
  2 23  1  0
 14 35  1  0
  1 21  1  0
  1 22  1  0
  4 24  1  0
  4 25  1  0
  4 26  1  0
 19 39  1  0
 19 40  1  0
 19 41  1  0
 20 42  1  0
 20 43  1  0
 20 44  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      -3.339   0.324  -0.564  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.001   0.378  -0.628  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.999  -0.791  -0.584  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.477  -0.849  -2.037  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.650  -2.157  -0.201  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.686  -3.180   0.431  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.365  -2.547   1.363  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.335  -1.799   2.385  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.555  -0.447   1.892  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.108   0.608   2.894  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.035   1.952   2.510  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.406   2.927   3.440  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.617   2.571   4.765  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.977   3.554   5.638  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.454   1.256   5.180  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.083   0.283   4.248  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.120  -0.429   0.476  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.228  -1.502   0.657  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.364  -0.999   1.589  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.952  -2.009  -0.596  0.00  0.00           C+0
HETATM   21  H   UNK     0      -3.928   1.236  -0.618  0.00  0.00           H+0
HETATM   22  H   UNK     0      -3.889  -0.605  -0.468  0.00  0.00           H+0
HETATM   23  H   UNK     0      -1.556   1.367  -0.753  0.00  0.00           H+0
HETATM   24  H   UNK     0       0.302  -0.100  -2.215  0.00  0.00           H+0
HETATM   25  H   UNK     0      -0.091  -1.831  -2.312  0.00  0.00           H+0
HETATM   26  H   UNK     0      -1.279  -0.658  -2.762  0.00  0.00           H+0
HETATM   27  H   UNK     0      -2.146  -2.611  -1.069  0.00  0.00           H+0
HETATM   28  H   UNK     0      -2.448  -2.000   0.536  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.290  -3.889   1.010  0.00  0.00           H+0
HETATM   30  H   UNK     0      -0.201  -3.769  -0.354  0.00  0.00           H+0
HETATM   31  H   UNK     0       0.961  -3.328   1.847  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.641  -0.321   1.842  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.152   2.262   1.486  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.521   3.962   3.131  0.00  0.00           H+0
HETATM   35  H   UNK     0       1.084   3.157   6.518  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.604   0.967   6.215  0.00  0.00           H+0
HETATM   37  H   UNK     0      -0.054  -0.744   4.585  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.560   0.541   0.217  0.00  0.00           H+0
HETATM   39  H   UNK     0       2.799  -0.071   1.202  0.00  0.00           H+0
HETATM   40  H   UNK     0       3.170  -1.740   1.660  0.00  0.00           H+0
HETATM   41  H   UNK     0       2.051  -0.826   2.618  0.00  0.00           H+0
HETATM   42  H   UNK     0       2.814  -2.633  -0.326  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.350  -2.647  -1.239  0.00  0.00           H+0
HETATM   44  H   UNK     0       2.333  -1.172  -1.191  0.00  0.00           H+0
CONECT    1    2   21   22                                                  
CONECT    2    3    1   23                                                  
CONECT    3   17    5    2    4                                             
CONECT    4    3   24   25   26                                             
CONECT    5    6    3   27   28                                             
CONECT    6    7    5   29   30                                             
CONECT    7   18    6    8   31                                             
CONECT    8    9    7                                                       
CONECT    9    8   10   17   32                                             
CONECT   10    9   16   11                                                  
CONECT   11   10   12   33                                                  
CONECT   12   13   11   34                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13   35                                                       
CONECT   15   16   13   36                                                  
CONECT   16   15   10   37                                                  
CONECT   17    3    9   18   38                                             
CONECT   18    7   17   19   20                                             
CONECT   19   18   39   40   41                                             
CONECT   20   18   42   43   44                                             
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    2                                                            
CONECT   24    4                                                            
CONECT   25    4                                                            
CONECT   26    4                                                            
CONECT   27    5                                                            
CONECT   28    5                                                            
CONECT   29    6                                                            
CONECT   30    6                                                            
CONECT   31    7                                                            
CONECT   32    9                                                            
CONECT   33   11                                                            
CONECT   34   12                                                            
CONECT   35   14                                                            
CONECT   36   15                                                            
CONECT   37   16                                                            
CONECT   38   17                                                            
CONECT   39   19                                                            
CONECT   40   19                                                            
CONECT   41   19                                                            
CONECT   42   20                                                            
CONECT   43   20                                                            
CONECT   44   20                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   92    0
END

RDKit          3D

44 46  0  0  0  0  0  0  0  0999 V2000
   -3.3387    0.3242   -0.5635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0009    0.3776   -0.6280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9991   -0.7906   -0.5843 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4770   -0.8493   -2.0367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6503   -2.1571   -0.2011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6857   -3.1795    0.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3654   -2.5467    1.3628 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3347   -1.7994    2.3850 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5545   -0.4466    1.8917 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1084    0.6084    2.8935 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0347    1.9521    2.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4057    2.9267    3.4399 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6169    2.5712    4.7648 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9772    3.5539    5.6384 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4539    1.2559    5.1803 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0826    0.2829    4.2483 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1203   -0.4289    0.4761 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2275   -1.5019    0.6566 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3638   -0.9994    1.5886 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9524   -2.0091   -0.5960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9279    1.2356   -0.6182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8893   -0.6050   -0.4680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5559    1.3666   -0.7528 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3021   -0.0997   -2.2147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0908   -1.8314   -2.3120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2793   -0.6577   -2.7622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1455   -2.6112   -1.0690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4484   -2.0004    0.5360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2901   -3.8891    1.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2013   -3.7690   -0.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9606   -3.3281    1.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6411   -0.3206    1.8420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1524    2.2623    1.4856 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5207    3.9618    3.1312 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0841    3.1566    6.5181 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039    0.9665    6.2151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0537   -0.7435    4.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5602    0.5406    0.2174 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7991   -0.0711    1.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1699   -1.7399    1.6598 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0511   -0.8257    2.6181 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8137   -2.6328   -0.3259 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3501   -2.6465   -1.2386 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3329   -1.1720   -1.1912 H   0  0  0  0  0  0  0  0  0  0  0  0
 17  3  1  0
  7 18  1  0
  7  6  1  0
  6  5  1  0
  5  3  1  0
 12 13  2  0
  9  8  1  0
  9 10  1  0
  3  2  1  6
 15 16  2  0
 13 14  1  0
  9 17  1  0
  2  1  2  3
 17 18  1  0
  3  4  1  0
 17 38  1  6
 16 10  1  0
  9 32  1  6
  7  8  1  0
 13 15  1  0
  7 31  1  1
 10 11  2  0
 18 19  1  1
 11 12  1  0
 18 20  1  0
 12 34  1  0
 15 36  1  0
 16 37  1  0
 11 33  1  0
  6 29  1  0
  6 30  1  0
  5 27  1  0
  5 28  1  0
  2 23  1  0
 14 35  1  0
  1 21  1  0
  1 22  1  0
  4 24  1  0
  4 25  1  0
  4 26  1  0
 19 39  1  0
 19 40  1  0
 19 41  1  0
 20 42  1  0
 20 43  1  0
 20 44  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₂₄O₂

Average Mass

272.3880 Da

Monoisotopic Mass

272.17763 Da

IUPAC Name

4-[(1R,2S,5S,7R)-2-ethenyl-2,8,8-trimethyl-6-oxabicyclo[3.2.1]octan-7-yl]phenol

Traditional Name

4-[(1R,2S,5S,7R)-2-ethenyl-2,8,8-trimethyl-6-oxabicyclo[3.2.1]octan-7-yl]phenol

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C(C([H])=C1[H])[C@]1([H])O[C@@]2([H])C([H])([H])C([H])([H])[C@](C([H])=C([H])[H])(C([H])([H])[H])[C@]1([H])C2(C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C18H24O2/c1-5-18(4)11-10-14-17(2,3)16(18)15(20-14)12-6-8-13(19)9-7-12/h5-9,14-16,19H,1,10-11H2,2-4H3/t14-,15-,16-,18+/m0/s1

InChI Key

KYAKMCAFTRNVKQ-NBOOPKSLSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, 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
Cullen corylifolium	JEOL database	Yin,S., et al, Tetrahedron 62, 2568 (2006)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxepanes

Sub Class

Not Available

Direct Parent

Oxepanes

Alternative Parents

Substituents

1-hydroxy-2-unsubstituted benzenoid
Phenol
Oxepane
Benzenoid
Monocyclic benzene moiety
Oxolane
Oxacycle
Ether
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	4.51	ALOGPS
logP	4.32	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	9.47	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.46 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	80.97 m³·mol⁻¹	ChemAxon
Polarizability	31.11 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

9869435

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11694710

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Yin,S., et al. (2006). Yin,S., et al, Tetrahedron 62, 2568 (2006). Tetrahedron.

Showing NP-Card for psoracorylifol E (NP0029619)

MOL for NP0029619 (psoracorylifol E)

3D MOL for NP0029619 (psoracorylifol E)

3D SDF for NP0029619 (psoracorylifol E)

3D-SDF for NP0029619 (psoracorylifol E)

PDB for NP0029619 (psoracorylifol E)

3D PDB for NP0029619 (psoracorylifol E)

SMILES for NP0029619 (psoracorylifol E)

INCHI for NP0029619 (psoracorylifol E)

Structure for NP0029619 (psoracorylifol E)

3D Structure for NP0029619 (psoracorylifol E)