NP-MRD: Showing NP-Card for (-)-epi-Cedrol (NP0030846)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-19 22:05:40 UTC

Updated at

2021-08-20 00:00:21 UTC

NP-MRD ID

NP0030846

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-epi-Cedrol

Provided By

JEOL Database JEOL Logo

Description

Epi-cedrol is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. (-)-epi-Cedrol is found in Acorus calanus L., Eupatorium adenophorum , Artemisia annua, Artemisia annua L.cultivar Jwarharti , Chamaecyparis formosensis, Chamomilla recutina, Cunninghamia lanceolata, Cupressus sempervirens , Dacrydium elatum, Ganoderma lucidum , Juniperus lucayana, Juniperus virginiana , Lepidozia fauriana, Microcystis aeruginosa, Thuja orientalis , Santalum album , Taiwania cryptomerioides and Tetraclinis articulata. (-)-epi-Cedrol was first documented in 2013 (PMID: 24359620). Based on a literature review a small amount of articles have been published on Epi-cedrol (PMID: 32625036) (PMID: 31696737) (PMID: 30662311).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202100053D          

 42 44  0  0  0  0            999 V2000
    1.6241   -3.2483    2.1456 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8847   -1.7521    2.2452 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5850   -0.9450    2.3422 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0428    0.4772    2.0447 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9617    0.2881    0.8369 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1090    1.3147    0.5759 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7525    2.2211   -0.6097 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3655    2.2769    1.7631 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3707    0.3935    0.3882 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0861   -0.7005    1.4416 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6509   -1.0924    1.0708 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7035   -1.9081   -0.2430 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3575   -1.1461   -1.4098 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5859   -0.3236   -0.9821 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0553    0.6000   -2.1100 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6659   -1.2666   -0.8135 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5644   -3.8023    2.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1082   -3.6044    3.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9938   -3.5000    1.2871 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4441   -1.5864    3.1764 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1224   -1.0264    3.3307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1444   -1.2764    1.5930 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5650    0.8692    2.9223 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2039    1.1430    1.8213 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3094    0.2168   -0.0446 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    2.8906   -0.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6023    2.8492   -0.8975 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4203    1.6609   -1.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6212    1.7578    2.6906 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1999    2.9517    1.5366 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4885    2.9025    1.9657 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2931    0.9215    0.6614 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7760   -1.5498    1.4054 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1541   -0.2969    2.4574 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6943   -2.2074   -0.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2701   -2.8329   -0.0755 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6368   -1.8749   -2.1817 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6037   -0.4963   -1.8662 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2661    1.2350   -2.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4536    0.0121   -2.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8758    1.2418   -1.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4516   -0.7708   -0.5256 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0  0  0  0
  6  9  1  0  0  0  0
  9 14  1  0  0  0  0
  5 11  1  0  0  0  0
 11 10  1  0  0  0  0
  9 10  1  0  0  0  0
  4  5  1  0  0  0  0
  6  7  1  6  0  0  0
 11 12  1  6  0  0  0
  2  1  1  0  0  0  0
 11  2  1  0  0  0  0
  5 25  1  6  0  0  0
  5  6  1  0  0  0  0
  6  8  1  0  0  0  0
  2  3  1  0  0  0  0
 14 15  1  0  0  0  0
 13 14  1  0  0  0  0
 12 13  1  0  0  0  0
 14 16  1  1  0  0  0
  3 21  1  0  0  0  0
  3 22  1  0  0  0  0
  4 23  1  0  0  0  0
  4 24  1  0  0  0  0
  2 20  1  1  0  0  0
 12 35  1  0  0  0  0
 12 36  1  0  0  0  0
 13 37  1  0  0  0  0
 13 38  1  0  0  0  0
  9 32  1  1  0  0  0
 10 33  1  0  0  0  0
 10 34  1  0  0  0  0
  7 26  1  0  0  0  0
  7 27  1  0  0  0  0
  7 28  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  8 29  1  0  0  0  0
  8 30  1  0  0  0  0
  8 31  1  0  0  0  0
 15 39  1  0  0  0  0
 15 40  1  0  0  0  0
 15 41  1  0  0  0  0
 16 42  1  0  0  0  0
M  END

     RDKit          3D

 42 44  0  0  0  0  0  0  0  0999 V2000
    1.6241   -3.2483    2.1456 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8847   -1.7521    2.2452 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5850   -0.9450    2.3422 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0428    0.4772    2.0447 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9617    0.2881    0.8369 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1090    1.3147    0.5759 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7525    2.2211   -0.6097 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3655    2.2769    1.7631 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3707    0.3935    0.3882 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0861   -0.7005    1.4416 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6509   -1.0924    1.0708 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7035   -1.9081   -0.2430 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3575   -1.1461   -1.4098 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5859   -0.3236   -0.9821 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0553    0.6000   -2.1100 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6659   -1.2666   -0.8135 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5644   -3.8023    2.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1082   -3.6044    3.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9938   -3.5000    1.2871 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4441   -1.5864    3.1764 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1224   -1.0264    3.3307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1444   -1.2764    1.5930 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5650    0.8692    2.9223 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2039    1.1430    1.8213 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3094    0.2168   -0.0446 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    2.8906   -0.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6023    2.8492   -0.8975 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4203    1.6609   -1.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6212    1.7578    2.6906 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1999    2.9517    1.5366 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4885    2.9025    1.9657 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2931    0.9215    0.6614 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7760   -1.5498    1.4054 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1541   -0.2969    2.4574 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6943   -2.2074   -0.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2701   -2.8329   -0.0755 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6368   -1.8749   -2.1817 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6037   -0.4963   -1.8662 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2661    1.2350   -2.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4536    0.0121   -2.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8758    1.2418   -1.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4516   -0.7708   -0.5256 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0
  6  9  1  0
  9 14  1  0
  5 11  1  0
 11 10  1  0
  9 10  1  0
  4  5  1  0
  6  7  1  6
 11 12  1  6
  2  1  1  0
 11  2  1  0
  5 25  1  6
  5  6  1  0
  6  8  1  0
  2  3  1  0
 14 15  1  0
 13 14  1  0
 12 13  1  0
 14 16  1  1
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  2 20  1  1
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
  9 32  1  1
 10 33  1  0
 10 34  1  0
  7 26  1  0
  7 27  1  0
  7 28  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  8 29  1  0
  8 30  1  0
  8 31  1  0
 15 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  0
M  END


  Mrv1652306202100053D          

 42 44  0  0  0  0            999 V2000
    1.6241   -3.2483    2.1456 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8847   -1.7521    2.2452 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5850   -0.9450    2.3422 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0428    0.4772    2.0447 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9617    0.2881    0.8369 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1090    1.3147    0.5759 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7525    2.2211   -0.6097 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3655    2.2769    1.7631 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3707    0.3935    0.3882 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0861   -0.7005    1.4416 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6509   -1.0924    1.0708 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7035   -1.9081   -0.2430 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3575   -1.1461   -1.4098 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5859   -0.3236   -0.9821 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0553    0.6000   -2.1100 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6659   -1.2666   -0.8135 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5644   -3.8023    2.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1082   -3.6044    3.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9938   -3.5000    1.2871 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4441   -1.5864    3.1764 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1224   -1.0264    3.3307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1444   -1.2764    1.5930 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5650    0.8692    2.9223 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2039    1.1430    1.8213 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3094    0.2168   -0.0446 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    2.8906   -0.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6023    2.8492   -0.8975 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4203    1.6609   -1.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6212    1.7578    2.6906 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1999    2.9517    1.5366 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4885    2.9025    1.9657 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2931    0.9215    0.6614 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7760   -1.5498    1.4054 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1541   -0.2969    2.4574 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6943   -2.2074   -0.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2701   -2.8329   -0.0755 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6368   -1.8749   -2.1817 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6037   -0.4963   -1.8662 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2661    1.2350   -2.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4536    0.0121   -2.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8758    1.2418   -1.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4516   -0.7708   -0.5256 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0  0  0  0
  6  9  1  0  0  0  0
  9 14  1  0  0  0  0
  5 11  1  0  0  0  0
 11 10  1  0  0  0  0
  9 10  1  0  0  0  0
  4  5  1  0  0  0  0
  6  7  1  6  0  0  0
 11 12  1  6  0  0  0
  2  1  1  0  0  0  0
 11  2  1  0  0  0  0
  5 25  1  6  0  0  0
  5  6  1  0  0  0  0
  6  8  1  0  0  0  0
  2  3  1  0  0  0  0
 14 15  1  0  0  0  0
 13 14  1  0  0  0  0
 12 13  1  0  0  0  0
 14 16  1  1  0  0  0
  3 21  1  0  0  0  0
  3 22  1  0  0  0  0
  4 23  1  0  0  0  0
  4 24  1  0  0  0  0
  2 20  1  1  0  0  0
 12 35  1  0  0  0  0
 12 36  1  0  0  0  0
 13 37  1  0  0  0  0
 13 38  1  0  0  0  0
  9 32  1  1  0  0  0
 10 33  1  0  0  0  0
 10 34  1  0  0  0  0
  7 26  1  0  0  0  0
  7 27  1  0  0  0  0
  7 28  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  1 19  1  0  0  0  0
  8 29  1  0  0  0  0
  8 30  1  0  0  0  0
  8 31  1  0  0  0  0
 15 39  1  0  0  0  0
 15 40  1  0  0  0  0
 15 41  1  0  0  0  0
 16 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0030846

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1(C([H])([H])[H])C([H])([H])C([H])([H])[C@@]23C([H])([H])[C@]1([H])C(C([H])([H])[H])(C([H])([H])[H])[C@]2([H])C([H])([H])C([H])([H])[C@@]3([H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O/c1-10-5-6-11-13(2,3)12-9-15(10,11)8-7-14(12,4)16/h10-12,16H,5-9H2,1-4H3/t10-,11+,12-,14+,15+/m1/s1

> <INCHI_KEY>
SVURIXNDRWRAFU-MIBAYGRRSA-N

> <FORMULA>
C15H26O

> <MOLECULAR_WEIGHT>
222.372

> <EXACT_MASS>
222.198365457

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
26.916799022020747

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,5S,7R,8S)-2,6,6,8-tetramethyltricyclo[5.3.1.0^{1,5}]undecan-8-ol

> <ALOGPS_LOGP>
3.53

> <JCHEM_LOGP>
3.191530442666666

> <ALOGPS_LOGS>
-4.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-0.5155835212848653

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
66.5265

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.80e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,5S,7R,8S)-2,6,6,8-tetramethyltricyclo[5.3.1.0^{1,5}]undecan-8-ol

> <JCHEM_VEBER_RULE>
1

$$$$

     RDKit          3D

 42 44  0  0  0  0  0  0  0  0999 V2000
    1.6241   -3.2483    2.1456 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8847   -1.7521    2.2452 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5850   -0.9450    2.3422 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0428    0.4772    2.0447 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9617    0.2881    0.8369 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1090    1.3147    0.5759 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7525    2.2211   -0.6097 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3655    2.2769    1.7631 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3707    0.3935    0.3882 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0861   -0.7005    1.4416 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6509   -1.0924    1.0708 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7035   -1.9081   -0.2430 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3575   -1.1461   -1.4098 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5859   -0.3236   -0.9821 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0553    0.6000   -2.1100 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6659   -1.2666   -0.8135 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5644   -3.8023    2.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1082   -3.6044    3.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9938   -3.5000    1.2871 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4441   -1.5864    3.1764 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1224   -1.0264    3.3307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1444   -1.2764    1.5930 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5650    0.8692    2.9223 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2039    1.1430    1.8213 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3094    0.2168   -0.0446 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    2.8906   -0.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6023    2.8492   -0.8975 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4203    1.6609   -1.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6212    1.7578    2.6906 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1999    2.9517    1.5366 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4885    2.9025    1.9657 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2931    0.9215    0.6614 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7760   -1.5498    1.4054 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1541   -0.2969    2.4574 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6943   -2.2074   -0.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2701   -2.8329   -0.0755 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6368   -1.8749   -2.1817 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6037   -0.4963   -1.8662 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2661    1.2350   -2.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4536    0.0121   -2.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8758    1.2418   -1.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4516   -0.7708   -0.5256 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0
  6  9  1  0
  9 14  1  0
  5 11  1  0
 11 10  1  0
  9 10  1  0
  4  5  1  0
  6  7  1  6
 11 12  1  6
  2  1  1  0
 11  2  1  0
  5 25  1  6
  5  6  1  0
  6  8  1  0
  2  3  1  0
 14 15  1  0
 13 14  1  0
 12 13  1  0
 14 16  1  1
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  2 20  1  1
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
  9 32  1  1
 10 33  1  0
 10 34  1  0
  7 26  1  0
  7 27  1  0
  7 28  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  8 29  1  0
  8 30  1  0
  8 31  1  0
 15 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       1.624  -3.248   2.146  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.885  -1.752   2.245  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.585  -0.945   2.342  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.043   0.477   2.045  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.962   0.288   0.837  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.109   1.315   0.576  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.753   2.221  -0.610  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.365   2.277   1.763  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.371   0.394   0.388  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.086  -0.701   1.442  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.651  -1.092   1.071  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.704  -1.908  -0.243  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.357  -1.146  -1.410  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.586  -0.324  -0.982  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.055   0.600  -2.110  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.666  -1.267  -0.814  0.00  0.00           O+0
HETATM   17  H   UNK     0       2.564  -3.802   2.061  0.00  0.00           H+0
HETATM   18  H   UNK     0       1.108  -3.604   3.044  0.00  0.00           H+0
HETATM   19  H   UNK     0       0.994  -3.500   1.287  0.00  0.00           H+0
HETATM   20  H   UNK     0       2.444  -1.586   3.176  0.00  0.00           H+0
HETATM   21  H   UNK     0       0.122  -1.026   3.331  0.00  0.00           H+0
HETATM   22  H   UNK     0      -0.144  -1.276   1.593  0.00  0.00           H+0
HETATM   23  H   UNK     0       1.565   0.869   2.922  0.00  0.00           H+0
HETATM   24  H   UNK     0       0.204   1.143   1.821  0.00  0.00           H+0
HETATM   25  H   UNK     0       1.309   0.217  -0.045  0.00  0.00           H+0
HETATM   26  H   UNK     0       1.923   2.891  -0.350  0.00  0.00           H+0
HETATM   27  H   UNK     0       3.602   2.849  -0.898  0.00  0.00           H+0
HETATM   28  H   UNK     0       2.420   1.661  -1.486  0.00  0.00           H+0
HETATM   29  H   UNK     0       3.621   1.758   2.691  0.00  0.00           H+0
HETATM   30  H   UNK     0       4.200   2.952   1.537  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.489   2.902   1.966  0.00  0.00           H+0
HETATM   32  H   UNK     0       5.293   0.922   0.661  0.00  0.00           H+0
HETATM   33  H   UNK     0       4.776  -1.550   1.405  0.00  0.00           H+0
HETATM   34  H   UNK     0       4.154  -0.297   2.457  0.00  0.00           H+0
HETATM   35  H   UNK     0       1.694  -2.207  -0.551  0.00  0.00           H+0
HETATM   36  H   UNK     0       3.270  -2.833  -0.076  0.00  0.00           H+0
HETATM   37  H   UNK     0       3.637  -1.875  -2.182  0.00  0.00           H+0
HETATM   38  H   UNK     0       2.604  -0.496  -1.866  0.00  0.00           H+0
HETATM   39  H   UNK     0       4.266   1.235  -2.513  0.00  0.00           H+0
HETATM   40  H   UNK     0       5.454   0.012  -2.946  0.00  0.00           H+0
HETATM   41  H   UNK     0       5.876   1.242  -1.769  0.00  0.00           H+0
HETATM   42  H   UNK     0       6.452  -0.771  -0.526  0.00  0.00           H+0
CONECT    1    2   17   18   19                                             
CONECT    2    1   11    3   20                                             
CONECT    3    4    2   21   22                                             
CONECT    4    3    5   23   24                                             
CONECT    5   11    4   25    6                                             
CONECT    6    9    7    5    8                                             
CONECT    7    6   26   27   28                                             
CONECT    8    6   29   30   31                                             
CONECT    9    6   14   10   32                                             
CONECT   10   11    9   33   34                                             
CONECT   11    5   10   12    2                                             
CONECT   12   11   13   35   36                                             
CONECT   13   14   12   37   38                                             
CONECT   14    9   15   13   16                                             
CONECT   15   14   39   40   41                                             
CONECT   16   14   42                                                       
CONECT   17    1                                                            
CONECT   18    1                                                            
CONECT   19    1                                                            
CONECT   20    2                                                            
CONECT   21    3                                                            
CONECT   22    3                                                            
CONECT   23    4                                                            
CONECT   24    4                                                            
CONECT   25    5                                                            
CONECT   26    7                                                            
CONECT   27    7                                                            
CONECT   28    7                                                            
CONECT   29    8                                                            
CONECT   30    8                                                            
CONECT   31    8                                                            
CONECT   32    9                                                            
CONECT   33   10                                                            
CONECT   34   10                                                            
CONECT   35   12                                                            
CONECT   36   12                                                            
CONECT   37   13                                                            
CONECT   38   13                                                            
CONECT   39   15                                                            
CONECT   40   15                                                            
CONECT   41   15                                                            
CONECT   42   16                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   88    0
END

RDKit          3D

42 44  0  0  0  0  0  0  0  0999 V2000
    1.6241   -3.2483    2.1456 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8847   -1.7521    2.2452 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5850   -0.9450    2.3422 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0428    0.4772    2.0447 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9617    0.2881    0.8369 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1090    1.3147    0.5759 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7525    2.2211   -0.6097 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3655    2.2769    1.7631 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3707    0.3935    0.3882 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0861   -0.7005    1.4416 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6509   -1.0924    1.0708 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7035   -1.9081   -0.2430 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3575   -1.1461   -1.4098 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5859   -0.3236   -0.9821 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0553    0.6000   -2.1100 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6659   -1.2666   -0.8135 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5644   -3.8023    2.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1082   -3.6044    3.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9938   -3.5000    1.2871 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4441   -1.5864    3.1764 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1224   -1.0264    3.3307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1444   -1.2764    1.5930 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5650    0.8692    2.9223 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2039    1.1430    1.8213 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3094    0.2168   -0.0446 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    2.8906   -0.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6023    2.8492   -0.8975 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4203    1.6609   -1.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6212    1.7578    2.6906 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1999    2.9517    1.5366 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4885    2.9025    1.9657 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2931    0.9215    0.6614 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7760   -1.5498    1.4054 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1541   -0.2969    2.4574 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6943   -2.2074   -0.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2701   -2.8329   -0.0755 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6368   -1.8749   -2.1817 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6037   -0.4963   -1.8662 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2661    1.2350   -2.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4536    0.0121   -2.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8758    1.2418   -1.7693 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4516   -0.7708   -0.5256 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0
  6  9  1  0
  9 14  1  0
  5 11  1  0
 11 10  1  0
  9 10  1  0
  4  5  1  0
  6  7  1  6
 11 12  1  6
  2  1  1  0
 11  2  1  0
  5 25  1  6
  5  6  1  0
  6  8  1  0
  2  3  1  0
 14 15  1  0
 13 14  1  0
 12 13  1  0
 14 16  1  1
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  2 20  1  1
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
  9 32  1  1
 10 33  1  0
 10 34  1  0
  7 26  1  0
  7 27  1  0
  7 28  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  8 29  1  0
  8 30  1  0
  8 31  1  0
 15 39  1  0
 15 40  1  0
 15 41  1  0
 16 42  1  0
M  END

View in JSmol

Synonyms

Value	Source
(-)-Epicedrol	ChEBI
(3R,3AS,6S,7R,8as)-3,6,8,8-tetramethyloctahydro-1H-3a,7-methanoazulen-6-ol	ChEBI
8-Epi-cedrol	ChEBI
8-Epicedrol	ChEBI

Chemical Formula

C₁₅H₂₆O

Average Mass

222.3720 Da

Monoisotopic Mass

222.19837 Da

IUPAC Name

(1S,2R,5S,7R,8S)-2,6,6,8-tetramethyltricyclo[5.3.1.0^{1,5}]undecan-8-ol

Traditional Name

(1S,2R,5S,7R,8S)-2,6,6,8-tetramethyltricyclo[5.3.1.0^{1,5}]undecan-8-ol

CAS Registry Number

Not Available

SMILES

[H]O[C@@]1(C([H])([H])[H])C([H])([H])C([H])([H])[C@@]23C([H])([H])[C@]1([H])C(C([H])([H])[H])(C([H])([H])[H])[C@]2([H])C([H])([H])C([H])([H])[C@@]3([H])C([H])([H])[H]

InChI Identifier

InChI=1S/C15H26O/c1-10-5-6-11-13(2,3)12-9-15(10,11)8-7-14(12,4)16/h10-12,16H,5-9H2,1-4H3/t10-,11+,12-,14+,15+/m1/s1

InChI Key

SVURIXNDRWRAFU-MIBAYGRRSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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
Acorus calanus L.	Plant	KNApSAcK
Ageratina adenophora	Plant	KNApSAcK
Artemisia annua	JEOL database	Brown, G. D., et al, Phytochemistry 64, 303 (2003)
Artemisia annua L.cultivar Jwarharti	Plant	KNApSAcK
Chamaecyparis formosensis	Plant	KNApSAcK
Chamomilla recutina	Plant	KNApSAcK
Cunninghamia lanceolata	LOTUS Database	35616633
Cupressus sempervirens	Plant	KNApSAcK
Cyathocline purpurea	KNApSAcK Database	22123792
Dacrydium elatum	Plant	KNApSAcK
Ganoderma lucidum	Fungi	KNApSAcK
Juniperus barbadensis var. lucayana	Plant	KNApSAcK
Juniperus virginiana	Plant	KNApSAcK
Lepidozia fauriana	Plant	KNApSAcK
Microcystis aeruginosa	-	KNApSAcK
Platycladus orientalis	Plant	KNApSAcK
Santalum album	Plant	KNApSAcK
Taiwania cryptomerioides	Plant	KNApSAcK
Tetraclinis articulata	Plant	KNApSAcK

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	277.20 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	21.88 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.770 (est)	The Good Scents Company Information System

Predicted Properties

Property	Value	Source
logP	3.53	ALOGPS
logP	3.19	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Basic)	-0.52	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	66.53 m³·mol⁻¹	ChemAxon
Polarizability	26.92 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

C00055836

Chemspider ID

5145103

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

52226

Good Scents ID

rw1592381

References

General References

Soetaert SS, Van Neste CM, Vandewoestyne ML, Head SR, Goossens A, Van Nieuwerburgh FC, Deforce DL: Differential transcriptome analysis of glandular and filamentous trichomes in Artemisia annua. BMC Plant Biol. 2013 Dec 20;13:220. doi: 10.1186/1471-2229-13-220. [PubMed:24359620 ]
Navale GR, Sharma P, Said MS, Ramkumar S, Dharne MS, Thulasiram HV, Shinde SS: Enhancing epi-cedrol production in Escherichia coli by fusion expression of farnesyl pyrophosphate synthase and epi-cedrol synthase. Eng Life Sci. 2019 Jul 25;19(9):606-616. doi: 10.1002/elsc.201900103. eCollection 2019 Sep. [PubMed:32625036 ]
Fadel H, Benayache F, Chalchat JC, Figueredo G, Chalard P, Hazmoune H, Benayache S: Essential oil constituents of Juniperus oxycedrus L. and Cupressus sempervirens L. (Cupressaceae) growing in Aures region of Algeria. Nat Prod Res. 2021 Aug;35(15):2616-2620. doi: 10.1080/14786419.2019.1687473. Epub 2019 Nov 7. [PubMed:31696737 ]
Aati H, El-Gamal A, Kayser O: Chemical composition and biological activity of the essential oil from the root of Jatropha pelargoniifolia Courb. native to Saudi Arabia. Saudi Pharm J. 2019 Jan;27(1):88-95. doi: 10.1016/j.jsps.2018.09.001. Epub 2018 Sep 11. [PubMed:30662311 ]
Brown, G. D., et al. (2003). Brown, G. D., et al, Phytochemistry 64, 303 (2003). Phytochem..

Showing NP-Card for (-)-epi-Cedrol (NP0030846)

MOL for NP0030846 ((-)-epi-Cedrol)

3D MOL for NP0030846 ((-)-epi-Cedrol)

3D SDF for NP0030846 ((-)-epi-Cedrol)

3D-SDF for NP0030846 ((-)-epi-Cedrol)

PDB for NP0030846 ((-)-epi-Cedrol)

3D PDB for NP0030846 ((-)-epi-Cedrol)

SMILES for NP0030846 ((-)-epi-Cedrol)

INCHI for NP0030846 ((-)-epi-Cedrol)

Structure for NP0030846 ((-)-epi-Cedrol)

3D Structure for NP0030846 ((-)-epi-Cedrol)