NP-MRD: Showing NP-Card for libocedrine B (NP0033232)

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Record Information

Version

2.0

Created at

2021-06-19 23:49:54 UTC

Updated at

2021-06-30 00:02:53 UTC

NP-MRD ID

NP0033232

Secondary Accession Numbers

None

Natural Product Identification

Common Name

libocedrine B

Provided By

JEOL Database JEOL Logo

Description

Libocedrine B belongs to the class of organic compounds known as guaianes. These are sesquiterpenoids with a structure based on the guaiane skeleton. Guaiane is a bicyclic compound consisting of a decahydroazulene moiety, substituted with two methyl groups and a 1-methylethyl group at the 1-, 4-, and 7-position, respectively. libocedrine B is found in Libocedrus chevalieri. libocedrine B was first documented in 2007 (Zhang, Y. -J., et al.). Based on a literature review very few articles have been published on Libocedrine B.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202101493D          

 38 39  0  0  0  0            999 V2000
    1.0020   -3.3238   -2.9921 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3247   -2.1993   -3.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1835   -1.7406   -4.7186 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1772   -1.8493   -5.1075 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3224   -1.2960   -2.2309 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9144   -2.0812   -1.0404 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1139   -1.3774   -0.3888 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7720   -0.1652    0.4512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1536   -0.1316    1.7406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0177    0.9445   -0.2692 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9509    2.3388    0.3954 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4125    2.8327    0.0416 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1939    1.8572   -0.4354 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6345    1.9844   -0.7922 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4579    0.5396   -0.5115 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6911   -0.1983   -1.8380 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1371   -3.6608   -1.9689 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4564   -3.9362   -3.7659 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4998   -0.6991   -4.8296 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7835   -2.3436   -5.4082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4636   -2.7456   -4.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1701   -0.7990   -2.7227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1440   -2.3035   -0.2917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2892   -3.0492   -1.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6334   -2.1228    0.2283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8367   -1.0808   -1.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6972   -0.9585    2.1903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9408    0.6973    2.4045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5180    1.1014   -1.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7243    2.9963   -0.0154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0478    2.3345    1.4830 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7319    3.8516    0.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7884    1.7995   -1.8594 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2318    1.2650   -0.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0164    2.9862   -0.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8225   -0.0918    0.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7018   -0.6293   -1.7960 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7237    0.5315   -2.6599 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 15  1  0  0  0  0
  6  5  1  0  0  0  0
  8  9  2  3  0  0  0
 16  5  1  0  0  0  0
 13 14  1  0  0  0  0
 15 10  1  0  0  0  0
  5  2  1  0  0  0  0
 10  8  1  0  0  0  0
 15 36  1  1  0  0  0
  7  6  1  0  0  0  0
 10 29  1  6  0  0  0
  2  3  1  0  0  0  0
 15 16  1  0  0  0  0
  2  1  2  3  0  0  0
  8  7  1  0  0  0  0
  3  4  1  0  0  0  0
  7 25  1  0  0  0  0
  7 26  1  0  0  0  0
  6 23  1  0  0  0  0
  6 24  1  0  0  0  0
 16 37  1  0  0  0  0
 16 38  1  0  0  0  0
  5 22  1  6  0  0  0
 11 30  1  0  0  0  0
 11 31  1  0  0  0  0
 12 32  1  0  0  0  0
  9 27  1  0  0  0  0
  9 28  1  0  0  0  0
 14 33  1  0  0  0  0
 14 34  1  0  0  0  0
 14 35  1  0  0  0  0
  3 19  1  0  0  0  0
  3 20  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  4 21  1  0  0  0  0
M  END

     RDKit          3D

 38 39  0  0  0  0  0  0  0  0999 V2000
    1.0020   -3.3238   -2.9921 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3247   -2.1993   -3.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1835   -1.7406   -4.7186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1772   -1.8493   -5.1075 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3224   -1.2960   -2.2309 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9144   -2.0812   -1.0404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1139   -1.3774   -0.3888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7720   -0.1652    0.4512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1536   -0.1316    1.7406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0177    0.9445   -0.2692 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9509    2.3388    0.3954 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    2.8327    0.0416 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1939    1.8572   -0.4354 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6345    1.9844   -0.7922 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4579    0.5396   -0.5115 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6911   -0.1983   -1.8380 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1371   -3.6608   -1.9689 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4564   -3.9362   -3.7659 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4998   -0.6991   -4.8296 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7835   -2.3436   -5.4082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4636   -2.7456   -4.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1701   -0.7990   -2.7227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1440   -2.3035   -0.2917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2892   -3.0492   -1.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6334   -2.1228    0.2283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8367   -1.0808   -1.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6972   -0.9585    2.1903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9408    0.6973    2.4045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5180    1.1014   -1.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7243    2.9963   -0.0154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0478    2.3345    1.4830 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7319    3.8516    0.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7884    1.7995   -1.8594 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2318    1.2650   -0.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0164    2.9862   -0.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8225   -0.0918    0.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7018   -0.6293   -1.7960 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7237    0.5315   -2.6599 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 15  1  0
  6  5  1  0
  8  9  2  3
 16  5  1  0
 13 14  1  0
 15 10  1  0
  5  2  1  0
 10  8  1  0
 15 36  1  1
  7  6  1  0
 10 29  1  6
  2  3  1  0
 15 16  1  0
  2  1  2  3
  8  7  1  0
  3  4  1  0
  7 25  1  0
  7 26  1  0
  6 23  1  0
  6 24  1  0
 16 37  1  0
 16 38  1  0
  5 22  1  6
 11 30  1  0
 11 31  1  0
 12 32  1  0
  9 27  1  0
  9 28  1  0
 14 33  1  0
 14 34  1  0
 14 35  1  0
  3 19  1  0
  3 20  1  0
  1 17  1  0
  1 18  1  0
  4 21  1  0
M  END


  Mrv1652306202101493D          

 38 39  0  0  0  0            999 V2000
    1.0020   -3.3238   -2.9921 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3247   -2.1993   -3.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1835   -1.7406   -4.7186 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1772   -1.8493   -5.1075 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3224   -1.2960   -2.2309 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9144   -2.0812   -1.0404 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1139   -1.3774   -0.3888 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7720   -0.1652    0.4512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1536   -0.1316    1.7406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0177    0.9445   -0.2692 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9509    2.3388    0.3954 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4125    2.8327    0.0416 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1939    1.8572   -0.4354 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6345    1.9844   -0.7922 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4579    0.5396   -0.5115 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6911   -0.1983   -1.8380 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1371   -3.6608   -1.9689 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4564   -3.9362   -3.7659 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4998   -0.6991   -4.8296 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7835   -2.3436   -5.4082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4636   -2.7456   -4.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1701   -0.7990   -2.7227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1440   -2.3035   -0.2917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2892   -3.0492   -1.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6334   -2.1228    0.2283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8367   -1.0808   -1.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6972   -0.9585    2.1903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9408    0.6973    2.4045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5180    1.1014   -1.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7243    2.9963   -0.0154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0478    2.3345    1.4830 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7319    3.8516    0.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7884    1.7995   -1.8594 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2318    1.2650   -0.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0164    2.9862   -0.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8225   -0.0918    0.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7018   -0.6293   -1.7960 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7237    0.5315   -2.6599 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 15  1  0  0  0  0
  6  5  1  0  0  0  0
  8  9  2  3  0  0  0
 16  5  1  0  0  0  0
 13 14  1  0  0  0  0
 15 10  1  0  0  0  0
  5  2  1  0  0  0  0
 10  8  1  0  0  0  0
 15 36  1  1  0  0  0
  7  6  1  0  0  0  0
 10 29  1  6  0  0  0
  2  3  1  0  0  0  0
 15 16  1  0  0  0  0
  2  1  2  3  0  0  0
  8  7  1  0  0  0  0
  3  4  1  0  0  0  0
  7 25  1  0  0  0  0
  7 26  1  0  0  0  0
  6 23  1  0  0  0  0
  6 24  1  0  0  0  0
 16 37  1  0  0  0  0
 16 38  1  0  0  0  0
  5 22  1  6  0  0  0
 11 30  1  0  0  0  0
 11 31  1  0  0  0  0
 12 32  1  0  0  0  0
  9 27  1  0  0  0  0
  9 28  1  0  0  0  0
 14 33  1  0  0  0  0
 14 34  1  0  0  0  0
 14 35  1  0  0  0  0
  3 19  1  0  0  0  0
  3 20  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  4 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0033232

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O/c1-10-4-6-13(12(3)9-16)8-15-11(2)5-7-14(10)15/h5,13-16H,1,3-4,6-9H2,2H3/t13-,14+,15-/m0/s1

> <INCHI_KEY>
JSLOUFBBEUELJJ-ZNMIVQPWSA-N

> <FORMULA>
C15H22O

> <MOLECULAR_WEIGHT>
218.34

> <EXACT_MASS>
218.167065328

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
26.600114488161896

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(3aR,5S,8aS)-3-methyl-8-methylidene-1,3a,4,5,6,7,8,8a-octahydroazulen-5-yl]prop-2-en-1-ol

> <ALOGPS_LOGP>
3.87

> <JCHEM_LOGP>
2.8778644003333334

> <ALOGPS_LOGS>
-3.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.884447056164102

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9745428576338213

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
69.07809999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.33e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(3aR,5S,8aS)-3-methyl-8-methylidene-3a,4,5,6,7,8a-hexahydro-1H-azulen-5-yl]prop-2-en-1-ol

> <JCHEM_VEBER_RULE>
1

$$$$

     RDKit          3D

 38 39  0  0  0  0  0  0  0  0999 V2000
    1.0020   -3.3238   -2.9921 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3247   -2.1993   -3.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1835   -1.7406   -4.7186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1772   -1.8493   -5.1075 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3224   -1.2960   -2.2309 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9144   -2.0812   -1.0404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1139   -1.3774   -0.3888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7720   -0.1652    0.4512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1536   -0.1316    1.7406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0177    0.9445   -0.2692 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9509    2.3388    0.3954 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    2.8327    0.0416 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1939    1.8572   -0.4354 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6345    1.9844   -0.7922 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4579    0.5396   -0.5115 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6911   -0.1983   -1.8380 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1371   -3.6608   -1.9689 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4564   -3.9362   -3.7659 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4998   -0.6991   -4.8296 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7835   -2.3436   -5.4082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4636   -2.7456   -4.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1701   -0.7990   -2.7227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1440   -2.3035   -0.2917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2892   -3.0492   -1.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6334   -2.1228    0.2283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8367   -1.0808   -1.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6972   -0.9585    2.1903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9408    0.6973    2.4045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5180    1.1014   -1.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7243    2.9963   -0.0154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0478    2.3345    1.4830 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7319    3.8516    0.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7884    1.7995   -1.8594 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2318    1.2650   -0.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0164    2.9862   -0.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8225   -0.0918    0.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7018   -0.6293   -1.7960 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7237    0.5315   -2.6599 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 15  1  0
  6  5  1  0
  8  9  2  3
 16  5  1  0
 13 14  1  0
 15 10  1  0
  5  2  1  0
 10  8  1  0
 15 36  1  1
  7  6  1  0
 10 29  1  6
  2  3  1  0
 15 16  1  0
  2  1  2  3
  8  7  1  0
  3  4  1  0
  7 25  1  0
  7 26  1  0
  6 23  1  0
  6 24  1  0
 16 37  1  0
 16 38  1  0
  5 22  1  6
 11 30  1  0
 11 31  1  0
 12 32  1  0
  9 27  1  0
  9 28  1  0
 14 33  1  0
 14 34  1  0
 14 35  1  0
  3 19  1  0
  3 20  1  0
  1 17  1  0
  1 18  1  0
  4 21  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       1.002  -3.324  -2.992  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.325  -2.199  -3.289  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.184  -1.741  -4.719  0.00  0.00           C+0
HETATM    4  O   UNK     0      -1.177  -1.849  -5.107  0.00  0.00           O+0
HETATM    5  C   UNK     0      -0.322  -1.296  -2.231  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.914  -2.081  -1.040  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.114  -1.377  -0.389  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.772  -0.165   0.451  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.154  -0.132   1.741  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.018   0.945  -0.269  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.951   2.339   0.395  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.413   2.833   0.042  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.194   1.857  -0.435  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.635   1.984  -0.792  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.458   0.540  -0.511  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.691  -0.198  -1.838  0.00  0.00           C+0
HETATM   17  H   UNK     0       1.137  -3.661  -1.969  0.00  0.00           H+0
HETATM   18  H   UNK     0       1.456  -3.936  -3.766  0.00  0.00           H+0
HETATM   19  H   UNK     0       0.500  -0.699  -4.830  0.00  0.00           H+0
HETATM   20  H   UNK     0       0.784  -2.344  -5.408  0.00  0.00           H+0
HETATM   21  H   UNK     0      -1.464  -2.746  -4.862  0.00  0.00           H+0
HETATM   22  H   UNK     0      -1.170  -0.799  -2.723  0.00  0.00           H+0
HETATM   23  H   UNK     0      -0.144  -2.304  -0.292  0.00  0.00           H+0
HETATM   24  H   UNK     0      -1.289  -3.049  -1.400  0.00  0.00           H+0
HETATM   25  H   UNK     0      -2.633  -2.123   0.228  0.00  0.00           H+0
HETATM   26  H   UNK     0      -2.837  -1.081  -1.160  0.00  0.00           H+0
HETATM   27  H   UNK     0      -2.697  -0.959   2.190  0.00  0.00           H+0
HETATM   28  H   UNK     0      -1.941   0.697   2.405  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.518   1.101  -1.237  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.724   2.996  -0.015  0.00  0.00           H+0
HETATM   31  H   UNK     0      -1.048   2.334   1.483  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.732   3.852   0.216  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.788   1.800  -1.859  0.00  0.00           H+0
HETATM   34  H   UNK     0       3.232   1.265  -0.223  0.00  0.00           H+0
HETATM   35  H   UNK     0       3.016   2.986  -0.569  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.823  -0.092   0.311  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.702  -0.629  -1.796  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.724   0.532  -2.660  0.00  0.00           H+0
CONECT    1    2   17   18                                                  
CONECT    2    5    3    1                                                  
CONECT    3    2    4   19   20                                             
CONECT    4    3   21                                                       
CONECT    5    6   16    2   22                                             
CONECT    6    5    7   23   24                                             
CONECT    7    6    8   25   26                                             
CONECT    8    9   10    7                                                  
CONECT    9    8   27   28                                                  
CONECT   10   11   15    8   29                                             
CONECT   11   10   12   30   31                                             
CONECT   12   11   13   32                                                  
CONECT   13   12   15   14                                                  
CONECT   14   13   33   34   35                                             
CONECT   15   13   10   36   16                                             
CONECT   16    5   15   37   38                                             
CONECT   17    1                                                            
CONECT   18    1                                                            
CONECT   19    3                                                            
CONECT   20    3                                                            
CONECT   21    4                                                            
CONECT   22    5                                                            
CONECT   23    6                                                            
CONECT   24    6                                                            
CONECT   25    7                                                            
CONECT   26    7                                                            
CONECT   27    9                                                            
CONECT   28    9                                                            
CONECT   29   10                                                            
CONECT   30   11                                                            
CONECT   31   11                                                            
CONECT   32   12                                                            
CONECT   33   14                                                            
CONECT   34   14                                                            
CONECT   35   14                                                            
CONECT   36   15                                                            
CONECT   37   16                                                            
CONECT   38   16                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   78    0
END

RDKit          3D

38 39  0  0  0  0  0  0  0  0999 V2000
    1.0020   -3.3238   -2.9921 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3247   -2.1993   -3.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1835   -1.7406   -4.7186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1772   -1.8493   -5.1075 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3224   -1.2960   -2.2309 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9144   -2.0812   -1.0404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1139   -1.3774   -0.3888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7720   -0.1652    0.4512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1536   -0.1316    1.7406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0177    0.9445   -0.2692 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9509    2.3388    0.3954 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    2.8327    0.0416 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1939    1.8572   -0.4354 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6345    1.9844   -0.7922 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4579    0.5396   -0.5115 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6911   -0.1983   -1.8380 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1371   -3.6608   -1.9689 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4564   -3.9362   -3.7659 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4998   -0.6991   -4.8296 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7835   -2.3436   -5.4082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4636   -2.7456   -4.8622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1701   -0.7990   -2.7227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1440   -2.3035   -0.2917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2892   -3.0492   -1.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6334   -2.1228    0.2283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8367   -1.0808   -1.1596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6972   -0.9585    2.1903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9408    0.6973    2.4045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5180    1.1014   -1.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7243    2.9963   -0.0154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0478    2.3345    1.4830 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7319    3.8516    0.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7884    1.7995   -1.8594 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2318    1.2650   -0.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0164    2.9862   -0.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8225   -0.0918    0.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7018   -0.6293   -1.7960 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7237    0.5315   -2.6599 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 15  1  0
  6  5  1  0
  8  9  2  3
 16  5  1  0
 13 14  1  0
 15 10  1  0
  5  2  1  0
 10  8  1  0
 15 36  1  1
  7  6  1  0
 10 29  1  6
  2  3  1  0
 15 16  1  0
  2  1  2  3
  8  7  1  0
  3  4  1  0
  7 25  1  0
  7 26  1  0
  6 23  1  0
  6 24  1  0
 16 37  1  0
 16 38  1  0
  5 22  1  6
 11 30  1  0
 11 31  1  0
 12 32  1  0
  9 27  1  0
  9 28  1  0
 14 33  1  0
 14 34  1  0
 14 35  1  0
  3 19  1  0
  3 20  1  0
  1 17  1  0
  1 18  1  0
  4 21  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₂O

Average Mass

218.3400 Da

Monoisotopic Mass

218.16707 Da

IUPAC Name

2-[(3aR,5S,8aS)-3-methyl-8-methylidene-1,3a,4,5,6,7,8,8a-octahydroazulen-5-yl]prop-2-en-1-ol

Traditional Name

2-[(3aR,5S,8aS)-3-methyl-8-methylidene-3a,4,5,6,7,8a-hexahydro-1H-azulen-5-yl]prop-2-en-1-ol

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C15H22O/c1-10-4-6-13(12(3)9-16)8-15-11(2)5-7-14(10)15/h5,13-16H,1,3-4,6-9H2,2H3/t13-,14+,15-/m0/s1

InChI Key

JSLOUFBBEUELJJ-ZNMIVQPWSA-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
Libocedrus chevalieri	JEOL database	Zhang, Y. -J., et al, J. Nat. Prod. 70, 1368 (2007)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as guaianes. These are sesquiterpenoids with a structure based on the guaiane skeleton. Guaiane is a bicyclic compound consisting of a decahydroazulene moiety, substituted with two methyl groups and a 1-methylethyl group at the 1-, 4-, and 7-position, respectively.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Guaianes

Alternative Parents

Substituents

Guaiane sesquiterpenoid
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	3.87	ALOGPS
logP	2.88	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	16.88	ChemAxon
pKa (Strongest Basic)	-2	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	2	ChemAxon
Refractivity	69.08 m³·mol⁻¹	ChemAxon
Polarizability	26.6 Å³	ChemAxon
Number of Rings	2	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

23626329

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Zhang, Y. -J., et al. (2007). Zhang, Y. -J., et al, J. Nat. Prod. 70, 1368 (2007). J. Nat. Prod..

Showing NP-Card for libocedrine B (NP0033232)

MOL for NP0033232 (libocedrine B)

3D MOL for NP0033232 (libocedrine B)

3D SDF for NP0033232 (libocedrine B)

3D-SDF for NP0033232 (libocedrine B)

PDB for NP0033232 (libocedrine B)

3D PDB for NP0033232 (libocedrine B)

SMILES for NP0033232 (libocedrine B)

INCHI for NP0033232 (libocedrine B)

Structure for NP0033232 (libocedrine B)

3D Structure for NP0033232 (libocedrine B)