NP-MRD: Showing NP-Card for (1r,3ar,7s,9as,9br,11ar)-1-[(2r,5s)-5,6-dimethylheptan-2-yl]-9a,11a-dimethyl-7-[(9z,12z)-octadeca-9,12-dien-1-yloxy]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthrene (NP0315412)

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Record Information

Version

2.0

Created at

2022-09-11 14:01:45 UTC

Updated at

2022-09-11 14:01:45 UTC

NP-MRD ID

NP0315412

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,3ar,7s,9as,9br,11ar)-1-[(2r,5s)-5,6-dimethylheptan-2-yl]-9a,11a-dimethyl-7-[(9z,12z)-octadeca-9,12-dien-1-yloxy]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthrene

Description

(1R,2S,5S,11R,14R,15R)-14-[(2R,5S)-5,6-dimethylheptan-2-yl]-2,15-dimethyl-5-[(9Z,12Z)-octadeca-9,12-dien-1-yloxy]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-9-ene belongs to the class of organic compounds known as ergostane steroids. These are steroids with a structure based on the ergostane skeleton, which arises from the methylation of cholestane at the 24-position. (1r,3ar,7s,9as,9br,11ar)-1-[(2r,5s)-5,6-dimethylheptan-2-yl]-9a,11a-dimethyl-7-[(9z,12z)-octadeca-9,12-dien-1-yloxy]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthrene is found in Fomitopsis pinicola. Based on a literature review very few articles have been published on (1R,2S,5S,11R,14R,15R)-14-[(2R,5S)-5,6-dimethylheptan-2-yl]-2,15-dimethyl-5-[(9Z,12Z)-octadeca-9,12-dien-1-yloxy]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-9-ene.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309112216012D          

 47 50  0  0  1  0            999 V2000
   -5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.0125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -8.2500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.0750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0405   -8.7394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -9.4875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7439  -10.2945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5644  -10.3807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8999   -9.6270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7069   -9.4555    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2589  -10.0686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9618   -8.6709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7688   -8.4994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0237   -7.7147    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4717   -7.1016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8307   -7.5432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0857   -6.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3827   -8.1563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 20 19  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 29 28  1  1  0  0  0
 23 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  1  0  0  0
 32 34  1  0  0  0  0
 28 34  1  0  0  0  0
 34 35  1  1  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 32 37  1  0  0  0  0
 37 38  1  1  0  0  0
 38 39  1  1  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  6  0  0  0
 42 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  1  0  0  0  0
 25 47  1  0  0  0  0
 20 47  1  0  0  0  0
M  END


  Mrv1652309112216012D          

 47 50  0  0  1  0            999 V2000
   -5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.0125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -9.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -8.2500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -9.0750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0405   -8.7394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -9.4875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7439  -10.2945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5644  -10.3807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8999   -9.6270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7069   -9.4555    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2589  -10.0686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9618   -8.6709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7688   -8.4994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0237   -7.7147    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4717   -7.1016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8307   -7.5432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0857   -6.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3827   -8.1563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 20 19  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 29 28  1  1  0  0  0
 23 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  1  0  0  0
 32 34  1  0  0  0  0
 28 34  1  0  0  0  0
 34 35  1  1  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 32 37  1  0  0  0  0
 37 38  1  1  0  0  0
 38 39  1  1  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  6  0  0  0
 42 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  1  0  0  0  0
 25 47  1  0  0  0  0
 20 47  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0315412

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCC\C=C/C\C=C/CCCCCCCCO[C@H]1CC[C@@]2(C)C(CC=C3[C@@H]4CC[C@H]([C@H](C)CC[C@H](C)C(C)C)[C@@]4(C)CC[C@H]23)C1

> <INCHI_IDENTIFIER>
InChI=1S/C46H80O/c1-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-34-47-40-30-32-45(6)39(35-40)26-27-41-43-29-28-42(46(43,7)33-31-44(41)45)38(5)25-24-37(4)36(2)3/h12-13,15-16,27,36-40,42-44H,8-11,14,17-26,28-35H2,1-7H3/b13-12-,16-15-/t37-,38+,39?,40-,42+,43-,44-,45-,46+/m0/s1

> <INCHI_KEY>
NZRZLXWKPHKFOS-QAZKNGSXSA-N

> <FORMULA>
C46H80O

> <MOLECULAR_WEIGHT>
649.145

> <EXACT_MASS>
648.620917196

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
127

> <JCHEM_AVERAGE_POLARIZABILITY>
88.36532926039465

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,5S,11R,14R,15R)-14-[(2R,5S)-5,6-dimethylheptan-2-yl]-2,15-dimethyl-5-[(9Z,12Z)-octadeca-9,12-dien-1-yloxy]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-ene

> <JCHEM_LOGP>
14.867051642000005

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.144537435091187

> <JCHEM_POLAR_SURFACE_AREA>
9.23

> <JCHEM_REFRACTIVITY>
210.43710000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
21

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,5S,11R,14R,15R)-14-[(2R,5S)-5,6-dimethylheptan-2-yl]-2,15-dimethyl-5-[(9Z,12Z)-octadeca-9,12-dien-1-yloxy]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-ene

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0     -10.669  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -12.003  -3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -12.003  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -13.337  -6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -13.337  -7.700   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -14.670  -8.470   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -14.670 -10.010   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -13.337 -10.780   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -13.337 -12.320   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -12.003 -13.090   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -10.669 -12.320   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -9.336 -13.090   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -8.002 -12.320   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.668 -13.090   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.335 -12.320   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.001 -13.090   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.667 -12.320   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.334 -13.090   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.000 -12.320   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.334 -13.090   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667 -12.320   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001 -13.090   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.001 -14.630   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.335 -13.860   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.667 -15.400   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.667 -16.940   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.001 -17.710   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.335 -16.940   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.335 -15.400   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.668 -14.630   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.002 -15.400   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       8.002 -16.940   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       9.409 -16.314   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       6.668 -17.710   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       6.989 -19.216   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       8.520 -19.377   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       9.147 -17.970   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      10.653 -17.650   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      11.683 -18.795   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      11.129 -16.186   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      12.635 -15.865   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      13.111 -14.401   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      12.081 -13.256   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      14.617 -14.081   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      15.093 -12.616   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      15.648 -15.225   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       1.334 -14.630   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   47                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25   29                                             
CONECT   24   23                                                            
CONECT   25   23   26   47                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   34                                                  
CONECT   29   28   23   30                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   34   37                                             
CONECT   33   32                                                            
CONECT   34   32   28   35                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   32   38                                                  
CONECT   38   37   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44                                                            
CONECT   47   25   20                                                       
MASTER        0    0    0    0    0    0    0    0   47    0  100    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₆H₈₀O

Average Mass

649.1450 Da

Monoisotopic Mass

648.62092 Da

IUPAC Name

(1R,2S,5S,11R,14R,15R)-14-[(2R,5S)-5,6-dimethylheptan-2-yl]-2,15-dimethyl-5-[(9Z,12Z)-octadeca-9,12-dien-1-yloxy]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-ene

Traditional Name

(1R,2S,5S,11R,14R,15R)-14-[(2R,5S)-5,6-dimethylheptan-2-yl]-2,15-dimethyl-5-[(9Z,12Z)-octadeca-9,12-dien-1-yloxy]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-ene

CAS Registry Number

Not Available

SMILES

CCCCC\C=C/C\C=C/CCCCCCCCO[C@H]1CC[C@@]2(C)C(CC=C3[C@@H]4CC[C@H]([C@H](C)CC[C@H](C)C(C)C)[C@@]4(C)CC[C@H]23)C1

InChI Identifier

InChI=1S/C46H80O/c1-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-34-47-40-30-32-45(6)39(35-40)26-27-41-43-29-28-42(46(43,7)33-31-44(41)45)38(5)25-24-37(4)36(2)3/h12-13,15-16,27,36-40,42-44H,8-11,14,17-26,28-35H2,1-7H3/b13-12-,16-15-/t37-,38+,39?,40-,42+,43-,44-,45-,46+/m0/s1

InChI Key

NZRZLXWKPHKFOS-QAZKNGSXSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Fomitopsis pinicola	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ergostane steroids. These are steroids with a structure based on the ergostane skeleton, which arises from the methylation of cholestane at the 24-position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Ergostane steroids

Direct Parent

Ergostane steroids

Alternative Parents

Substituents

Ergostane-skeleton
Delta-7-steroid
Ether
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
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	14.87	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	9.23 Å²	ChemAxon
Rotatable Bond Count	21	ChemAxon
Refractivity	210.44 m³·mol⁻¹	ChemAxon
Polarizability	88.37 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

163191141

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,3ar,7s,9as,9br,11ar)-1-[(2r,5s)-5,6-dimethylheptan-2-yl]-9a,11a-dimethyl-7-[(9z,12z)-octadeca-9,12-dien-1-yloxy]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthrene (NP0315412)

MOL for NP0315412 ((1r,3ar,7s,9as,9br,11ar)-1-[(2r,5s)-5,6-dimethylheptan-2-yl]-9a,11a-dimethyl-7-[(9z,12z)-octadeca-9,12-dien-1-yloxy]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthrene)

3D MOL for NP0315412 ((1r,3ar,7s,9as,9br,11ar)-1-[(2r,5s)-5,6-dimethylheptan-2-yl]-9a,11a-dimethyl-7-[(9z,12z)-octadeca-9,12-dien-1-yloxy]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthrene)

3D SDF for NP0315412 ((1r,3ar,7s,9as,9br,11ar)-1-[(2r,5s)-5,6-dimethylheptan-2-yl]-9a,11a-dimethyl-7-[(9z,12z)-octadeca-9,12-dien-1-yloxy]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthrene)

3D-SDF for NP0315412 ((1r,3ar,7s,9as,9br,11ar)-1-[(2r,5s)-5,6-dimethylheptan-2-yl]-9a,11a-dimethyl-7-[(9z,12z)-octadeca-9,12-dien-1-yloxy]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthrene)

PDB for NP0315412 ((1r,3ar,7s,9as,9br,11ar)-1-[(2r,5s)-5,6-dimethylheptan-2-yl]-9a,11a-dimethyl-7-[(9z,12z)-octadeca-9,12-dien-1-yloxy]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthrene)

3D PDB for NP0315412 ((1r,3ar,7s,9as,9br,11ar)-1-[(2r,5s)-5,6-dimethylheptan-2-yl]-9a,11a-dimethyl-7-[(9z,12z)-octadeca-9,12-dien-1-yloxy]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthrene)

SMILES for NP0315412 ((1r,3ar,7s,9as,9br,11ar)-1-[(2r,5s)-5,6-dimethylheptan-2-yl]-9a,11a-dimethyl-7-[(9z,12z)-octadeca-9,12-dien-1-yloxy]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthrene)

INCHI for NP0315412 ((1r,3ar,7s,9as,9br,11ar)-1-[(2r,5s)-5,6-dimethylheptan-2-yl]-9a,11a-dimethyl-7-[(9z,12z)-octadeca-9,12-dien-1-yloxy]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthrene)

Structure for NP0315412 ((1r,3ar,7s,9as,9br,11ar)-1-[(2r,5s)-5,6-dimethylheptan-2-yl]-9a,11a-dimethyl-7-[(9z,12z)-octadeca-9,12-dien-1-yloxy]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthrene)

3D Structure for NP0315412 ((1r,3ar,7s,9as,9br,11ar)-1-[(2r,5s)-5,6-dimethylheptan-2-yl]-9a,11a-dimethyl-7-[(9z,12z)-octadeca-9,12-dien-1-yloxy]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthrene)