NP-MRD: Showing NP-Card for (1s,2s,4ar,5r,8r,8ar)-8-[(2s,5r)-5-chloro-2,6,6-trimethyloxan-2-yl]-1,5-diisocyano-2,5-dimethyl-octahydronaphthalen-2-ol (NP0167565)

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Record Information

Version

2.0

Created at

2022-09-03 03:10:38 UTC

Updated at

2022-09-03 03:10:38 UTC

NP-MRD ID

NP0167565

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2s,4ar,5r,8r,8ar)-8-[(2s,5r)-5-chloro-2,6,6-trimethyloxan-2-yl]-1,5-diisocyano-2,5-dimethyl-octahydronaphthalen-2-ol

Description

C17004 belongs to the class of organic compounds known as biflorane and serrulatane diterpenoids. These are diterpenoids with a structure based either on the biflorane or the serrulatane skeleton. (1s,2s,4ar,5r,8r,8ar)-8-[(2s,5r)-5-chloro-2,6,6-trimethyloxan-2-yl]-1,5-diisocyano-2,5-dimethyl-octahydronaphthalen-2-ol is found in Acanthella cavernosa and Acanthella pulcherrima. Based on a literature review very few articles have been published on C17004.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032205102D          

 27 29  0  0  1  0            999 V2000
    1.4289    1.6500    0.0000 C   0  5  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0454    0.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6704    0.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2007    1.3137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9185    2.0890    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4488    2.7210    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.1060    2.2322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3882    3.0075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3915    2.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5757    1.6002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3882   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3276   -2.2820    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    1.7973   -2.9140    0.0000 C   0  5  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1100   -0.3837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2773    0.2871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0  0  0  0
  3  2  1  1  0  0  0
  4  3  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
  6 15  1  1  0  0  0
  5 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  1  0  0  0
 20 21  3  0  0  0  0
 18 22  1  0  0  0  0
  4 22  1  0  0  0  0
 22 23  1  6  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
  3 25  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  6  0  0  0
M  CHG  4   1  -1   2   1  20   1  21  -1
M  END

     RDKit          3D

 60 62  0  0  0  0  0  0  0  0999 V2000
   -1.1090    0.8489   -3.6826 C   0  0  0  0  0  3  0  0  0  0  0  0
   -1.5399    0.6747   -2.6079 N   0  0  0  0  0  4  0  0  0  0  0  0
   -2.0365    0.4767   -1.2921 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2355   -0.3409   -0.4067 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0152   -0.0879    0.2373 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2357    0.5048   -0.3778 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1294    1.9517   -0.7914 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7579   -0.2482   -1.5739 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9612   -1.1008   -1.3177 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0522   -0.1429   -0.8551 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5870    0.9313   -2.1425 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.5071    0.5367    0.3492 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0928   -0.2664    1.5467 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2170    1.8944    0.4650 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2193    0.5466    0.5921 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4421   -1.4801    0.7923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5346   -1.9798    1.8355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9510   -2.0468    1.3062 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1630   -3.1626    0.3435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7954   -2.1899    2.4242 N   0  0  0  0  0  4  0  0  0  0  0  0
   -3.4770   -2.3040    3.3593 C   0  0  0  0  0  3  0  0  0  0  0  0
   -2.2142   -0.6814    0.7353 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6325   -0.3967    0.4559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8679    1.0670    0.1941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8062    1.6296   -0.7689 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0958    2.7365   -0.1319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5270    2.1656   -1.8664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9057   -0.2225   -1.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1410   -1.3420   -0.9562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1360    0.4600    1.1955 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6706    2.0887   -1.7610 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1967    2.2993   -0.9632 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7828    2.6078    0.0206 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9338   -0.8156   -2.0949 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1093    0.4522   -2.3969 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2277   -1.5644   -2.2907 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8871   -1.8239   -0.5138 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9382   -0.8138   -0.6436 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8497   -1.3347    1.3808 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1945   -0.1387    1.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5993    0.0949    2.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1432    1.8391    1.0743 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5598    2.6281    0.9844 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5504    2.2657   -0.5284 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4009   -2.1776   -0.0577 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4013   -1.4219    1.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1676   -2.9471    2.1709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5357   -1.2167    2.6648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0382   -2.9118   -0.3012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4675   -4.0690    0.9405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2665   -3.4169   -0.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9630    0.0161    1.5969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1614   -0.5847    1.4446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1522   -1.0763   -0.2374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8906    1.1606   -0.2256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8536    1.6575    1.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8578    3.4834    0.2097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4413    3.2919   -0.8333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4965    2.4959    0.7579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2019    1.5003   -2.1274 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 12  1  0
 12 14  1  0
 12 15  1  0
 15  6  1  0
  6  7  1  6
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  6  5  1  0
  5 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  1
 20 21  3  0
 18 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  6
 25  3  1  0
  3  2  1  0
  2  1  3  0
  3  4  1  0
 10 12  1  0
  4  5  1  0
  4 22  1  0
 13 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 14 44  1  0
  7 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  1
  5 30  1  1
 16 45  1  0
 16 46  1  0
 17 47  1  0
 17 48  1  0
 19 49  1  0
 19 50  1  0
 19 51  1  0
 22 52  1  1
 23 53  1  0
 23 54  1  0
 24 55  1  0
 24 56  1  0
 26 57  1  0
 26 58  1  0
 26 59  1  0
 27 60  1  0
  3 28  1  6
  4 29  1  6
M  CHG  4   1  -1   2   1  20   1  21  -1
M  END


  Mrv1652309032205102D          

 27 29  0  0  1  0            999 V2000
    1.4289    1.6500    0.0000 C   0  5  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0454    0.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6704    0.6817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2007    1.3137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9185    2.0890    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4488    2.7210    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.1060    2.2322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3882    3.0075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3915    2.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5757    1.6002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3882   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3276   -2.2820    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    1.7973   -2.9140    0.0000 C   0  5  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1100   -0.3837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2773    0.2871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0  0  0  0
  3  2  1  1  0  0  0
  4  3  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
  6 15  1  1  0  0  0
  5 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  1  0  0  0
 20 21  3  0  0  0  0
 18 22  1  0  0  0  0
  4 22  1  0  0  0  0
 22 23  1  6  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
  3 25  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  6  0  0  0
M  CHG  4   1  -1   2   1  20   1  21  -1
M  END
> <DATABASE_ID>
NP0167565

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)O[C@@](C)(CC[C@H]1Cl)[C@@H]1CC[C@@](C)([N+]#[C-])[C@@H]2CC[C@](C)(O)[C@@H]([N+]#[C-])[C@@H]12

> <INCHI_IDENTIFIER>
InChI=1S/C22H33ClN2O2/c1-19(2)16(23)10-13-22(5,27-19)15-8-11-20(3,25-7)14-9-12-21(4,26)18(24-6)17(14)15/h14-18,26H,8-13H2,1-5H3/t14-,15-,16-,17-,18+,20-,21+,22+/m1/s1

> <INCHI_KEY>
ULUHGZAAPMJKNO-CGYKTZFGSA-N

> <FORMULA>
C22H33ClN2O2

> <MOLECULAR_WEIGHT>
392.97

> <EXACT_MASS>
392.223056

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
43.47761202071645

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,4aR,5R,8R,8aR)-8-[(2S,5R)-5-chloro-2,6,6-trimethyloxan-2-yl]-1,5-diisocyano-2,5-dimethyl-decahydronaphthalen-2-ol

> <ALOGPS_LOGP>
5.08

> <JCHEM_LOGP>
-0.6051115980852249

> <ALOGPS_LOGS>
-5.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
2

> <JCHEM_PKA>
15.82530521562894

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.338979261718912

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5246872887196714

> <JCHEM_POLAR_SURFACE_AREA>
38.18

> <JCHEM_REFRACTIVITY>
125.4979

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.60e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,4aR,5R,8R,8aR)-8-[(2S,5R)-5-chloro-2,6,6-trimethyloxan-2-yl]-1,5-diisocyano-2,5-dimethyl-octahydronaphthalen-2-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C-1
HETATM    2  N   UNK     0       2.667   1.540   0.000  0.00  0.00           N+1
HETATM    3  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.818   1.273   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.851   1.273   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.841   2.452   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.315   3.899   0.000  0.00  0.00           C+0
HETATM   11 Cl   UNK     0       8.304   5.079   0.000  0.00  0.00          Cl+0
HETATM   12  C   UNK     0       5.798   4.167   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.325   5.614   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.464   4.937   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       4.808   2.987   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.325  -4.260   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       4.345  -4.260   0.000  0.00  0.00           N+1
HETATM   21  C   UNK     0       3.355  -5.439   0.000  0.00  0.00           C-1
HETATM   22  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.205  -0.716   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       0.518   0.536   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   25                                                  
CONECT    4    3    5   22                                                  
CONECT    5    4    6   16                                                  
CONECT    6    5    7    8   15                                             
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14   15                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   12    6                                                       
CONECT   16    5   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20   22                                             
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20                                                            
CONECT   22   18    4   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24    3   26   27                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₃₃ClN₂O₂

Average Mass

392.9700 Da

Monoisotopic Mass

392.22306 Da

IUPAC Name

(1S,2S,4aR,5R,8R,8aR)-8-[(2S,5R)-5-chloro-2,6,6-trimethyloxan-2-yl]-1,5-diisocyano-2,5-dimethyl-decahydronaphthalen-2-ol

Traditional Name

(1S,2S,4aR,5R,8R,8aR)-8-[(2S,5R)-5-chloro-2,6,6-trimethyloxan-2-yl]-1,5-diisocyano-2,5-dimethyl-octahydronaphthalen-2-ol

CAS Registry Number

Not Available

SMILES

CC1(C)O[C@@](C)(CC[C@H]1Cl)[C@@H]1CC[C@@](C)([N+]#[C-])[C@@H]2CC[C@](C)(O)[C@@H]([N+]#[C-])[C@@H]12

InChI Identifier

InChI=1S/C22H33ClN2O2/c1-19(2)16(23)10-13-22(5,27-19)15-8-11-20(3,25-7)14-9-12-21(4,26)18(24-6)17(14)15/h14-18,26H,8-13H2,1-5H3/t14-,15-,16-,17-,18+,20-,21+,22+/m1/s1

InChI Key

ULUHGZAAPMJKNO-CGYKTZFGSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Acanthella cavernosa	LOTUS Database	35616633
Acanthella pulcherrima	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as biflorane and serrulatane diterpenoids. These are diterpenoids with a structure based either on the biflorane or the serrulatane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Biflorane and serrulatane diterpenoids

Alternative Parents

Substituents

Biflorane diterpenoid
Oxane
Cyclic alcohol
Tertiary alcohol
Dialkyl ether
Ether
Organic isocyanide
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Organonitrogen compound
Organochloride
Organohalogen compound
Alkyl chloride
Alcohol
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Alkyl halide
Organic nitrogen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	5.08	ALOGPS
logP	-0.61	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	13.34	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	2	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	38.18 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	125.5 m³·mol⁻¹	ChemAxon
Polarizability	43.48 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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

30790948

KEGG Compound ID

C17004

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15818234

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,2s,4ar,5r,8r,8ar)-8-[(2s,5r)-5-chloro-2,6,6-trimethyloxan-2-yl]-1,5-diisocyano-2,5-dimethyl-octahydronaphthalen-2-ol (NP0167565)

MOL for NP0167565 ((1s,2s,4ar,5r,8r,8ar)-8-[(2s,5r)-5-chloro-2,6,6-trimethyloxan-2-yl]-1,5-diisocyano-2,5-dimethyl-octahydronaphthalen-2-ol)

3D MOL for NP0167565 ((1s,2s,4ar,5r,8r,8ar)-8-[(2s,5r)-5-chloro-2,6,6-trimethyloxan-2-yl]-1,5-diisocyano-2,5-dimethyl-octahydronaphthalen-2-ol)

3D SDF for NP0167565 ((1s,2s,4ar,5r,8r,8ar)-8-[(2s,5r)-5-chloro-2,6,6-trimethyloxan-2-yl]-1,5-diisocyano-2,5-dimethyl-octahydronaphthalen-2-ol)

3D-SDF for NP0167565 ((1s,2s,4ar,5r,8r,8ar)-8-[(2s,5r)-5-chloro-2,6,6-trimethyloxan-2-yl]-1,5-diisocyano-2,5-dimethyl-octahydronaphthalen-2-ol)

PDB for NP0167565 ((1s,2s,4ar,5r,8r,8ar)-8-[(2s,5r)-5-chloro-2,6,6-trimethyloxan-2-yl]-1,5-diisocyano-2,5-dimethyl-octahydronaphthalen-2-ol)

3D PDB for NP0167565 ((1s,2s,4ar,5r,8r,8ar)-8-[(2s,5r)-5-chloro-2,6,6-trimethyloxan-2-yl]-1,5-diisocyano-2,5-dimethyl-octahydronaphthalen-2-ol)

SMILES for NP0167565 ((1s,2s,4ar,5r,8r,8ar)-8-[(2s,5r)-5-chloro-2,6,6-trimethyloxan-2-yl]-1,5-diisocyano-2,5-dimethyl-octahydronaphthalen-2-ol)

INCHI for NP0167565 ((1s,2s,4ar,5r,8r,8ar)-8-[(2s,5r)-5-chloro-2,6,6-trimethyloxan-2-yl]-1,5-diisocyano-2,5-dimethyl-octahydronaphthalen-2-ol)

Structure for NP0167565 ((1s,2s,4ar,5r,8r,8ar)-8-[(2s,5r)-5-chloro-2,6,6-trimethyloxan-2-yl]-1,5-diisocyano-2,5-dimethyl-octahydronaphthalen-2-ol)

3D Structure for NP0167565 ((1s,2s,4ar,5r,8r,8ar)-8-[(2s,5r)-5-chloro-2,6,6-trimethyloxan-2-yl]-1,5-diisocyano-2,5-dimethyl-octahydronaphthalen-2-ol)