NP-MRD: Showing NP-Card for 2a,7a-dimethyl-5-[(4e)-6-methylhepta-2,4,6-trien-2-yl]-octahydroazuleno[5,6-b]oxiren-2-yl acetate (NP0149047)

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Record Information

Version

2.0

Created at

2022-09-02 04:52:35 UTC

Updated at

2022-09-02 04:52:35 UTC

NP-MRD ID

NP0149047

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2a,7a-dimethyl-5-[(4e)-6-methylhepta-2,4,6-trien-2-yl]-octahydroazuleno[5,6-b]oxiren-2-yl acetate

Description

2A,7a-dimethyl-5-[(4E)-6-methylhepta-2,4,6-trien-2-yl]-decahydroazuleno[5,6-b]oxiren-2-yl acetate belongs to the class of organic compounds known as sphenolobane diterpenoids. These are diterpenoids with a structure characterized by a sphenolobane skeleton. They possess a trans-fused hydroazulenoid skeleton as a common structural motif, but differ in configuration at C(9), where a prenyl group is attached. Sphenolobane is also considered an 'extended' daucane skeleton, with a carbon side chain appended onto the cyclopentane ring. 2a,7a-dimethyl-5-[(4e)-6-methylhepta-2,4,6-trien-2-yl]-octahydroazuleno[5,6-b]oxiren-2-yl acetate is found in Anastrophyllum minutum. 2A,7a-dimethyl-5-[(4E)-6-methylhepta-2,4,6-trien-2-yl]-decahydroazuleno[5,6-b]oxiren-2-yl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004271512022D          

 25 27  0  0  0  0            999 V2000
    4.1615    2.5524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1861    1.7277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9126    1.3367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4843    1.2941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5089    0.4695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2626    0.1338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0578   -0.0857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4701   -0.6646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0913   -1.2075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9752   -1.3247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1505   -1.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6171   -0.7200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7980   -0.8184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4513   -0.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0561    0.4913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7766    0.0895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7890    0.9144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3962   -1.5390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5713   -1.5512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1695   -2.2718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6554   -2.2841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0572   -3.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6341   -3.7128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8821   -3.0169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8193   -2.2472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  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
  5 16  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  4  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 18 25  1  0  0  0  0
M  END

     RDKit          3D

 57 59  0  0  0  0  0  0  0  0999 V2000
    7.2916   -0.9371    1.7835 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3105   -0.7028    0.9334 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5694   -0.8250   -0.5241 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9909   -0.3299    1.3996 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9828   -0.0877    0.5660 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6584    0.2867    1.0372 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6944    0.5159    0.1653 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0602    0.3700   -1.2656 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3395    0.8977    0.6179 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1183    2.2471    0.0971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6478    2.0767    0.1417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7649    0.7360   -0.5059 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6219    0.8390   -1.9793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7495   -0.0614    0.2340 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3264   -1.3508   -0.3316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1742   -2.5387    0.1550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5921   -2.2029    0.3555 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1893   -2.0849    1.7152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6188   -2.4330   -0.5497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9857   -1.2905   -0.7880 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1252    0.0582   -0.2377 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1655    0.8121   -0.8329 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1090    1.4999   -0.1130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2044    2.2937   -0.7641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0616    1.4695    1.1432 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0930   -0.8450    2.8559 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2635   -1.2121    1.4317 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6454   -0.9130   -0.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1972    0.0746   -1.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0812   -1.7469   -0.9285 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8084   -0.2427    2.4552 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2195   -0.1898   -0.4833 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4665    0.3766    2.1065 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2621    0.5925   -1.9647 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9232    1.0528   -1.4348 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4563   -0.6792   -1.3803 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4116    1.0608    1.7359 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1393    3.0818    0.7836 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2431    2.4794   -0.9056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9199    1.9934    1.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1527    2.8920   -0.3923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0160    0.0835   -2.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1549    1.8311   -2.2303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6228    0.8934   -2.5073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2534   -0.3235    1.2204 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7093   -1.5739    0.0663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2482   -1.4515   -1.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0147   -3.3840   -0.5457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7590   -2.8997    1.1379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5934   -3.1181    1.9594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1189   -1.4566    1.7334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5168   -1.8574    2.5370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3675   -1.3724   -1.7335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2495    0.1519    0.8585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2974    1.9713   -1.8177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1253    2.1104   -0.1739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9519    3.3629   -0.6614 H   0  0  0  0  0  0  0  0  0  0  0  0
 24 23  1  0
 23 25  2  0
 23 22  1  0
 22 21  1  0
 21 20  1  0
 20 19  1  0
 19 17  1  0
 17 18  1  1
 17 16  1  0
 16 15  1  0
 15 14  1  0
 14  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  6
  9  7  1  0
  7  8  1  0
  7  6  2  0
  6  5  1  0
  5  4  2  0
  4  2  1  0
  2  3  1  0
  2  1  2  0
 12 21  1  0
 17 20  1  0
 12 14  1  0
 24 55  1  0
 24 56  1  0
 24 57  1  0
 21 54  1  1
 20 53  1  6
 18 50  1  0
 18 51  1  0
 18 52  1  0
 16 48  1  0
 16 49  1  0
 15 46  1  0
 15 47  1  0
 14 45  1  1
  9 37  1  1
 10 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 13 42  1  0
 13 43  1  0
 13 44  1  0
  8 34  1  0
  8 35  1  0
  8 36  1  0
  6 33  1  0
  5 32  1  0
  4 31  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  1 26  1  0
  1 27  1  0
M  END


  Mrv1533004271512022D          

 25 27  0  0  0  0            999 V2000
    4.1615    2.5524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1861    1.7277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9126    1.3367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4843    1.2941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5089    0.4695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2626    0.1338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0578   -0.0857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4701   -0.6646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0913   -1.2075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9752   -1.3247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1505   -1.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6171   -0.7200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7980   -0.8184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4513   -0.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0561    0.4913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7766    0.0895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7890    0.9144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3962   -1.5390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5713   -1.5512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1695   -2.2718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6554   -2.2841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0572   -3.0046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6341   -3.7128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8821   -3.0169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8193   -2.2472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  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
  5 16  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  4  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 18 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0149047

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OC1C2OC2(C)CCC2C(CCC12C)C(C)=C\C=C\C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C22H32O3/c1-14(2)8-7-9-15(3)17-10-12-21(5)18(17)11-13-22(6)20(25-22)19(21)24-16(4)23/h7-9,17-20H,1,10-13H2,2-6H3/b8-7+,15-9?

> <INCHI_KEY>
FQDZHSSQQKDINP-CCTGUTKDSA-N

> <FORMULA>
C22H32O3

> <MOLECULAR_WEIGHT>
344.495

> <EXACT_MASS>
344.23514489

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
40.42720355974586

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2a,7a-dimethyl-5-[(4E)-6-methylhepta-2,4,6-trien-2-yl]-decahydroazuleno[5,6-b]oxiren-2-yl acetate

> <ALOGPS_LOGP>
5.54

> <JCHEM_LOGP>
4.438449765

> <ALOGPS_LOGS>
-5.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.242963606815284

> <JCHEM_POLAR_SURFACE_AREA>
38.83

> <JCHEM_REFRACTIVITY>
101.4911

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.82e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2a,7a-dimethyl-5-[(4E)-6-methylhepta-2,4,6-trien-2-yl]-octahydroazuleno[5,6-b]oxiren-2-yl acetate

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 27-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-APR-15         0                                  
HETATM    1  C   UNK     0       7.768   4.764   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.814   3.225   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       9.170   2.495   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       6.504   2.416   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       6.550   0.876   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.957   0.250   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       9.441  -0.160   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       8.344  -1.241   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.504  -2.254   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.420  -2.473   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.881  -2.519   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.885  -1.344   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.356  -1.528   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.709  -0.130   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.838   0.917   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.183   0.167   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.206   1.707   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.606  -2.873   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.066  -2.896   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.316  -4.241   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.223  -4.264   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.973  -5.609   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.184  -6.931   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.513  -5.632   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.396  -4.195   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   16                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6    8                                                       
CONECT    8    7    6    9   10                                             
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   16                                                  
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15    5   12   17                                             
CONECT   17   16                                                            
CONECT   18   13   19   25                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   18                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

View in JSmol

Synonyms

Value	Source
2a,7a-Dimethyl-5-[(4E)-6-methylhepta-2,4,6-trien-2-yl]-decahydroazuleno[5,6-b]oxiren-2-yl acetic acid	Generator

Chemical Formula

C₂₂H₃₂O₃

Average Mass

344.4950 Da

Monoisotopic Mass

344.23514 Da

IUPAC Name

2a,7a-dimethyl-5-[(4E)-6-methylhepta-2,4,6-trien-2-yl]-decahydroazuleno[5,6-b]oxiren-2-yl acetate

Traditional Name

2a,7a-dimethyl-5-[(4E)-6-methylhepta-2,4,6-trien-2-yl]-octahydroazuleno[5,6-b]oxiren-2-yl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)OC1C2OC2(C)CCC2C(CCC12C)C(C)=C\C=C\C(C)=C

InChI Identifier

InChI=1S/C22H32O3/c1-14(2)8-7-9-15(3)17-10-12-21(5)18(17)11-13-22(6)20(25-22)19(21)24-16(4)23/h7-9,17-20H,1,10-13H2,2-6H3/b8-7+,15-9?

InChI Key

FQDZHSSQQKDINP-CCTGUTKDSA-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
Sphenolobus minutus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sphenolobane diterpenoids. These are diterpenoids with a structure characterized by a sphenolobane skeleton. They possess a trans-fused hydroazulenoid skeleton as a common structural motif, but differ in configuration at C(9), where a prenyl group is attached. Sphenolobane is also considered an 'extended' daucane skeleton, with a carbon side chain appended onto the cyclopentane ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Sphenolobane diterpenoids

Alternative Parents

Substituents

Prenyldaucane diterpenoid
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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	5.54	ALOGPS
logP	4.44	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	38.83 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	101.49 m³·mol⁻¹	ChemAxon
Polarizability	40.43 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2a,7a-dimethyl-5-[(4e)-6-methylhepta-2,4,6-trien-2-yl]-octahydroazuleno[5,6-b]oxiren-2-yl acetate (NP0149047)

MOL for NP0149047 (2a,7a-dimethyl-5-[(4e)-6-methylhepta-2,4,6-trien-2-yl]-octahydroazuleno[5,6-b]oxiren-2-yl acetate)

3D MOL for NP0149047 (2a,7a-dimethyl-5-[(4e)-6-methylhepta-2,4,6-trien-2-yl]-octahydroazuleno[5,6-b]oxiren-2-yl acetate)

3D SDF for NP0149047 (2a,7a-dimethyl-5-[(4e)-6-methylhepta-2,4,6-trien-2-yl]-octahydroazuleno[5,6-b]oxiren-2-yl acetate)

3D-SDF for NP0149047 (2a,7a-dimethyl-5-[(4e)-6-methylhepta-2,4,6-trien-2-yl]-octahydroazuleno[5,6-b]oxiren-2-yl acetate)

PDB for NP0149047 (2a,7a-dimethyl-5-[(4e)-6-methylhepta-2,4,6-trien-2-yl]-octahydroazuleno[5,6-b]oxiren-2-yl acetate)

3D PDB for NP0149047 (2a,7a-dimethyl-5-[(4e)-6-methylhepta-2,4,6-trien-2-yl]-octahydroazuleno[5,6-b]oxiren-2-yl acetate)

SMILES for NP0149047 (2a,7a-dimethyl-5-[(4e)-6-methylhepta-2,4,6-trien-2-yl]-octahydroazuleno[5,6-b]oxiren-2-yl acetate)

INCHI for NP0149047 (2a,7a-dimethyl-5-[(4e)-6-methylhepta-2,4,6-trien-2-yl]-octahydroazuleno[5,6-b]oxiren-2-yl acetate)

Structure for NP0149047 (2a,7a-dimethyl-5-[(4e)-6-methylhepta-2,4,6-trien-2-yl]-octahydroazuleno[5,6-b]oxiren-2-yl acetate)

3D Structure for NP0149047 (2a,7a-dimethyl-5-[(4e)-6-methylhepta-2,4,6-trien-2-yl]-octahydroazuleno[5,6-b]oxiren-2-yl acetate)