NP-MRD: Showing NP-Card for (3s)-2-[(1s,4r,4as)-4-methyl-7-methylidene-2,3,4,4a,5,6-hexahydro-1h-naphthalen-1-yl]-6-methyl-4-oxohept-5-en-3-yl acetate (NP0234536)

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Record Information

Version

2.0

Created at

2022-09-06 16:37:38 UTC

Updated at

2022-09-06 16:37:38 UTC

NP-MRD ID

NP0234536

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3s)-2-[(1s,4r,4as)-4-methyl-7-methylidene-2,3,4,4a,5,6-hexahydro-1h-naphthalen-1-yl]-6-methyl-4-oxohept-5-en-3-yl acetate

Description

Sinulodurin B 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. (3s)-2-[(1s,4r,4as)-4-methyl-7-methylidene-2,3,4,4a,5,6-hexahydro-1h-naphthalen-1-yl]-6-methyl-4-oxohept-5-en-3-yl acetate is found in Sinularia brassica. (3s)-2-[(1s,4r,4as)-4-methyl-7-methylidene-2,3,4,4a,5,6-hexahydro-1h-naphthalen-1-yl]-6-methyl-4-oxohept-5-en-3-yl acetate was first documented in 2008 (PMID: 18630962). Based on a literature review very few articles have been published on sinulodurin B.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309062218372D          

 25 26  0  0  1  0            999 V2000
   -0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    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
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
  8 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
  5 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23  4  1  6  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
  2 25  1  0  0  0  0
M  END

     RDKit          3D

 57 58  0  0  0  0  0  0  0  0999 V2000
   -3.0217   -3.7411    0.5703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8777   -2.4370    0.8286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6997   -1.7056    0.3773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8694   -0.4665   -0.0517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7090    0.2827   -0.5064 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4681    0.2833    0.4433 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2076    1.1118    1.6664 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7277    0.7763   -0.2246 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9861   -0.0089   -1.3951 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1998    0.5950   -2.6200 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4684   -0.1886   -3.8609 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1764    1.8357   -2.7389 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8559    0.6037    0.7413 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8031    1.2276    1.8187 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9891   -0.2610    0.4514 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9908   -0.4318    1.2773 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0270    0.2600    2.5797 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1185   -1.3253    0.9285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0462    1.6679   -0.9644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4017    1.6057   -1.6711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4207    1.4153   -0.5558 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7921    1.5748   -1.2191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2645    0.0388   -0.0315 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8026   -0.1869    1.3616 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9093   -1.6798    1.5866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9188   -4.2064    0.9392 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3171   -4.3322    0.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7395   -2.2089    0.4079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3296   -0.2516   -1.4317 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6261   -0.7706    0.8004 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6783    0.6176    2.5375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8804    1.1949    1.8999 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6722    2.1355    1.6042 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7153    1.8218   -0.5248 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9792   -1.1437   -3.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1198    0.3699   -4.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4998   -0.3382   -4.3701 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0266   -0.8082   -0.5035 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0367    1.3557    2.4579 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9238   -0.0345    3.1750 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1461   -0.0921    3.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7105   -2.1637    0.3078 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6090   -1.7291    1.8490 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8664   -0.7725    0.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3202    2.0732   -1.6840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2115    2.3531   -0.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4438    0.6894   -2.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6158    2.5315   -2.2213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2467    2.1737    0.2177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5397    0.9139   -0.7172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7502    1.2272   -2.2832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1581    2.6084   -1.1638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8672   -0.6475   -0.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0612    0.2440    2.0693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8060    0.2727    1.4915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9338   -2.0635    1.4154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6736   -1.8657    2.6756 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
  8 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  3
 16 17  1  0
 16 18  1  0
  6  5  1  0
  5 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25  2  1  0
  2  1  2  3
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4 23  1  0
  7 31  1  0
  7 32  1  0
  7 33  1  0
  6 30  1  1
  8 34  1  6
 11 35  1  0
 11 36  1  0
 11 37  1  0
 15 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
 18 42  1  0
 18 43  1  0
 18 44  1  0
  5 29  1  6
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  1
 22 50  1  0
 22 51  1  0
 22 52  1  0
 23 53  1  6
 24 54  1  0
 24 55  1  0
 25 56  1  0
 25 57  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
M  END


  Mrv1652309062218372D          

 25 26  0  0  1  0            999 V2000
   -0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    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
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  1  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
  8 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
  5 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 23  4  1  6  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
  2 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0234536

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC([C@H](OC(C)=O)C(=O)C=C(C)C)[C@@H]1CC[C@@H](C)[C@@H]2CCC(=C)C=C12

> <INCHI_IDENTIFIER>
InChI=1S/C22H32O3/c1-13(2)11-21(24)22(25-17(6)23)16(5)19-10-8-15(4)18-9-7-14(3)12-20(18)19/h11-12,15-16,18-19,22H,3,7-10H2,1-2,4-6H3/t15-,16?,18+,19+,22+/m1/s1

> <INCHI_KEY>
ALKQOCXLHHKOJQ-ZKGQYMDFSA-N

> <FORMULA>
C22H32O3

> <MOLECULAR_WEIGHT>
344.495

> <EXACT_MASS>
344.23514489

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
40.2680730222786

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S)-2-[(1S,4R,4aS)-4-methyl-7-methylidene-1,2,3,4,4a,5,6,7-octahydronaphthalen-1-yl]-6-methyl-4-oxohept-5-en-3-yl acetate

> <JCHEM_LOGP>
4.994536283666668

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.2251174787773

> <JCHEM_PKA_STRONGEST_BASIC>
-5.097090771533317

> <JCHEM_POLAR_SURFACE_AREA>
43.370000000000005

> <JCHEM_REFRACTIVITY>
102.51329999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3S)-2-[(1S,4R,4aS)-4-methyl-7-methylidene-2,3,4,4a,5,6-hexahydro-1H-naphthalen-1-yl]-6-methyl-4-oxohept-5-en-3-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      -0.000   9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.000   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.335   6.160   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -6.668   6.930   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.001   8.470   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   25                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   23                                                  
CONECT    5    4    6   19                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    8   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19    5   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21    4   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24    2                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₃₂O₃

Average Mass

344.4950 Da

Monoisotopic Mass

344.23514 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC([C@H](OC(C)=O)C(=O)C=C(C)C)[C@@H]1CC[C@@H](C)[C@@H]2CCC(=C)C=C12

InChI Identifier

InChI=1S/C22H32O3/c1-13(2)11-21(24)22(25-17(6)23)16(5)19-10-8-15(4)18-9-7-14(3)12-20(18)19/h11-12,15-16,18-19,22H,3,7-10H2,1-2,4-6H3/t15-,16?,18+,19+,22+/m1/s1

InChI Key

ALKQOCXLHHKOJQ-ZKGQYMDFSA-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
Sinularia brassica	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
Alpha-acyloxy ketone
Alpha,beta-unsaturated ketone
Enone
Acryloyl-group
Ketone
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00040323

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

102476226

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Radwan MM, Manly SP, El Sayed KA, Wali VB, Sylvester PW, Awate B, Shah G, Ross SA: Sinulodurins A and B, antiproliferative and anti-invasive diterpenes from the soft coral Sinularia dura. J Nat Prod. 2008 Aug;71(8):1468-71. doi: 10.1021/np800208k. Epub 2008 Jul 17. [PubMed:18630962 ]
LOTUS database [Link]

Showing NP-Card for (3s)-2-[(1s,4r,4as)-4-methyl-7-methylidene-2,3,4,4a,5,6-hexahydro-1h-naphthalen-1-yl]-6-methyl-4-oxohept-5-en-3-yl acetate (NP0234536)

MOL for NP0234536 ((3s)-2-[(1s,4r,4as)-4-methyl-7-methylidene-2,3,4,4a,5,6-hexahydro-1h-naphthalen-1-yl]-6-methyl-4-oxohept-5-en-3-yl acetate)

3D MOL for NP0234536 ((3s)-2-[(1s,4r,4as)-4-methyl-7-methylidene-2,3,4,4a,5,6-hexahydro-1h-naphthalen-1-yl]-6-methyl-4-oxohept-5-en-3-yl acetate)

3D SDF for NP0234536 ((3s)-2-[(1s,4r,4as)-4-methyl-7-methylidene-2,3,4,4a,5,6-hexahydro-1h-naphthalen-1-yl]-6-methyl-4-oxohept-5-en-3-yl acetate)

3D-SDF for NP0234536 ((3s)-2-[(1s,4r,4as)-4-methyl-7-methylidene-2,3,4,4a,5,6-hexahydro-1h-naphthalen-1-yl]-6-methyl-4-oxohept-5-en-3-yl acetate)

PDB for NP0234536 ((3s)-2-[(1s,4r,4as)-4-methyl-7-methylidene-2,3,4,4a,5,6-hexahydro-1h-naphthalen-1-yl]-6-methyl-4-oxohept-5-en-3-yl acetate)

3D PDB for NP0234536 ((3s)-2-[(1s,4r,4as)-4-methyl-7-methylidene-2,3,4,4a,5,6-hexahydro-1h-naphthalen-1-yl]-6-methyl-4-oxohept-5-en-3-yl acetate)

SMILES for NP0234536 ((3s)-2-[(1s,4r,4as)-4-methyl-7-methylidene-2,3,4,4a,5,6-hexahydro-1h-naphthalen-1-yl]-6-methyl-4-oxohept-5-en-3-yl acetate)

INCHI for NP0234536 ((3s)-2-[(1s,4r,4as)-4-methyl-7-methylidene-2,3,4,4a,5,6-hexahydro-1h-naphthalen-1-yl]-6-methyl-4-oxohept-5-en-3-yl acetate)

Structure for NP0234536 ((3s)-2-[(1s,4r,4as)-4-methyl-7-methylidene-2,3,4,4a,5,6-hexahydro-1h-naphthalen-1-yl]-6-methyl-4-oxohept-5-en-3-yl acetate)

3D Structure for NP0234536 ((3s)-2-[(1s,4r,4as)-4-methyl-7-methylidene-2,3,4,4a,5,6-hexahydro-1h-naphthalen-1-yl]-6-methyl-4-oxohept-5-en-3-yl acetate)