NP-MRD: Showing NP-Card for (4e,8e,11r,12r,13r)-12-isopropyl-5,9-dimethyl-3,15-dioxo-14-oxabicyclo[11.2.1]hexadeca-1(16),4,8-trien-11-yl acetate (NP0290256)

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Record Information

Version

2.0

Created at

2022-09-09 20:51:18 UTC

Updated at

2022-09-09 20:51:18 UTC

NP-MRD ID

NP0290256

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(4e,8e,11r,12r,13r)-12-isopropyl-5,9-dimethyl-3,15-dioxo-14-oxabicyclo[11.2.1]hexadeca-1(16),4,8-trien-11-yl acetate

Description

Isosarcophytonolide D belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. (4e,8e,11r,12r,13r)-12-isopropyl-5,9-dimethyl-3,15-dioxo-14-oxabicyclo[11.2.1]hexadeca-1(16),4,8-trien-11-yl acetate was first documented in 2015 (PMID: 26531161). Based on a literature review a small amount of articles have been published on Isosarcophytonolide D (PMID: 30091605) (PMID: 27093115).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092222512D          

 27 28  0  0  1  0            999 V2000
    5.5995    1.6845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8258    1.9710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6872    2.7843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1909    1.4443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3295    0.6310    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1533    0.5853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8755    0.1866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4249    0.8021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3533   -0.4860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4920   -1.2992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2641   -2.0921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7147   -2.7076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1925   -3.3801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9527   -3.0237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1289   -2.9779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9010   -3.7708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4066   -2.5793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9288   -1.9067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4501   -1.2672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0029   -0.5739    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2054   -0.7849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1596   -1.6086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4663   -2.0558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5675    0.3149    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0366    0.9464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3180    1.7219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2243    0.8024    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
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 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
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  2  0  0  0  0
 20 24  1  0  0  0  0
  5 24  1  0  0  0  0
 24 25  1  6  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
M  END

     RDKit          3D

 57 58  0  0  0  0  0  0  0  0999 V2000
   -4.4858   -2.3645    2.1127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5606   -1.9987    1.0034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8723   -2.3078   -0.1536 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3829   -1.3400    1.1802 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4799   -0.9682    0.1850 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1630   -1.6883    0.2710 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3241   -2.1762   -1.0473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5502   -2.7417   -2.0937 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6423   -2.1155   -1.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6204   -1.4960   -0.4321 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7284   -0.0391   -0.8016 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9891    0.5977   -0.3696 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2137   -0.2705   -0.2066 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1053    1.8893   -0.1349 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0679    2.5975    0.5719 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7385    3.7323    0.1000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3733    2.1296    1.7754 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9185    1.9436    1.7156 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1114    0.9821    2.0726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2043    1.2250    1.3635 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2704    2.6138    1.2041 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0585    3.0268    1.1473 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3535    4.1489    0.6747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3276    0.5368    0.0638 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6081    0.9894   -0.5948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8364    0.3619   -1.9484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8008    2.4815   -0.6388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4736   -1.9242    1.9250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0347   -2.0472    3.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6173   -3.4707    2.1564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9251   -1.2834   -0.7694 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5743   -0.9954    0.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1892   -2.5669    0.9428 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0046   -3.6289   -2.5197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6646   -2.0501   -2.9527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5518   -3.0310   -1.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9985   -2.5385   -2.2805 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4654   -1.7009    0.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6337   -1.9371   -0.6732 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8135   -0.0593   -1.9384 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8408    0.5614   -0.6219 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2880   -0.8546   -1.1701 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0734   -1.0192    0.5892 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1344    0.3091   -0.1407 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0242    2.4256   -0.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4916    2.9489    2.5768 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0014    1.3306    2.1805 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0725    0.0906    2.7079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0897    0.9608    1.9814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5198    0.7631   -0.6597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4340    0.6017    0.0730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1178    1.2132   -2.6464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7226   -0.2944   -1.9587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9398   -0.1002   -2.3900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9354    3.0597   -0.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5530    2.6253   -1.4815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3501    2.8626    0.2426 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 25  1  0
 25 27  1  0
 25 24  1  0
 24 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 18  1  0
 18 17  1  0
 17 15  1  0
 15 16  2  0
 15 14  1  0
 14 12  2  0
 12 13  1  0
 12 11  1  0
 11 10  1  0
 10  9  1  0
  9  7  2  0
  7  8  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
 18 19  2  0
  5 24  1  0
 19 20  1  0
 26 52  1  0
 26 53  1  0
 26 54  1  0
 25 51  1  0
 27 55  1  0
 27 56  1  0
 27 57  1  0
 24 50  1  6
 20 49  1  1
 17 46  1  0
 17 47  1  0
 14 45  1  0
 13 42  1  0
 13 43  1  0
 13 44  1  0
 11 40  1  0
 11 41  1  0
 10 38  1  0
 10 39  1  0
  9 37  1  0
  8 34  1  0
  8 35  1  0
  8 36  1  0
  6 32  1  0
  6 33  1  0
  5 31  1  6
  1 28  1  0
  1 29  1  0
  1 30  1  0
 19 48  1  0
M  END


  Mrv1652309092222512D          

 27 28  0  0  1  0            999 V2000
    5.5995    1.6845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8258    1.9710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6872    2.7843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1909    1.4443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3295    0.6310    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1533    0.5853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8755    0.1866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4249    0.8021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3533   -0.4860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4920   -1.2992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2641   -2.0921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7147   -2.7076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1925   -3.3801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9527   -3.0237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1289   -2.9779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9010   -3.7708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4066   -2.5793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9288   -1.9067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4501   -1.2672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0029   -0.5739    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2054   -0.7849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1596   -1.6086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4663   -2.0558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5675    0.3149    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0366    0.9464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3180    1.7219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2243    0.8024    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
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 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
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  2  0  0  0  0
 20 24  1  0  0  0  0
  5 24  1  0  0  0  0
 24 25  1  6  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0290256

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)[C@H]1[C@@H]2OC(=O)C(CC(=O)\C=C(C)/CC\C=C(C)/C[C@H]1OC(C)=O)=C2

> <INCHI_IDENTIFIER>
InChI=1S/C22H30O5/c1-13(2)21-19(26-16(5)23)10-15(4)8-6-7-14(3)9-18(24)11-17-12-20(21)27-22(17)25/h8-9,12-13,19-21H,6-7,10-11H2,1-5H3/b14-9-,15-8-/t19-,20-,21-/m1/s1

> <INCHI_KEY>
UBTXWAMYUZTPAF-ATVKQTBUSA-N

> <FORMULA>
C22H30O5

> <MOLECULAR_WEIGHT>
374.477

> <EXACT_MASS>
374.209324066

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
40.538434540555386

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4E,8E,11R,12R,13R)-5,9-dimethyl-3,15-dioxo-12-(propan-2-yl)-14-oxabicyclo[11.2.1]hexadeca-1(16),4,8-trien-11-yl acetate

> <JCHEM_LOGP>
4.100017764

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.402889400823515

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.311388267348313

> <JCHEM_PKA_STRONGEST_BASIC>
-4.604250534963385

> <JCHEM_POLAR_SURFACE_AREA>
69.67000000000002

> <JCHEM_REFRACTIVITY>
105.31179999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(4E,8E,11R,12R,13R)-12-isopropyl-5,9-dimethyl-3,15-dioxo-14-oxabicyclo[11.2.1]hexadeca-1(16),4,8-trien-11-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0      10.452   3.144   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.008   3.679   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       8.749   5.197   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       7.823   2.696   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       8.082   1.178   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.619   1.092   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.968   0.348   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.993   1.497   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.860  -0.907   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.118  -2.425   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.693  -3.905   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.667  -5.054   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.559  -6.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.245  -5.644   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.707  -5.559   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       7.282  -7.039   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       6.359  -4.815   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.467  -3.559   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.440  -2.365   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.605  -1.071   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.117  -1.465   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       4.031  -3.003   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.737  -3.837   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       6.659   0.588   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.668   1.767   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.194   3.214   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.152   1.498   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   24                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   22                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   24                                                  
CONECT   21   20   22                                                       
CONECT   22   21   18   23                                                  
CONECT   23   22                                                            
CONECT   24   20    5   25                                                  
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₃₀O₅

Average Mass

374.4770 Da

Monoisotopic Mass

374.20932 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(C)[C@H]1[C@@H]2OC(=O)C(CC(=O)\C=C(C)/CC\C=C(C)/C[C@H]1OC(C)=O)=C2

InChI Identifier

InChI=1S/C22H30O5/c1-13(2)21-19(26-16(5)23)10-15(4)8-6-7-14(3)9-18(24)11-17-12-20(21)27-22(17)25/h8-9,12-13,19-21H,6-7,10-11H2,1-5H3/b14-9-,15-8-/t19-,20-,21-/m1/s1

InChI Key

UBTXWAMYUZTPAF-ATVKQTBUSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Diterpene lactones

Alternative Parents

Substituents

Diterpenoid
Diterpene lactone
Macrolide
Dicarboxylic acid or derivatives
2-furanone
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Dihydrofuran
Cyclic ketone
Lactone
Ketone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
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

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

102090378

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Takamura H, Kikuchi T, Iwamoto K, Nakao E, Harada N, Otsu T, Endo N, Fukuda Y, Ohno O, Suenaga K, Guo YW, Kadota I: Unified Total Synthesis, Stereostructural Elucidation, and Biological Evaluation of Sarcophytonolides. J Org Chem. 2018 Sep 21;83(18):11028-11056. doi: 10.1021/acs.joc.8b01634. Epub 2018 Aug 23. [PubMed:30091605 ]
Takamura H, Kikuchi T, Endo N, Fukuda Y, Kadota I: Total Synthesis of Sarcophytonolide H and Isosarcophytonolide D: Structural Revision of Isosarcophytonolide D and Structure-Antifouling Activity Relationship of Sarcophytonolide H. Org Lett. 2016 May 6;18(9):2110-3. doi: 10.1021/acs.orglett.6b00737. Epub 2016 Apr 19. [PubMed:27093115 ]
Huang CY, Sung PJ, Uvarani C, Su JH, Lu MC, Hwang TL, Dai CF, Wu SL, Sheu JH: Glaucumolides A and B, Biscembranoids with New Structural Type from a Cultured Soft Coral Sarcophyton glaucum. Sci Rep. 2015 Nov 4;5:15624. doi: 10.1038/srep15624. [PubMed:26531161 ]
LOTUS database [Link]

Showing NP-Card for (4e,8e,11r,12r,13r)-12-isopropyl-5,9-dimethyl-3,15-dioxo-14-oxabicyclo[11.2.1]hexadeca-1(16),4,8-trien-11-yl acetate (NP0290256)

MOL for NP0290256 ((4e,8e,11r,12r,13r)-12-isopropyl-5,9-dimethyl-3,15-dioxo-14-oxabicyclo[11.2.1]hexadeca-1(16),4,8-trien-11-yl acetate)

3D MOL for NP0290256 ((4e,8e,11r,12r,13r)-12-isopropyl-5,9-dimethyl-3,15-dioxo-14-oxabicyclo[11.2.1]hexadeca-1(16),4,8-trien-11-yl acetate)

3D SDF for NP0290256 ((4e,8e,11r,12r,13r)-12-isopropyl-5,9-dimethyl-3,15-dioxo-14-oxabicyclo[11.2.1]hexadeca-1(16),4,8-trien-11-yl acetate)

3D-SDF for NP0290256 ((4e,8e,11r,12r,13r)-12-isopropyl-5,9-dimethyl-3,15-dioxo-14-oxabicyclo[11.2.1]hexadeca-1(16),4,8-trien-11-yl acetate)

PDB for NP0290256 ((4e,8e,11r,12r,13r)-12-isopropyl-5,9-dimethyl-3,15-dioxo-14-oxabicyclo[11.2.1]hexadeca-1(16),4,8-trien-11-yl acetate)

3D PDB for NP0290256 ((4e,8e,11r,12r,13r)-12-isopropyl-5,9-dimethyl-3,15-dioxo-14-oxabicyclo[11.2.1]hexadeca-1(16),4,8-trien-11-yl acetate)

SMILES for NP0290256 ((4e,8e,11r,12r,13r)-12-isopropyl-5,9-dimethyl-3,15-dioxo-14-oxabicyclo[11.2.1]hexadeca-1(16),4,8-trien-11-yl acetate)

INCHI for NP0290256 ((4e,8e,11r,12r,13r)-12-isopropyl-5,9-dimethyl-3,15-dioxo-14-oxabicyclo[11.2.1]hexadeca-1(16),4,8-trien-11-yl acetate)

Structure for NP0290256 ((4e,8e,11r,12r,13r)-12-isopropyl-5,9-dimethyl-3,15-dioxo-14-oxabicyclo[11.2.1]hexadeca-1(16),4,8-trien-11-yl acetate)

3D Structure for NP0290256 ((4e,8e,11r,12r,13r)-12-isopropyl-5,9-dimethyl-3,15-dioxo-14-oxabicyclo[11.2.1]hexadeca-1(16),4,8-trien-11-yl acetate)