NP-MRD: Showing NP-Card for (1s,3r,7s,9s,13s)-7-methoxy-1-methyl-9-(prop-1-en-2-yl)-4,16-dioxatricyclo[11.2.1.1³,⁶]heptadec-6(17)-ene-5,11,14-trione (NP0146608)

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Record Information

Version

2.0

Created at

2022-09-02 02:02:26 UTC

Updated at

2022-09-02 02:02:26 UTC

NP-MRD ID

NP0146608

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,3r,7s,9s,13s)-7-methoxy-1-methyl-9-(prop-1-en-2-yl)-4,16-dioxatricyclo[11.2.1.1³,⁶]heptadec-6(17)-ene-5,11,14-trione

Description

Scabrolide C belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom. (1s,3r,7s,9s,13s)-7-methoxy-1-methyl-9-(prop-1-en-2-yl)-4,16-dioxatricyclo[11.2.1.1³,⁶]heptadec-6(17)-ene-5,11,14-trione is found in Sinularia scabra. (1s,3r,7s,9s,13s)-7-methoxy-1-methyl-9-(prop-1-en-2-yl)-4,16-dioxatricyclo[11.2.1.1³,⁶]heptadec-6(17)-ene-5,11,14-trione was first documented in 2013 (PMID: 23200246). Based on a literature review very few articles have been published on Scabrolide C.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022204022D          

 26 28  0  0  1  0            999 V2000
    1.7509    1.5507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5724    1.6264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9176    2.3757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0487    0.9528    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8737    0.9422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1185    0.1544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4598   -0.3423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8738   -0.3402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8632   -1.1652    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1435   -1.5685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1330   -2.3934    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2940   -3.2025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9857   -2.4944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4074   -1.7853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2289   -1.7096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4133   -2.7967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7041   -2.3751    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7147   -1.5502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0056   -1.1286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4917   -1.8166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6685   -1.7627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8950   -2.5363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0161   -0.3036    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2980    0.1025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5872   -0.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7838    0.1715    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
  4  2  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  2  0  0  0  0
 11 16  1  0  0  0  0
 17 16  1  1  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  2  0  0  0  0
 20 22  1  0  0  0  0
 17 22  1  0  0  0  0
 19 23  1  0  0  0  0
 23 24  1  1  0  0  0
 24 25  1  0  0  0  0
 23 26  1  0  0  0  0
  4 26  1  0  0  0  0
M  END

     RDKit          3D

 52 54  0  0  0  0  0  0  0  0999 V2000
   -4.1450    0.9288   -0.9467 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2528    1.3956   -0.0862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4514    2.8398    0.3248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1513    0.6136    0.5231 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7739    1.0120    0.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5181    2.1665   -0.6578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3171    2.6358   -1.3881 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8521    2.7466   -0.5765 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7979    1.5404   -0.6500 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8751    0.8658    0.5488 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9666    0.0399    0.4801 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5789   -0.2561    1.8318 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0313    0.8440   -0.2946 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1956    1.9284   -0.9366 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5359    2.9019   -1.5494 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7832   -1.2336   -0.2537 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0779   -2.3445    0.3862 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8075   -2.6881   -0.4009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1654   -2.0989    0.1879 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3089   -1.7793    1.5661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3000   -1.2088    2.5076 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6382   -2.2344    1.6961 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5260   -1.7130   -0.3135 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3159   -2.8666   -0.5610 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7414   -2.9669   -1.8567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3618   -0.8741    0.5601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1945   -0.0797   -1.3227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9247    1.5870   -1.3433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7106    3.4923   -0.5111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6205    3.2535    0.8835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3373    2.8909    1.0328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2749    0.9277    1.6542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1811    0.1820   -0.2864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2111    1.1909    1.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9670    3.1529    0.4511 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0574    3.4642   -1.3701 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4767    0.8723   -1.4947 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4537    0.3985    2.0513 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8726   -0.1614    2.6614 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9889   -1.3038    1.8714 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5420    0.2293   -1.0393 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7147    1.3651    0.4009 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2712   -0.9879   -1.2325 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8204   -1.5410   -0.6058 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7763   -3.2371    0.4116 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0652   -3.3491   -1.2517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4801   -1.1572   -1.2976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8959   -3.0134   -2.5727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2539   -3.9725   -1.9289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5012   -2.2200   -2.0734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3765   -1.1947    1.6282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4730   -0.9839    0.2993 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 24  1  0
 24 23  1  0
 23 26  1  0
 26  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  1
 11 13  1  0
 13 14  1  0
 14 15  2  0
 11 16  1  0
 16 17  1  0
 17 22  1  0
 22 20  1  0
 20 21  2  0
 20 19  1  0
 19 18  2  0
  4  2  1  0
  2  3  1  0
  2  1  2  3
 19 23  1  0
 14  9  1  0
 18 17  1  0
 25 48  1  0
 25 49  1  0
 25 50  1  0
 23 47  1  6
 26 51  1  0
 26 52  1  0
  4 32  1  1
  5 33  1  0
  5 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  6
 12 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 16 43  1  0
 16 44  1  0
 17 45  1  1
 18 46  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  1 27  1  0
  1 28  1  0
M  END


  Mrv1652309022204022D          

 26 28  0  0  1  0            999 V2000
    1.7509    1.5507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5724    1.6264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9176    2.3757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0487    0.9528    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8737    0.9422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1185    0.1544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4598   -0.3423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8738   -0.3402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8632   -1.1652    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1435   -1.5685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1330   -2.3934    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2940   -3.2025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9857   -2.4944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4074   -1.7853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2289   -1.7096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4133   -2.7967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7041   -2.3751    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7147   -1.5502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0056   -1.1286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4917   -1.8166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6685   -1.7627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8950   -2.5363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0161   -0.3036    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2980    0.1025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5872   -0.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7838    0.1715    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
  4  2  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
  9 14  1  0  0  0  0
 14 15  2  0  0  0  0
 11 16  1  0  0  0  0
 17 16  1  1  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  2  0  0  0  0
 20 22  1  0  0  0  0
 17 22  1  0  0  0  0
 19 23  1  0  0  0  0
 23 24  1  1  0  0  0
 24 25  1  0  0  0  0
 23 26  1  0  0  0  0
  4 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0146608

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@H]1C[C@@H](CC(=O)C[C@@H]2O[C@](C)(CC2=O)C[C@H]2OC(=O)C1=C2)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C20H26O6/c1-11(2)12-5-13(21)7-18-16(22)10-20(3,26-18)9-14-8-15(19(23)25-14)17(6-12)24-4/h8,12,14,17-18H,1,5-7,9-10H2,2-4H3/t12-,14+,17+,18+,20+/m1/s1

> <INCHI_KEY>
ZLDOSIVXLFPCIZ-YMPZZIEYSA-N

> <FORMULA>
C20H26O6

> <MOLECULAR_WEIGHT>
362.422

> <EXACT_MASS>
362.172938557

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
37.83503972170647

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,3R,7S,9S,13S)-7-methoxy-1-methyl-9-(prop-1-en-2-yl)-4,16-dioxatricyclo[11.2.1.1^{3,6}]heptadec-6(17)-ene-5,11,14-trione

> <ALOGPS_LOGP>
1.15

> <JCHEM_LOGP>
2.1124446546666658

> <ALOGPS_LOGS>
-3.17

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.970046094071147

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.406548041698134

> <JCHEM_PKA_STRONGEST_BASIC>
-3.896932272348598

> <JCHEM_POLAR_SURFACE_AREA>
78.9

> <JCHEM_REFRACTIVITY>
94.51649999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.47e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3R,7S,9S,13S)-7-methoxy-1-methyl-9-(prop-1-en-2-yl)-4,16-dioxatricyclo[11.2.1.1^{3,6}]heptadec-6(17)-ene-5,11,14-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       3.268   2.895   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.802   3.036   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.446   4.435   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.691   1.779   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.231   1.759   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.688   0.288   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       6.458  -0.639   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       9.098  -0.635   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.078  -2.175   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       7.735  -2.928   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       7.715  -4.468   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.015  -5.978   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.307  -4.656   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.094  -3.333   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      11.627  -3.191   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       6.371  -5.221   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.048  -4.434   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.067  -2.894   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.744  -2.107   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.785  -3.391   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.248  -3.290   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       3.537  -4.734   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.763  -0.567   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.423   0.191   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       1.096  -0.591   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.196   0.320   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   26                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13   16                                             
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13    9   15                                                  
CONECT   15   14                                                            
CONECT   16   11   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   23                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   17                                                       
CONECT   23   19   24   26                                                  
CONECT   24   23   25                                                       
CONECT   25   24                                                            
CONECT   26   23    4                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

View in JSmol

Synonyms

Value	Source
13-Epi-scabrolide C	MeSH

Chemical Formula

C₂₀H₂₆O₆

Average Mass

362.4220 Da

Monoisotopic Mass

362.17294 Da

IUPAC Name

(1S,3R,7S,9S,13S)-7-methoxy-1-methyl-9-(prop-1-en-2-yl)-4,16-dioxatricyclo[11.2.1.1^{3,6}]heptadec-6(17)-ene-5,11,14-trione

Traditional Name

(1S,3R,7S,9S,13S)-7-methoxy-1-methyl-9-(prop-1-en-2-yl)-4,16-dioxatricyclo[11.2.1.1^{3,6}]heptadec-6(17)-ene-5,11,14-trione

CAS Registry Number

Not Available

SMILES

CO[C@H]1C[C@@H](CC(=O)C[C@@H]2O[C@](C)(CC2=O)C[C@H]2OC(=O)C1=C2)C(C)=C

InChI Identifier

InChI=1S/C20H26O6/c1-11(2)12-5-13(21)7-18-16(22)10-20(3,26-18)9-14-8-15(19(23)25-14)17(6-12)24-4/h8,12,14,17-18H,1,5-7,9-10H2,2-4H3/t12-,14+,17+,18+,20+/m1/s1

InChI Key

ZLDOSIVXLFPCIZ-YMPZZIEYSA-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 scabra	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Dihydrofurans

Sub Class

Furanones

Direct Parent

Butenolides

Alternative Parents

Substituents

2-furanone
Oxolane
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Carboxylic acid ester
Ketone
Lactone
Cyclic ketone
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid derivative
Oxacycle
Organooxygen compound
Carbonyl group
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
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	1.15	ALOGPS
logP	2.11	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	12.41	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	78.9 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	94.52 m³·mol⁻¹	ChemAxon
Polarizability	37.84 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	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

C00046385

Chemspider ID

10235827

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21603541

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Thao NP, Nam NH, Cuong NX, Quang TH, Tung PT, Dat le D, Chae D, Kim S, Koh YS, Kiem PV, Minh CV, Kim YH: Anti-inflammatory norditerpenoids from the soft coral Sinularia maxima. Bioorg Med Chem Lett. 2013 Jan 1;23(1):228-31. doi: 10.1016/j.bmcl.2012.10.129. Epub 2012 Nov 5. [PubMed:23200246 ]
LOTUS database [Link]

Showing NP-Card for (1s,3r,7s,9s,13s)-7-methoxy-1-methyl-9-(prop-1-en-2-yl)-4,16-dioxatricyclo[11.2.1.1³,⁶]heptadec-6(17)-ene-5,11,14-trione (NP0146608)

MOL for NP0146608 ((1s,3r,7s,9s,13s)-7-methoxy-1-methyl-9-(prop-1-en-2-yl)-4,16-dioxatricyclo[11.2.1.1³,⁶]heptadec-6(17)-ene-5,11,14-trione)

3D MOL for NP0146608 ((1s,3r,7s,9s,13s)-7-methoxy-1-methyl-9-(prop-1-en-2-yl)-4,16-dioxatricyclo[11.2.1.1³,⁶]heptadec-6(17)-ene-5,11,14-trione)

3D SDF for NP0146608 ((1s,3r,7s,9s,13s)-7-methoxy-1-methyl-9-(prop-1-en-2-yl)-4,16-dioxatricyclo[11.2.1.1³,⁶]heptadec-6(17)-ene-5,11,14-trione)

3D-SDF for NP0146608 ((1s,3r,7s,9s,13s)-7-methoxy-1-methyl-9-(prop-1-en-2-yl)-4,16-dioxatricyclo[11.2.1.1³,⁶]heptadec-6(17)-ene-5,11,14-trione)

PDB for NP0146608 ((1s,3r,7s,9s,13s)-7-methoxy-1-methyl-9-(prop-1-en-2-yl)-4,16-dioxatricyclo[11.2.1.1³,⁶]heptadec-6(17)-ene-5,11,14-trione)

3D PDB for NP0146608 ((1s,3r,7s,9s,13s)-7-methoxy-1-methyl-9-(prop-1-en-2-yl)-4,16-dioxatricyclo[11.2.1.1³,⁶]heptadec-6(17)-ene-5,11,14-trione)

SMILES for NP0146608 ((1s,3r,7s,9s,13s)-7-methoxy-1-methyl-9-(prop-1-en-2-yl)-4,16-dioxatricyclo[11.2.1.1³,⁶]heptadec-6(17)-ene-5,11,14-trione)

INCHI for NP0146608 ((1s,3r,7s,9s,13s)-7-methoxy-1-methyl-9-(prop-1-en-2-yl)-4,16-dioxatricyclo[11.2.1.1³,⁶]heptadec-6(17)-ene-5,11,14-trione)

Structure for NP0146608 ((1s,3r,7s,9s,13s)-7-methoxy-1-methyl-9-(prop-1-en-2-yl)-4,16-dioxatricyclo[11.2.1.1³,⁶]heptadec-6(17)-ene-5,11,14-trione)

3D Structure for NP0146608 ((1s,3r,7s,9s,13s)-7-methoxy-1-methyl-9-(prop-1-en-2-yl)-4,16-dioxatricyclo[11.2.1.1³,⁶]heptadec-6(17)-ene-5,11,14-trione)