NP-MRD: Showing NP-Card for (1s,2r,4s,5r,10s,11r,13s,14r,15r,18r)-14-hydroxy-5-(1-hydroxyethyl)-10,15-dimethyl-3,6,12,17-tetraoxahexacyclo[8.7.1.0²,⁴.0⁴,⁹.0¹¹,¹³.0¹⁵,¹⁸]octadec-8-ene-7,16-dione (NP0323503)

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Record Information

Version

2.0

Created at

2022-09-12 02:58:14 UTC

Updated at

2022-09-12 02:58:15 UTC

NP-MRD ID

NP0323503

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2r,4s,5r,10s,11r,13s,14r,15r,18r)-14-hydroxy-5-(1-hydroxyethyl)-10,15-dimethyl-3,6,12,17-tetraoxahexacyclo[8.7.1.0²,⁴.0⁴,⁹.0¹¹,¹³.0¹⁵,¹⁸]octadec-8-ene-7,16-dione

Description

Inumakilactone A belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. (1s,2r,4s,5r,10s,11r,13s,14r,15r,18r)-14-hydroxy-5-(1-hydroxyethyl)-10,15-dimethyl-3,6,12,17-tetraoxahexacyclo[8.7.1.0²,⁴.0⁴,⁹.0¹¹,¹³.0¹⁵,¹⁸]octadec-8-ene-7,16-dione is found in Podocarpus macrophyllus. (1s,2r,4s,5r,10s,11r,13s,14r,15r,18r)-14-hydroxy-5-(1-hydroxyethyl)-10,15-dimethyl-3,6,12,17-tetraoxahexacyclo[8.7.1.0²,⁴.0⁴,⁹.0¹¹,¹³.0¹⁵,¹⁸]octadec-8-ene-7,16-dione was first documented in 2019 (PMID: 30783922). Based on a literature review very few articles have been published on Inumakilactone A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122204582D          

 26 31  0  0  1  0            999 V2000
    0.0654    1.7336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6374    1.1391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4086    0.3464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4383    1.3372    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6671    2.1299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4679    2.3280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6968    3.1207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0400    1.7336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8112    0.9409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3832    0.3464    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6120    1.1391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1841    0.5446    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9849    0.7428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7561   -0.0499    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5273   -0.8425    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0993   -1.4370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7264   -1.0407    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1497   -1.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0589   -1.7776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2426   -2.5819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2945   -1.4672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3535   -0.6443    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7815   -0.0499    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2095    0.5446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0103    0.7428    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1544   -0.4462    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  4  2  1  1  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  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  1  1  0  0  0
 14 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 22 21  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  1  1  0  0  0
 25 24  1  1  0  0  0
  9 25  1  0  0  0  0
  4 25  1  0  0  0  0
 23 25  1  0  0  0  0
 26 22  1  6  0  0  0
 10 26  1  0  0  0  0
 17 26  1  0  0  0  0
M  END

     RDKit          3D

 46 51  0  0  0  0  0  0  0  0999 V2000
    5.2337   -0.3233    0.3258 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8513   -0.8162    0.6421 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7680   -2.2041    0.6494 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8816   -0.1858   -0.3161 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1212   -0.6285   -1.6654 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3556    0.1016   -2.6017 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7976    0.3354   -3.7728 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0441    0.5722   -2.1756 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6298    0.3008   -0.9726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6875    0.7779   -0.4393 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3130    1.6818    0.7442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5156    1.5067   -1.4371 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4518    0.6601   -2.1759 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8992    1.5744   -1.1789 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4822    0.9173    0.0272 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7163    1.8573    1.0622 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7637   -0.2717    0.5383 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5800   -1.5320    0.2225 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5429   -0.2707    1.9962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4031    0.0149    2.8552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2268   -0.6376    2.2686 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6171   -1.1657    1.1292 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8486   -1.0602    1.0396 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2664   -1.9301   -0.1209 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4579   -0.4859   -0.0264 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3684   -0.4740    0.0219 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8767   -1.2312    0.1934 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2743    0.2713   -0.6019 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6621    0.3211    1.1312 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5802   -0.4575    1.6560 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0517   -2.5479    1.5535 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0597    0.8951   -0.2895 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3918    1.1429   -2.8255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0265    1.6185    1.5679 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6839    1.4189    1.1550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2019    2.7442    0.3791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0458    2.3095   -2.0386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5648    2.3436   -1.6479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5340    0.6198   -0.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5162    2.4015    0.8505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2985   -1.6937    1.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9468   -2.3856   -0.0163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1960   -1.2909   -0.6876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9036   -2.2570    1.0877 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3906   -1.3758    1.9676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4252   -1.1615   -0.8457 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 25  1  0
 25 24  1  6
 24 23  1  0
 23 22  1  0
 22 21  1  0
 21 19  1  0
 19 20  2  0
 19 17  1  0
 17 18  1  1
 17 26  1  0
 26 10  1  0
 10 11  1  1
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 25  4  1  0
 23 25  1  0
 26 22  1  0
 14 12  1  0
 10  9  1  0
 15 17  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  1
  3 31  1  0
  4 32  1  6
  8 33  1  0
 23 45  1  1
 22 44  1  6
 18 41  1  0
 18 42  1  0
 18 43  1  0
 26 46  1  6
 11 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  6
 14 38  1  6
 15 39  1  6
 16 40  1  0
M  END


  Mrv1652309122204582D          

 26 31  0  0  1  0            999 V2000
    0.0654    1.7336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6374    1.1391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4086    0.3464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4383    1.3372    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6671    2.1299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4679    2.3280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6968    3.1207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0400    1.7336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8112    0.9409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3832    0.3464    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6120    1.1391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1841    0.5446    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9849    0.7428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7561   -0.0499    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5273   -0.8425    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0993   -1.4370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7264   -1.0407    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1497   -1.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0589   -1.7776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2426   -2.5819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2945   -1.4672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3535   -0.6443    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7815   -0.0499    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2095    0.5446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0103    0.7428    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1544   -0.4462    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  4  2  1  1  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  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  1  1  0  0  0
 14 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  6  0  0  0
 15 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 22 21  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  1  1  0  0  0
 25 24  1  1  0  0  0
  9 25  1  0  0  0  0
  4 25  1  0  0  0  0
 23 25  1  0  0  0  0
 26 22  1  6  0  0  0
 10 26  1  0  0  0  0
 17 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0323503

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(O)[C@H]1OC(=O)C=C2[C@@]11O[C@@H]1[C@H]1OC(=O)[C@]3(C)[C@H]1[C@]2(C)[C@H]1O[C@H]1[C@@H]3O

> <INCHI_IDENTIFIER>
InChI=1S/C18H20O8/c1-5(19)12-18-6(4-7(20)23-12)16(2)10-8(14(18)26-18)25-15(22)17(10,3)11(21)9-13(16)24-9/h4-5,8-14,19,21H,1-3H3/t5?,8-,9-,10+,11-,12+,13-,14+,16+,17+,18+/m0/s1

> <INCHI_KEY>
QGIYLZDWJPBJKS-SGDWFBHCSA-N

> <FORMULA>
C18H20O8

> <MOLECULAR_WEIGHT>
364.35

> <EXACT_MASS>
364.115817604

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
34.59922651618194

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,4S,5R,10S,11R,13S,14R,15R,18R)-14-hydroxy-5-(1-hydroxyethyl)-10,15-dimethyl-3,6,12,17-tetraoxahexacyclo[8.7.1.0^{2,4}.0^{4,9}.0^{11,13}.0^{15,18}]octadec-8-ene-7,16-dione

> <JCHEM_LOGP>
-0.5106066536666662

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.417843386564936

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.367674476177509

> <JCHEM_PKA_STRONGEST_BASIC>
-3.07321014677565

> <JCHEM_POLAR_SURFACE_AREA>
118.12000000000002

> <JCHEM_REFRACTIVITY>
81.7653

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,4S,5R,10S,11R,13S,14R,15R,18R)-14-hydroxy-5-(1-hydroxyethyl)-10,15-dimethyl-3,6,12,17-tetraoxahexacyclo[8.7.1.0^{2,4}.0^{4,9}.0^{11,13}.0^{15,18}]octadec-8-ene-7,16-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0       0.122   3.236   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.190   2.126   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.763   0.647   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       2.685   2.496   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       3.112   3.976   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       4.607   4.346   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       5.034   5.825   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       5.675   3.236   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.248   1.756   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.315   0.647   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.742   2.126   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.810   1.017   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       9.305   1.386   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       8.878  -0.093   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.451  -1.573   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       9.519  -2.682   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       6.956  -1.943   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.746  -3.264   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.710  -3.318   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       6.053  -4.820   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       4.283  -2.739   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       4.393  -1.203   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.325  -0.093   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.258   1.017   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       3.753   1.386   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.888  -0.833   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   25                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   25                                                  
CONECT   10    9   11   12   26                                             
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12   14                                                       
CONECT   14   13   12   15                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19   26                                             
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23   26                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23   25                                                       
CONECT   25   24    9    4   23                                             
CONECT   26   22   10   17                                                  
MASTER        0    0    0    0    0    0    0    0   26    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₈H₂₀O₈

Average Mass

364.3500 Da

Monoisotopic Mass

364.11582 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(O)[C@H]1OC(=O)C=C2[C@@]11O[C@@H]1[C@H]1OC(=O)[C@]3(C)[C@H]1[C@]2(C)[C@H]1O[C@H]1[C@@H]3O

InChI Identifier

InChI=1S/C18H20O8/c1-5(19)12-18-6(4-7(20)23-12)16(2)10-8(14(18)26-18)25-15(22)17(10,3)11(21)9-13(16)24-9/h4-5,8-14,19,21H,1-3H3/t5?,8-,9-,10+,11-,12+,13-,14+,16+,17+,18+/m0/s1

InChI Key

QGIYLZDWJPBJKS-SGDWFBHCSA-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
Podocarpus macrophyllus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthopyrans

Sub Class

Not Available

Direct Parent

Naphthopyrans

Alternative Parents

Substituents

Naphthopyran
Naphthalene
Oxepane
Dihydropyranone
Pyran
Gamma butyrolactone
Dicarboxylic acid or derivatives
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Cyclic alcohol
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
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

C00000280

Chemspider ID

68026878

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101593087

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Benatrehina PA, Chen WL, Czarnecki AA, Kurina S, Chai HB, Lantvit DD, Ninh TN, Zhang X, Soejarto DD, Burdette JE, Kinghorn AD, Rakotondraibe LH: Bioactivity-Guided Isolation of Totarane-Derived Diterpenes from Podocarpus neriifolius and Structure Revision of 3-Deoxy-2alpha-hydroxynagilactone E. Nat Prod Bioprospect. 2019 Apr;9(2):157-163. doi: 10.1007/s13659-019-0198-x. Epub 2019 Feb 19. [PubMed:30783922 ]
LOTUS database [Link]

Showing NP-Card for (1s,2r,4s,5r,10s,11r,13s,14r,15r,18r)-14-hydroxy-5-(1-hydroxyethyl)-10,15-dimethyl-3,6,12,17-tetraoxahexacyclo[8.7.1.0²,⁴.0⁴,⁹.0¹¹,¹³.0¹⁵,¹⁸]octadec-8-ene-7,16-dione (NP0323503)

MOL for NP0323503 ((1s,2r,4s,5r,10s,11r,13s,14r,15r,18r)-14-hydroxy-5-(1-hydroxyethyl)-10,15-dimethyl-3,6,12,17-tetraoxahexacyclo[8.7.1.0²,⁴.0⁴,⁹.0¹¹,¹³.0¹⁵,¹⁸]octadec-8-ene-7,16-dione)

3D MOL for NP0323503 ((1s,2r,4s,5r,10s,11r,13s,14r,15r,18r)-14-hydroxy-5-(1-hydroxyethyl)-10,15-dimethyl-3,6,12,17-tetraoxahexacyclo[8.7.1.0²,⁴.0⁴,⁹.0¹¹,¹³.0¹⁵,¹⁸]octadec-8-ene-7,16-dione)

3D SDF for NP0323503 ((1s,2r,4s,5r,10s,11r,13s,14r,15r,18r)-14-hydroxy-5-(1-hydroxyethyl)-10,15-dimethyl-3,6,12,17-tetraoxahexacyclo[8.7.1.0²,⁴.0⁴,⁹.0¹¹,¹³.0¹⁵,¹⁸]octadec-8-ene-7,16-dione)

3D-SDF for NP0323503 ((1s,2r,4s,5r,10s,11r,13s,14r,15r,18r)-14-hydroxy-5-(1-hydroxyethyl)-10,15-dimethyl-3,6,12,17-tetraoxahexacyclo[8.7.1.0²,⁴.0⁴,⁹.0¹¹,¹³.0¹⁵,¹⁸]octadec-8-ene-7,16-dione)

PDB for NP0323503 ((1s,2r,4s,5r,10s,11r,13s,14r,15r,18r)-14-hydroxy-5-(1-hydroxyethyl)-10,15-dimethyl-3,6,12,17-tetraoxahexacyclo[8.7.1.0²,⁴.0⁴,⁹.0¹¹,¹³.0¹⁵,¹⁸]octadec-8-ene-7,16-dione)

3D PDB for NP0323503 ((1s,2r,4s,5r,10s,11r,13s,14r,15r,18r)-14-hydroxy-5-(1-hydroxyethyl)-10,15-dimethyl-3,6,12,17-tetraoxahexacyclo[8.7.1.0²,⁴.0⁴,⁹.0¹¹,¹³.0¹⁵,¹⁸]octadec-8-ene-7,16-dione)

SMILES for NP0323503 ((1s,2r,4s,5r,10s,11r,13s,14r,15r,18r)-14-hydroxy-5-(1-hydroxyethyl)-10,15-dimethyl-3,6,12,17-tetraoxahexacyclo[8.7.1.0²,⁴.0⁴,⁹.0¹¹,¹³.0¹⁵,¹⁸]octadec-8-ene-7,16-dione)

INCHI for NP0323503 ((1s,2r,4s,5r,10s,11r,13s,14r,15r,18r)-14-hydroxy-5-(1-hydroxyethyl)-10,15-dimethyl-3,6,12,17-tetraoxahexacyclo[8.7.1.0²,⁴.0⁴,⁹.0¹¹,¹³.0¹⁵,¹⁸]octadec-8-ene-7,16-dione)

Structure for NP0323503 ((1s,2r,4s,5r,10s,11r,13s,14r,15r,18r)-14-hydroxy-5-(1-hydroxyethyl)-10,15-dimethyl-3,6,12,17-tetraoxahexacyclo[8.7.1.0²,⁴.0⁴,⁹.0¹¹,¹³.0¹⁵,¹⁸]octadec-8-ene-7,16-dione)

3D Structure for NP0323503 ((1s,2r,4s,5r,10s,11r,13s,14r,15r,18r)-14-hydroxy-5-(1-hydroxyethyl)-10,15-dimethyl-3,6,12,17-tetraoxahexacyclo[8.7.1.0²,⁴.0⁴,⁹.0¹¹,¹³.0¹⁵,¹⁸]octadec-8-ene-7,16-dione)