NP-MRD: Showing NP-Card for (1r,3s,5r,6s,8s,11s,12r,13r)-3-(furan-3-yl)-5-methyl-2,9,14-trioxapentacyclo[11.2.1.1⁸,¹¹.0¹,⁵.0⁶,¹²]heptadecane-10,15-dione (NP0200985)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-04 19:56:49 UTC

Updated at

2022-09-04 19:56:49 UTC

NP-MRD ID

NP0200985

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,3s,5r,6s,8s,11s,12r,13r)-3-(furan-3-yl)-5-methyl-2,9,14-trioxapentacyclo[11.2.1.1⁸,¹¹.0¹,⁵.0⁶,¹²]heptadecane-10,15-dione

Description

(1R,3S,5R,6S,8S,11S,12R,13R)-3-(furan-3-yl)-5-methyl-2,9,14-trioxapentacyclo[11.2.1.1⁸,¹¹.0¹,⁵.0⁶,¹²]Heptadecane-10,15-dione belongs to the class of organic compounds known as naphthofurans. Naphthofurans are compounds containing a furan ring fused to a naphthalene moiety. Furan is a 5 membered- ring aromatic ring with four carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. (1r,3s,5r,6s,8s,11s,12r,13r)-3-(furan-3-yl)-5-methyl-2,9,14-trioxapentacyclo[11.2.1.1⁸,¹¹.0¹,⁵.0⁶,¹²]heptadecane-10,15-dione is found in Dioscorea pentaphylla. Based on a literature review very few articles have been published on (1R,3S,5R,6S,8S,11S,12R,13R)-3-(furan-3-yl)-5-methyl-2,9,14-trioxapentacyclo[11.2.1.1⁸,¹¹.0¹,⁵.0⁶,¹²]Heptadecane-10,15-dione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042221562D          

 25 30  0  0  1  0            999 V2000
    1.1360   -1.4384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7677   -0.7002    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2244   -1.3463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5511   -1.0503    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2455   -1.4957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2934   -2.3193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0915   -2.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5369   -1.8338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0140   -1.1956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4965   -0.2210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3088    0.0503    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9537    0.4065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5457    0.8253    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8793    1.3858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1372    0.9238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6195    1.2527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0125    0.0907    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8170    0.2736    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0479   -0.6534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8154   -1.5801    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0113   -1.3959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6540   -0.6523    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4609   -1.0663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4616   -0.2413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2052    0.1160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5  9  2  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  0  0  0  0
  2 11  1  0  0  0  0
 11 12  1  6  0  0  0
 13 12  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  2  0  0  0  0
 17 13  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 20 19  1  6  0  0  0
 20 21  1  0  0  0  0
 22 21  1  6  0  0  0
 17 22  1  0  0  0  0
  2 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  1  0  0  0  0
 18 24  1  0  0  0  0
 24 25  2  0  0  0  0
M  END

     RDKit          3D

 45 50  0  0  0  0  0  0  0  0999 V2000
    0.1620   -1.1560    1.6351 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2083   -0.4452    0.3208 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3801   -0.9554   -0.4913 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5026   -0.2647    0.2919 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6406    0.0794   -0.5599 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6156    0.9813   -0.1820 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5234    1.0652   -1.2092 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1343    0.2634   -2.1663 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0062   -0.3500   -1.8187 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9731    0.8859    0.8272 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6774    1.0081    0.4793 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2141    1.7697    1.4020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4695    1.8540    0.5146 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8746    2.1766   -0.7384 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4138    1.6659   -0.8194 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2436    1.7108   -1.7604 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0219    0.4628    0.4369 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4251    0.4027   -0.1155 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8730   -1.0564    0.0701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1053   -1.6939   -1.0965 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6653   -1.7641   -0.6667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0785   -0.4066   -0.4088 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3018   -0.7271   -2.1127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4803    0.5248   -1.5689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6575    1.5724   -2.2237 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5937   -0.5105    2.4365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8502   -1.5226    1.9025 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8091   -2.0587    1.5855 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3875   -0.6100   -1.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4657   -2.0619   -0.3992 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7613   -0.9612    1.1194 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6837    1.5435    0.7551 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4017    1.7089   -1.1768 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4438   -1.0599   -2.3827 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1638    2.7851    1.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4301    1.2557    2.3459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1762    2.5993    0.8671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0661    0.0646    1.4723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0480    1.0962    0.4430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9500   -1.1722   -0.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4437   -1.4509    1.0101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4773   -2.6851   -1.3474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5801   -2.4311    0.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0740   -2.2176   -1.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9286    0.0851   -1.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  3  4  1  0
  4 10  1  0
 11 10  1  1
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 13 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 20 23  1  0
 23 24  1  0
 24 25  2  0
  4  5  1  0
  5  9  2  0
  9  8  1  0
  8  7  1  0
  7  6  2  0
 11  2  1  0
 15 11  1  0
 22 17  1  0
  6  5  1  0
 22  2  1  0
 24 18  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  1
 12 35  1  0
 12 36  1  0
 13 37  1  1
 17 38  1  1
 18 39  1  1
 19 40  1  0
 19 41  1  0
 20 42  1  6
 21 43  1  0
 21 44  1  0
 22 45  1  6
  9 34  1  0
  7 33  1  0
  6 32  1  0
M  END


  Mrv1652309042221562D          

 25 30  0  0  1  0            999 V2000
    1.1360   -1.4384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7677   -0.7002    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2244   -1.3463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5511   -1.0503    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2455   -1.4957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2934   -2.3193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0915   -2.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5369   -1.8338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0140   -1.1956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4965   -0.2210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3088    0.0503    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9537    0.4065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5457    0.8253    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8793    1.3858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1372    0.9238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6195    1.2527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0125    0.0907    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8170    0.2736    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0479   -0.6534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8154   -1.5801    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0113   -1.3959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6540   -0.6523    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4609   -1.0663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4616   -0.2413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2052    0.1160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5  9  2  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  0  0  0  0
  2 11  1  0  0  0  0
 11 12  1  6  0  0  0
 13 12  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  2  0  0  0  0
 17 13  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 20 19  1  6  0  0  0
 20 21  1  0  0  0  0
 22 21  1  6  0  0  0
 17 22  1  0  0  0  0
  2 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  1  0  0  0  0
 18 24  1  0  0  0  0
 24 25  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0200985

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@]12C[C@H](O[C@]11C[C@@H](OC1=O)[C@H]1[C@@H]3C[C@H](C[C@H]21)OC3=O)C1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H20O6/c1-18-6-13(9-2-3-22-8-9)25-19(18)7-14(24-17(19)21)15-11-4-10(5-12(15)18)23-16(11)20/h2-3,8,10-15H,4-7H2,1H3/t10-,11+,12+,13+,14-,15+,18-,19+/m1/s1

> <INCHI_KEY>
QEANLIISUSNNDX-DBXBKLAOSA-N

> <FORMULA>
C19H20O6

> <MOLECULAR_WEIGHT>
344.363

> <EXACT_MASS>
344.125988364

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
33.89709983478802

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,3S,5R,6S,8S,11S,12R,13R)-3-(furan-3-yl)-5-methyl-2,9,14-trioxapentacyclo[11.2.1.1^{8,11}.0^{1,5}.0^{6,12}]heptadecane-10,15-dione

> <JCHEM_LOGP>
1.606735977666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8717055652443597

> <JCHEM_POLAR_SURFACE_AREA>
74.97

> <JCHEM_REFRACTIVITY>
83.05629999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3S,5R,6S,8S,11S,12R,13R)-3-(furan-3-yl)-5-methyl-2,9,14-trioxapentacyclo[11.2.1.1^{8,11}.0^{1,5}.0^{6,12}]heptadecane-10,15-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       2.121  -2.685   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.433  -1.307   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.419  -2.513   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.029  -1.961   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.325  -2.792   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.414  -4.329   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.904  -4.719   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -4.735  -3.423   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -3.759  -2.232   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.927  -0.413   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.576   0.094   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.780   0.759   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.885   1.540   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.641   2.587   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.256   1.724   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.156   2.338   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.757   0.169   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.258   0.511   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.690  -1.220   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.255  -2.950   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.754  -2.606   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.087  -1.218   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       6.460  -1.990   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       6.462  -0.450   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       7.850   0.217   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   11   22                                             
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6    9                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    5                                                       
CONECT   10    4   11                                                       
CONECT   11   10    2   12   15                                             
CONECT   12   11   13                                                       
CONECT   13   12   14   17                                                  
CONECT   14   13   15                                                       
CONECT   15   14   11   16                                                  
CONECT   16   15                                                            
CONECT   17   13   18   22                                                  
CONECT   18   17   19   24                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21   17    2                                                  
CONECT   23   20   24                                                       
CONECT   24   23   18   25                                                  
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₀O₆

Average Mass

344.3630 Da

Monoisotopic Mass

344.12599 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@]12C[C@H](O[C@]11C[C@@H](OC1=O)[C@H]1[C@@H]3C[C@H](C[C@H]21)OC3=O)C1=COC=C1

InChI Identifier

InChI=1S/C19H20O6/c1-18-6-13(9-2-3-22-8-9)25-19(18)7-14(24-17(19)21)15-11-4-10(5-12(15)18)23-16(11)20/h2-3,8,10-15H,4-7H2,1H3/t10-,11+,12+,13+,14-,15+,18-,19+/m1/s1

InChI Key

QEANLIISUSNNDX-DBXBKLAOSA-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
Dioscorea pentaphylla	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthofurans. Naphthofurans are compounds containing a furan ring fused to a naphthalene moiety. Furan is a 5 membered- ring aromatic ring with four 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

Naphthofurans

Sub Class

Not Available

Direct Parent

Naphthofurans

Alternative Parents

Substituents

Naphthofuran
Caprolactone
Oxepane
Dicarboxylic acid or derivatives
Gamma butyrolactone
Heteroaromatic compound
Furan
Tetrahydrofuran
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Dialkyl ether
Ether
Oxacycle
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	1.61	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	74.97 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	83.06 m³·mol⁻¹	ChemAxon
Polarizability	33.9 Å³	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

82964507

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162866217

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,3s,5r,6s,8s,11s,12r,13r)-3-(furan-3-yl)-5-methyl-2,9,14-trioxapentacyclo[11.2.1.1⁸,¹¹.0¹,⁵.0⁶,¹²]heptadecane-10,15-dione (NP0200985)

MOL for NP0200985 ((1r,3s,5r,6s,8s,11s,12r,13r)-3-(furan-3-yl)-5-methyl-2,9,14-trioxapentacyclo[11.2.1.1⁸,¹¹.0¹,⁵.0⁶,¹²]heptadecane-10,15-dione)

3D MOL for NP0200985 ((1r,3s,5r,6s,8s,11s,12r,13r)-3-(furan-3-yl)-5-methyl-2,9,14-trioxapentacyclo[11.2.1.1⁸,¹¹.0¹,⁵.0⁶,¹²]heptadecane-10,15-dione)

3D SDF for NP0200985 ((1r,3s,5r,6s,8s,11s,12r,13r)-3-(furan-3-yl)-5-methyl-2,9,14-trioxapentacyclo[11.2.1.1⁸,¹¹.0¹,⁵.0⁶,¹²]heptadecane-10,15-dione)

3D-SDF for NP0200985 ((1r,3s,5r,6s,8s,11s,12r,13r)-3-(furan-3-yl)-5-methyl-2,9,14-trioxapentacyclo[11.2.1.1⁸,¹¹.0¹,⁵.0⁶,¹²]heptadecane-10,15-dione)

PDB for NP0200985 ((1r,3s,5r,6s,8s,11s,12r,13r)-3-(furan-3-yl)-5-methyl-2,9,14-trioxapentacyclo[11.2.1.1⁸,¹¹.0¹,⁵.0⁶,¹²]heptadecane-10,15-dione)

3D PDB for NP0200985 ((1r,3s,5r,6s,8s,11s,12r,13r)-3-(furan-3-yl)-5-methyl-2,9,14-trioxapentacyclo[11.2.1.1⁸,¹¹.0¹,⁵.0⁶,¹²]heptadecane-10,15-dione)

SMILES for NP0200985 ((1r,3s,5r,6s,8s,11s,12r,13r)-3-(furan-3-yl)-5-methyl-2,9,14-trioxapentacyclo[11.2.1.1⁸,¹¹.0¹,⁵.0⁶,¹²]heptadecane-10,15-dione)

INCHI for NP0200985 ((1r,3s,5r,6s,8s,11s,12r,13r)-3-(furan-3-yl)-5-methyl-2,9,14-trioxapentacyclo[11.2.1.1⁸,¹¹.0¹,⁵.0⁶,¹²]heptadecane-10,15-dione)

Structure for NP0200985 ((1r,3s,5r,6s,8s,11s,12r,13r)-3-(furan-3-yl)-5-methyl-2,9,14-trioxapentacyclo[11.2.1.1⁸,¹¹.0¹,⁵.0⁶,¹²]heptadecane-10,15-dione)

3D Structure for NP0200985 ((1r,3s,5r,6s,8s,11s,12r,13r)-3-(furan-3-yl)-5-methyl-2,9,14-trioxapentacyclo[11.2.1.1⁸,¹¹.0¹,⁵.0⁶,¹²]heptadecane-10,15-dione)