NP-MRD: Showing NP-Card for methyl (2s,5s,7r,9s,10s,15s)-7-(furan-3-yl)-9-methyl-4,14-dioxo-3,6,13-trioxapentacyclo[10.2.2.1²,⁵.0¹,¹⁰.0⁵,⁹]heptadecane-15-carboxylate (NP0305653)

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Record Information

Version

2.0

Created at

2022-09-10 21:39:40 UTC

Updated at

2022-09-10 21:39:40 UTC

NP-MRD ID

NP0305653

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (2s,5s,7r,9s,10s,15s)-7-(furan-3-yl)-9-methyl-4,14-dioxo-3,6,13-trioxapentacyclo[10.2.2.1²,⁵.0¹,¹⁰.0⁵,⁹]heptadecane-15-carboxylate

Description

Methyl (2S,5S,7R,9S,10S,15S)-7-(furan-3-yl)-9-methyl-4,14-dioxo-3,6,13-trioxapentacyclo[10.2.2.1²,⁵.0¹,¹⁰.0⁵,⁹]Heptadecane-15-carboxylate 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. methyl (2s,5s,7r,9s,10s,15s)-7-(furan-3-yl)-9-methyl-4,14-dioxo-3,6,13-trioxapentacyclo[10.2.2.1²,⁵.0¹,¹⁰.0⁵,⁹]heptadecane-15-carboxylate is found in Dioscorea bulbifera. Based on a literature review very few articles have been published on methyl (2S,5S,7R,9S,10S,15S)-7-(furan-3-yl)-9-methyl-4,14-dioxo-3,6,13-trioxapentacyclo[10.2.2.1²,⁵.0¹,¹⁰.0⁵,⁹]Heptadecane-15-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102223392D          

 29 34  0  0  1  0            999 V2000
   -1.9708   -0.8166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4339   -0.1903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5416   -0.3574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0825   -1.1205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0024    0.3704    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4083    1.1255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3367    1.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1898    1.5671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5768    0.7931    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9500    0.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2647   -0.2120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4532   -0.9474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4961    0.6840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3424   -0.6356    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0628   -0.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8868   -0.0636    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7158    0.1370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8495    0.9629    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5726    1.3601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6762    2.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4867    2.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8839    1.6098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3189    1.0086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0781    1.2943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4546    0.7063    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2954    1.6204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7388   -0.9387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3979   -1.5542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9522   -1.2498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  5  3  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  7 13  1  0  0  0  0
 10 14  1  0  0  0  0
 14 15  1  1  0  0  0
 16 15  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 23  2  0  0  0  0
 18 24  1  0  0  0  0
 24 25  1  0  0  0  0
  9 25  1  0  0  0  0
 16 25  1  0  0  0  0
 25 26  1  1  0  0  0
 16 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 14 29  1  0  0  0  0
M  END

     RDKit          3D

 51 56  0  0  0  0  0  0  0  0999 V2000
   -3.8119    2.6971   -0.0075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2678    1.3832   -0.1655 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2910    0.4565    0.8597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8150    0.8276    1.9383 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7279   -0.8668    0.6594 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2436   -1.5769   -0.5946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1726   -2.6032   -0.9385 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0495   -1.7315   -1.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3854   -1.0665   -0.3589 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2569   -1.0463    0.8673 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2064   -2.5178    1.2803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7801   -2.9099    2.3649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7104   -3.2861    0.2441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7341   -0.1955    1.9573 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1377    1.1257    1.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9834    0.6298    0.6587 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9286    1.5151    0.2621 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5361    1.0209   -0.8864 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9582    0.6977   -0.6094 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8148    1.5102    0.1004 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0299    0.8611    0.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9159   -0.2762   -0.5125 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6985   -0.4100   -0.9711 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7422   -0.1855   -1.3352 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3918    0.1612   -0.6630 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2283    1.1988   -1.4860 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4804   -0.5119    1.4379 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5618   -1.1532    1.3482 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4887   -0.8242    2.3939 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0111    3.4502    0.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5385    2.8558   -0.8189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3829    2.7776    0.9448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2655   -1.4832    1.4685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3059   -0.8531   -1.4353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2252   -2.0251   -0.4790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5241   -3.3521   -1.6597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3640   -2.3401   -2.1475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4941   -0.9735   -2.1682 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4679   -1.7957   -0.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4422   -0.0724    2.7690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7944    1.7407    0.8919 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2079    1.6726    2.3968 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4575    1.7593   -1.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5497    2.4744    0.5357 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9046    1.2710    0.6351 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3174   -1.2640   -1.5522 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6152   -0.2179   -2.4348 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1094   -1.1273   -0.9096 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4047    1.3786   -2.4072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1674    2.1904   -0.9569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2308    1.0108   -1.8991 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 25  1  0
 25 26  1  6
 25 24  1  0
 24 18  1  0
 18 17  1  0
 16 17  1  6
 16 15  1  0
 15 14  1  0
 14 29  1  0
 29 27  1  0
 27 28  2  0
 14 10  1  0
 10 11  1  1
 11 12  2  0
 11 13  1  0
 18 19  1  0
 19 23  2  0
 23 22  1  0
 22 21  1  0
 21 20  2  0
 10  5  1  0
 20 19  1  0
 13  7  1  0
 10  9  1  0
 16 25  1  0
 27 16  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  5 33  1  1
  6 34  1  0
  6 35  1  0
  7 36  1  6
  8 37  1  0
  8 38  1  0
  9 39  1  1
 26 49  1  0
 26 50  1  0
 26 51  1  0
 24 47  1  0
 24 48  1  0
 18 43  1  6
 15 41  1  0
 15 42  1  0
 14 40  1  1
 23 46  1  0
 21 45  1  0
 20 44  1  0
M  END


  Mrv1652309102223392D          

 29 34  0  0  1  0            999 V2000
   -1.9708   -0.8166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4339   -0.1903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5416   -0.3574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0825   -1.1205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0024    0.3704    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4083    1.1255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3367    1.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1898    1.5671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5768    0.7931    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9500    0.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2647   -0.2120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4532   -0.9474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4961    0.6840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3424   -0.6356    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0628   -0.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8868   -0.0636    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7158    0.1370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8495    0.9629    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5726    1.3601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6762    2.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4867    2.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8839    1.6098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3189    1.0086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0781    1.2943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4546    0.7063    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2954    1.6204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7388   -0.9387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3979   -1.5542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9522   -1.2498    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  5  3  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  1  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  7 13  1  0  0  0  0
 10 14  1  0  0  0  0
 14 15  1  1  0  0  0
 16 15  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 19 23  2  0  0  0  0
 18 24  1  0  0  0  0
 24 25  1  0  0  0  0
  9 25  1  0  0  0  0
 16 25  1  0  0  0  0
 25 26  1  1  0  0  0
 16 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 14 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0305653

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@H]1CC2C[C@H]3[C@]4(C)C[C@@H](O[C@@]44C[C@H](OC4=O)C13C(=O)O2)C1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O8/c1-19-7-13(10-3-4-26-9-10)29-20(19)8-15(28-17(20)23)21-12(16(22)25-2)5-11(6-14(19)21)27-18(21)24/h3-4,9,11-15H,5-8H2,1-2H3/t11?,12-,13-,14+,15+,19+,20-,21?/m1/s1

> <INCHI_KEY>
PBNLXMJXIOMYPT-SMFQAUHRSA-N

> <FORMULA>
C21H22O8

> <MOLECULAR_WEIGHT>
402.399

> <EXACT_MASS>
402.131467668

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
38.96913071787084

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2S,5S,7R,9S,10S,15S)-7-(furan-3-yl)-9-methyl-4,14-dioxo-3,6,13-trioxapentacyclo[10.2.2.1^{2,5}.0^{1,10}.0^{5,9}]heptadecane-15-carboxylate

> <JCHEM_LOGP>
1.3223234826666663

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.093154718306703

> <JCHEM_PKA_STRONGEST_BASIC>
-2.871682994375026

> <JCHEM_POLAR_SURFACE_AREA>
101.27000000000002

> <JCHEM_REFRACTIVITY>
93.9407

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2S,5S,7R,9S,10S,15S)-7-(furan-3-yl)-9-methyl-4,14-dioxo-3,6,13-trioxapentacyclo[10.2.2.1^{2,5}.0^{1,10}.0^{5,9}]heptadecane-15-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0      -3.679  -1.524   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.677  -0.355   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.011  -0.667   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.154  -2.092   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -0.004   0.691   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.762   2.101   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.628   2.843   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.221   2.925   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.943   1.481   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.773   0.286   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.494  -0.396   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.846  -1.769   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       0.926   1.277   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.506  -1.187   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.851  -0.468   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.389  -0.119   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.936   0.256   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       7.186   1.797   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.535   2.539   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.729   4.067   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.242   4.355   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      10.983   3.005   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       9.929   1.883   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.746   2.416   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.582   1.318   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.285   3.025   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.112  -1.752   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       6.343  -2.901   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       3.644  -2.333   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   13                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   25                                                  
CONECT   10    9    5   11   14                                             
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11    7                                                       
CONECT   14   10   15   29                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   25   27                                             
CONECT   17   16   18                                                       
CONECT   18   17   19   24                                                  
CONECT   19   18   20   23                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   19                                                       
CONECT   24   18   25                                                       
CONECT   25   24    9   16   26                                             
CONECT   26   25                                                            
CONECT   27   16   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   14                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   68    0
END

View in JSmol

Synonyms

Value	Source
Methyl (2S,5S,7R,9S,10S,15S)-7-(furan-3-yl)-9-methyl-4,14-dioxo-3,6,13-trioxapentacyclo[10.2.2.1,.0,.0,]heptadecane-15-carboxylic acid	Generator

Chemical Formula

C₂₁H₂₂O₈

Average Mass

402.3990 Da

Monoisotopic Mass

402.13147 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC(=O)[C@H]1CC2C[C@H]3[C@]4(C)C[C@@H](O[C@@]44C[C@H](OC4=O)C13C(=O)O2)C1=COC=C1

InChI Identifier

InChI=1S/C21H22O8/c1-19-7-13(10-3-4-26-9-10)29-20(19)8-15(28-17(20)23)21-12(16(22)25-2)5-11(6-14(19)21)27-18(21)24/h3-4,9,11-15H,5-8H2,1-2H3/t11?,12-,13-,14+,15+,19+,20-,21?/m1/s1

InChI Key

PBNLXMJXIOMYPT-SMFQAUHRSA-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 bulbifera	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
Tricarboxylic acid or derivatives
Caprolactone
Oxepane
Delta_valerolactone
Delta valerolactone
Oxane
Gamma butyrolactone
Heteroaromatic compound
Methyl ester
Tetrahydrofuran
Furan
Lactone
Carboxylic acid ester
Oxacycle
Ether
Dialkyl ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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

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

163185889

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl (2s,5s,7r,9s,10s,15s)-7-(furan-3-yl)-9-methyl-4,14-dioxo-3,6,13-trioxapentacyclo[10.2.2.1²,⁵.0¹,¹⁰.0⁵,⁹]heptadecane-15-carboxylate (NP0305653)

MOL for NP0305653 (methyl (2s,5s,7r,9s,10s,15s)-7-(furan-3-yl)-9-methyl-4,14-dioxo-3,6,13-trioxapentacyclo[10.2.2.1²,⁵.0¹,¹⁰.0⁵,⁹]heptadecane-15-carboxylate)

3D MOL for NP0305653 (methyl (2s,5s,7r,9s,10s,15s)-7-(furan-3-yl)-9-methyl-4,14-dioxo-3,6,13-trioxapentacyclo[10.2.2.1²,⁵.0¹,¹⁰.0⁵,⁹]heptadecane-15-carboxylate)

3D SDF for NP0305653 (methyl (2s,5s,7r,9s,10s,15s)-7-(furan-3-yl)-9-methyl-4,14-dioxo-3,6,13-trioxapentacyclo[10.2.2.1²,⁵.0¹,¹⁰.0⁵,⁹]heptadecane-15-carboxylate)

3D-SDF for NP0305653 (methyl (2s,5s,7r,9s,10s,15s)-7-(furan-3-yl)-9-methyl-4,14-dioxo-3,6,13-trioxapentacyclo[10.2.2.1²,⁵.0¹,¹⁰.0⁵,⁹]heptadecane-15-carboxylate)

PDB for NP0305653 (methyl (2s,5s,7r,9s,10s,15s)-7-(furan-3-yl)-9-methyl-4,14-dioxo-3,6,13-trioxapentacyclo[10.2.2.1²,⁵.0¹,¹⁰.0⁵,⁹]heptadecane-15-carboxylate)

3D PDB for NP0305653 (methyl (2s,5s,7r,9s,10s,15s)-7-(furan-3-yl)-9-methyl-4,14-dioxo-3,6,13-trioxapentacyclo[10.2.2.1²,⁵.0¹,¹⁰.0⁵,⁹]heptadecane-15-carboxylate)

SMILES for NP0305653 (methyl (2s,5s,7r,9s,10s,15s)-7-(furan-3-yl)-9-methyl-4,14-dioxo-3,6,13-trioxapentacyclo[10.2.2.1²,⁵.0¹,¹⁰.0⁵,⁹]heptadecane-15-carboxylate)

INCHI for NP0305653 (methyl (2s,5s,7r,9s,10s,15s)-7-(furan-3-yl)-9-methyl-4,14-dioxo-3,6,13-trioxapentacyclo[10.2.2.1²,⁵.0¹,¹⁰.0⁵,⁹]heptadecane-15-carboxylate)

Structure for NP0305653 (methyl (2s,5s,7r,9s,10s,15s)-7-(furan-3-yl)-9-methyl-4,14-dioxo-3,6,13-trioxapentacyclo[10.2.2.1²,⁵.0¹,¹⁰.0⁵,⁹]heptadecane-15-carboxylate)

3D Structure for NP0305653 (methyl (2s,5s,7r,9s,10s,15s)-7-(furan-3-yl)-9-methyl-4,14-dioxo-3,6,13-trioxapentacyclo[10.2.2.1²,⁵.0¹,¹⁰.0⁵,⁹]heptadecane-15-carboxylate)