NP-MRD: Showing NP-Card for (2s,4as,6ar,10as,10bs)-2-(furan-3-yl)-6a,10b-dimethyl-4-oxo-1h,2h,4ah,5h,6h,9h,10h,10ah-naphtho[2,1-c]pyran-7-carboxylic acid (NP0330207)

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Record Information

Version

1.0

Created at

2022-09-12 15:20:10 UTC

Updated at

2022-09-12 15:20:10 UTC

NP-MRD ID

NP0330207

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,4as,6ar,10as,10bs)-2-(furan-3-yl)-6a,10b-dimethyl-4-oxo-1h,2h,4ah,5h,6h,9h,10h,10ah-naphtho[2,1-c]pyran-7-carboxylic acid

Description

Floribundic acid, also known as floribundate, belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. (2s,4as,6ar,10as,10bs)-2-(furan-3-yl)-6a,10b-dimethyl-4-oxo-1h,2h,4ah,5h,6h,9h,10h,10ah-naphtho[2,1-c]pyran-7-carboxylic acid is found in Penianthus zenkeri. It was first documented in 2008 (PMID: 18596648). Based on a literature review very few articles have been published on Floribundic acid (PMID: 35164183).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122217202D          

 25 28  0  0  1  0            999 V2000
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0145    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6789    2.5951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2920    3.1471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0065    2.7346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8350    1.9277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  2  1  1  1  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
 11 12  2  0  0  0  0
 13 11  1  1  0  0  0
  2 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 18 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 24  1  1  0  0  0
  2 25  1  0  0  0  0
 16 25  1  0  0  0  0
M  END

     RDKit          3D

 49 52  0  0  0  0  0  0  0  0999 V2000
    1.2020   -1.2907    1.0583 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5016   -0.3330    0.0862 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5016    0.8044   -0.0920 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5950    0.5477   -1.0443 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8439    1.1389   -0.4965 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7276    0.6019    0.4164 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7270    1.5390    0.5998 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4726    2.5931   -0.1575 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3590    2.3678   -0.8119 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7825   -0.8042   -1.4062 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6834   -1.6880   -1.4887 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8041   -2.9048   -1.7047 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3911   -0.9736   -1.2854 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7966   -1.8714   -1.3675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0301   -1.0704   -1.2091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9867    0.0634   -0.2254 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1822    1.4147   -0.9465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2543   -0.0573    0.5785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5321   -0.2302   -0.1517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6195   -0.3382    0.4478 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5332   -0.2743   -1.5296 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3493   -0.0301    1.8712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1721    0.1281    2.7306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0330   -0.5859    1.9764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7934    0.1178    0.6515 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5356   -2.0540    1.4574 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6833   -0.6490    1.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0336   -1.8246    0.5542 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8881    1.0858    0.9347 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9117    1.6939   -0.3962 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3923    1.0800   -2.0019 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6475   -0.3511    0.8843 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5998    1.4862    1.2388 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9036    3.0628   -1.5123 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3471   -0.2291   -2.1034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7982   -2.3361   -2.3825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6774   -2.6989   -0.6519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3359   -0.6263   -2.2038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8534   -1.7961   -0.9851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9037    1.3341   -1.7820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2442    1.7602   -1.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5959    2.1030   -0.2076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1044    0.3496   -2.1124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3417   -0.1280    2.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2872   -0.4216    3.6853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8691    1.1705    2.8875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1768   -0.5117    2.6388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4173   -1.5844    1.7634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6462    1.2202    0.8959 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
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  6
 16 25  1  0
 25 24  1  0
 24 23  1  0
 23 22  1  0
 22 18  2  0
 18 19  1  0
 19 21  1  0
 19 20  2  0
  4  5  1  0
  5  9  2  0
  9  8  1  0
  8  7  1  0
  7  6  2  0
 13  2  1  0
 18 16  1  0
  6  5  1  0
 25  2  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  6
 13 35  1  6
 14 36  1  0
 14 37  1  0
 15 38  1  0
 15 39  1  0
 17 40  1  0
 17 41  1  0
 17 42  1  0
 25 49  1  1
 24 47  1  0
 24 48  1  0
 23 45  1  0
 23 46  1  0
 22 44  1  0
 21 43  1  0
  9 34  1  0
  7 33  1  0
  6 32  1  0
M  END


  Mrv1652309122217202D          

 25 28  0  0  1  0            999 V2000
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0145    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6789    2.5951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2920    3.1471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0065    2.7346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8350    1.9277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -1.7309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  2  1  1  1  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
 11 12  2  0  0  0  0
 13 11  1  1  0  0  0
  2 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 18 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 24  1  1  0  0  0
  2 25  1  0  0  0  0
 16 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0330207

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@]12C[C@H](OC(=O)[C@H]1CC[C@]1(C)[C@H]2CCC=C1C(O)=O)C1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H24O5/c1-19-8-6-14-18(23)25-15(12-7-9-24-11-12)10-20(14,2)16(19)5-3-4-13(19)17(21)22/h4,7,9,11,14-16H,3,5-6,8,10H2,1-2H3,(H,21,22)/t14-,15+,16-,19+,20-/m1/s1

> <INCHI_KEY>
HIDTYMFIVRETDY-VQEGESQYSA-N

> <FORMULA>
C20H24O5

> <MOLECULAR_WEIGHT>
344.407

> <EXACT_MASS>
344.162373873

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
36.48097087127906

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,4aS,6aR,10aS,10bS)-2-(furan-3-yl)-6a,10b-dimethyl-4-oxo-1H,2H,4H,4aH,5H,6H,6aH,9H,10H,10aH,10bH-naphtho[2,1-c]pyran-7-carboxylic acid

> <JCHEM_LOGP>
3.4466985543333326

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.042733600313839

> <JCHEM_PKA_STRONGEST_BASIC>
-2.888607949699281

> <JCHEM_POLAR_SURFACE_AREA>
76.74

> <JCHEM_REFRACTIVITY>
90.79119999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S,4aS,6aR,10aS,10bS)-2-(furan-3-yl)-6a,10b-dimethyl-4-oxo-1H,2H,4aH,5H,6H,9H,10H,10aH-naphtho[2,1-c]pyran-7-carboxylic acid

> <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       3.644   2.104   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.494   3.437   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.867   4.844   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.012   5.875   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       9.345   5.105   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       9.025   3.598   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       7.494   0.770   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       7.494  -1.897   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.414  -1.897   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.874  -1.897   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334  -1.897   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.206  -1.897   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       0.564  -3.231   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -1.746  -1.897   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   13   25                                             
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   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11    2   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18   25                                             
CONECT   17   16                                                            
CONECT   18   16   19   22                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   18   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24    2   16                                                  
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

View in JSmol

Synonyms

Value	Source
Floribundate	Generator

Chemical Formula

C₂₀H₂₄O₅

Average Mass

344.4070 Da

Monoisotopic Mass

344.16237 Da

IUPAC Name

(2S,4aS,6aR,10aS,10bS)-2-(furan-3-yl)-6a,10b-dimethyl-4-oxo-1H,2H,4H,4aH,5H,6H,6aH,9H,10H,10aH,10bH-naphtho[2,1-c]pyran-7-carboxylic acid

Traditional Name

(2S,4aS,6aR,10aS,10bS)-2-(furan-3-yl)-6a,10b-dimethyl-4-oxo-1H,2H,4aH,5H,6H,9H,10H,10aH-naphtho[2,1-c]pyran-7-carboxylic acid

CAS Registry Number

Not Available

SMILES

C[C@@]12C[C@H](OC(=O)[C@H]1CC[C@]1(C)[C@H]2CCC=C1C(O)=O)C1=COC=C1

InChI Identifier

InChI=1S/C20H24O5/c1-19-8-6-14-18(23)25-15(12-7-9-24-11-12)10-20(14,2)16(19)5-3-4-13(19)17(21)22/h4,7,9,11,14-16H,3,5-6,8,10H2,1-2H3,(H,21,22)/t14-,15+,16-,19+,20-/m1/s1

InChI Key

HIDTYMFIVRETDY-VQEGESQYSA-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
Penianthus zenkeri	LOTUS Database	35616633

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Diterpene lactones

Alternative Parents

Substituents

Diterpene lactone
Diterpenoid
Clerodane diterpenoid
Naphthopyran
Naphthalene
Delta valerolactone
Delta_valerolactone
Dicarboxylic acid or derivatives
Oxane
Pyran
Heteroaromatic compound
Furan
Lactone
Carboxylic acid ester
Organoheterocyclic compound
Oxacycle
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
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
logP	3.45	ChemAxon
pKa (Strongest Acidic)	4.04	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	76.74 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	90.79 m³·mol⁻¹	ChemAxon
Polarizability	36.48 Å³	ChemAxon
Number of Rings	4	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

Not Available

Chemspider ID

23551261

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14635590

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Goyzueta-Mamani LD, Barazorda-Ccahuana HL, Chavez-Fumagalli MA, F Alvarez KL, Aguilar-Pineda JA, Vera-Lopez KJ, Lino Cardenas CL: In Silico Analysis of Metabolites from Peruvian Native Plants as Potential Therapeutics against Alzheimer's Disease. Molecules. 2022 Jan 28;27(3). pii: molecules27030918. doi: 10.3390/molecules27030918. [PubMed:35164183 ]
De Marino S, Gala F, Zollo F, Vitalini S, Fico G, Visioli F, Iorizzi M: Identification of minor secondary metabolites from the latex of Croton lechleri (Muell-Arg) and evaluation of their antioxidant activity. Molecules. 2008 Jun 1;13(6):1219-29. doi: 10.3390/molecules13061219. [PubMed:18596648 ]
LOTUS database [Link]

Showing NP-Card for (2s,4as,6ar,10as,10bs)-2-(furan-3-yl)-6a,10b-dimethyl-4-oxo-1h,2h,4ah,5h,6h,9h,10h,10ah-naphtho[2,1-c]pyran-7-carboxylic acid (NP0330207)

MOL for NP0330207 ((2s,4as,6ar,10as,10bs)-2-(furan-3-yl)-6a,10b-dimethyl-4-oxo-1h,2h,4ah,5h,6h,9h,10h,10ah-naphtho[2,1-c]pyran-7-carboxylic acid)

3D MOL for NP0330207 ((2s,4as,6ar,10as,10bs)-2-(furan-3-yl)-6a,10b-dimethyl-4-oxo-1h,2h,4ah,5h,6h,9h,10h,10ah-naphtho[2,1-c]pyran-7-carboxylic acid)

3D SDF for NP0330207 ((2s,4as,6ar,10as,10bs)-2-(furan-3-yl)-6a,10b-dimethyl-4-oxo-1h,2h,4ah,5h,6h,9h,10h,10ah-naphtho[2,1-c]pyran-7-carboxylic acid)

3D-SDF for NP0330207 ((2s,4as,6ar,10as,10bs)-2-(furan-3-yl)-6a,10b-dimethyl-4-oxo-1h,2h,4ah,5h,6h,9h,10h,10ah-naphtho[2,1-c]pyran-7-carboxylic acid)

PDB for NP0330207 ((2s,4as,6ar,10as,10bs)-2-(furan-3-yl)-6a,10b-dimethyl-4-oxo-1h,2h,4ah,5h,6h,9h,10h,10ah-naphtho[2,1-c]pyran-7-carboxylic acid)

3D PDB for NP0330207 ((2s,4as,6ar,10as,10bs)-2-(furan-3-yl)-6a,10b-dimethyl-4-oxo-1h,2h,4ah,5h,6h,9h,10h,10ah-naphtho[2,1-c]pyran-7-carboxylic acid)

SMILES for NP0330207 ((2s,4as,6ar,10as,10bs)-2-(furan-3-yl)-6a,10b-dimethyl-4-oxo-1h,2h,4ah,5h,6h,9h,10h,10ah-naphtho[2,1-c]pyran-7-carboxylic acid)

INCHI for NP0330207 ((2s,4as,6ar,10as,10bs)-2-(furan-3-yl)-6a,10b-dimethyl-4-oxo-1h,2h,4ah,5h,6h,9h,10h,10ah-naphtho[2,1-c]pyran-7-carboxylic acid)

Structure for NP0330207 ((2s,4as,6ar,10as,10bs)-2-(furan-3-yl)-6a,10b-dimethyl-4-oxo-1h,2h,4ah,5h,6h,9h,10h,10ah-naphtho[2,1-c]pyran-7-carboxylic acid)

3D Structure for NP0330207 ((2s,4as,6ar,10as,10bs)-2-(furan-3-yl)-6a,10b-dimethyl-4-oxo-1h,2h,4ah,5h,6h,9h,10h,10ah-naphtho[2,1-c]pyran-7-carboxylic acid)