NP-MRD: Showing NP-Card for Piptocarphin F (NP0058699)

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Record Information

Version

2.0

Created at

2022-04-28 04:02:02 UTC

Updated at

2022-04-28 04:02:02 UTC

NP-MRD ID

NP0058699

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Piptocarphin F

Description

Piptocarphin F belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom. Piptocarphin F is found in Piptocarpha chontalensis and Piptocarpha poeppigiana. Piptocarphin F was first documented in 2008 (PMID: 18470811). Based on a literature review very few articles have been published on Piptocarphin F.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282206022D          

 29 31  0  0  1  0            999 V2000
    1.2820   -0.3044    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1022   -0.3924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8176    0.0184    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1549    0.7714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9752    0.6833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3124    1.4362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1198    1.6059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7006    1.9896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9852    1.5787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3733    2.1321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5530    2.2202    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8376    1.8093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5004    1.0564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6701    0.2490    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3580    1.1243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0453   -0.1619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3833    3.0276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3861   -0.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2111   -0.0340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6220   -0.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4470   -0.7512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4295   -0.5350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2562   -1.3415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4710   -1.5947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8680   -1.8950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6532   -1.6418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6947   -2.7015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2974   -1.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6562   -0.8420    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  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  1 14  1  0  0  0  0
 14 15  1  0  0  0  0
 11 15  1  0  0  0  0
 14 16  1  1  0  0  0
 11 17  1  1  0  0  0
  5 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  3 22  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
  1 28  1  6  0  0  0
  1 29  1  1  0  0  0
M  END

     RDKit          3D

 57 59  0  0  0  0  0  0  0  0999 V2000
    0.1593   -4.2862   -0.5374 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3065   -3.8482   -0.0612 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3994   -4.8205    0.1505 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4972   -2.4146    0.2547 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6493   -2.1183    0.7084 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4978   -1.4969    0.0655 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7207   -0.1266    0.3737 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0607    0.1591    1.5604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3391    0.8524    1.6449 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5190    1.3123    3.1651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3240    2.1256    1.0752 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5967    0.1285    1.3919 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4707    0.1076    2.5234 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5408   -1.2733    0.8755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6274   -1.1766   -0.6190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9236    0.2409   -0.8077 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1802    0.3369   -1.7086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8982    1.1813   -1.2510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6348    1.1380   -1.4977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1700    1.7622   -2.7154 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1466    1.6456   -2.8389 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8886    2.0796   -3.7890 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6261    0.9196   -1.6784 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0698    0.6171   -1.5160 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8189    1.8199   -1.4723 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3929    2.6010   -0.3938 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1535    3.8902   -0.2983 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5536    0.6235   -0.8892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3824    0.7538    0.4218 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0232   -5.3295   -0.7664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6643   -3.6213   -0.7084 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2976   -4.2736    0.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1264   -5.6203    0.8674 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6187   -5.3478   -0.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8416   -0.1223    0.6720 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0004   -0.7672    2.2068 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6380    0.8233    2.2226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6399    1.8948    3.4446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4231    1.9521    3.1562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6148    0.3982    3.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4534    2.5516    1.1040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0542    0.9069    2.5261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8121   -1.9414    1.3003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5294   -1.7525    1.1941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8078   -1.5787   -1.2041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5030   -1.8135   -0.9889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9387   -0.1166   -2.6761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5033    1.3818   -1.8132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9356   -0.3046   -1.2024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4607    2.1801   -1.3865 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4297    0.0192   -2.3759 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2970    0.1193   -0.5731 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5884    2.0362    0.5508 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3212    2.8269   -0.4384 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8518    4.3753    0.6627 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2403    3.7792   -0.2716 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8535    4.6105   -1.0959 H   0  0  0  0  0  0  0  0  0  0  0  0
 27 26  1  0
 26 25  1  0
 25 24  1  0
 24 23  1  0
 23 28  2  0
 28  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  6
  9 12  1  0
 12 13  1  1
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  6
 16 29  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
  7  6  1  0
  6  4  1  0
  4  5  2  0
  4  2  1  0
  2  3  1  0
  2  1  2  3
 21 23  1  0
 19 28  1  0
 29 12  1  0
 27 55  1  0
 27 56  1  0
 27 57  1  0
 26 53  1  0
 26 54  1  0
 24 51  1  0
 24 52  1  0
  7 35  1  1
  8 36  1  0
  8 37  1  0
 10 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 17 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
  3 32  1  0
  3 33  1  0
  3 34  1  0
  1 30  1  0
  1 31  1  0
M  END


  Mrv1652304282206022D          

 29 31  0  0  1  0            999 V2000
    1.2820   -0.3044    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1022   -0.3924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8176    0.0184    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1549    0.7714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9752    0.6833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3124    1.4362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1198    1.6059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7006    1.9896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9852    1.5787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3733    2.1321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5530    2.2202    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8376    1.8093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5004    1.0564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6701    0.2490    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3580    1.1243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0453   -0.1619    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3833    3.0276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3861   -0.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2111   -0.0340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6220   -0.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4470   -0.7512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4295   -0.5350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2562   -1.3415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4710   -1.5947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8680   -1.8950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6532   -1.6418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6947   -2.7015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2974   -1.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6562   -0.8420    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  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  1 14  1  0  0  0  0
 14 15  1  0  0  0  0
 11 15  1  0  0  0  0
 14 16  1  1  0  0  0
 11 17  1  1  0  0  0
  5 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  3 22  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
  1 28  1  6  0  0  0
  1 29  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0058699

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCOCC1=C2[C@@H](C[C@@](C)(O)[C@]3(O)CC[C@@](C)(O3)\C=C2\OC1=O)OC(=O)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C21H28O8/c1-6-26-11-13-16-14(28-18(13)23)9-19(4)7-8-21(25,29-19)20(5,24)10-15(16)27-17(22)12(2)3/h9,15,24-25H,2,6-8,10-11H2,1,3-5H3/b14-9+/t15-,19-,20-,21+/m1/s1

> <INCHI_KEY>
UBMOPFJLLXVNIM-ZUQHRPQWSA-N

> <FORMULA>
C21H28O8

> <MOLECULAR_WEIGHT>
408.447

> <EXACT_MASS>
408.178417862

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
41.72734610331304

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,8R,10R,11S)-6-(ethoxymethyl)-10,11-dihydroxy-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.0^{3,7}]tetradeca-2,6-dien-8-yl 2-methylprop-2-enoate

> <ALOGPS_LOGP>
0.95

> <JCHEM_LOGP>
1.395384257666667

> <ALOGPS_LOGS>
-2.79

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.854322214685297

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.972759699548012

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6511269338813506

> <JCHEM_POLAR_SURFACE_AREA>
111.52000000000002

> <JCHEM_REFRACTIVITY>
104.31869999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.55e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,8R,10R,11S)-6-(ethoxymethyl)-10,11-dihydroxy-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.0^{3,7}]tetradeca-2,6-dien-8-yl 2-methylprop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       2.393  -0.568   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.924  -0.733   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.260   0.034   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.889   1.440   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.420   1.275   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.050   2.681   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       9.557   2.998   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       6.908   3.714   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       5.572   2.947   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.430   3.980   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.899   4.144   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.564   3.377   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.934   1.972   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.251   0.465   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.535   2.099   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -0.085  -0.302   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.582   5.651   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.187  -0.060   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       9.727  -0.063   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      10.494  -1.399   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.034  -1.402   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       6.402  -0.999   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       6.078  -2.504   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       4.612  -2.977   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       7.220  -3.537   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.686  -3.065   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.897  -5.043   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.422  -2.108   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       1.225  -1.572   0.000  0.00  0.00           O+0
CONECT    1    2   14   28   29                                             
CONECT    2    1    3                                                       
CONECT    3    2    4   22                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6   18                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8    4   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   15   17                                             
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    1   15   16                                             
CONECT   15   14   11                                                       
CONECT   16   14                                                            
CONECT   17   11                                                            
CONECT   18    5   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22    3   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28    1                                                            
CONECT   29    1                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₈O₈

Average Mass

408.4470 Da

Monoisotopic Mass

408.17842 Da

IUPAC Name

(1R,8R,10R,11S)-6-(ethoxymethyl)-10,11-dihydroxy-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.0^{3,7}]tetradeca-2,6-dien-8-yl 2-methylprop-2-enoate

Traditional Name

(1R,8R,10R,11S)-6-(ethoxymethyl)-10,11-dihydroxy-1,10-dimethyl-5-oxo-4,14-dioxatricyclo[9.2.1.0^{3,7}]tetradeca-2,6-dien-8-yl 2-methylprop-2-enoate

CAS Registry Number

Not Available

SMILES

CCOCC1=C2[C@@H](C[C@@](C)(O)[C@]3(O)CC[C@@](C)(O3)\C=C2\OC1=O)OC(=O)C(C)=C

InChI Identifier

InChI=1S/C21H28O8/c1-6-26-11-13-16-14(28-18(13)23)9-19(4)7-8-21(25,29-19)20(5,24)10-15(16)27-17(22)12(2)3/h9,15,24-25H,2,6-8,10-11H2,1,3-5H3/b14-9+/t15-,19-,20-,21+/m1/s1

InChI Key

UBMOPFJLLXVNIM-ZUQHRPQWSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Piptocarpha chontalensis	Plant	KNApSAcK
Piptocarpha poeppigiana	LOTUS Database	35616633

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Dihydrofurans

Sub Class

Furanones

Direct Parent

Butenolides

Alternative Parents

Substituents

Dicarboxylic acid or derivatives
2-furanone
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Tertiary alcohol
Enol ester
Lactone
Hemiacetal
Carboxylic acid ester
Oxacycle
Ether
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
logP	0.95	ALOGPS
logP	1.4	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	10.97	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	111.52 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	104.32 m³·mol⁻¹	ChemAxon
Polarizability	41.73 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00012126

Chemspider ID

62813907

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

121225703

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Huo J, Yang SP, Xie BJ, Liao SG, Lin LP, Ding J, Yue JM: Cytotoxic sesquiterpenoids from Vernonia bockiana. J Asian Nat Prod Res. 2008 May-Jun;10(5-6):571-5. doi: 10.1080/10286020801966906. [PubMed:18470811 ]

Showing NP-Card for Piptocarphin F (NP0058699)

MOL for NP0058699 (Piptocarphin F)

3D MOL for NP0058699 (Piptocarphin F)

3D SDF for NP0058699 (Piptocarphin F)

3D-SDF for NP0058699 (Piptocarphin F)

PDB for NP0058699 (Piptocarphin F)

3D PDB for NP0058699 (Piptocarphin F)

SMILES for NP0058699 (Piptocarphin F)

INCHI for NP0058699 (Piptocarphin F)

Structure for NP0058699 (Piptocarphin F)

3D Structure for NP0058699 (Piptocarphin F)