NP-MRD: Showing NP-Card for Pauciflorin P (NP0332979)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2024-05-03 03:36:35 UTC

Updated at

2025-07-30 22:43:47 UTC

NP-MRD ID

NP0332979

Natural Product DOI

https://doi.org/10.57994/2260

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Pauciflorin P

Description

Pauciflorin P belongs to the class of organic compounds known as sesterterpenoids. These are terpenes composed of five consecutive isoprene units. Based on a literature review very few articles have been published on Pauciflorin P.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01152306132D          

 50 56  0  0  1  0            999 V2000
    5.3584    4.2094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5342    4.1736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0910    4.8694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4721    5.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2963    5.6370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0289    6.2970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2047    6.2612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8236    5.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2668    4.8336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8857    4.1018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1531    3.4418    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8507    2.6743    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0519    2.4678    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2306    3.2733    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7494    1.7003    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1926    1.0044    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0161    0.9540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2225    0.1552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5267   -0.2880    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9381   -0.8661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0401   -0.9337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8561   -0.8119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8901    0.2369    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3120    0.8254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5132    0.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2926   -0.1760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4939   -0.3825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0843    0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1363    1.0010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9351    1.2075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1556    2.0024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8708   -0.7645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6696   -0.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7914   -1.3740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7985    1.4711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5409    1.5905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5707    1.7793    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9260    1.7508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7195    2.5495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4154    2.9927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9520    2.8520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4872    2.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1830    2.5926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9766    3.3914    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5711    3.9633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7463    3.6883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3883    3.1701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9304    1.4536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3289    3.4060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5130    3.2842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  3  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11  2  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  1  6  0  0  0
 16 17  1  1  0  0  0
 17 18  1  0  0  0  0
 19 18  1  0  0  0  0
 19 20  1  6  0  0  0
 19 21  1  1  0  0  0
 21 22  2  0  0  0  0
 23 19  1  0  0  0  0
 16 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 25 30  1  0  0  0  0
 30 31  1  0  0  0  0
 26 32  1  0  0  0  0
 32 33  1  0  0  0  0
 23 33  1  0  0  0  0
 33 34  2  0  0  0  0
 24 35  2  0  0  0  0
 17 36  2  0  0  0  0
 15 37  1  1  0  0  0
 15 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 13 40  1  6  0  0  0
 39 41  2  0  0  0  0
 12 42  1  0  0  0  0
 42 43  1  0  0  0  0
 44 43  1  0  0  0  0
 11 44  1  0  0  0  0
 44 45  1  6  0  0  0
 44 46  1  1  0  0  0
 46 47  2  0  0  0  0
 42 48  2  0  0  0  0
 11 49  1  0  0  0  0
 10 49  1  0  0  0  0
 49 50  2  0  0  0  0
M  END


  Mrv2104 01152306132D          

 50 56  0  0  1  0            999 V2000
    5.3584    4.2094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5342    4.1736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0910    4.8694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4721    5.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2963    5.6370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0289    6.2970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2047    6.2612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8236    5.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2668    4.8336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8857    4.1018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1531    3.4418    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8507    2.6743    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0519    2.4678    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2306    3.2733    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7494    1.7003    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1926    1.0044    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0161    0.9540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2225    0.1552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5267   -0.2880    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9381   -0.8661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0401   -0.9337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8561   -0.8119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8901    0.2369    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3120    0.8254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5132    0.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2926   -0.1760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4939   -0.3825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0843    0.2061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1363    1.0010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9351    1.2075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1556    2.0024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8708   -0.7645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6696   -0.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7914   -1.3740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7985    1.4711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5409    1.5905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5707    1.7793    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9260    1.7508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7195    2.5495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4154    2.9927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9520    2.8520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4872    2.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1830    2.5926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9766    3.3914    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5711    3.9633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7463    3.6883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3883    3.1701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9304    1.4536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3289    3.4060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5130    3.2842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  3  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11  2  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  1  6  0  0  0
 16 17  1  1  0  0  0
 17 18  1  0  0  0  0
 19 18  1  0  0  0  0
 19 20  1  6  0  0  0
 19 21  1  1  0  0  0
 21 22  2  0  0  0  0
 23 19  1  0  0  0  0
 16 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 25 30  1  0  0  0  0
 30 31  1  0  0  0  0
 26 32  1  0  0  0  0
 32 33  1  0  0  0  0
 23 33  1  0  0  0  0
 33 34  2  0  0  0  0
 24 35  2  0  0  0  0
 17 36  2  0  0  0  0
 15 37  1  1  0  0  0
 15 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 13 40  1  6  0  0  0
 39 41  2  0  0  0  0
 12 42  1  0  0  0  0
 42 43  1  0  0  0  0
 44 43  1  0  0  0  0
 11 44  1  0  0  0  0
 44 45  1  6  0  0  0
 44 46  1  1  0  0  0
 46 47  2  0  0  0  0
 42 48  2  0  0  0  0
 11 49  1  0  0  0  0
 10 49  1  0  0  0  0
 49 50  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0332979

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]1(CC(=O)C[C@@]1([H])[C@H]1C(=O)C[C@@](C)(C=C)[C@@]11C(=O)OC2=C(C(C)=CC=C2)C1=O)[C@@H]1C(=O)C[C@](C)(C=C)[C@]11C(=O)OC2=CC=CC(C)=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C39H36O9/c1-7-36(5)17-24(41)30(38(36)32(43)28-19(3)11-9-13-26(28)47-34(38)45)22-15-21(40)16-23(22)31-25(42)18-37(6,8-2)39(31)33(44)29-20(4)12-10-14-27(29)48-35(39)46/h7-14,22-23,30-31H,1-2,15-18H2,3-6H3/t22-,23+,30+,31-,36-,37+,38+,39-

> <INCHI_KEY>
YDPCKXIIJPZHDX-KZDRLTEYSA-N

> <FORMULA>
C39H36O9

> <MOLECULAR_WEIGHT>
648.708

> <EXACT_MASS>
648.235932739

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
84

> <JCHEM_AVERAGE_POLARIZABILITY>
66.81625456250111

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2'R,3R,5'S)-2'-ethenyl-5'-[(1S,2R)-2-[(2'S,3S,5'R)-2'-ethenyl-2',5-dimethyl-2,4,4'-trioxo-2,4-dihydrospiro[1-benzopyran-3,1'-cyclopentan]-5'-yl]-4-oxocyclopentyl]-2',5-dimethyl-2,4-dihydrospiro[1-benzopyran-3,1'-cyclopentane]-2,4,4'-trione

> <JCHEM_LOGP>
5.6778919556666665

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.520237398246817

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.91615651330019

> <JCHEM_PKA_STRONGEST_BASIC>
-7.063727338863233

> <JCHEM_POLAR_SURFACE_AREA>
137.95

> <JCHEM_REFRACTIVITY>
174.12480000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2'R,3R,5'S)-2'-ethenyl-5'-[(1S,2R)-2-[(2'S,3S,5'R)-2'-ethenyl-2',5-dimethyl-2,4,4'-trioxospiro[1-benzopyran-3,1'-cyclopentan]-5'-yl]-4-oxocyclopentyl]-2',5-dimethylspiro[1-benzopyran-3,1'-cyclopentane]-2,4,4'-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-JAN-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-JAN-23         0                                  
HETATM    1  O   UNK     0      10.002   7.858   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       8.464   7.791   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.637   9.090   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.348  10.456   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.886  10.522   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.521  11.754   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.982  11.688   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.271  10.322   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.098   9.023   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       5.387   7.657   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       7.753   6.425   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.188   4.992   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.697   4.607   0.000  0.00  0.00           C+0
HETATM   14  H   UNK     0       6.030   6.110   0.000  0.00  0.00           H+0
HETATM   15  C   UNK     0       5.132   3.174   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.960   1.875   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.497   1.781   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.882   0.290   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.583  -0.538   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.485  -1.617   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.542  -1.743   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.065  -1.515   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.395   0.442   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.316   1.541   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.825   1.155   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.413  -0.329   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.922  -0.714   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.157   0.385   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.254   1.869   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.745   2.254   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.157   3.738   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       3.492  -1.427   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       4.983  -1.042   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       5.211  -2.565   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       3.357   2.746   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       8.476   2.969   0.000  0.00  0.00           O+0
HETATM   37  H   UNK     0       6.665   3.321   0.000  0.00  0.00           H+0
HETATM   38  C   UNK     0       3.595   3.268   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       3.210   4.759   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       4.509   5.586   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       1.777   5.324   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       8.376   4.012   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       9.675   4.840   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       9.290   6.331   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      10.399   7.398   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      10.726   6.885   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      11.925   5.918   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0       9.203   2.713   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0       6.214   6.358   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0       4.691   6.130   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4    9                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    3   10                                                  
CONECT   10    9   49                                                       
CONECT   11    2   12   44   49                                             
CONECT   12   11   13   42                                                  
CONECT   13   12   14   15   40                                             
CONECT   14   13                                                            
CONECT   15   13   16   37   38                                             
CONECT   16   15   17   23                                                  
CONECT   17   16   18   36                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21   23                                             
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21                                                            
CONECT   23   19   16   24   33                                             
CONECT   24   23   25   35                                                  
CONECT   25   24   26   30                                                  
CONECT   26   25   27   32                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   25   31                                                  
CONECT   31   30                                                            
CONECT   32   26   33                                                       
CONECT   33   32   23   34                                                  
CONECT   34   33                                                            
CONECT   35   24                                                            
CONECT   36   17                                                            
CONECT   37   15                                                            
CONECT   38   15   39                                                       
CONECT   39   38   40   41                                                  
CONECT   40   39   13                                                       
CONECT   41   39                                                            
CONECT   42   12   43   48                                                  
CONECT   43   42   44                                                       
CONECT   44   43   11   45   46                                             
CONECT   45   44                                                            
CONECT   46   44   47                                                       
CONECT   47   46                                                            
CONECT   48   42                                                            
CONECT   49   11   10   50                                                  
CONECT   50   49                                                            
MASTER        0    0    0    0    0    0    0    0   50    0  112    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₉H₃₆O₉

Average Mass

648.7080 Da

Monoisotopic Mass

648.23593 Da

IUPAC Name

(2'R,3R,5'S)-2'-ethenyl-5'-[(1S,2R)-2-[(2'S,3S,5'R)-2'-ethenyl-2',5-dimethyl-2,4,4'-trioxo-2,4-dihydrospiro[1-benzopyran-3,1'-cyclopentan]-5'-yl]-4-oxocyclopentyl]-2',5-dimethyl-2,4-dihydrospiro[1-benzopyran-3,1'-cyclopentane]-2,4,4'-trione

Traditional Name

(2'R,3R,5'S)-2'-ethenyl-5'-[(1S,2R)-2-[(2'S,3S,5'R)-2'-ethenyl-2',5-dimethyl-2,4,4'-trioxospiro[1-benzopyran-3,1'-cyclopentan]-5'-yl]-4-oxocyclopentyl]-2',5-dimethylspiro[1-benzopyran-3,1'-cyclopentane]-2,4,4'-trione

CAS Registry Number

Not Available

SMILES

[H][C@@]1(CC(=O)C[C@@]1([H])[C@H]1C(=O)C[C@@](C)(C=C)[C@@]11C(=O)OC2=C(C(C)=CC=C2)C1=O)[C@@H]1C(=O)C[C@](C)(C=C)[C@]11C(=O)OC2=CC=CC(C)=C2C1=O

InChI Identifier

InChI=1S/C39H36O9/c1-7-36(5)17-24(41)30(38(36)32(43)28-19(3)11-9-13-26(28)47-34(38)45)22-15-21(40)16-23(22)31-25(42)18-37(6,8-2)39(31)33(44)29-20(4)12-10-14-27(29)48-35(39)46/h7-14,22-23,30-31H,1-2,15-18H2,3-6H3/t22-,23+,30+,31-,36-,37+,38+,39-

InChI Key

YDPCKXIIJPZHDX-KZDRLTEYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, CDCl3, experimental)	hohmann.judit@szte.hu	University of Szeged	Judit Hohmann	2024-05-03	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, CDCl3, experimental)	hohmann.judit@szte.hu	University of Szeged	Judit Hohmann	2024-05-03	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl3, experimental)	hohmann.judit@szte.hu	University of Szeged	Judit Hohmann	2024-05-03	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, CDCl3, experimental)	hohmann.judit@szte.hu	University of Szeged	Judit Hohmann	2024-05-03	View Spectrum
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, CDCl3, experimental)	hohmann.judit@szte.hu	University of Szeged	Judit Hohmann	2024-05-03	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, CDCl3, experimental)	hohmann.judit@szte.hu	University of Szeged	Judit Hohmann	2024-05-03	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Centrapalus pauciflorus		Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as sesterterpenoids. These are terpenes composed of five consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesterterpenoids

Direct Parent

Sesterterpenoids

Alternative Parents

Substituents

Sesterterpenoid
Prostaglandin skeleton
Eicosanoid
Chromone
3,4-dihydrocoumarin
1-benzopyran
Benzopyran
Chromane
Aryl alkyl ketone
Aryl ketone
Gamma-keto acid
Delta_valerolactone
Fatty acid ester
Dihydropyranone
Delta valerolactone
Beta-keto acid
Fatty acyl
Alpha-branched alpha,beta-unsaturated-ketone
Benzenoid
Oxane
Keto acid
Dicarboxylic acid or derivatives
Alpha,beta-unsaturated ketone
Enone
Enol ester
Acryloyl-group
Cyclic ketone
Lactone
Ketone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
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	5.68	ChemAxon
pKa (Strongest Acidic)	18.92	ChemAxon
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	137.95 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	174.12 m³·mol⁻¹	ChemAxon
Polarizability	66.82 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Pauciflorin P (NP0332979)

MOL for NP0332979 (Pauciflorin P )

3D MOL for NP0332979 (Pauciflorin P )

3D SDF for NP0332979 (Pauciflorin P )

3D-SDF for NP0332979 (Pauciflorin P )

PDB for NP0332979 (Pauciflorin P )

3D PDB for NP0332979 (Pauciflorin P )

SMILES for NP0332979 (Pauciflorin P )

INCHI for NP0332979 (Pauciflorin P )

Structure for NP0332979 (Pauciflorin P )

3D Structure for NP0332979 (Pauciflorin P )