NP-MRD: Showing NP-Card for Pullenvalene B (NP0332810)

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Record Information

Version

2.0

Created at

2024-04-22 01:52:17 UTC

Updated at

2024-09-03 04:20:22 UTC

NP-MRD ID

NP0332810

Natural Product DOI

https://doi.org/10.57994/2084

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Pullenvalene B

Description

Pullenvalene B belongs to the class of organic compounds known as sesterterpenoids. These are terpenes composed of five consecutive isoprene units. Pullenvalene B was first documented in 2024 (PMID: 38575516). Based on a literature review very few articles have been published on Pullenvalene B.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01042304292D          

 53 57  0  0  1  0            999 V2000
    6.5075    2.5744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7063    2.7712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0764    3.5085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6927    1.9463    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4300    1.5762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1192    2.0296    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8566    1.6595    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.9047    0.8359    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6420    0.4658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3312    0.9193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6901   -0.3578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5457    2.1130    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.2831    1.7429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4976    2.9366    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.1868    3.3901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7603    3.3067    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7122    4.1303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9748    4.5004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9267    5.3240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0711    2.8532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0394    1.4426    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2097    0.6353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2382    1.6393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8925    2.3884    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4683    1.6808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2626    3.1257    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8091    3.8149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9855    3.7668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6154    3.0295    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0924    3.6675    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0689    2.3403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5535    1.6960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7816    1.9870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8198    2.8112    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0055    2.9438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5115    3.5764    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6946    3.6920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3863    4.4572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4305    4.5728    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9391    3.9232    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2110    3.5352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1948    3.1388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7559    4.0388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0643    4.8040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5557    5.4537    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8640    6.2189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1723    6.9841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0988    6.5272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6292    5.9106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7388    5.3380    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0200    4.2260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7663    2.4724    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0698    3.2961    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
  4  2  1  0  0  0  0
  4  5  1  6  0  0  0
  6  5  1  1  0  0  0
  7  6  1  0  0  0  0
  7  8  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
 16 17  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 16 20  1  0  0  0  0
  6 20  1  0  0  0  0
  4 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 24 23  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 29 28  1  0  0  0  0
 29 30  1  6  0  0  0
 29 31  1  0  0  0  0
 24 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 34 33  1  0  0  0  0
 34 29  1  0  0  0  0
 34 35  1  1  0  0  0
 34 36  1  6  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 39 38  1  6  0  0  0
 39 40  1  0  0  0  0
 40 41  1  1  0  0  0
 40 42  1  6  0  0  0
 40 43  1  0  0  0  0
 43 44  1  0  0  0  0
 45 44  1  0  0  0  0
 45 46  1  1  0  0  0
 46 47  1  0  0  0  0
 46 48  1  0  0  0  0
 46 49  1  0  0  0  0
 45 50  1  0  0  0  0
 39 50  1  0  0  0  0
 36 51  1  6  0  0  0
 26 52  1  1  0  0  0
 26 53  1  0  0  0  0
  2 53  1  0  0  0  0
M  END


  Mrv2104 01042304292D          

 53 57  0  0  1  0            999 V2000
    6.5075    2.5744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7063    2.7712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0764    3.5085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6927    1.9463    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4300    1.5762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1192    2.0296    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8566    1.6595    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.9047    0.8359    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6420    0.4658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3312    0.9193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6901   -0.3578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5457    2.1130    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.2831    1.7429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4976    2.9366    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.1868    3.3901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7603    3.3067    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7122    4.1303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9748    4.5004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9267    5.3240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0711    2.8532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0394    1.4426    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2097    0.6353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2382    1.6393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8925    2.3884    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4683    1.6808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2626    3.1257    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8091    3.8149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9855    3.7668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6154    3.0295    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0924    3.6675    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0689    2.3403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5535    1.6960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7816    1.9870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8198    2.8112    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0055    2.9438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5115    3.5764    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6946    3.6920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3863    4.4572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4305    4.5728    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9391    3.9232    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2110    3.5352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1948    3.1388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7559    4.0388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0643    4.8040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5557    5.4537    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8640    6.2189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1723    6.9841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0988    6.5272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6292    5.9106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7388    5.3380    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0200    4.2260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7663    2.4724    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0698    3.2961    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
  4  2  1  0  0  0  0
  4  5  1  6  0  0  0
  6  5  1  1  0  0  0
  7  6  1  0  0  0  0
  7  8  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  0  0  0  0
 16 17  1  6  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 16 20  1  0  0  0  0
  6 20  1  0  0  0  0
  4 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 24 23  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 29 28  1  0  0  0  0
 29 30  1  6  0  0  0
 29 31  1  0  0  0  0
 24 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 34 33  1  0  0  0  0
 34 29  1  0  0  0  0
 34 35  1  1  0  0  0
 34 36  1  6  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 39 38  1  6  0  0  0
 39 40  1  0  0  0  0
 40 41  1  1  0  0  0
 40 42  1  6  0  0  0
 40 43  1  0  0  0  0
 43 44  1  0  0  0  0
 45 44  1  0  0  0  0
 45 46  1  1  0  0  0
 46 47  1  0  0  0  0
 46 48  1  0  0  0  0
 46 49  1  0  0  0  0
 45 50  1  0  0  0  0
 39 50  1  0  0  0  0
 36 51  1  6  0  0  0
 26 52  1  1  0  0  0
 26 53  1  0  0  0  0
  2 53  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332810

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12CC[C@]3([H])OC(C)(C)[C@H](O[C@H]4O[C@H](COC)[C@@H](O)[C@H](O)[C@H]4NC(C)=O)[C@@H](O)C[C@@]3(C)C1=CC[C@]2(C)[C@@H](C)CC[C@H]1O[C@@H](CC[C@]1(C)O)C(C)(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C39H67NO11/c1-21(11-13-29-39(9,46)18-16-27(49-29)35(3,4)45)37(7)17-15-24-23(37)12-14-28-38(24,8)19-25(42)33(36(5,6)51-28)50-34-30(40-22(2)41)32(44)31(43)26(48-34)20-47-10/h15,21,23,25-34,42-46H,11-14,16-20H2,1-10H3,(H,40,41)/t21-,23-,25-,26+,27-,28-,29+,30+,31+,32+,33+,34+,37+,38-,39-/m0/s1

> <INCHI_KEY>
TUJJNYYWFLDVPT-VJEPCUOPSA-N

> <FORMULA>
C39H67NO11

> <MOLECULAR_WEIGHT>
725.961

> <EXACT_MASS>
725.471411981

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
118

> <JCHEM_AVERAGE_POLARIZABILITY>
81.29387542621338

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[(2R,3R,4R,5S,6R)-2-{[(2S,3R,5aS,7aR,8R,10bS)-2-hydroxy-8-[(2S)-4-[(2R,3S,6S)-3-hydroxy-6-(2-hydroxypropan-2-yl)-3-methyloxan-2-yl]butan-2-yl]-4,4,8,10b-tetramethyl-1H,2H,3H,4H,5aH,6H,7H,7aH,8H,9H,10bH-indeno[5,4-b]oxepin-3-yl]oxy}-4,5-dihydroxy-6-(methoxymethyl)oxan-3-yl]acetamide

> <JCHEM_LOGP>
1.9601619156666654

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.992238219185724

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.386796919798988

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5717152189918164

> <JCHEM_POLAR_SURFACE_AREA>
176.39999999999998

> <JCHEM_REFRACTIVITY>
190.04520000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
N-[(2R,3R,4R,5S,6R)-2-{[(2S,3R,5aS,7aR,8R,10bS)-2-hydroxy-8-[(2S)-4-[(2R,3S,6S)-3-hydroxy-6-(2-hydroxypropan-2-yl)-3-methyloxan-2-yl]butan-2-yl]-4,4,8,10b-tetramethyl-1H,2H,3H,5aH,6H,7H,7aH,9H-indeno[5,4-b]oxepin-3-yl]oxy}-4,5-dihydroxy-6-(methoxymethyl)oxan-3-yl]acetamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-JAN-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-JAN-23         0                                  
HETATM    1  C   UNK     0      12.147   4.806   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.652   5.173   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.343   6.549   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.626   3.633   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      12.003   2.942   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      13.289   3.789   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.666   3.098   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      14.755   1.560   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      16.132   0.870   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      17.418   1.716   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      16.222  -0.668   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      15.952   3.944   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      17.328   3.253   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      15.862   5.482   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      17.149   6.328   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      14.486   6.173   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.396   7.710   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      13.020   8.401   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      12.930   9.938   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      13.199   5.326   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       9.407   2.693   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       9.725   1.186   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       7.911   3.060   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.266   4.458   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.474   3.138   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.957   5.835   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.110   7.121   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.573   7.031   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.882   5.655   0.000  0.00  0.00           C+0
HETATM   30  H   UNK     0       3.906   6.846   0.000  0.00  0.00           H+0
HETATM   31  C   UNK     0       5.729   4.369   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.767   3.166   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.326   3.709   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       3.397   5.247   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       1.877   5.495   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       2.821   6.676   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       1.297   6.892   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       0.721   8.320   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -0.804   8.536   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -1.753   7.323   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -0.394   6.599   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      -2.230   5.859   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -3.278   7.539   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -3.853   8.968   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -2.904  10.180   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -3.479  11.609   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -4.055  13.037   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      -2.051  12.184   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0      -4.908  11.033   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      -1.379   9.964   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0       3.771   7.889   0.000  0.00  0.00           C+0
HETATM   52  H   UNK     0       8.897   4.615   0.000  0.00  0.00           H+0
HETATM   53  O   UNK     0       9.464   6.153   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4   53                                             
CONECT    3    2                                                            
CONECT    4    2    5   21                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   20                                                  
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    7   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   20                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18                                                            
CONECT   20   16    6                                                       
CONECT   21    4   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25   26   31                                             
CONECT   25   24                                                            
CONECT   26   24   27   52   53                                             
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31   34                                             
CONECT   30   29                                                            
CONECT   31   29   24   32                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   29   35   36                                             
CONECT   35   34                                                            
CONECT   36   34   37   51                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40   50                                                  
CONECT   40   39   41   42   43                                             
CONECT   41   40                                                            
CONECT   42   40                                                            
CONECT   43   40   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46   50                                                  
CONECT   46   45   47   48   49                                             
CONECT   47   46                                                            
CONECT   48   46                                                            
CONECT   49   46                                                            
CONECT   50   45   39                                                       
CONECT   51   36                                                            
CONECT   52   26                                                            
CONECT   53   26    2                                                       
MASTER        0    0    0    0    0    0    0    0   53    0  114    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₉H₆₇NO₁₁

Average Mass

725.9610 Da

Monoisotopic Mass

725.47141 Da

IUPAC Name

N-[(2R,3R,4R,5S,6R)-2-{[(2S,3R,5aS,7aR,8R,10bS)-2-hydroxy-8-[(2S)-4-[(2R,3S,6S)-3-hydroxy-6-(2-hydroxypropan-2-yl)-3-methyloxan-2-yl]butan-2-yl]-4,4,8,10b-tetramethyl-1H,2H,3H,4H,5aH,6H,7H,7aH,8H,9H,10bH-indeno[5,4-b]oxepin-3-yl]oxy}-4,5-dihydroxy-6-(methoxymethyl)oxan-3-yl]acetamide

Traditional Name

N-[(2R,3R,4R,5S,6R)-2-{[(2S,3R,5aS,7aR,8R,10bS)-2-hydroxy-8-[(2S)-4-[(2R,3S,6S)-3-hydroxy-6-(2-hydroxypropan-2-yl)-3-methyloxan-2-yl]butan-2-yl]-4,4,8,10b-tetramethyl-1H,2H,3H,5aH,6H,7H,7aH,9H-indeno[5,4-b]oxepin-3-yl]oxy}-4,5-dihydroxy-6-(methoxymethyl)oxan-3-yl]acetamide

CAS Registry Number

Not Available

SMILES

[H][C@]12CC[C@]3([H])OC(C)(C)[C@H](O[C@H]4O[C@H](COC)[C@@H](O)[C@H](O)[C@H]4NC(C)=O)[C@@H](O)C[C@@]3(C)C1=CC[C@]2(C)[C@@H](C)CC[C@H]1O[C@@H](CC[C@]1(C)O)C(C)(C)O

InChI Identifier

InChI=1S/C39H67NO11/c1-21(11-13-29-39(9,46)18-16-27(49-29)35(3,4)45)37(7)17-15-24-23(37)12-14-28-38(24,8)19-25(42)33(36(5,6)51-28)50-34-30(40-22(2)41)32(44)31(43)26(48-34)20-47-10/h15,21,23,25-34,42-46H,11-14,16-20H2,1-10H3,(H,40,41)/t21-,23-,25-,26+,27-,28-,29+,30+,31+,32+,33+,34+,37+,38-,39-/m0/s1

InChI Key

TUJJNYYWFLDVPT-VJEPCUOPSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
ROESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C5D5N, experimental)	a.agampodidewa@uq.edu.au	The University of Queensland	Amila Agampodi Dewa	2024-04-22	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	a.agampodidewa@uq.edu.au	The University of Queensland	Amila Agampodi Dewa	2024-04-22	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	a.agampodidewa@uq.edu.au	The University of Queensland	Amila Agampodi Dewa	2024-04-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C5D5N, experimental)	a.agampodidewa@uq.edu.au	The University of Queensland	Amila Agampodi Dewa	2024-04-22	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	a.agampodidewa@uq.edu.au	The University of Queensland	Amila Agampodi Dewa	2024-04-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CDCl3, experimental)	a.agampodidewa@uq.edu.au	The University of Queensland	Amila Agampodi Dewa	2024-04-22	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
sp. CMB-TN6F		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
Terpene glycoside
N-acyl-alpha-hexosamine
Fatty acyl glycoside of mono- or disaccharide
Fatty acyl glycoside
Alkyl glycoside
Oxepane
Fatty acyl
Oxane
Monosaccharide
Acetamide
Tertiary alcohol
Secondary alcohol
Carboxamide group
Oxacycle
Organoheterocyclic compound
Ether
Dialkyl ether
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
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	1.96	ChemAxon
pKa (Strongest Acidic)	12.39	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	176.4 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	190.05 m³·mol⁻¹	ChemAxon
Polarizability	81.29 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

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

Dewa AA, Khalil ZG, Hussein WM, Jin S, Wang Y, Cruz-Morales P, Capon RJ: Pullenvalenes A-D: Nitric Oxide-Mediated Transcriptional Activation (NOMETA) Enables Discovery of Triterpene Aminoglycosides from Australian Termite Nest-Derived Fungi. J Nat Prod. 2024 Apr 4. doi: 10.1021/acs.jnatprod.3c01233. [PubMed:38575516 ]

Showing NP-Card for Pullenvalene B (NP0332810)

MOL for NP0332810 (Pullenvalene B)

3D MOL for NP0332810 (Pullenvalene B)

3D SDF for NP0332810 (Pullenvalene B)

3D-SDF for NP0332810 (Pullenvalene B)

PDB for NP0332810 (Pullenvalene B)

3D PDB for NP0332810 (Pullenvalene B)

SMILES for NP0332810 (Pullenvalene B)

INCHI for NP0332810 (Pullenvalene B)

Structure for NP0332810 (Pullenvalene B)

3D Structure for NP0332810 (Pullenvalene B)