NP-MRD: Showing NP-Card for 3β-palmityloxy-19α-hydroxyursane (NP0332790)

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Record Information

Version

2.0

Created at

2024-04-20 01:32:47 UTC

Updated at

2024-09-03 04:20:19 UTC

NP-MRD ID

NP0332790

Natural Product DOI

https://doi.org/10.57994/2061

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3β-palmityloxy-19α-hydroxyursane

Description

3β-Palmityloxy-19α-hydroxyursane belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. 3β-palmityloxy-19α-hydroxyursane was first documented in 2024 (PMID: 38600044). Based on a literature review very few articles have been published on 3β-palmityloxy-19α-hydroxyursane.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01022304092D          

 53 57  0  0  1  0            999 V2000
   -7.3289   -1.4305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3895   -1.4305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4302   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -3.3000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.5737   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.5737   -1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026   -3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -10.7171   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -10.0026   -4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7171   -4.5375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  -11.4315   -4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7171   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -11.2020   -3.0451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4315   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1460   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1460   -4.5375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -12.8605   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4315   -4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -10.7171   -5.3625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4315   -5.7750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -10.6191   -5.6317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1494   -6.5502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1460   -6.1875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -12.1460   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8605   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8605   -4.9500    0.0000 C   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  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  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
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 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
  6 22  2  0  0  0  0
  4 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 24  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  0  0  0  0
 27  2  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 31 30  1  0  0  0  0
 31 32  1  1  0  0  0
 31 33  1  0  0  0  0
 33 25  1  0  0  0  0
 33 34  1  6  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 37 36  1  0  0  0  0
 37 38  1  1  0  0  0
 37 39  1  0  0  0  0
 39 31  1  0  0  0  0
 39 40  1  6  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 43 42  1  0  0  0  0
 43 44  1  1  0  0  0
 45 43  1  0  0  0  0
 45 37  1  0  0  0  0
 45 46  1  6  0  0  0
 45 47  1  0  0  0  0
 47 48  1  1  0  0  0
 47 49  1  6  0  0  0
 47 50  1  0  0  0  0
 50 51  1  6  0  0  0
 50 52  1  0  0  0  0
 52 53  1  0  0  0  0
 43 53  1  0  0  0  0
M  END


  Mrv2104 01022304092D          

 53 57  0  0  1  0            999 V2000
   -7.3289   -1.4305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3895   -1.4305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4302   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -3.3000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.5737   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.5737   -1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026   -3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -10.7171   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -10.0026   -4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7171   -4.5375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  -11.4315   -4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7171   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -11.2020   -3.0451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4315   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1460   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1460   -4.5375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -12.8605   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4315   -4.9500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -10.7171   -5.3625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4315   -5.7750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -10.6191   -5.6317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1494   -6.5502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1460   -6.1875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -12.1460   -7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8605   -5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8605   -4.9500    0.0000 C   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  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  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
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 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
  6 22  2  0  0  0  0
  4 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 24  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  0  0  0  0
 27  2  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 31 30  1  0  0  0  0
 31 32  1  1  0  0  0
 31 33  1  0  0  0  0
 33 25  1  0  0  0  0
 33 34  1  6  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 37 36  1  0  0  0  0
 37 38  1  1  0  0  0
 37 39  1  0  0  0  0
 39 31  1  0  0  0  0
 39 40  1  6  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 43 42  1  0  0  0  0
 43 44  1  1  0  0  0
 45 43  1  0  0  0  0
 45 37  1  0  0  0  0
 45 46  1  6  0  0  0
 45 47  1  0  0  0  0
 47 48  1  1  0  0  0
 47 49  1  6  0  0  0
 47 50  1  0  0  0  0
 50 51  1  6  0  0  0
 50 52  1  0  0  0  0
 52 53  1  0  0  0  0
 43 53  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332790

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12CC[C@]3([H])[C@@]4(C)CC[C@H](OC(=O)CCCCCCCCCCCCCCC)C(C)(C)[C@]4([H])CC[C@@]3(C)[C@]1(C)CC[C@@]1(C)CC[C@@H](C)[C@@](C)(O)[C@]21[H]

> <INCHI_IDENTIFIER>
InChI=1S/C46H82O3/c1-10-11-12-13-14-15-16-17-18-19-20-21-22-23-39(47)49-38-28-30-43(6)36(41(38,3)4)27-31-45(8)37(43)25-24-35-40-42(5,32-33-44(35,45)7)29-26-34(2)46(40,9)48/h34-38,40,48H,10-33H2,1-9H3/t34-,35-,36+,37-,38+,40-,42-,43+,44-,45-,46-/m1/s1

> <INCHI_KEY>
IRVDUMBDYXIYTK-QBQASVQASA-N

> <FORMULA>
C46H82O3

> <MOLECULAR_WEIGHT>
683.159

> <EXACT_MASS>
682.6263965

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
131

> <JCHEM_AVERAGE_POLARIZABILITY>
88.91521365691513

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S,4aR,6aR,6bR,8aR,11R,12R,12aR,12bR,14aR,14bR)-12-hydroxy-4,4,6a,6b,8a,11,12,14b-octamethyl-docosahydropicen-3-yl hexadecanoate

> <JCHEM_LOGP>
13.47949269933333

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-0.07129312385833475

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
206.32730000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(3S,4aR,6aR,6bR,8aR,11R,12R,12aR,12bR,14aR,14bR)-12-hydroxy-4,4,6a,6b,8a,11,12,14b-octamethyl-hexadecahydropicen-3-yl hexadecanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-JAN-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-JAN-23         0                                  
HETATM    1  C   UNK     0     -13.681  -2.670   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -14.670  -3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -15.660  -2.670   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -13.337  -4.620   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0     -12.003  -3.850   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0     -10.669  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -9.336  -3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -8.002  -4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -6.668  -3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.001  -3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334  -3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334  -3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -3.850   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.668  -3.850   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.336  -3.850   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0     -10.669  -6.160   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0     -13.337  -6.160   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -14.670  -6.930   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -16.004  -6.160   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -16.004  -7.700   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -16.004  -4.620   0.000  0.00  0.00           C+0
HETATM   28  H   UNK     0     -16.004  -3.080   0.000  0.00  0.00           H+0
HETATM   29  C   UNK     0     -17.338  -3.850   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -18.672  -4.620   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -18.672  -6.160   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -20.005  -5.390   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -17.338  -6.930   0.000  0.00  0.00           C+0
HETATM   34  H   UNK     0     -18.672  -7.700   0.000  0.00  0.00           H+0
HETATM   35  C   UNK     0     -17.338  -8.470   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -18.672  -9.240   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -20.005  -8.470   0.000  0.00  0.00           C+0
HETATM   38  H   UNK     0     -21.339  -7.700   0.000  0.00  0.00           H+0
HETATM   39  C   UNK     0     -20.005  -6.930   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0     -20.910  -5.684   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0     -21.339  -6.160   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0     -22.673  -6.930   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0     -22.673  -8.470   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0     -24.006  -7.700   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0     -21.339  -9.240   0.000  0.00  0.00           C+0
HETATM   46  H   UNK     0     -20.005 -10.010   0.000  0.00  0.00           H+0
HETATM   47  C   UNK     0     -21.339 -10.780   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0     -19.822 -10.513   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0     -20.812 -12.227   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0     -22.673 -11.550   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0     -22.673 -13.090   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0     -24.006 -10.780   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0     -24.006  -9.240   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4   27                                             
CONECT    3    2                                                            
CONECT    4    2    5   23                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   22                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22    6                                                            
CONECT   23    4   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27   33                                             
CONECT   26   25                                                            
CONECT   27   25    2   28   29                                             
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   33   39                                             
CONECT   32   31                                                            
CONECT   33   31   25   34   35                                             
CONECT   34   33                                                            
CONECT   35   33   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38   39   45                                             
CONECT   38   37                                                            
CONECT   39   37   31   40   41                                             
CONECT   40   39                                                            
CONECT   41   39   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44   45   53                                             
CONECT   44   43                                                            
CONECT   45   43   37   46   47                                             
CONECT   46   45                                                            
CONECT   47   45   48   49   50                                             
CONECT   48   47                                                            
CONECT   49   47                                                            
CONECT   50   47   51   52                                                  
CONECT   51   50                                                            
CONECT   52   50   53                                                       
CONECT   53   52   43                                                       
MASTER        0    0    0    0    0    0    0    0   53    0  114    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₆H₈₂O₃

Average Mass

683.1590 Da

Monoisotopic Mass

682.62640 Da

IUPAC Name

(3S,4aR,6aR,6bR,8aR,11R,12R,12aR,12bR,14aR,14bR)-12-hydroxy-4,4,6a,6b,8a,11,12,14b-octamethyl-docosahydropicen-3-yl hexadecanoate

Traditional Name

(3S,4aR,6aR,6bR,8aR,11R,12R,12aR,12bR,14aR,14bR)-12-hydroxy-4,4,6a,6b,8a,11,12,14b-octamethyl-hexadecahydropicen-3-yl hexadecanoate

CAS Registry Number

Not Available

SMILES

[H][C@]12CC[C@]3([H])[C@@]4(C)CC[C@H](OC(=O)CCCCCCCCCCCCCCC)C(C)(C)[C@]4([H])CC[C@@]3(C)[C@]1(C)CC[C@@]1(C)CC[C@@H](C)[C@@](C)(O)[C@]21[H]

InChI Identifier

InChI=1S/C46H82O3/c1-10-11-12-13-14-15-16-17-18-19-20-21-22-23-39(47)49-38-28-30-43(6)36(41(38,3)4)27-31-45(8)37(43)25-24-35-40-42(5,32-33-44(35,45)7)29-26-34(2)46(40,9)48/h34-38,40,48H,10-33H2,1-9H3/t34-,35-,36+,37-,38+,40-,42-,43+,44-,45-,46-/m1/s1

InChI Key

IRVDUMBDYXIYTK-QBQASVQASA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View

Predicted Spectra

Not Available

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 500, C3D6O, simulated)	shtwangxin@buu.edu.cn	Beijing Union University	Xin Wang	2024-04-20	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
setosum		Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Fatty alcohol ester
Fatty acid ester
Fatty acyl
Tertiary alcohol
Cyclic alcohol
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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	13.48	ChemAxon
pKa (Strongest Basic)	-0.071	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	206.33 m³·mol⁻¹	ChemAxon
Polarizability	88.92 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

Xu QJ, Liu JC, Huang CJ, Wang X, Shang XY: Triterpene esters of cirsium setosum and their anti-inflammatory activity. J Asian Nat Prod Res. 2024 Apr 10:1-8. doi: 10.1080/10286020.2024.2340074. [PubMed:38600044 ]

Showing NP-Card for 3β-palmityloxy-19α-hydroxyursane (NP0332790)

MOL for NP0332790 (3β-palmityloxy-19α-hydroxyursane)

3D MOL for NP0332790 (3β-palmityloxy-19α-hydroxyursane)

3D SDF for NP0332790 (3β-palmityloxy-19α-hydroxyursane)

3D-SDF for NP0332790 (3β-palmityloxy-19α-hydroxyursane)

PDB for NP0332790 (3β-palmityloxy-19α-hydroxyursane)

3D PDB for NP0332790 (3β-palmityloxy-19α-hydroxyursane)

SMILES for NP0332790 (3β-palmityloxy-19α-hydroxyursane)

INCHI for NP0332790 (3β-palmityloxy-19α-hydroxyursane)

Structure for NP0332790 (3β-palmityloxy-19α-hydroxyursane)

3D Structure for NP0332790 (3β-palmityloxy-19α-hydroxyursane)