NP-MRD: Showing NP-Card for Gambogefic acid E (NP0332286)

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Record Information

Version

2.0

Created at

2023-12-22 20:08:57 UTC

Updated at

2024-09-03 04:18:43 UTC

NP-MRD ID

NP0332286

Natural Product DOI

https://doi.org/10.57994/1487

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Gambogefic acid E

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 12222320082D          

 52 58  0  0  1  0            999 V2000
   -0.1231   -0.5703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7091   -0.1643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9467    0.6343    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5045    1.3308    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7535    0.9530    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7621    1.8074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4058    0.4184    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9213   -0.2257    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0490   -0.3939    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5251   -0.6354    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0782   -1.5573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2523   -2.1029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5143   -1.7342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4647   -0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1740   -2.1889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9120   -1.8202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1244   -3.0124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8836   -1.3425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5989   -1.5411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8159   -2.4726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1811   -0.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9793   -0.7568    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1881   -0.5232    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3066    0.0319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7173   -0.9302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5429   -0.8064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8205   -0.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6321    0.1186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7840    0.9591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1661   -0.5102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9777   -0.3621    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4437    0.2667    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2553    0.4148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0669    0.5629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3972    1.3530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6009   -0.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3234   -0.8429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5118   -0.9909    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0458   -1.6198    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2342   -1.7678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0506   -2.0923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3254   -2.6343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4226   -1.9159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8886   -1.2871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0770   -1.4352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0073   -2.3975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9157   -3.3137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1637   -3.6530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6263   -3.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2668   -2.8783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2615    0.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4414    1.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3  2  1  0  0  0  0
  3  4  1  1  0  0  0
  5  3  1  0  0  0  0
  5  6  1  6  0  0  0
  7  5  1  0  0  0  0
  7  8  1  6  0  0  0
  9  7  1  0  0  0  0
  9 10  1  0  0  0  0
 10  2  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 10 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 22 19  1  0  0  0  0
  9 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
  3 24  1  0  0  0  0
  9 25  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  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 34  2  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 38 37  1  0  0  0  0
 31 38  1  0  0  0  0
 38 39  1  1  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
 40 43  1  0  0  0  0
 30 44  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 26 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 46 49  1  0  0  0  0
 46 50  1  0  0  0  0
 27 51  1  0  0  0  0
  7 51  1  0  0  0  0
 51 52  2  0  0  0  0
M  END


  Mrv2104 12222320082D          

 52 58  0  0  1  0            999 V2000
   -0.1231   -0.5703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7091   -0.1643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9467    0.6343    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5045    1.3308    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7535    0.9530    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7621    1.8074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4058    0.4184    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9213   -0.2257    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0490   -0.3939    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5251   -0.6354    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0782   -1.5573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2523   -2.1029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5143   -1.7342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4647   -0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1740   -2.1889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9120   -1.8202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1244   -3.0124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8836   -1.3425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5989   -1.5411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8159   -2.4726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1811   -0.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9793   -0.7568    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1881   -0.5232    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3066    0.0319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7173   -0.9302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5429   -0.8064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8205   -0.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6321    0.1186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7840    0.9591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1661   -0.5102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9777   -0.3621    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4437    0.2667    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2553    0.4148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0669    0.5629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3972    1.3530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6009   -0.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3234   -0.8429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5118   -0.9909    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0458   -1.6198    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2342   -1.7678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0506   -2.0923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3254   -2.6343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4226   -1.9159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8886   -1.2871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0770   -1.4352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0073   -2.3975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9157   -3.3137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1637   -3.6530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6263   -3.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2668   -2.8783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2615    0.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4414    1.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  3  2  1  0  0  0  0
  3  4  1  1  0  0  0
  5  3  1  0  0  0  0
  5  6  1  6  0  0  0
  7  5  1  0  0  0  0
  7  8  1  6  0  0  0
  9  7  1  0  0  0  0
  9 10  1  0  0  0  0
 10  2  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 10 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 22 19  1  0  0  0  0
  9 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
  3 24  1  0  0  0  0
  9 25  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  2  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 34  2  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  1  0  0  0  0
 38 37  1  0  0  0  0
 31 38  1  0  0  0  0
 38 39  1  1  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
 40 43  1  0  0  0  0
 30 44  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 26 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 46 49  1  0  0  0  0
 46 50  1  0  0  0  0
 27 51  1  0  0  0  0
  7 51  1  0  0  0  0
 51 52  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0332286

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12C[C@]3([H])[C@H](O)[C@@]4([H])C(=O)C5=C(O[C@@]14[C@@](C\C=C(/C)C(O)=O)(OC2(C)C)C3=O)C(=C1OC(C)(C)[C@@]2([H])CCC(C)=C[C@@]2([H])C1=C5O)C(C)(C)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C38H46O9/c1-10-34(4,5)26-30-23(19-15-17(2)11-12-21(19)35(6,7)45-30)28(40)24-29(41)25-27(39)20-16-22-36(8,9)47-37(32(20)42,14-13-18(3)33(43)44)38(22,25)46-31(24)26/h10,13,15,19-22,25,27,39-40H,1,11-12,14,16H2,2-9H3,(H,43,44)/b18-13+/t19-,20-,21+,22+,25+,27+,37+,38?/m1/s1

> <INCHI_KEY>
ZHKMPLZPXWFVSN-XNCJHBMSSA-N

> <FORMULA>
C38H46O9

> <MOLECULAR_WEIGHT>
646.777

> <EXACT_MASS>
646.314183061

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
93

> <JCHEM_AVERAGE_POLARIZABILITY>
35.037936268627504

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-4-[(1S,2S,9S,14R,19R,20S,21R,23R)-16,20-dihydroxy-8,8,12,25,25-pentamethyl-5-(2-methylbut-3-en-2-yl)-18,22-dioxo-3,7,24-trioxaheptacyclo[19.4.1.0^{2,19}.0^{2,23}.0^{4,17}.0^{6,15}.0^{9,14}]hexacosa-4(17),5,12,15-tetraen-23-yl]-2-methylbut-2-enoic acid

> <JCHEM_LOGP>
6.160024947666669

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.398712408520284

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.5285167699890296

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1383463633529405

> <JCHEM_POLAR_SURFACE_AREA>
139.59

> <JCHEM_REFRACTIVITY>
175.84580000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-4-[(1S,2S,9S,14R,19R,20S,21R,23R)-16,20-dihydroxy-8,8,12,25,25-pentamethyl-5-(2-methylbut-3-en-2-yl)-18,22-dioxo-3,7,24-trioxaheptacyclo[19.4.1.0^{2,19}.0^{2,23}.0^{4,17}.0^{6,15}.0^{9,14}]hexacosa-4(17),5,12,15-tetraen-23-yl]-2-methylbut-2-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 22-DEC-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-DEC-23         0                                  
HETATM    1  O   UNK     0      -0.230  -1.065   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.324  -0.307   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.767   1.184   0.000  0.00  0.00           C+0
HETATM    4  H   UNK     0       0.942   2.484   0.000  0.00  0.00           H+0
HETATM    5  C   UNK     0       3.273   1.779   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       3.289   3.374   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       4.491   0.781   0.000  0.00  0.00           C+0
HETATM    8  H   UNK     0       5.453  -0.421   0.000  0.00  0.00           H+0
HETATM    9  C   UNK     0       3.825  -0.735   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.847  -1.186   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.879  -2.907   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.338  -3.925   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.960  -3.237   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.867  -1.700   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.325  -4.086   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.702  -3.398   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -0.232  -5.623   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       1.649  -2.506   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       2.985  -2.877   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.390  -4.616   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.071  -1.716   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.828  -1.413   0.000  0.00  0.00           C+0
HETATM   23  H   UNK     0       0.351  -0.977   0.000  0.00  0.00           H+0
HETATM   24  C   UNK     0       0.572   0.060   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       5.072  -1.736   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       6.613  -1.505   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.132  -0.055   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.647   0.221   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       8.930   1.790   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       9.643  -0.952   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      11.158  -0.676   0.000  0.00  0.00           C+0
HETATM   32  H   UNK     0      10.162   0.498   0.000  0.00  0.00           H+0
HETATM   33  C   UNK     0      11.677   0.774   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      13.192   1.051   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      13.808   2.526   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      14.188  -0.123   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      13.670  -1.573   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      12.155  -1.850   0.000  0.00  0.00           C+0
HETATM   39  H   UNK     0      13.152  -3.024   0.000  0.00  0.00           H+0
HETATM   40  C   UNK     0      11.637  -3.300   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      13.161  -3.906   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      11.807  -4.917   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      10.122  -3.576   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       9.125  -2.403   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       7.610  -2.679   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       7.480  -4.475   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       7.309  -6.186   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       5.906  -6.819   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       8.636  -5.660   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       6.098  -5.373   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       6.088   1.093   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0       6.424   2.660   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2    4    5   24                                             
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9   51                                             
CONECT    8    7                                                            
CONECT    9    7   10   22   25                                             
CONECT   10    9    2   11   18                                             
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   10   19                                                       
CONECT   19   18   20   21   22                                             
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   19    9   23   24                                             
CONECT   23   22                                                            
CONECT   24   22    3                                                       
CONECT   25    9   26                                                       
CONECT   26   25   27   45                                                  
CONECT   27   26   28   51                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   44                                                  
CONECT   31   30   32   33   38                                             
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   31   39   40                                             
CONECT   39   38                                                            
CONECT   40   38   41   42   43                                             
CONECT   41   40                                                            
CONECT   42   40                                                            
CONECT   43   40   44                                                       
CONECT   44   30   43   45                                                  
CONECT   45   44   26   46                                                  
CONECT   46   45   47   49   50                                             
CONECT   47   46   48                                                       
CONECT   48   47                                                            
CONECT   49   46                                                            
CONECT   50   46                                                            
CONECT   51   27    7   52                                                  
CONECT   52   51                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  116    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₈H₄₆O₉

Average Mass

646.7770 Da

Monoisotopic Mass

646.31418 Da

IUPAC Name

(2E)-4-[(1S,2S,9S,14R,19R,20S,21R,23R)-16,20-dihydroxy-8,8,12,25,25-pentamethyl-5-(2-methylbut-3-en-2-yl)-18,22-dioxo-3,7,24-trioxaheptacyclo[19.4.1.0^{2,19}.0^{2,23}.0^{4,17}.0^{6,15}.0^{9,14}]hexacosa-4(17),5,12,15-tetraen-23-yl]-2-methylbut-2-enoic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

[H][C@@]12C[C@]3([H])[C@H](O)[C@@]4([H])C(=O)C5=C(O[C@@]14[C@@](C\C=C(/C)C(O)=O)(OC2(C)C)C3=O)C(=C1OC(C)(C)[C@@]2([H])CCC(C)=C[C@@]2([H])C1=C5O)C(C)(C)C=C

InChI Identifier

InChI=1S/C38H46O9/c1-10-34(4,5)26-30-23(19-15-17(2)11-12-21(19)35(6,7)45-30)28(40)24-29(41)25-27(39)20-16-22-36(8,9)47-37(32(20)42,14-13-18(3)33(43)44)38(22,25)46-31(24)26/h10,13,15,19-22,25,27,39-40H,1,11-12,14,16H2,2-9H3,(H,43,44)/b18-13+/t19-,20-,21+,22+,25+,27+,37+,38?/m1/s1

InChI Key

ZHKMPLZPXWFVSN-XNCJHBMSSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	Carbon¹³ NMR Spectrum (1D, 151 MHz, CDCL3, experimental)	kngoto@p.kanazawa-u.ac.jp	Not Available	Not Available	2023-12-22	View Spectrum
HMBC NMR	[Proton, Carbon¹³] NMR Spectrum (2D, 600 MHz, CDCL3, experimental)	kngoto@p.kanazawa-u.ac.jp	Not Available	Not Available	2023-12-22	View Spectrum
1D NMR	Carbon¹³ NMR Spectrum (1D, 151 MHz, CDCL3, experimental)	kngoto@p.kanazawa-u.ac.jp	Not Available	Not Available	2023-12-22	View Spectrum
1D NMR	Proton NMR Spectrum (1D, 600 MHz, CDCL3, experimental)	kngoto@p.kanazawa-u.ac.jp	Not Available	Not Available	2023-12-22	View Spectrum
NOESY NMR	[Proton, Proton] NMR Spectrum (2D, 600 MHz, CDCL3, experimental)	kngoto@p.kanazawa-u.ac.jp	Not Available	Not Available	2023-12-22	View Spectrum
COSY NMR	[Proton, Proton] NMR Spectrum (2D, 600 MHz, CDCL3, experimental)	kngoto@p.kanazawa-u.ac.jp	Not Available	Not Available	2023-12-22	View Spectrum
HMQC NMR	[Proton, Carbon¹³] NMR Spectrum (2D, 600 MHz, CDCL3, experimental)	kngoto@p.kanazawa-u.ac.jp	Not Available	Not Available	2023-12-22	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Classification

Not classified

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	6.16	ChemAxon
pKa (Strongest Acidic)	3.53	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	139.59 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	175.85 m³·mol⁻¹	ChemAxon
Polarizability	35.04 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

Not Available

References

General References

Not Available

Showing NP-Card for Gambogefic acid E (NP0332286)

MOL for NP0332286 (Gambogefic acid E)

3D MOL for NP0332286 (Gambogefic acid E)

3D SDF for NP0332286 (Gambogefic acid E)

3D-SDF for NP0332286 (Gambogefic acid E)

PDB for NP0332286 (Gambogefic acid E)

3D PDB for NP0332286 (Gambogefic acid E)

SMILES for NP0332286 (Gambogefic acid E)

INCHI for NP0332286 (Gambogefic acid E)

Structure for NP0332286 (Gambogefic acid E)

3D Structure for NP0332286 (Gambogefic acid E)