NP-MRD: Showing NP-Card for (2z)-4-[(1r,2r,7s,16s,18s)-11-hydroxy-10-(3-hydroxy-3-methylbutyl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraen-18-yl]-2-methylbut-2-enoic acid (NP0222380)

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Record Information

Version

2.0

Created at

2022-09-06 00:12:10 UTC

Updated at

2022-09-06 00:12:10 UTC

NP-MRD ID

NP0222380

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2z)-4-[(1r,2r,7s,16s,18s)-11-hydroxy-10-(3-hydroxy-3-methylbutyl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraen-18-yl]-2-methylbut-2-enoic acid

Description

(2Z)-4-[(1R,2R,7S,16S,18S)-11-hydroxy-10-(3-hydroxy-3-methylbutyl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]Henicosa-4(12),5(9),10,14-tetraen-18-yl]-2-methylbut-2-enoic acid belongs to the class of organic compounds known as xanthones. These are polycyclic aromatic compounds containing a xanthene moiety conjugated to a ketone group at carbon 9. Xanthene is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring. (2z)-4-[(1r,2r,7s,16s,18s)-11-hydroxy-10-(3-hydroxy-3-methylbutyl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraen-18-yl]-2-methylbut-2-enoic acid is found in Garcinia scortechinii. Based on a literature review very few articles have been published on (2Z)-4-[(1R,2R,7S,16S,18S)-11-hydroxy-10-(3-hydroxy-3-methylbutyl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]Henicosa-4(12),5(9),10,14-tetraen-18-yl]-2-methylbut-2-enoic acid.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062202122D          

 44 49  0  0  1  0            999 V2000
    0.1313    1.9701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3044    1.1231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0008    0.5617    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5419    1.1961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2454    0.7170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8211    1.3421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7068    2.2004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5938    1.0118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2178    1.5515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0996    2.4064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9972    1.2809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6507    1.8634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4935    1.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0169    2.3620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5402    2.9998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3791    2.8854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6546    1.8387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1525    0.4707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5285   -0.0690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7491    0.2016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0708   -0.3218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2041   -0.1772    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9390   -0.9171    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5672   -0.0668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6565   -1.7201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1802   -2.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4340   -2.3447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8970   -1.3796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3087   -0.6170    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0252   -1.3744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8753   -1.5829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1057   -2.3751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9069   -2.5716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5349   -2.9707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7653   -3.7629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7336   -2.7742    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5759   -0.1552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2851   -0.2927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8489   -0.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6515   -1.6957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1439   -1.6795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6710   -0.7594    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3057   -1.3798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8586    0.0440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 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
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
 11 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
  8 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 21  1  1  0  0  0
  5 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  1  0  0  0
  3 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 22 29  1  0  0  0  0
 29 30  1  1  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 29 37  1  0  0  0  0
  3 37  1  0  0  0  0
 37 38  2  0  0  0  0
 19 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 39 42  1  0  0  0  0
 42 43  1  1  0  0  0
 42 44  1  0  0  0  0
 18 44  1  0  0  0  0
M  END


  Mrv1652309062202122D          

 44 49  0  0  1  0            999 V2000
    0.1313    1.9701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3044    1.1231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0008    0.5617    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5419    1.1961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2454    0.7170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8211    1.3421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7068    2.2004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5938    1.0118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2178    1.5515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0996    2.4064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9972    1.2809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6507    1.8634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4935    1.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0169    2.3620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5402    2.9998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3791    2.8854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6546    1.8387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1525    0.4707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5285   -0.0690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7491    0.2016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0708   -0.3218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2041   -0.1772    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9390   -0.9171    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5672   -0.0668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6565   -1.7201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1802   -2.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4340   -2.3447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8970   -1.3796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3087   -0.6170    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0252   -1.3744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8753   -1.5829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1057   -2.3751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9069   -2.5716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5349   -2.9707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7653   -3.7629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7336   -2.7742    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5759   -0.1552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2851   -0.2927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8489   -0.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6515   -1.6957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1439   -1.6795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6710   -0.7594    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3057   -1.3798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8586    0.0440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 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
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
 11 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
  8 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 21  1  1  0  0  0
  5 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  1  0  0  0
  3 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 22 29  1  0  0  0  0
 29 30  1  1  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 29 37  1  0  0  0  0
  3 37  1  0  0  0  0
 37 38  2  0  0  0  0
 19 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 39 42  1  0  0  0  0
 42 43  1  1  0  0  0
 42 44  1  0  0  0  0
 18 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0222380

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@]12C[C@@H]3C(C)(C)O[C@](C\C=C(\C)C(O)=O)(C1=O)[C@@]31OC3=C4C(O[C@@H](C)C4(C)C)=C(CCC(C)(C)O)C(O)=C3C(=O)C1=C2

> <INCHI_IDENTIFIER>
InChI=1S/C34H42O10/c1-16(27(37)38)10-13-33-28(39)32(41-9)14-19-24(36)21-23(35)18(11-12-29(3,4)40)25-22(30(5,6)17(2)42-25)26(21)43-34(19,33)20(15-32)31(7,8)44-33/h10,14,17,20,35,40H,11-13,15H2,1-9H3,(H,37,38)/b16-10-/t17-,20+,32+,33+,34-/m0/s1

> <INCHI_KEY>
HXPLMXJAEAMJEM-YMDBXNKTSA-N

> <FORMULA>
C34H42O10

> <MOLECULAR_WEIGHT>
610.7

> <EXACT_MASS>
610.277797552

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
86

> <JCHEM_AVERAGE_POLARIZABILITY>
65.45845181848301

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2Z)-4-[(1R,2R,7S,16S,18S)-11-hydroxy-10-(3-hydroxy-3-methylbutyl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0^{2,14}.0^{2,18}.0^{4,12}.0^{5,9}]henicosa-4,9,11,14-tetraen-18-yl]-2-methylbut-2-enoic acid

> <JCHEM_LOGP>
5.0173978603333325

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.265664903809352

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.8093581323503085

> <JCHEM_PKA_STRONGEST_BASIC>
-2.630463378632257

> <JCHEM_POLAR_SURFACE_AREA>
148.82000000000002

> <JCHEM_REFRACTIVITY>
161.24120000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2Z)-4-[(1R,2R,7S,16S,18S)-11-hydroxy-10-(3-hydroxy-3-methylbutyl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0^{2,14}.0^{2,18}.0^{4,12}.0^{5,9}]henicosa-4,9,11,14-tetraen-18-yl]-2-methylbut-2-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       0.245   3.678   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.568   2.097   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.868   1.049   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.878   2.233   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.192   1.338   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.266   2.505   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       5.053   4.107   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       6.708   1.889   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.873   2.896   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       7.653   4.492   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       9.328   2.391   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.548   3.478   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.121   3.219   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.098   4.409   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      14.075   5.600   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.908   5.386   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      14.289   3.432   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       9.618   0.879   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.453  -0.129   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.998   0.376   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.732  -0.601   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       4.114  -0.331   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.620  -1.712   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.925  -0.125   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.092  -3.211   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.203  -4.597   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.544  -4.377   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       1.674  -2.575   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       2.443  -1.152   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.780  -2.566   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.367  -2.955   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.797  -4.433   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       7.293  -4.800   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.732  -5.545   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       5.162  -7.024   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       3.236  -5.178   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       1.075  -0.290   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -0.532  -0.546   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       9.051  -1.548   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       8.683  -3.165   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       9.602  -3.135   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      10.586  -1.418   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      11.771  -2.576   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      10.936   0.082   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   24   37                                             
CONECT    4    3    5                                                       
CONECT    5    4    6   22                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   20                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   18                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14                                                            
CONECT   18   11   19   44                                                  
CONECT   19   18   20   39                                                  
CONECT   20   19    8   21                                                  
CONECT   21   20   22                                                       
CONECT   22   21    5   23   29                                             
CONECT   23   22   24   25                                                  
CONECT   24   23    3                                                       
CONECT   25   23   26   27   28                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   25   29                                                       
CONECT   29   28   22   30   37                                             
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   29    3   38                                                  
CONECT   38   37                                                            
CONECT   39   19   40   41   42                                             
CONECT   40   39                                                            
CONECT   41   39                                                            
CONECT   42   39   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42   18                                                       
MASTER        0    0    0    0    0    0    0    0   44    0   98    0
END

View in JSmol

Synonyms

Value	Source
(2Z)-4-[(1R,2R,7S,16S,18S)-11-Hydroxy-10-(3-hydroxy-3-methylbutyl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0,.0,.0,.0,]henicosa-4(12),5(9),10,14-tetraen-18-yl]-2-methylbut-2-enoate	Generator

Chemical Formula

C₃₄H₄₂O₁₀

Average Mass

610.7000 Da

Monoisotopic Mass

610.27780 Da

IUPAC Name

(2Z)-4-[(1R,2R,7S,16S,18S)-11-hydroxy-10-(3-hydroxy-3-methylbutyl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0^{2,14}.0^{2,18}.0^{4,12}.0^{5,9}]henicosa-4,9,11,14-tetraen-18-yl]-2-methylbut-2-enoic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

CO[C@]12C[C@@H]3C(C)(C)O[C@](C\C=C(\C)C(O)=O)(C1=O)[C@@]31OC3=C4C(O[C@@H](C)C4(C)C)=C(CCC(C)(C)O)C(O)=C3C(=O)C1=C2

InChI Identifier

InChI=1S/C34H42O10/c1-16(27(37)38)10-13-33-28(39)32(41-9)14-19-24(36)21-23(35)18(11-12-29(3,4)40)25-22(30(5,6)17(2)42-25)26(21)43-34(19,33)20(15-32)31(7,8)44-33/h10,14,17,20,35,40H,11-13,15H2,1-9H3,(H,37,38)/b16-10-/t17-,20+,32+,33+,34-/m0/s1

InChI Key

HXPLMXJAEAMJEM-YMDBXNKTSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Garcinia scortechinii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as xanthones. These are polycyclic aromatic compounds containing a xanthene moiety conjugated to a ketone group at carbon 9. Xanthene is a tricyclic compound made up of two benzene rings linearly fused to each other through a pyran ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Xanthones

Alternative Parents

Substituents

Xanthone
Chromone
Aromatic monoterpenoid
Monoterpenoid
Coumaran
Aryl ketone
Alkyl aryl ether
Cyclohexenone
Oxepane
Benzenoid
Vinylogous acid
Tetrahydrofuran
Tertiary alcohol
Ketone
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Ether
Oxacycle
Monocarboxylic acid or derivatives
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Alcohol
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	5.02	ChemAxon
pKa (Strongest Acidic)	3.81	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	148.82 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	161.24 m³·mol⁻¹	ChemAxon
Polarizability	65.46 Å³	ChemAxon
Number of Rings	6	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

162976561

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2z)-4-[(1r,2r,7s,16s,18s)-11-hydroxy-10-(3-hydroxy-3-methylbutyl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraen-18-yl]-2-methylbut-2-enoic acid (NP0222380)

MOL for NP0222380 ((2z)-4-[(1r,2r,7s,16s,18s)-11-hydroxy-10-(3-hydroxy-3-methylbutyl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraen-18-yl]-2-methylbut-2-enoic acid)

3D MOL for NP0222380 ((2z)-4-[(1r,2r,7s,16s,18s)-11-hydroxy-10-(3-hydroxy-3-methylbutyl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraen-18-yl]-2-methylbut-2-enoic acid)

3D SDF for NP0222380 ((2z)-4-[(1r,2r,7s,16s,18s)-11-hydroxy-10-(3-hydroxy-3-methylbutyl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraen-18-yl]-2-methylbut-2-enoic acid)

3D-SDF for NP0222380 ((2z)-4-[(1r,2r,7s,16s,18s)-11-hydroxy-10-(3-hydroxy-3-methylbutyl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraen-18-yl]-2-methylbut-2-enoic acid)

PDB for NP0222380 ((2z)-4-[(1r,2r,7s,16s,18s)-11-hydroxy-10-(3-hydroxy-3-methylbutyl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraen-18-yl]-2-methylbut-2-enoic acid)

3D PDB for NP0222380 ((2z)-4-[(1r,2r,7s,16s,18s)-11-hydroxy-10-(3-hydroxy-3-methylbutyl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraen-18-yl]-2-methylbut-2-enoic acid)

SMILES for NP0222380 ((2z)-4-[(1r,2r,7s,16s,18s)-11-hydroxy-10-(3-hydroxy-3-methylbutyl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraen-18-yl]-2-methylbut-2-enoic acid)

INCHI for NP0222380 ((2z)-4-[(1r,2r,7s,16s,18s)-11-hydroxy-10-(3-hydroxy-3-methylbutyl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraen-18-yl]-2-methylbut-2-enoic acid)

Structure for NP0222380 ((2z)-4-[(1r,2r,7s,16s,18s)-11-hydroxy-10-(3-hydroxy-3-methylbutyl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraen-18-yl]-2-methylbut-2-enoic acid)

3D Structure for NP0222380 ((2z)-4-[(1r,2r,7s,16s,18s)-11-hydroxy-10-(3-hydroxy-3-methylbutyl)-16-methoxy-6,6,7,20,20-pentamethyl-13,17-dioxo-3,8,19-trioxahexacyclo[14.4.1.0²,¹⁴.0²,¹⁸.0⁴,¹².0⁵,⁹]henicosa-4,9,11,14-tetraen-18-yl]-2-methylbut-2-enoic acid)