NP-MRD: Showing NP-Card for (+)-Garcinielliptone (NP0082929)

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Record Information

Version

2.0

Created at

2022-04-29 04:00:12 UTC

Updated at

2022-04-29 04:00:12 UTC

NP-MRD ID

NP0082929

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Garcinielliptone

Description

Garcinielliptone belongs to the class of organic compounds known as oxosteroids. These are steroid derivatives carrying a C=O group attached to steroid skeleton. (+)-Garcinielliptone is found in Garcinia subelliptica. (+)-Garcinielliptone was first documented in 2020 (PMID: 31862617). Based on a literature review a small amount of articles have been published on Garcinielliptone (PMID: 34944411) (PMID: 32496059) (PMID: 34633708) (PMID: 33919344).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292206002D          

 29 33  0  0  1  0            999 V2000
    6.4186    1.1332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9953    0.4250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3969   -0.2956    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2218   -0.3082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6451    0.4000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2435    1.1206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4700    0.3874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9147   -0.7559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2380   -1.1330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9736   -1.0037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1487   -0.9912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7471   -0.2705    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1704    0.4376    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7688    1.1583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9439    1.1708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5206    0.4627    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9222   -0.2580    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4988   -0.9661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6739   -0.9535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2724   -0.2329    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6957    0.4752    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1530    1.0967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3368    1.9009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3943    0.7726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4681   -0.0491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7773   -0.8929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3238   -0.9786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8208   -1.0922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5937    1.1457    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  6  0  0  0
  4  8  1  0  0  0  0
  4  9  1  0  0  0  0
  3 10  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  2 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  1  0  0  0  0
 16 15  1  1  0  0  0
 16 17  1  0  0  0  0
 12 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
 16 21  1  0  0  0  0
 21 22  1  6  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
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 20 25  1  0  0  0  0
 20 26  1  6  0  0  0
 17 27  1  1  0  0  0
 12 28  1  6  0  0  0
  2 29  1  6  0  0  0
M  END

     RDKit          3D

 73 77  0  0  0  0  0  0  0  0999 V2000
    4.5148   -1.7747    1.3469 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1674   -0.5508    0.4780 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8812   -0.7419   -0.8205 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7147    0.6322    1.2153 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0705    0.7386    0.8971 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0503    1.9255    0.9153 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5603    1.8723    0.8295 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0800    0.7509   -0.1075 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4883    1.1507   -1.4835 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6863   -0.5098    0.3990 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1156   -1.6742   -0.3610 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2344    0.6964   -0.0090 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5636    0.6103    0.6161 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4980    1.7209    0.4084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2559    2.8564    0.1299 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8511    1.1496    0.6164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6456   -0.3770    0.6447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3579   -0.4685   -0.1435 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6427    0.0277   -1.5227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6787   -1.7712   -0.0760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2811   -1.6209   -0.6656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4923   -0.5898    0.1639 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4311   -1.1529    1.5359 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5266   -2.6942    0.7547 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7557   -1.7744    2.1652 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4921   -1.5679    1.8589 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8729   -1.2272   -0.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1609    0.2325   -1.2713 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3841   -1.4349   -1.5077 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6379    0.4611    2.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.5438    2.3871    0.0381 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2851    2.6230    1.7732 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2292    2.8730    0.4374 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2507    1.9867   -1.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9186    0.3654   -2.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3105   -0.6282    1.4616 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6211   -2.5971    0.0277 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1856   -1.5974   -1.4412 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1937   -2.7199   -0.1764 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7730   -1.7114    1.2500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9500   -0.0349   -2.3365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4785   -1.7799   -2.0600 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7363   -0.5580   -2.4310 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4673    0.6854    1.2181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4480    1.7519   -1.4909 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3332    2.8147   -0.3084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9573    2.8134    0.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2109    1.8590    1.4680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3887    0.8146   -1.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5732    0.4129    1.7021 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.5553    1.4376   -0.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5188   -0.7471    1.6625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4864   -0.8847    0.1485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3426    1.1048   -1.6200 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6917   -0.6640    2.2083 H   0  0  0  0  0  0  0  0  0  0  0  0
 24 25  1  6
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  8  9  1  6
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  4  2  1  0
  2  1  1  1
  2  3  1  0
  2 10  1  0
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 11 12  1  0
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 13 14  1  6
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 28 18  1  0
 26 24  1  0
 13 15  1  0
 10  8  1  0
 25 64  1  0
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  9 42  1  0
  9 43  1  0
  9 44  1  0
  7 40  1  0
  7 41  1  0
  6 38  1  0
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  4 36  1  1
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  1 30  1  0
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 29 71  1  0
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 27 70  1  0
 26 67  1  0
 26 68  1  0
M  END


  Mrv1652304292206002D          

 29 33  0  0  1  0            999 V2000
    6.4186    1.1332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9953    0.4250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3969   -0.2956    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2218   -0.3082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6451    0.4000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2435    1.1206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4700    0.3874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9147   -0.7559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2380   -1.1330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9736   -1.0037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1487   -0.9912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7471   -0.2705    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1704    0.4376    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7688    1.1583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9439    1.1708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5206    0.4627    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9222   -0.2580    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4988   -0.9661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6739   -0.9535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2724   -0.2329    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6957    0.4752    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1530    1.0967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3368    1.9009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3943    0.7726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4681   -0.0491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.3238   -0.9786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8208   -1.0922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5937    1.1457    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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
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  4  9  1  0  0  0  0
  3 10  1  6  0  0  0
 10 11  1  0  0  0  0
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 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 20 25  1  0  0  0  0
 20 26  1  6  0  0  0
 17 27  1  1  0  0  0
 12 28  1  6  0  0  0
  2 29  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0082929

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@]12CCC(=O)[C@@H]1[C@H]1CC[C@@H]3[C@@]4(C)CC[C@H](O)C(C)(C)[C@@H]4CC[C@@]3(C)[C@]1(C)CC2

> <INCHI_IDENTIFIER>
InChI=1S/C27H44O2/c1-23(2)19-10-14-27(6)20(25(19,4)13-11-21(23)29)8-7-17-22-18(28)9-12-24(22,3)15-16-26(17,27)5/h17,19-22,29H,7-16H2,1-6H3/t17-,19+,20-,21+,22+,24-,25+,26-,27-/m1/s1

> <INCHI_KEY>
LSUIHIUUMWDFSZ-SNSDIZMKSA-N

> <FORMULA>
C27H44O2

> <MOLECULAR_WEIGHT>
400.647

> <EXACT_MASS>
400.334130657

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
49.0019232200909

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,5S,9R,10R,13R,14R,17S,19R)-17-hydroxy-1,2,5,14,18,18-hexamethylpentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicosan-8-one

> <ALOGPS_LOGP>
5.30

> <JCHEM_LOGP>
5.853834891

> <ALOGPS_LOGS>
-6.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.94807104365391

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.489433390177716

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8351217239997982

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
118.09989999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.12e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,5S,9R,10R,13R,14R,17S,19R)-17-hydroxy-1,2,5,14,18,18-hexamethylpentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicosan-8-one

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0      11.981   2.115   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.191   0.793   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.941  -0.552   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.481  -0.575   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.271   0.747   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.521   2.092   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      15.811   0.723   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      14.774  -1.411   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.511  -2.115   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.151  -1.874   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.611  -1.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.861  -0.505   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.651   0.817   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.902   2.162   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.362   2.185   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.572   0.864   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.321  -0.482   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.531  -1.803   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.991  -1.780   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.242  -0.435   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.032   0.887   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.019   2.047   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       4.362   3.548   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       2.603   1.442   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.740  -0.092   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.318  -1.667   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.071  -1.827   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.999  -2.039   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      10.442   2.139   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   13   29                                             
CONECT    3    2    4   10                                                  
CONECT    4    3    5    8    9                                             
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5                                                            
CONECT    8    4                                                            
CONECT    9    4                                                            
CONECT   10    3   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   17   28                                             
CONECT   13   12    2   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   12   18   27                                             
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   25   26                                             
CONECT   21   20   16   22                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   20                                                       
CONECT   26   20                                                            
CONECT   27   17                                                            
CONECT   28   12                                                            
CONECT   29    2                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   66    0
END

View in JSmol

Synonyms

Value	Source
3beta-Hydroxy-20,29,30-trinorlupan-19-one	MeSH

Chemical Formula

C₂₇H₄₄O₂

Average Mass

400.6470 Da

Monoisotopic Mass

400.33413 Da

IUPAC Name

(1R,2R,5S,9R,10R,13R,14R,17S,19R)-17-hydroxy-1,2,5,14,18,18-hexamethylpentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicosan-8-one

Traditional Name

(1R,2R,5S,9R,10R,13R,14R,17S,19R)-17-hydroxy-1,2,5,14,18,18-hexamethylpentacyclo[11.8.0.0^{2,10}.0^{5,9}.0^{14,19}]henicosan-8-one

CAS Registry Number

Not Available

SMILES

C[C@]12CCC(=O)[C@@H]1[C@H]1CC[C@@H]3[C@@]4(C)CC[C@H](O)C(C)(C)[C@@H]4CC[C@@]3(C)[C@]1(C)CC2

InChI Identifier

InChI=1S/C27H44O2/c1-23(2)19-10-14-27(6)20(25(19,4)13-11-21(23)29)8-7-17-22-18(28)9-12-24(22,3)15-16-26(17,27)5/h17,19-22,29H,7-16H2,1-6H3/t17-,19+,20-,21+,22+,24-,25+,26-,27-/m1/s1

InChI Key

LSUIHIUUMWDFSZ-SNSDIZMKSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Garcinia subelliptica	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxosteroids. These are steroid derivatives carrying a C=O group attached to steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Oxosteroids

Direct Parent

Oxosteroids

Alternative Parents

Substituents

Oxosteroid
15-oxosteroid
Cyclic alcohol
Secondary alcohol
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
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	5.3	ALOGPS
logP	5.85	ChemAxon
logS	-6.3	ALOGPS
pKa (Strongest Acidic)	19.49	ChemAxon
pKa (Strongest Basic)	-0.84	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	118.1 m³·mol⁻¹	ChemAxon
Polarizability	49 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00033853

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

102317909

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Yamaguchi KKL, Dias DS, Lamarao CV, Castelo KFA, Lima MS, Antonio AS, Converti A, Lima ES, Veiga-Junior VF: Amazonian Bacuri (Platonia insignis Mart.) Fruit Waste Valorisation Using Response Surface Methodology. Biomolecules. 2021 Nov 25;11(12). pii: biom11121767. doi: 10.3390/biom11121767. [PubMed:34944411 ]
Bezerra EA, Alves MMM, Amorim LV, Carvalho RCV, Cruz LPL, Costa-Junior JS, Oliveira MDDA, Lima Neto JS, Carvalho FAA, Cito AMDGL, Arcanjo DDR: Garcinielliptone FC: Selective anti-amastigote and immunomodulatory effects on macrophages infected by Leishmania amazonensis. Toxicol In Vitro. 2020 Mar;63:104750. doi: 10.1016/j.tiv.2019.104750. Epub 2019 Dec 18. [PubMed:31862617 ]
Grossman RB, Yang XW: Structural Revision of Garcinielliptin Oxide and Garcinielliptone E. J Nat Prod. 2020 Jun 26;83(6):2041-2044. doi: 10.1021/acs.jnatprod.0c00306. Epub 2020 Jun 4. [PubMed:32496059 ]
Zask A, Ellestad GA: Reflections on the intriguing occurrence of some recently isolated natural products as racemates and scalemic mixtures. Chirality. 2021 Dec;33(12):915-930. doi: 10.1002/chir.23360. Epub 2021 Oct 11. [PubMed:34633708 ]
Yun Y, Shioura M, Hitotsuyanagi Y, Yotsumoto S, Takahashi Y, Aoyagi Y, Kinoshita T, Takeya K, Inoue H: Garcinielliptone G from Garcinia subelliptica Induces Apoptosis in Acute Leukemia Cells. Molecules. 2021 Apr 21;26(9):2422. doi: 10.3390/molecules26092422. [PubMed:33919344 ]

Showing NP-Card for (+)-Garcinielliptone (NP0082929)

MOL for NP0082929 ((+)-Garcinielliptone)

3D MOL for NP0082929 ((+)-Garcinielliptone)

3D SDF for NP0082929 ((+)-Garcinielliptone)

3D-SDF for NP0082929 ((+)-Garcinielliptone)

PDB for NP0082929 ((+)-Garcinielliptone)

3D PDB for NP0082929 ((+)-Garcinielliptone)

SMILES for NP0082929 ((+)-Garcinielliptone)

INCHI for NP0082929 ((+)-Garcinielliptone)

Structure for NP0082929 ((+)-Garcinielliptone)

3D Structure for NP0082929 ((+)-Garcinielliptone)