NP-MRD: Showing NP-Card for (2s,6as)-2-hydroxy-2,5-dimethyl-10-methylidene-7-(prop-1-en-2-yl)-3h,6ah,7h,8h,9h,10ah-cyclohexa[e]azulene-1,4-dione (NP0216231)

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Record Information

Version

2.0

Created at

2022-09-05 16:06:35 UTC

Updated at

2022-09-05 16:06:35 UTC

NP-MRD ID

NP0216231

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,6as)-2-hydroxy-2,5-dimethyl-10-methylidene-7-(prop-1-en-2-yl)-3h,6ah,7h,8h,9h,10ah-cyclohexa[e]azulene-1,4-dione

Description

Curcusone C belongs to the class of organic compounds known as rhamnofolane and daphnane diterpenoids. These are diterpenoids with a structure based on one the rhamnofolane or daphnane skeleton. The rhamnofolane and daphnane skeletons are closely related, being formally derived from casbane by two cyclizations (6,10 and 5,14) followed by cleavage of the 1,15 (daphnane) or 2,15 (rhamnofolane) cyclopropane bonds. (2s,6as)-2-hydroxy-2,5-dimethyl-10-methylidene-7-(prop-1-en-2-yl)-3h,6ah,7h,8h,9h,10ah-cyclohexa[e]azulene-1,4-dione is found in Jatropha curcas and Joannesia princeps. (2s,6as)-2-hydroxy-2,5-dimethyl-10-methylidene-7-(prop-1-en-2-yl)-3h,6ah,7h,8h,9h,10ah-cyclohexa[e]azulene-1,4-dione was first documented in 2011 (PMID: 21754941). Based on a literature review a small amount of articles have been published on Curcusone C (PMID: 33108571) (PMID: 30907087) (PMID: 28870734).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 47 49  0  0  0  0  0  0  0  0999 V2000
   -3.7186   -1.5914    0.8221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1171   -0.4324    0.9374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1494    0.1822    2.3285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4400    0.2900   -0.1512 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7807   -0.2565   -1.4805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7556   -1.2831   -1.8866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4981   -0.5108   -2.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1602   -0.6524   -3.2055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0477    0.3716   -1.0197 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2806   -0.1027   -0.4870 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0114    0.5681    0.3903 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3707   -0.0613    0.5124 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3567   -1.2273   -0.4158 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8212   -2.5120    0.2326 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2128   -0.9363   -1.4848 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9536   -1.3342   -0.8386 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4339   -2.3082   -1.3989 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6447    1.7550    1.1764 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5261    2.2954    1.8875 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3250    2.3995    1.2258 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2384    3.7604    1.8194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7992    1.8425    0.7720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9880    0.5061    0.1393 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2135   -2.0880    1.6695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7454   -2.1045   -0.1211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2026   -0.6279    3.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2359    0.7894    2.5049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0658    0.7958    2.4500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9358    1.3295   -0.1315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7785   -0.7197   -1.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7472    0.5745   -2.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6453   -2.0783   -1.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1046   -1.7572   -2.8251 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0752   -0.0884   -3.3438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1342   -1.2965   -4.0266 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1479    1.3946   -1.4053 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1101    0.7226    0.2011 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5778   -0.3468    1.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1859   -2.7126    1.1193 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8935   -2.4895    0.4403 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6188   -3.3343   -0.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0995   -1.3190   -1.2433 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0236    4.4289    1.4429 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1467    3.7445    2.9213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7377    4.1882    1.4515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6855    2.4732    0.8920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6879   -0.2406    0.9106 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  2  1  2  3
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  3
  7  9  1  0
  9 23  1  0
 23 22  1  0
 22 20  2  0
 20 21  1  0
 20 18  1  0
 18 19  2  0
 18 11  1  0
 11 10  2  0
 10 16  1  0
 16 17  2  0
 16 13  1  0
 13 14  1  0
 13 15  1  6
 13 12  1  0
 23  4  1  0
 12 11  1  0
 10  9  1  0
  3 26  1  0
  3 27  1  0
  3 28  1  0
  1 24  1  0
  1 25  1  0
  4 29  1  6
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  6
 23 47  1  1
 22 46  1  0
 21 43  1  0
 21 44  1  0
 21 45  1  0
 14 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  0
 12 37  1  0
 12 38  1  0
M  END


  Mrv1652309052218062D          

 23 25  0  0  1  0            999 V2000
   -0.5914   -2.3573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2285   -2.4483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5597   -3.2040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7173   -1.7837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3862   -1.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8750   -0.3635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6950   -0.4546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1838    0.2100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0261   -1.2102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8505   -1.1780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3897   -1.8024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1501   -1.4826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0810   -0.6605    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9058   -0.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1843    0.1580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2778   -0.4722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9579    0.2883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2376   -2.6133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9022   -3.1021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5088   -3.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5410   -3.8243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7521   -2.6713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5373   -1.8748    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  1  0  0  0
 13 16  1  0  0  0  0
 10 16  1  0  0  0  0
 16 17  2  0  0  0  0
 11 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
 23 22  1  1  0  0  0
  4 23  1  0  0  0  0
  9 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0216231

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=C)C1CCC(=C)C2[C@H]1C=C(C)C(=O)C1=C2C(=O)[C@@](C)(O)C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H24O3/c1-10(2)13-7-6-11(3)16-14(13)8-12(4)18(21)15-9-20(5,23)19(22)17(15)16/h8,13-14,16,23H,1,3,6-7,9H2,2,4-5H3/t13?,14-,16?,20-/m0/s1

> <INCHI_KEY>
DBPPEQIYWCILTJ-DNUKQYJSSA-N

> <FORMULA>
C20H24O3

> <MOLECULAR_WEIGHT>
312.409

> <EXACT_MASS>
312.172544633

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
35.14959490405828

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,6aS)-2-hydroxy-2,5-dimethyl-10-methylidene-7-(prop-1-en-2-yl)-1H,2H,3H,4H,6aH,7H,8H,9H,10H,10aH-cyclohexa[e]azulene-1,4-dione

> <JCHEM_LOGP>
3.447915477666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.157266185118978

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6048117706289577

> <JCHEM_POLAR_SURFACE_AREA>
54.37

> <JCHEM_REFRACTIVITY>
92.02749999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S,6aS)-2-hydroxy-2,5-dimethyl-10-methylidene-7-(prop-1-en-2-yl)-3H,6aH,7H,8H,9H,10aH-cyclohexa[e]azulene-1,4-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      -1.104  -4.400   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.427  -4.570   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.045  -5.981   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.339  -3.330   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.721  -1.919   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.633  -0.679   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.164  -0.848   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.076   0.392   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.782  -2.259   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.321  -2.199   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.327  -3.365   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.747  -2.768   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.618  -1.233   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.158  -1.265   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       7.811   0.295   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       6.118  -0.882   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       5.522   0.538   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       6.044  -4.878   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       7.284  -5.791   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.683  -5.600   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.743  -7.139   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.271  -4.986   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.870  -3.500   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   23                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   23                                                  
CONECT   10    9   11   16                                                  
CONECT   11   10   12   18                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15   16                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   13   10   17                                                  
CONECT   17   16                                                            
CONECT   18   11   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22    4    9                                                  
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₄O₃

Average Mass

312.4090 Da

Monoisotopic Mass

312.17254 Da

IUPAC Name

(2S,6aS)-2-hydroxy-2,5-dimethyl-10-methylidene-7-(prop-1-en-2-yl)-1H,2H,3H,4H,6aH,7H,8H,9H,10H,10aH-cyclohexa[e]azulene-1,4-dione

Traditional Name

(2S,6aS)-2-hydroxy-2,5-dimethyl-10-methylidene-7-(prop-1-en-2-yl)-3H,6aH,7H,8H,9H,10aH-cyclohexa[e]azulene-1,4-dione

CAS Registry Number

Not Available

SMILES

CC(=C)C1CCC(=C)C2[C@H]1C=C(C)C(=O)C1=C2C(=O)[C@@](C)(O)C1

InChI Identifier

InChI=1S/C20H24O3/c1-10(2)13-7-6-11(3)16-14(13)8-12(4)18(21)15-9-20(5,23)19(22)17(15)16/h8,13-14,16,23H,1,3,6-7,9H2,2,4-5H3/t13?,14-,16?,20-/m0/s1

InChI Key

DBPPEQIYWCILTJ-DNUKQYJSSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Jatropha curcas	LOTUS Database	35616633
Joannesia princeps	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as rhamnofolane and daphnane diterpenoids. These are diterpenoids with a structure based on one the rhamnofolane or daphnane skeleton. The rhamnofolane and daphnane skeletons are closely related, being formally derived from casbane by two cyclizations (6,10 and 5,14) followed by cleavage of the 1,15 (daphnane) or 2,15 (rhamnofolane) cyclopropane bonds.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Rhamnofolane and daphnane diterpenoids

Alternative Parents

Substituents

Rhamnofolane diterpenoid
Acyloin
Tertiary 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	3.45	ChemAxon
pKa (Strongest Acidic)	13.16	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	92.03 m³·mol⁻¹	ChemAxon
Polarizability	35.15 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	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

Not Available

Chemspider ID

153280

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

175942

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

An J, Li L, Zhang X: Curcusone C induces apoptosis in endometrial cancer cells via mitochondria-dependent apoptotic and ERK pathway. Biotechnol Lett. 2021 Jan;43(1):329-338. doi: 10.1007/s10529-020-03027-4. Epub 2020 Oct 27. [PubMed:33108571 ]
Lee CW, Taylor BLH, Petrova GP, Patel A, Morokuma K, Houk KN, Stoltz BM: An Unexpected Ireland-Claisen Rearrangement Cascade During the Synthesis of the Tricyclic Core of Curcusone C: Mechanistic Elucidation by Trial-and-Error and Automatic Artificial Force-Induced Reaction (AFIR) Computations. J Am Chem Soc. 2019 May 1;141(17):6995-7004. doi: 10.1021/jacs.9b01146. Epub 2019 Apr 23. [PubMed:30907087 ]
Wang M, Cao J, Zhu JY, Qiu J, Zhang Y, Shu B, Ou TM, Tan JH, Gu LQ, Huang ZS, Yin S, Li D: Curcusone C induces telomeric DNA-damage response in cancer cells through inhibition of telomeric repeat factor 2. Biochim Biophys Acta Proteins Proteom. 2017 Nov;1865(11 Pt A):1372-1382. doi: 10.1016/j.bbapap.2017.08.022. Epub 2017 Sep 21. [PubMed:28870734 ]
Aiyelaagbe OO, Hamid AA, Fattorusso E, Taglialatela-Scafati O, Schroder HC, Muller WE: Cytotoxic Activity of Crude Extracts as well as of Pure Components from Jatropha Species, Plants Used Extensively in African Traditional Medicine. Evid Based Complement Alternat Med. 2011;2011:134954. doi: 10.1155/2011/134954. Epub 2011 Jun 15. [PubMed:21754941 ]
LOTUS database [Link]

Showing NP-Card for (2s,6as)-2-hydroxy-2,5-dimethyl-10-methylidene-7-(prop-1-en-2-yl)-3h,6ah,7h,8h,9h,10ah-cyclohexa[e]azulene-1,4-dione (NP0216231)

MOL for NP0216231 ((2s,6as)-2-hydroxy-2,5-dimethyl-10-methylidene-7-(prop-1-en-2-yl)-3h,6ah,7h,8h,9h,10ah-cyclohexa[e]azulene-1,4-dione)

3D MOL for NP0216231 ((2s,6as)-2-hydroxy-2,5-dimethyl-10-methylidene-7-(prop-1-en-2-yl)-3h,6ah,7h,8h,9h,10ah-cyclohexa[e]azulene-1,4-dione)

3D SDF for NP0216231 ((2s,6as)-2-hydroxy-2,5-dimethyl-10-methylidene-7-(prop-1-en-2-yl)-3h,6ah,7h,8h,9h,10ah-cyclohexa[e]azulene-1,4-dione)

3D-SDF for NP0216231 ((2s,6as)-2-hydroxy-2,5-dimethyl-10-methylidene-7-(prop-1-en-2-yl)-3h,6ah,7h,8h,9h,10ah-cyclohexa[e]azulene-1,4-dione)

PDB for NP0216231 ((2s,6as)-2-hydroxy-2,5-dimethyl-10-methylidene-7-(prop-1-en-2-yl)-3h,6ah,7h,8h,9h,10ah-cyclohexa[e]azulene-1,4-dione)

3D PDB for NP0216231 ((2s,6as)-2-hydroxy-2,5-dimethyl-10-methylidene-7-(prop-1-en-2-yl)-3h,6ah,7h,8h,9h,10ah-cyclohexa[e]azulene-1,4-dione)

SMILES for NP0216231 ((2s,6as)-2-hydroxy-2,5-dimethyl-10-methylidene-7-(prop-1-en-2-yl)-3h,6ah,7h,8h,9h,10ah-cyclohexa[e]azulene-1,4-dione)

INCHI for NP0216231 ((2s,6as)-2-hydroxy-2,5-dimethyl-10-methylidene-7-(prop-1-en-2-yl)-3h,6ah,7h,8h,9h,10ah-cyclohexa[e]azulene-1,4-dione)

Structure for NP0216231 ((2s,6as)-2-hydroxy-2,5-dimethyl-10-methylidene-7-(prop-1-en-2-yl)-3h,6ah,7h,8h,9h,10ah-cyclohexa[e]azulene-1,4-dione)

3D Structure for NP0216231 ((2s,6as)-2-hydroxy-2,5-dimethyl-10-methylidene-7-(prop-1-en-2-yl)-3h,6ah,7h,8h,9h,10ah-cyclohexa[e]azulene-1,4-dione)