NP-MRD: Showing NP-Card for Coleonol (NP0052000)

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Record Information

Version

2.0

Created at

2022-04-27 23:11:46 UTC

Updated at

2022-04-27 23:11:46 UTC

NP-MRD ID

NP0052000

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Coleonol

Description

Colforsin, also known as coleonol or forskolin, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Thus, colforsin is considered to be an isoprenoid lipid molecule. Colforsin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Coleonol is found in Apis cerana and Coleus forskohlii. Coleonol was first documented in 1992 (PMID: 1547891). Colforsin is a potentially toxic compound (PMID: 11816015) (PMID: 12676767) (PMID: 12836714) (PMID: 14691682) (PMID: 15135319) (PMID: 15380183).

Structure

MOL 3D MOL SDF PDB SMILES InChI

FOK
  Mrv0541 02231216182D          

 33 35  0  0  0  0            999 V2000
   -0.9188   -1.3028    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5063   -2.0173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7438   -1.3028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1563   -0.5884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7438    0.1261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9188    0.1261    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5063    0.8406    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9188    1.5551    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3187    0.8406    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7312    1.5551    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7312    0.1261    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5562    0.1261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3187   -0.5884    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0938   -1.3028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5063   -0.5884    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7312   -1.3028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3187   -2.0173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5562   -1.3028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9687   -0.5884    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6971   -0.9757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7259   -1.8002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.4435    0.5633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7726    0.9506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0267    1.3463    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  3  1  0  0  0  0
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  7 32  1  1  0  0  0
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 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
M  END

     RDKit          3D

 63 65  0  0  0  0  0  0  0  0999 V2000
    4.5905   -2.8152    0.9596 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7002   -1.8994    1.3279 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2113   -0.8748    0.3177 C   0  0  1  0  0  0  0  0  0  0  0  0
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    1.8358    1.3034   -0.8492 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2932   -0.1123    0.9375 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3124    1.1980    1.0230 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0172    2.4403    0.4290 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3267    3.6693    0.9085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0387    4.9523    0.2555 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9949    3.7319    1.9690 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8831    0.4394    1.4982 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7060    1.3843    2.1631 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6202   -0.3494    0.4749 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0732   -0.0507    0.3264 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7727   -0.6509    1.5691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4964    1.3583    0.2915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6205   -0.8183   -0.8502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8681   -2.0544   -1.1877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4096   -1.8826   -1.4316 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7485   -2.9885   -0.9289 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9433   -3.5423    1.6600 H   0  0  0  0  0  0  0  0  0  0  0  0
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 29 61  1  0
 29 62  1  0
 29 63  1  0
  2 32  1  0
  1 30  1  0
  1 31  1  0
M  END

FOK
  Mrv0541 02231216182D          

 33 35  0  0  0  0            999 V2000
   -0.9188   -1.3028    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5063   -2.0173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7438   -1.3028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1563   -0.5884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7438    0.1261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7312    1.5551    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.3661   -1.6782    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0267    1.3463    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  3  1  0  0  0  0
  1 15  1  0  0  0  0
  1 30  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
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  7  9  1  0  0  0  0
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  9 10  1  6  0  0  0
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  9 33  1  1  0  0  0
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 20 21  2  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0052000

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]1(O)CCC(C)(C)[C@]2([H])[C@]([H])(O)[C@]([H])(OC(C)=O)[C@@]3(C)O[C@](C)(CC(=O)[C@]3(O)[C@@]12C)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C22H34O7/c1-8-19(5)11-14(25)22(27)20(6)13(24)9-10-18(3,4)16(20)15(26)17(28-12(2)23)21(22,7)29-19/h8,13,15-17,24,26-27H,1,9-11H2,2-7H3/t13-,15-,16-,17-,19-,20-,21+,22-/m0/s1

> <INCHI_KEY>
OHCQJHSOBUTRHG-KGGHGJDLSA-N

> <FORMULA>
C22H34O7

> <MOLECULAR_WEIGHT>
410.5012

> <EXACT_MASS>
410.230453442

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
43.32648909414235

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R,4aR,5S,6S,6aS,10S,10aR,10bS)-3-ethenyl-6,10,10b-trihydroxy-3,4a,7,7,10a-pentamethyl-1-oxo-dodecahydro-1H-naphtho[2,1-b]pyran-5-yl acetate

> <ALOGPS_LOGP>
1.28

> <JCHEM_LOGP>
1.3561156043333336

> <ALOGPS_LOGS>
-2.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.74994012448052

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.565541294205875

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9791749004319144

> <JCHEM_POLAR_SURFACE_AREA>
113.28999999999999

> <JCHEM_REFRACTIVITY>
104.46809999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.10e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
forskolin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: FOK                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      -1.715  -2.432   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.945  -3.766   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -3.255  -2.432   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.025  -1.098   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.255   0.235   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.715   0.235   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.945   1.569   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.715   2.903   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.595   1.569   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.365   2.903   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.365   0.235   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.905   0.235   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       0.595  -1.098   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.175  -2.432   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -0.945  -1.098   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.365  -2.432   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.595  -3.766   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.905  -2.432   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.675  -1.098   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.035  -1.821   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.088  -3.360   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.035  -0.375   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.135   1.569   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -4.561   1.051   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.309   1.774   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.106  -2.630   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.595   4.236   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -0.945   4.236   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       1.365   5.570   0.000  0.00  0.00           C+0
HETATM   30  H   UNK     0      -2.550  -3.133   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0      -2.550   0.936   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.780   2.270   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.050   2.513   0.000  0.00  0.00           H+0
CONECT    1    2    3   15   30                                             
CONECT    2    1                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   24   25                                             
CONECT    6    5    7   15   31                                             
CONECT    7    6    8    9   32                                             
CONECT    8    7                                                            
CONECT    9    7   10   11   33                                             
CONECT   10    9   27                                                       
CONECT   11    9   12   13   23                                             
CONECT   12   11   19                                                       
CONECT   13   11   14   15   16                                             
CONECT   14   13                                                            
CONECT   15    1    6   13   26                                             
CONECT   16   13   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   12   18   20   22                                             
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   19                                                            
CONECT   23   11                                                            
CONECT   24    5                                                            
CONECT   25    5                                                            
CONECT   26   15                                                            
CONECT   27   10   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30    1                                                            
CONECT   31    6                                                            
CONECT   32    7                                                            
CONECT   33    9                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END

View in JSmol

Synonyms

Value	Source
7beta-Acetoxy-8,13-epoxy-1alpha,6beta,9alpha-trihydroxylabd-14-en-11-one	ChEBI
Coleonol	ChEBI
Coleonolk	ChEBI
Colforsina	ChEBI
Colforsine	ChEBI
Colforsinum	ChEBI
Forskolin	Kegg
7b-Acetoxy-8,13-epoxy-1a,6b,9a-trihydroxylabd-14-en-11-one	Generator
7Β-acetoxy-8,13-epoxy-1α,6β,9α-trihydroxylabd-14-en-11-one	Generator
Colforsin	ChEBI
N,N-Dimethyl-beta-alanine-5-(acetyloxy)-3-ethenyldodecahydro-10,10b-dihydroxy-3,4a,7,7,10a-pentamethyl-1-oxo-1H-naphtho(2,1-b)pyran-6-yl ester HCL	MeSH
NKH 477	MeSH
NKH-477	MeSH

Chemical Formula

C₂₂H₃₄O₇

Average Mass

410.5012 Da

Monoisotopic Mass

410.23045 Da

IUPAC Name

(3R,4aR,5S,6S,6aS,10S,10aR,10bS)-3-ethenyl-6,10,10b-trihydroxy-3,4a,7,7,10a-pentamethyl-1-oxo-dodecahydro-1H-naphtho[2,1-b]pyran-5-yl acetate

Traditional Name

forskolin

CAS Registry Number

Not Available

SMILES

[H][C@]1(O)CCC(C)(C)[C@]2([H])[C@]([H])(O)[C@]([H])(OC(C)=O)[C@@]3(C)O[C@](C)(CC(=O)[C@]3(O)[C@@]12C)C=C

InChI Identifier

InChI=1S/C22H34O7/c1-8-19(5)11-14(25)22(27)20(6)13(24)9-10-18(3,4)16(20)15(26)17(28-12(2)23)21(22,7)29-19/h8,13,15-17,24,26-27H,1,9-11H2,2-7H3/t13-,15-,16-,17-,19-,20-,21+,22-/m0/s1

InChI Key

OHCQJHSOBUTRHG-KGGHGJDLSA-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
Apis cerana	LOTUS Database	35616633
Plectranthus barbatus	Plant	KNApSAcK

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Polycyclic triterpenoid
Triterpenoid
Naphthopyran
Naphthalene
Pyran
Oxane
Cyclic alcohol
Tertiary alcohol
Carboxylic acid ester
Ketone
Secondary alcohol
Carboxylic acid derivative
Dialkyl ether
Ether
Monocarboxylic acid or derivatives
Oxacycle
Organoheterocyclic compound
Polyol
Carbonyl group
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Organic oxide
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

cyclic ketone (CHEBI:42471 )
organic heterotricyclic compound (CHEBI:42471 )
acetate ester (CHEBI:42471 )
triol (CHEBI:42471 )
labdane diterpenoid (CHEBI:42471 )
Labdane and halimane diterpenoids (C09076 )
Diterpenoids (C20) (C09076 )
Labdane and halimane diterpenoids (LMPR0104030004 )

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	1.28	ALOGPS
logP	1.36	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	11.57	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	113.29 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	104.47 m³·mol⁻¹	ChemAxon
Polarizability	43.33 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

DB02587

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00003416

Chemspider ID

Not Available

KEGG Compound ID

C09076

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Forskolin

METLIN ID

Not Available

PubChem Compound

47936

PDB ID

Not Available

ChEBI ID

42471

Good Scents ID

Not Available

References

General References

Carruba G, Webber MM, Quader ST, Amoroso M, Cocciadiferro L, Saladino F, Trosko JE, Castagnetta LA: Regulation of cell-to-cell communication in non-tumorigenic and malignant human prostate epithelial cells. Prostate. 2002 Feb 1;50(2):73-82. doi: 10.1002/pros.10034. [PubMed:11816015 ]
Tarpey SB, Sawmiller DR, Kelly C, Thompson WJ, Townsley MI: Phosphodiesterase 3 activity is reduced in dog lung following pacing-induced heart failure. Am J Physiol Lung Cell Mol Physiol. 2003 May;284(5):L766-73. doi: 10.1152/ajplung.00373.2002. Epub 2003 Jan 10. [PubMed:12676767 ]
Sethi R, Dhalla NS: Inotropic responses to isoproterenol in congestive heart failure subsequent to myocardial infarction in rats. J Card Fail. 1995 Dec;1(5):391-9. doi: 10.1016/s1071-9164(05)80008-9. [PubMed:12836714 ]
Luo XH, Liao EY, Su X, Wu XP: Parathyroid hormone inhibits the expression of membrane-type matrix metalloproteinase-1 (MT1-MMP) in osteoblast-like MG-63 cells. J Bone Miner Metab. 2004;22(1):19-25. doi: 10.1007/s00774-003-0442-6. [PubMed:14691682 ]
Park YG, Kang SK, Noh SH, Park KK, Chang YC, Lee YC, Kim CH: PGE2 induces IL-1beta gene expression in mouse osteoblasts through a cAMP-PKA signaling pathway. Int Immunopharmacol. 2004 Jun;4(6):779-89. doi: 10.1016/j.intimp.2004.03.003. [PubMed:15135319 ]
Wu X, Walker J, Zhang J, Ding S, Schultz PG: Purmorphamine induces osteogenesis by activation of the hedgehog signaling pathway. Chem Biol. 2004 Sep;11(9):1229-38. doi: 10.1016/j.chembiol.2004.06.010. [PubMed:15380183 ]
Arata Y, Tada S, Ui M: Probable occurrence of toxin-susceptible G proteins in the nematode Caenorhabditis elegans. FEBS Lett. 1992 Mar 23;300(1):73-6. doi: 10.1016/0014-5793(92)80167-f. [PubMed:1547891 ]
Liang HM, Tang M, Liu CJ, Luo HY, Song YL, Hu XW, Xi JY, Gao LL, Nie B, Li SY, Lai LL, Hescheler J: Muscarinic cholinergic regulation of L-type calcium channel in heart of embryonic mice at different developmental stages. Acta Pharmacol Sin. 2004 Nov;25(11):1450-7. [PubMed:15525467 ]
Park YG, Kim YH, Kang SK, Kim CH: cAMP-PKA signaling pathway regulates bone resorption mediated by processing of cathepsin K in cultured mouse osteoclasts. Int Immunopharmacol. 2006 Jun;6(6):947-56. doi: 10.1016/j.intimp.2006.01.005. Epub 2006 Feb 3. [PubMed:16644480 ]
Faherty S, Fitzgerald A, Keohan M, Quinlan LR: Self-renewal and differentiation of mouse embryonic stem cells as measured by Oct4 expression: the role of the cAMP/PKA pathway. In Vitro Cell Dev Biol Anim. 2007 Jan;43(1):37-47. doi: 10.1007/s11626-006-9001-5. [PubMed:17570033 ]

Showing NP-Card for Coleonol (NP0052000)

MOL for NP0052000 (Coleonol)

3D MOL for NP0052000 (Coleonol)

3D SDF for NP0052000 (Coleonol)

3D-SDF for NP0052000 (Coleonol)

PDB for NP0052000 (Coleonol)

3D PDB for NP0052000 (Coleonol)

SMILES for NP0052000 (Coleonol)

INCHI for NP0052000 (Coleonol)

Structure for NP0052000 (Coleonol)

3D Structure for NP0052000 (Coleonol)