NP-MRD: Showing NP-Card for Ganoboninketal E (NP0044159)

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Record Information

Version

1.0

Created at

2021-11-12 23:53:29 UTC

Updated at

2021-11-26 17:46:05 UTC

NP-MRD ID

NP0044159

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Ganoboninketal E

Description

Ganoboninketal E belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Ganoboninketal E is found in Ganoderma orbiforme. It was first documented in 2020 (PMID: 34756847). Based on a literature review a significant number of articles have been published on Ganoboninketal E (PMID: 34758548) (PMID: 34758547) (PMID: 34758546) (PMID: 34758545).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652311132100532D          

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 15 16  1  6  0  0  0
 16 17  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  2 20  1  0  0  0  0
 20 21  1  6  0  0  0
 20 22  1  0  0  0  0
 15 22  1  0  0  0  0
  8 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  6  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 23 30  1  0  0  0  0
 30 31  1  6  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
  7 33  1  0  0  0  0
 33 34  2  0  0  0  0
 30 35  1  1  0  0  0
 35 36  1  0  0  0  0
 35 37  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0044159

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12CC[C@@]3(C)C4=C(C(=O)C[C@]13CO[C@@]1(CC)CC[C@]2(C)O1)[C@@](C)(CCC(O)=O)[C@@]([H])(CC4=O)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C29H40O6/c1-7-29-13-12-27(6,35-29)21-8-11-26(5)24-19(30)14-18(17(2)3)25(4,10-9-22(32)33)23(24)20(31)15-28(21,26)16-34-29/h18,21H,2,7-16H2,1,3-6H3,(H,32,33)/t18-,21+,25-,26-,27-,28-,29+/m0/s1

> <INCHI_KEY>
DLIISVUQGANIBC-CRCXRKBUSA-N

> <FORMULA>
C29H40O6

> <MOLECULAR_WEIGHT>
484.633

> <EXACT_MASS>
484.282489008

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
53.518429153990475

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[(1S,2S,5R,9S,10S,14S,17R)-17-ethyl-1,5,10-trimethyl-7,12-dioxo-9-(prop-1-en-2-yl)-16,20-dioxapentacyclo[15.2.1.0^{2,14}.0^{5,14}.0^{6,11}]icos-6(11)-en-10-yl]propanoic acid

> <ALOGPS_LOGP>
3.97

> <JCHEM_LOGP>
4.355460384333333

> <ALOGPS_LOGS>
-5.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
18.35680172309317

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.42785807701817

> <JCHEM_PKA_STRONGEST_BASIC>
-4.057472466695998

> <JCHEM_POLAR_SURFACE_AREA>
89.9

> <JCHEM_REFRACTIVITY>
132.18219999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.00e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[(1S,2S,5R,9S,10S,14S,17R)-17-ethyl-1,5,10-trimethyl-7,12-dioxo-9-(prop-1-en-2-yl)-16,20-dioxapentacyclo[15.2.1.0^{2,14}.0^{5,14}.0^{6,11}]icos-6(11)-en-10-yl]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 13-NOV-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-NOV-21         0                                  
HETATM    1  H   UNK     0       8.348   5.083   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0       7.714   3.679   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.121   2.257   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.590   2.401   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.178   3.924   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.073   2.851   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.659   4.384   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.282   5.877   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.367   6.968   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.044   8.474   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       5.802   6.419   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.474   4.868   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.118   6.372   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       8.506   7.013   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       9.861   6.200   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.581   7.561   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.762   8.865   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.267   5.551   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.050   3.939   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.412   3.536   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.533   2.001   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       9.457   4.792   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.800   6.297   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.470   7.683   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.551   7.198   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.707   8.730   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.542   9.631   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -0.386  11.163   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -1.947   8.999   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       0.696   5.223   0.000  0.00  0.00           C+0
HETATM   31  H   UNK     0      -0.408   4.150   0.000  0.00  0.00           H+0
HETATM   32  C   UNK     0       1.073   3.730   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.555   3.311   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       2.933   1.818   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -0.786   5.642   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -1.890   4.569   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -1.164   7.135   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   12   20                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7   12                                             
CONECT    6    5                                                            
CONECT    7    5    8   33                                                  
CONECT    8    7    9   23                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11    2    5   13                                             
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   18   22                                             
CONECT   16   15   17                                                       
CONECT   17   16                                                            
CONECT   18   15   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19    2   21   22                                             
CONECT   21   20                                                            
CONECT   22   20   15                                                       
CONECT   23    8   24   25   30                                             
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   23   31   32   35                                             
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32    7   34                                                  
CONECT   34   33                                                            
CONECT   35   30   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   82    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₄₀O₆

Average Mass

484.6330 Da

Monoisotopic Mass

484.28249 Da

IUPAC Name

3-[(1S,2S,5R,9S,10S,14S,17R)-17-ethyl-1,5,10-trimethyl-7,12-dioxo-9-(prop-1-en-2-yl)-16,20-dioxapentacyclo[15.2.1.0^{2,14}.0^{5,14}.0^{6,11}]icos-6(11)-en-10-yl]propanoic acid

Traditional Name

3-[(1S,2S,5R,9S,10S,14S,17R)-17-ethyl-1,5,10-trimethyl-7,12-dioxo-9-(prop-1-en-2-yl)-16,20-dioxapentacyclo[15.2.1.0^{2,14}.0^{5,14}.0^{6,11}]icos-6(11)-en-10-yl]propanoic acid

CAS Registry Number

Not Available

SMILES

[H][C@]12CC[C@@]3(C)C4=C(C(=O)C[C@]13CO[C@@]1(CC)CC[C@]2(C)O1)[C@@](C)(CCC(O)=O)[C@@]([H])(CC4=O)C(C)=C

InChI Identifier

InChI=1S/C29H40O6/c1-7-29-13-12-27(6,35-29)21-8-11-26(5)24-19(30)14-18(17(2)3)25(4,10-9-22(32)33)23(24)20(31)15-28(21,26)16-34-29/h18,21H,2,7-16H2,1,3-6H3,(H,32,33)/t18-,21+,25-,26-,27-,28-,29+/m0/s1

InChI Key

DLIISVUQGANIBC-CRCXRKBUSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Ganoderma orbiforme	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Sesquiterpenoid
Carbocyclic fatty acid
Ketal
Cyclohexenone
Dioxepane
1,3-dioxepane
Fatty acyl
Tetrahydrofuran
Ketone
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	3.97	ALOGPS
logP	4.36	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	4.43	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	89.9 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	132.18 m³·mol⁻¹	ChemAxon
Polarizability	53.52 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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

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

146684001

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

McDonagh MS, Wagner J, Ahmed AY, Morasco B, Kansagara D, Chou R: Living Systematic Review on Cannabis and Other Plant-Based Treatments for Chronic Pain - Quarterly Progress Report/Addendum: September 2021. 2020 Dec. [PubMed:34756847 ]
Zhang WB, Yang QB, Wu SF, Lu SH, Cheng M, Sheng Y, Zhang QC, Yang LF, Yu L, Yan SX: [Application of diffusion-weighted magnetic resonance imaging in evaluating the efficacy of radiotherapy and chemotherapy for esophageal cancer]. Zhonghua Yi Xue Za Zhi. 2021 Nov 9;101(41):3427-3430. doi: 10.3760/cma.j.cn112137-20210709-01544. [PubMed:34758548 ]
Sun Y, Wang DM, Yu H, Liu C, Ji TY, Wang S, Wu Y, Liu XY, Jiang YW, Cai LX, Liu QZ: [The screening of potential biological markers of seizure onset zone in focal cortical dysplasia based on bioinformatics analysis]. Zhonghua Yi Xue Za Zhi. 2021 Nov 9;101(41):3422-3426. doi: 10.3760/cma.j.cn112137-20210331-00779. [PubMed:34758547 ]
Dong HH, Cai YS, Liang XN, Miao JB, Chen QS, Gao YD, Li H: [Analysis of incidence and risk factors for postoperative venous thromboembolism in patients with stage a non-small-cell lung cancer]. Zhonghua Yi Xue Za Zhi. 2021 Nov 9;101(41):3417-3421. doi: 10.3760/cma.j.cn112137-20210418-00929. [PubMed:34758546 ]
Chai YR, Gao JB, Lyu PJ, Liang P, Xing JJ, Liu J: [Comparative study of CT relative enhancement value and subjective visual evaluation for intestinal ischemia in patients with closed loop obstruction]. Zhonghua Yi Xue Za Zhi. 2021 Nov 9;101(41):3411-3416. doi: 10.3760/cma.j.cn112137-20210328-00756. [PubMed:34758545 ]
Wei Li et al. (2018). Isolation of 3,4-seco-27-norlanostane triterpenoids from cultivated fruiting bodies of Ganoderma orbiforme. Phytochemistry Letters 28:104-109, 2018. DOI: 10.1016/j.phytol.2018.09.017. Phytochemistry Letters.

Showing NP-Card for Ganoboninketal E (NP0044159)

MOL for NP0044159 (Ganoboninketal E)

3D MOL for NP0044159 (Ganoboninketal E)

3D SDF for NP0044159 (Ganoboninketal E)

3D-SDF for NP0044159 (Ganoboninketal E)

PDB for NP0044159 (Ganoboninketal E)

3D PDB for NP0044159 (Ganoboninketal E)

SMILES for NP0044159 (Ganoboninketal E)

INCHI for NP0044159 (Ganoboninketal E)

Structure for NP0044159 (Ganoboninketal E)

3D Structure for NP0044159 (Ganoboninketal E)