NP-MRD: Showing NP-Card for asprellol C (NP0085745)

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Record Information

Version

2.0

Created at

2022-04-29 06:13:30 UTC

Updated at

2022-04-29 06:13:30 UTC

NP-MRD ID

NP0085745

Secondary Accession Numbers

None

Natural Product Identification

Common Name

asprellol C

Description

CHEMBL4092077 belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. asprellol C is found in Ilex asprella. Based on a literature review very few articles have been published on CHEMBL4092077.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292208132D          

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M  END

     RDKit          3D

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M  END


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  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 20 21  1  0  0  0  0
 14 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
  9 23  1  0  0  0  0
 23 24  1  6  0  0  0
 23 25  1  0  0  0  0
 25 26  1  1  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 25 28  1  0  0  0  0
 27 29  1  1  0  0  0
 27 30  1  0  0  0  0
  7 30  1  0  0  0  0
 30  3  1  1  0  0  0
 30 31  1  0  0  0  0
  4 31  1  0  0  0  0
 31 32  1  1  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 34 37  1  0  0  0  0
 37 38  1  0  0  0  0
  4 38  1  0  0  0  0
 17 39  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0085745

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12O[C@]1([H])[C@]13OC(=O)[C@@]4(CCC(C)(C)C[C@@]14[H])CC[C@@]3(C)[C@]1(C)C[C@@H](O)C3=C(C)C(=O)C(O)=C[C@]3(C)[C@@]21[H]

> <INCHI_IDENTIFIER>
InChI=1S/C29H38O6/c1-14-18-15(30)12-26(5)21(25(18,4)11-16(31)19(14)32)20-22(34-20)29-17-13-24(2,3)7-9-28(17,23(33)35-29)10-8-27(26,29)6/h11,15,17,20-22,30-31H,7-10,12-13H2,1-6H3/t15-,17-,20+,21-,22+,25+,26-,27+,28+,29-/m1/s1

> <INCHI_KEY>
KWBIRJSXSLHXJS-KJTHUHFYSA-N

> <FORMULA>
C29H38O6

> <MOLECULAR_WEIGHT>
482.617

> <EXACT_MASS>
482.266838944

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
52.77657905307519

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,4S,5S,6S,12R,14R,15S,18S,23R)-8,12-dihydroxy-6,10,14,15,21,21-hexamethyl-3,24-dioxaheptacyclo[16.5.2.0^{1,15}.0^{2,4}.0^{5,14}.0^{6,11}.0^{18,23}]pentacosa-7,10-diene-9,25-dione

> <ALOGPS_LOGP>
3.60

> <JCHEM_LOGP>
3.7359861136666646

> <ALOGPS_LOGS>
-5.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.539512526012519

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.623108434904502

> <JCHEM_PKA_STRONGEST_BASIC>
-3.012907917961355

> <JCHEM_POLAR_SURFACE_AREA>
96.36000000000001

> <JCHEM_REFRACTIVITY>
129.7315

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.83e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,4S,5S,6S,12R,14R,15S,18S,23R)-8,12-dihydroxy-6,10,14,15,21,21-hexamethyl-3,24-dioxaheptacyclo[16.5.2.0^{1,15}.0^{2,4}.0^{5,14}.0^{6,11}.0^{18,23}]pentacosa-7,10-diene-9,25-dione

> <JCHEM_VEBER_RULE>
0

$$$$

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  O   UNK     0       1.421  -1.223   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.885  -0.746   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       4.043  -1.846   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       3.383   0.791   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.265   2.149   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.860   2.082   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.509   0.595   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.353   1.883   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.066   0.594   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.229   2.126   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.839   1.926   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.379   1.923   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      11.152   3.255   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      11.146   0.588   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.686   0.585   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.459   1.917   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.453  -0.751   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.681  -2.083   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      13.448  -3.418   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      11.141  -2.080   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.373  -0.744   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.601  -2.076   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.833  -0.741   0.000  0.00  0.00           C+0
HETATM   24  H   UNK     0       7.293  -0.748   0.000  0.00  0.00           H+0
HETATM   25  C   UNK     0       8.073  -2.093   0.000  0.00  0.00           C+0
HETATM   26  H   UNK     0       8.852  -3.421   0.000  0.00  0.00           H+0
HETATM   27  C   UNK     0       6.533  -2.098   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       7.308  -3.429   0.000  0.00  0.00           O+0
HETATM   29  H   UNK     0       5.236  -2.928   0.000  0.00  0.00           H+0
HETATM   30  C   UNK     0       5.613  -0.786   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.686  -0.030   0.000  0.00  0.00           C+0
HETATM   32  H   UNK     0       5.585   1.220   0.000  0.00  0.00           H+0
HETATM   33  C   UNK     0       4.626  -1.569   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       3.263  -2.286   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       4.206  -3.504   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       2.228  -3.426   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       1.960  -1.465   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       2.021   0.074   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      14.993  -0.754   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2   30                                                       
CONECT    4    2    5   31   38                                             
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9   30                                             
CONECT    8    7                                                            
CONECT    9    7   10   11   23                                             
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   21                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   39                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   14   22   23                                             
CONECT   22   21                                                            
CONECT   23   21    9   24   25                                             
CONECT   24   23                                                            
CONECT   25   23   26   27   28                                             
CONECT   26   25                                                            
CONECT   27   25   28   29   30                                             
CONECT   28   27   25                                                       
CONECT   29   27                                                            
CONECT   30   27    7    3   31                                             
CONECT   31   30    4   32   33                                             
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   35   36   37                                             
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   34   38                                                       
CONECT   38   37    4                                                       
CONECT   39   17                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   90    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₃₈O₆

Average Mass

482.6170 Da

Monoisotopic Mass

482.26684 Da

IUPAC Name

(1S,2S,4S,5S,6S,12R,14R,15S,18S,23R)-8,12-dihydroxy-6,10,14,15,21,21-hexamethyl-3,24-dioxaheptacyclo[16.5.2.0^{1,15}.0^{2,4}.0^{5,14}.0^{6,11}.0^{18,23}]pentacosa-7,10-diene-9,25-dione

Traditional Name

(1S,2S,4S,5S,6S,12R,14R,15S,18S,23R)-8,12-dihydroxy-6,10,14,15,21,21-hexamethyl-3,24-dioxaheptacyclo[16.5.2.0^{1,15}.0^{2,4}.0^{5,14}.0^{6,11}.0^{18,23}]pentacosa-7,10-diene-9,25-dione

CAS Registry Number

Not Available

SMILES

[H][C@@]12O[C@]1([H])[C@]13OC(=O)[C@@]4(CCC(C)(C)C[C@@]14[H])CC[C@@]3(C)[C@]1(C)C[C@@H](O)C3=C(C)C(=O)C(O)=C[C@]3(C)[C@@]21[H]

InChI Identifier

InChI=1S/C29H38O6/c1-14-18-15(30)12-26(5)21(25(18,4)11-16(31)19(14)32)20-22(34-20)29-17-13-24(2,3)7-9-28(17,23(33)35-29)10-8-27(26,29)6/h11,15,17,20-22,30-31H,7-10,12-13H2,1-6H3/t15-,17-,20+,21-,22+,25+,26-,27+,28+,29-/m1/s1

InChI Key

KWBIRJSXSLHXJS-KJTHUHFYSA-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
Ilex asprella	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Gamma butyrolactones

Direct Parent

Gamma butyrolactones

Alternative Parents

Substituents

Oxepane
Gamma butyrolactone
Cyclic alcohol
Tetrahydrofuran
Cyclic ketone
Carboxylic acid ester
Secondary alcohol
Ketone
Oxacycle
Carboxylic acid derivative
Dialkyl ether
Enol
Oxirane
Ether
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Alcohol
Organic oxygen compound
Organic oxide
Carbonyl group
Organooxygen compound
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	3.6	ALOGPS
logP	3.74	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	9.62	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	96.36 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	129.73 m³·mol⁻¹	ChemAxon
Polarizability	52.78 Å³	ChemAxon
Number of Rings	7	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

C00055725

Chemspider ID

76795231

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

137654662

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for asprellol C (NP0085745)

MOL for NP0085745 (asprellol C)

3D MOL for NP0085745 (asprellol C)

3D SDF for NP0085745 (asprellol C)

3D-SDF for NP0085745 (asprellol C)

PDB for NP0085745 (asprellol C)

3D PDB for NP0085745 (asprellol C)

SMILES for NP0085745 (asprellol C)

INCHI for NP0085745 (asprellol C)

Structure for NP0085745 (asprellol C)

3D Structure for NP0085745 (asprellol C)