NP-MRD: Showing NP-Card for 4a-formyl-2,9,9,12a,14b-pentamethyl-10-oxo-1,3,4,5,6b,7,8,8a,11,12,12b,13,14,14a-tetradecahydropicene-2-carboxylic acid (NP0235689)

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Record Information

Version

2.0

Created at

2022-09-06 18:24:19 UTC

Updated at

2022-09-06 18:24:19 UTC

NP-MRD ID

NP0235689

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4a-formyl-2,9,9,12a,14b-pentamethyl-10-oxo-1,3,4,5,6b,7,8,8a,11,12,12b,13,14,14a-tetradecahydropicene-2-carboxylic acid

Description

4A-formyl-2,9,9,12a,14b-pentamethyl-10-oxo-1,2,3,4,4a,5,6b,7,8,8a,9,10,11,12,12a,12b,13,14,14a,14b-icosahydropicene-2-carboxylic acid belongs to the class of organic compounds known as cyclic ketones. These are organic compounds containing a ketone that is conjugated to a cyclic moiety. 4a-formyl-2,9,9,12a,14b-pentamethyl-10-oxo-1,3,4,5,6b,7,8,8a,11,12,12b,13,14,14a-tetradecahydropicene-2-carboxylic acid is found in Schefflera bodinieri. 4A-formyl-2,9,9,12a,14b-pentamethyl-10-oxo-1,2,3,4,4a,5,6b,7,8,8a,9,10,11,12,12a,12b,13,14,14a,14b-icosahydropicene-2-carboxylic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004261500402D          

 33 37  0  0  0  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1533004261500402D          

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 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 12 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
  9 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
  8 25  1  0  0  0  0
 25 26  1  0  0  0  0
  5 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
  2 28  1  0  0  0  0
  5 29  1  0  0  0  0
 29 30  2  0  0  0  0
  2 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0235689

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(CCC2(CC=C3C4CCC5C(C)(C)C(=O)CCC5(C)C4CCC3C2(C)C1)C=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C29H42O4/c1-25(2)22-9-6-18-19-10-13-29(17-30)15-14-26(3,24(32)33)16-28(29,5)21(19)8-7-20(18)27(22,4)12-11-23(25)31/h10,17-18,20-22H,6-9,11-16H2,1-5H3,(H,32,33)

> <INCHI_KEY>
YPWXJFDRGSSQOS-UHFFFAOYSA-N

> <FORMULA>
C29H42O4

> <MOLECULAR_WEIGHT>
454.651

> <EXACT_MASS>
454.308309832

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
52.97263782631455

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4a-formyl-2,9,9,12a,14b-pentamethyl-10-oxo-1,2,3,4,4a,5,6b,7,8,8a,9,10,11,12,12a,12b,13,14,14a,14b-icosahydropicene-2-carboxylic acid

> <ALOGPS_LOGP>
5.79

> <JCHEM_LOGP>
5.891390365666668

> <ALOGPS_LOGS>
-5.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
19.961774202089014

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.405567209589939

> <JCHEM_PKA_STRONGEST_BASIC>
-6.957503276437971

> <JCHEM_POLAR_SURFACE_AREA>
71.44

> <JCHEM_REFRACTIVITY>
129.11889999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.29e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4a-formyl-2,9,9,12a,14b-pentamethyl-10-oxo-1,3,4,5,6b,7,8,8a,11,12,12b,13,14,14a-tetradecahydropicene-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  C   UNK     0       8.833  -6.700   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.566  -5.184   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.796  -3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.566  -2.516   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.106  -2.516   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.876  -1.183   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.416  -1.183   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.186  -2.516   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.726  -2.516   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      15.496  -1.183   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      17.036  -1.183   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      17.806  -2.516   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      19.346  -2.516   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      19.078  -1.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      20.793  -1.990   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      20.116  -3.850   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      21.656  -3.850   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      19.346  -5.184   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      17.806  -5.184   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      17.036  -3.850   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      16.266  -5.184   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      15.496  -3.850   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.726  -5.184   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      13.186  -5.184   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.416  -3.850   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.876  -3.850   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.646  -5.184   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.106  -5.184   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.336  -1.183   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      10.106   0.151   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       7.119  -5.710   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       6.851  -7.227   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       5.939  -4.720   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   28   31                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   26   29                                             
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   25                                                  
CONECT    9    8   10   22                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   20                                                  
CONECT   13   12   14   15   16                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   13   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   12   21   22                                             
CONECT   21   20                                                            
CONECT   22   20    9   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24    8   26                                                  
CONECT   26   25    5   27   28                                             
CONECT   27   26                                                            
CONECT   28   26    2                                                       
CONECT   29    5   30                                                       
CONECT   30   29                                                            
CONECT   31    2   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   74    0
END

View in JSmol

Synonyms

Value	Source
4a-Formyl-2,9,9,12a,14b-pentamethyl-10-oxo-1,2,3,4,4a,5,6b,7,8,8a,9,10,11,12,12a,12b,13,14,14a,14b-icosahydropicene-2-carboxylate	Generator

Chemical Formula

C₂₉H₄₂O₄

Average Mass

454.6510 Da

Monoisotopic Mass

454.30831 Da

IUPAC Name

4a-formyl-2,9,9,12a,14b-pentamethyl-10-oxo-1,2,3,4,4a,5,6b,7,8,8a,9,10,11,12,12a,12b,13,14,14a,14b-icosahydropicene-2-carboxylic acid

Traditional Name

4a-formyl-2,9,9,12a,14b-pentamethyl-10-oxo-1,3,4,5,6b,7,8,8a,11,12,12b,13,14,14a-tetradecahydropicene-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC1(CCC2(CC=C3C4CCC5C(C)(C)C(=O)CCC5(C)C4CCC3C2(C)C1)C=O)C(O)=O

InChI Identifier

InChI=1S/C29H42O4/c1-25(2)22-9-6-18-19-10-13-29(17-30)15-14-26(3,24(32)33)16-28(29,5)21(19)8-7-20(18)27(22,4)12-11-23(25)31/h10,17-18,20-22H,6-9,11-16H2,1-5H3,(H,32,33)

InChI Key

YPWXJFDRGSSQOS-UHFFFAOYSA-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
Heptapleurum bodinieri	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclic ketones. These are organic compounds containing a ketone that is conjugated to a cyclic moiety.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Cyclic ketones

Alternative Parents

Substituents

Cyclic ketone
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxide
Hydrocarbon derivative
Aldehyde
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	5.79	ALOGPS
logP	5.89	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	4.41	ChemAxon
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	71.44 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	129.12 m³·mol⁻¹	ChemAxon
Polarizability	52.97 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4a-formyl-2,9,9,12a,14b-pentamethyl-10-oxo-1,3,4,5,6b,7,8,8a,11,12,12b,13,14,14a-tetradecahydropicene-2-carboxylic acid (NP0235689)

MOL for NP0235689 (4a-formyl-2,9,9,12a,14b-pentamethyl-10-oxo-1,3,4,5,6b,7,8,8a,11,12,12b,13,14,14a-tetradecahydropicene-2-carboxylic acid)

3D MOL for NP0235689 (4a-formyl-2,9,9,12a,14b-pentamethyl-10-oxo-1,3,4,5,6b,7,8,8a,11,12,12b,13,14,14a-tetradecahydropicene-2-carboxylic acid)

3D SDF for NP0235689 (4a-formyl-2,9,9,12a,14b-pentamethyl-10-oxo-1,3,4,5,6b,7,8,8a,11,12,12b,13,14,14a-tetradecahydropicene-2-carboxylic acid)

3D-SDF for NP0235689 (4a-formyl-2,9,9,12a,14b-pentamethyl-10-oxo-1,3,4,5,6b,7,8,8a,11,12,12b,13,14,14a-tetradecahydropicene-2-carboxylic acid)

PDB for NP0235689 (4a-formyl-2,9,9,12a,14b-pentamethyl-10-oxo-1,3,4,5,6b,7,8,8a,11,12,12b,13,14,14a-tetradecahydropicene-2-carboxylic acid)

3D PDB for NP0235689 (4a-formyl-2,9,9,12a,14b-pentamethyl-10-oxo-1,3,4,5,6b,7,8,8a,11,12,12b,13,14,14a-tetradecahydropicene-2-carboxylic acid)

SMILES for NP0235689 (4a-formyl-2,9,9,12a,14b-pentamethyl-10-oxo-1,3,4,5,6b,7,8,8a,11,12,12b,13,14,14a-tetradecahydropicene-2-carboxylic acid)

INCHI for NP0235689 (4a-formyl-2,9,9,12a,14b-pentamethyl-10-oxo-1,3,4,5,6b,7,8,8a,11,12,12b,13,14,14a-tetradecahydropicene-2-carboxylic acid)

Structure for NP0235689 (4a-formyl-2,9,9,12a,14b-pentamethyl-10-oxo-1,3,4,5,6b,7,8,8a,11,12,12b,13,14,14a-tetradecahydropicene-2-carboxylic acid)

3D Structure for NP0235689 (4a-formyl-2,9,9,12a,14b-pentamethyl-10-oxo-1,3,4,5,6b,7,8,8a,11,12,12b,13,14,14a-tetradecahydropicene-2-carboxylic acid)