NP-MRD: Showing NP-Card for (R)-2-((3R,6S)-6-methyl-6-(2-((1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylenedecahydronaphthalen-1-yl)ethyl)-1,2-dioxan-3-yl)propanoic acid (NP0332486)

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Record Information

Version

1.0

Created at

2024-02-13 00:20:53 UTC

Updated at

2024-04-19 10:09:18 UTC

NP-MRD ID

NP0332486

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(R)-2-((3R,6S)-6-methyl-6-(2-((1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylenedecahydronaphthalen-1-yl)ethyl)-1,2-dioxan-3-yl)propanoic acid

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 02132400202D          

 30 32  0  0  1  0            999 V2000
    5.7394    3.3875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9269    3.2442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3966    3.8762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6448    2.4690    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1751    1.8370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8323    2.3257    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1145    3.1010    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5501    1.5505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7377    1.4072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2074    2.0392    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6771    1.4072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9592    0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8986    0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4929    2.4517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4895    2.8145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3020    2.9577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  4  2  1  0  0  0  0
  4  5  1  6  0  0  0
  4  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 13 12  1  1  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 21  1  1  0  0  0
 15 22  1  0  0  0  0
 22 19  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 26 25  1  0  0  0  0
 13 26  1  0  0  0  0
 26 27  1  6  0  0  0
 10 28  1  1  0  0  0
 10 29  1  0  0  0  0
 29 30  1  0  0  0  0
  6 30  1  0  0  0  0
M  END


  Mrv2104 02132400202D          

 30 32  0  0  1  0            999 V2000
    5.7394    3.3875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9269    3.2442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3966    3.8762    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6448    2.4690    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1751    1.8370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8323    2.3257    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1145    3.1010    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5501    1.5505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7377    1.4072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2074    2.0392    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6771    1.4072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9592    0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8986    0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4929    2.4517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4895    2.8145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3020    2.9577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  4  2  1  0  0  0  0
  4  5  1  6  0  0  0
  4  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 13 12  1  1  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 21  1  1  0  0  0
 15 22  1  0  0  0  0
 22 19  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 26 25  1  0  0  0  0
 13 26  1  0  0  0  0
 26 27  1  6  0  0  0
 10 28  1  1  0  0  0
 10 29  1  0  0  0  0
 29 30  1  0  0  0  0
  6 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332486

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]1(CC[C@](C)(CC[C@]2(C)[C@@H](C)CC[C@]3(C)C(=C)CCC[C@@]23[H])OO1)[C@@H](C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H40O4/c1-16-8-7-9-20-23(16,5)13-10-17(2)24(20,6)15-14-22(4)12-11-19(27-28-22)18(3)21(25)26/h17-20H,1,7-15H2,2-6H3,(H,25,26)/t17-,18+,19+,20+,22+,23+,24+/m0/s1

> <INCHI_KEY>
SQNNYRWDFNZPBJ-CTTBUFIDSA-N

> <FORMULA>
C24H40O4

> <MOLECULAR_WEIGHT>
392.58

> <EXACT_MASS>
392.292659768

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
68

> <JCHEM_AVERAGE_POLARIZABILITY>
46.01493614331177

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-[(3R,6S)-6-{2-[(1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylidene-decahydronaphthalen-1-yl]ethyl}-6-methyl-1,2-dioxan-3-yl]propanoic acid

> <JCHEM_LOGP>
6.124012739333336

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.145484939576288

> <JCHEM_PKA_STRONGEST_BASIC>
-4.838719664885543

> <JCHEM_POLAR_SURFACE_AREA>
55.760000000000005

> <JCHEM_REFRACTIVITY>
110.31779999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-[(3R,6S)-6-{2-[(1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylidene-hexahydro-2H-naphthalen-1-yl]ethyl}-6-methyl-1,2-dioxan-3-yl]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 13-FEB-24   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-FEB-24         0                                  
HETATM    1  O   UNK     0      10.714   6.323   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       9.197   6.056   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       8.207   7.236   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       8.670   4.609   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.660   3.429   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.154   4.341   0.000  0.00  0.00           C+0
HETATM    7  H   UNK     0       7.680   5.789   0.000  0.00  0.00           H+0
HETATM    8  C   UNK     0       6.627   2.894   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.110   2.627   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.120   3.807   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.131   2.627   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.657   1.180   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.677   1.180   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   21  H   UNK     0       4.001   0.770   0.000  0.00  0.00           H+0
HETATM   22  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.001  -3.850   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.787   4.577   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       4.647   5.254   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       6.164   5.521   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8   30                                             
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   28   29                                             
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15   26                                             
CONECT   14   13                                                            
CONECT   15   13   16   21   22                                             
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   22                                                  
CONECT   20   19                                                            
CONECT   21   15                                                            
CONECT   22   15   19   23   24                                             
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   13   27                                                  
CONECT   27   26                                                            
CONECT   28   10                                                            
CONECT   29   10   30                                                       
CONECT   30   29    6                                                       
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₄₀O₄

Average Mass

392.5800 Da

Monoisotopic Mass

392.29266 Da

IUPAC Name

(2R)-2-[(3R,6S)-6-{2-[(1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylidene-decahydronaphthalen-1-yl]ethyl}-6-methyl-1,2-dioxan-3-yl]propanoic acid

Traditional Name

(2R)-2-[(3R,6S)-6-{2-[(1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylidene-hexahydro-2H-naphthalen-1-yl]ethyl}-6-methyl-1,2-dioxan-3-yl]propanoic acid

CAS Registry Number

Not Available

SMILES

[H][C@@]1(CC[C@](C)(CC[C@]2(C)[C@@H](C)CC[C@]3(C)C(=C)CCC[C@@]23[H])OO1)[C@@H](C)C(O)=O

InChI Identifier

InChI=1S/C24H40O4/c1-16-8-7-9-20-23(16,5)13-10-17(2)24(20,6)15-14-22(4)12-11-19(27-28-22)18(3)21(25)26/h17-20H,1,7-15H2,2-6H3,(H,25,26)/t17-,18+,19+,20+,22+,23+,24+/m0/s1

InChI Key

SQNNYRWDFNZPBJ-CTTBUFIDSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	[¹H, ] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	yjlee@kiost.ac.kr	Not Available	Not Available	2024-02-13	View Spectrum
1D NMR	[¹³C, ] NMR Spectrum (2D, 151 MHz, CDCl3, experimental)	yjlee@kiost.ac.kr	Not Available	Not Available	2024-02-13	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150.963415845 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600.31470692 MHz, CDCl₃, 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

Not Available

Chemical Taxonomy

Classification

Not classified

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	6.12	ChemAxon
pKa (Strongest Acidic)	4.15	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	110.32 m³·mol⁻¹	ChemAxon
Polarizability	46.01 Å³	ChemAxon
Number of Rings	3	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

Not Available

References

General References

Not Available

Showing NP-Card for (R)-2-((3R,6S)-6-methyl-6-(2-((1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylenedecahydronaphthalen-1-yl)ethyl)-1,2-dioxan-3-yl)propanoic acid (NP0332486)

MOL for NP0332486 ((R)-2-((3R,6S)-6-methyl-6-(2-((1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylenedecahydronaphthalen-1-yl)ethyl)-1,2-dioxan-3-yl)propanoic acid)

3D MOL for NP0332486 ((R)-2-((3R,6S)-6-methyl-6-(2-((1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylenedecahydronaphthalen-1-yl)ethyl)-1,2-dioxan-3-yl)propanoic acid)

3D SDF for NP0332486 ((R)-2-((3R,6S)-6-methyl-6-(2-((1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylenedecahydronaphthalen-1-yl)ethyl)-1,2-dioxan-3-yl)propanoic acid)

3D-SDF for NP0332486 ((R)-2-((3R,6S)-6-methyl-6-(2-((1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylenedecahydronaphthalen-1-yl)ethyl)-1,2-dioxan-3-yl)propanoic acid)

PDB for NP0332486 ((R)-2-((3R,6S)-6-methyl-6-(2-((1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylenedecahydronaphthalen-1-yl)ethyl)-1,2-dioxan-3-yl)propanoic acid)

3D PDB for NP0332486 ((R)-2-((3R,6S)-6-methyl-6-(2-((1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylenedecahydronaphthalen-1-yl)ethyl)-1,2-dioxan-3-yl)propanoic acid)

SMILES for NP0332486 ((R)-2-((3R,6S)-6-methyl-6-(2-((1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylenedecahydronaphthalen-1-yl)ethyl)-1,2-dioxan-3-yl)propanoic acid)

INCHI for NP0332486 ((R)-2-((3R,6S)-6-methyl-6-(2-((1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylenedecahydronaphthalen-1-yl)ethyl)-1,2-dioxan-3-yl)propanoic acid)

Structure for NP0332486 ((R)-2-((3R,6S)-6-methyl-6-(2-((1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylenedecahydronaphthalen-1-yl)ethyl)-1,2-dioxan-3-yl)propanoic acid)

3D Structure for NP0332486 ((R)-2-((3R,6S)-6-methyl-6-(2-((1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-methylenedecahydronaphthalen-1-yl)ethyl)-1,2-dioxan-3-yl)propanoic acid)