NP-MRD: Showing NP-Card for methyl (2R)-2-((3R,6R)-6-(2-(3-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)ethyl)-6-methyl-1,2-dioxan-3-yl)propanoate (NP0332481)

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Record Information

Version

1.0

Created at

2024-02-13 00:09:08 UTC

Updated at

2024-04-19 10:09:16 UTC

NP-MRD ID

NP0332481

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (2R)-2-((3R,6R)-6-(2-(3-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)ethyl)-6-methyl-1,2-dioxan-3-yl)propanoate

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 02132400092D          

 25 26  0  0  1  0            999 V2000
    0.1842   -5.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8986   -4.7570    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8986   -3.9320    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1842   -3.5195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1842   -2.6945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8986   -2.2820    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3683   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4441   -1.7933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9744   -1.1613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7869   -1.3045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0691   -2.0798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3172   -0.6725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1297   -0.8158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0350    0.1027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2226    0.2460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6923   -0.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0421    0.1219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0924   -0.6410    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
    1.6131   -2.6945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6131   -3.5195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6131   -5.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6131   -5.9945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3276   -6.4070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3276   -4.7570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  6  0  0  0
  4  5  1  0  0  0  0
  6  5  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  9 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
  6 19  1  1  0  0  0
  6 20  1  0  0  0  0
 20 21  1  0  0  0  0
  3 21  1  0  0  0  0
  2 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 22 25  2  0  0  0  0
M  END


  Mrv2104 02132400092D          

 25 26  0  0  1  0            999 V2000
    0.1842   -5.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8986   -4.7570    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8986   -3.9320    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1842   -3.5195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1842   -2.6945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8986   -2.2820    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3683   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4441   -1.7933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9744   -1.1613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7869   -1.3045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0691   -2.0798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3172   -0.6725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1297   -0.8158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0350    0.1027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2226    0.2460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6923   -0.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0421    0.1219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0924   -0.6410    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
    1.6131   -2.6945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6131   -3.5195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6131   -5.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6131   -5.9945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3276   -6.4070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3276   -4.7570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  6  0  0  0
  4  5  1  0  0  0  0
  6  5  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  9 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
  6 19  1  1  0  0  0
  6 20  1  0  0  0  0
 20 21  1  0  0  0  0
  3 21  1  0  0  0  0
  2 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 22 25  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0332481

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@H](C)[C@H]1CC[C@@](C)(CCC2=C(C)C(O)CCC2(C)C)OO1

> <INCHI_IDENTIFIER>
InChI=1S/C20H34O5/c1-13-15(19(3,4)10-8-16(13)21)7-11-20(5)12-9-17(24-25-20)14(2)18(22)23-6/h14,16-17,21H,7-12H2,1-6H3/t14-,16?,17-,20-/m1/s1

> <INCHI_KEY>
UZTVXPBEGDBBLO-QJXOJOFWSA-N

> <FORMULA>
C20H34O5

> <MOLECULAR_WEIGHT>
354.487

> <EXACT_MASS>
354.240624195

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
40.22487646233816

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2R)-2-[(3R,6R)-6-[2-(3-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)ethyl]-6-methyl-1,2-dioxan-3-yl]propanoate

> <JCHEM_LOGP>
3.6380074933333324

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.096136028014996

> <JCHEM_PKA_STRONGEST_BASIC>
-1.4443739379952614

> <JCHEM_POLAR_SURFACE_AREA>
64.99000000000001

> <JCHEM_REFRACTIVITY>
96.4362

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2R)-2-[(3R,6R)-6-[2-(3-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)ethyl]-6-methyl-1,2-dioxan-3-yl]propanoate

> <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  C   UNK     0       0.344  -9.650   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.677  -8.880   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.677  -7.340   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.344  -6.570   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       0.344  -5.030   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.677  -4.260   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.688  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.829  -3.347   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.819  -2.168   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.336  -2.435   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.862  -3.882   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.325  -1.255   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -5.842  -1.523   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -3.799   0.192   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.282   0.459   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.292  -0.721   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.079   0.228   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.172  -1.196   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.011  -5.030   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.011  -6.570   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.011  -9.650   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       3.011 -11.190   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       4.345 -11.960   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       4.345  -8.880   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   22                                                  
CONECT    3    2    4   21                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   19   20                                             
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   16                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15    9   17   18                                             
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19    6                                                            
CONECT   20    6   21                                                       
CONECT   21   20    3                                                       
CONECT   22    2   23   25                                                  
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   22                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₃₄O₅

Average Mass

354.4870 Da

Monoisotopic Mass

354.24062 Da

IUPAC Name

methyl (2R)-2-[(3R,6R)-6-[2-(3-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)ethyl]-6-methyl-1,2-dioxan-3-yl]propanoate

Traditional Name

methyl (2R)-2-[(3R,6R)-6-[2-(3-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)ethyl]-6-methyl-1,2-dioxan-3-yl]propanoate

CAS Registry Number

Not Available

SMILES

COC(=O)[C@H](C)[C@H]1CC[C@@](C)(CCC2=C(C)C(O)CCC2(C)C)OO1

InChI Identifier

InChI=1S/C20H34O5/c1-13-15(19(3,4)10-8-16(13)21)7-11-20(5)12-9-17(24-25-20)14(2)18(22)23-6/h14,16-17,21H,7-12H2,1-6H3/t14-,16?,17-,20-/m1/s1

InChI Key

UZTVXPBEGDBBLO-QJXOJOFWSA-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	3.64	ChemAxon
pKa (Strongest Acidic)	18.1	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	64.99 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	96.44 m³·mol⁻¹	ChemAxon
Polarizability	40.22 Å³	ChemAxon
Number of Rings	2	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

Not Available

References

General References

Not Available

Showing NP-Card for methyl (2R)-2-((3R,6R)-6-(2-(3-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)ethyl)-6-methyl-1,2-dioxan-3-yl)propanoate (NP0332481)

MOL for NP0332481 (methyl (2R)-2-((3R,6R)-6-(2-(3-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)ethyl)-6-methyl-1,2-dioxan-3-yl)propanoate)

3D MOL for NP0332481 (methyl (2R)-2-((3R,6R)-6-(2-(3-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)ethyl)-6-methyl-1,2-dioxan-3-yl)propanoate)

3D SDF for NP0332481 (methyl (2R)-2-((3R,6R)-6-(2-(3-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)ethyl)-6-methyl-1,2-dioxan-3-yl)propanoate)

3D-SDF for NP0332481 (methyl (2R)-2-((3R,6R)-6-(2-(3-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)ethyl)-6-methyl-1,2-dioxan-3-yl)propanoate)

PDB for NP0332481 (methyl (2R)-2-((3R,6R)-6-(2-(3-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)ethyl)-6-methyl-1,2-dioxan-3-yl)propanoate)

3D PDB for NP0332481 (methyl (2R)-2-((3R,6R)-6-(2-(3-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)ethyl)-6-methyl-1,2-dioxan-3-yl)propanoate)

SMILES for NP0332481 (methyl (2R)-2-((3R,6R)-6-(2-(3-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)ethyl)-6-methyl-1,2-dioxan-3-yl)propanoate)

INCHI for NP0332481 (methyl (2R)-2-((3R,6R)-6-(2-(3-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)ethyl)-6-methyl-1,2-dioxan-3-yl)propanoate)

Structure for NP0332481 (methyl (2R)-2-((3R,6R)-6-(2-(3-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)ethyl)-6-methyl-1,2-dioxan-3-yl)propanoate)

3D Structure for NP0332481 (methyl (2R)-2-((3R,6R)-6-(2-(3-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)ethyl)-6-methyl-1,2-dioxan-3-yl)propanoate)