NP-MRD: Showing NP-Card for (S)-2-((3S,6R)-6-methyl-6-((E)-4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-en-1-yl)-1,2-dioxan-3-yl)propanoic acid (NP0332484)

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Record Information

Version

2.0

Created at

2024-02-13 00:17:07 UTC

Updated at

2024-09-03 04:19:23 UTC

NP-MRD ID

NP0332484

Natural Product DOI

https://doi.org/10.57994/1737

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(S)-2-((3S,6R)-6-methyl-6-((E)-4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-en-1-yl)-1,2-dioxan-3-yl)propanoic acid

Description

(S)-2-((3S,6R)-6-methyl-6-((E)-4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-en-1-yl)-1,2-dioxan-3-yl)propanoic acid belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. Based on a literature review very few articles have been published on (S)-2-((3S,6R)-6-methyl-6-((E)-4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-en-1-yl)-1,2-dioxan-3-yl)propanoic acid.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 02132400172D          

 29 30  0  0  1  0            999 V2000
   -1.2448   -2.6945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2448   -3.5195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5303   -3.9320    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1842   -3.5195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5303   -4.7570    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2448   -4.3445    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1842   -5.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1842   -5.9945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5303   -6.4070    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -7.0390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2822   -7.8142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2481   -8.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0340   -9.2215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8465   -9.3647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4963   -9.8534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3087   -9.7102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8390  -10.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6515  -10.1989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9337   -9.4237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1818  -10.8309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8996  -11.6061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0872  -11.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5569  -11.1174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9068  -11.6253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7722  -10.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0606   -7.0390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2448   -5.9945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2448   -5.1695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9592   -3.9320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  0  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  0  0  0  0
  9 10  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  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  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 17 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
  9 26  1  6  0  0  0
  9 27  1  0  0  0  0
 27 28  1  0  0  0  0
  5 28  1  0  0  0  0
  2 29  2  0  0  0  0
M  END


  Mrv2104 02132400172D          

 29 30  0  0  1  0            999 V2000
   -1.2448   -2.6945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2448   -3.5195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5303   -3.9320    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1842   -3.5195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5303   -4.7570    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2448   -4.3445    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1842   -5.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1842   -5.9945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5303   -6.4070    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000   -7.0390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2822   -7.8142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2481   -8.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0340   -9.2215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8465   -9.3647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4963   -9.8534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3087   -9.7102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8390  -10.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6515  -10.1989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9337   -9.4237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1818  -10.8309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8996  -11.6061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0872  -11.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5569  -11.1174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9068  -11.6253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7722  -10.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0606   -7.0390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2448   -5.9945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2448   -5.1695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9592   -3.9320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  0  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  5  6  1  1  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  0  0  0  0
  9 10  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  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  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 17 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
  9 26  1  6  0  0  0
  9 27  1  0  0  0  0
 27 28  1  0  0  0  0
  5 28  1  0  0  0  0
  2 29  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0332484

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]1(CC[C@@](C)(CC\C=C(/C)CCC2=C(C)CCCC2(C)C)OO1)[C@H](C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H40O4/c1-17(11-12-20-18(2)10-8-14-23(20,4)5)9-7-15-24(6)16-13-21(27-28-24)19(3)22(25)26/h9,19,21H,7-8,10-16H2,1-6H3,(H,25,26)/b17-9+/t19-,21-,24+/m0/s1

> <INCHI_KEY>
ZJKZMXQQSDVDLA-RMXXGELBSA-N

> <FORMULA>
C24H40O4

> <MOLECULAR_WEIGHT>
392.58

> <EXACT_MASS>
392.292659768

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
68

> <JCHEM_AVERAGE_POLARIZABILITY>
46.86035010879783

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-[(3S,6R)-6-methyl-6-[(3E)-4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-en-1-yl]-1,2-dioxan-3-yl]propanoic acid

> <JCHEM_LOGP>
6.382638779333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.436147402438887

> <JCHEM_PKA_STRONGEST_BASIC>
-4.838758876084014

> <JCHEM_POLAR_SURFACE_AREA>
55.76

> <JCHEM_REFRACTIVITY>
113.9542

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[(3S,6R)-6-methyl-6-[(3E)-4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-en-1-yl]-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      -2.324  -5.030   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -2.324  -6.570   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.990  -7.340   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.344  -6.570   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.990  -8.880   0.000  0.00  0.00           C+0
HETATM    6  H   UNK     0      -2.324  -8.110   0.000  0.00  0.00           H+0
HETATM    7  C   UNK     0       0.344  -9.650   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.344 -11.190   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.990 -11.960   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000 -13.139   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.527 -14.587   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.463 -15.766   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.064 -17.213   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.580 -17.481   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.926 -18.393   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.443 -18.126   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.433 -19.305   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.949 -19.038   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.476 -17.591   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.939 -20.218   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.413 -21.665   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.896 -21.932   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.906 -20.753   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.693 -21.701   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.442 -20.277   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.980 -13.139   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -2.324 -11.190   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -2.324  -9.650   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -3.657  -7.340   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   29                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7   28                                             
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   26   27                                             
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   23                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   17   24   25                                             
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26    9                                                            
CONECT   27    9   28                                                       
CONECT   28   27    5                                                       
CONECT   29    2                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   60    0
END

View in JSmol

Synonyms

Value	Source
(S)-2-((3S,6R)-6-Methyl-6-((e)-4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-en-1-yl)-1,2-dioxan-3-yl)propanoate	Generator

Chemical Formula

C₂₄H₄₀O₄

Average Mass

392.5800 Da

Monoisotopic Mass

392.29266 Da

IUPAC Name

(2S)-2-[(3S,6R)-6-methyl-6-[(3E)-4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-en-1-yl]-1,2-dioxan-3-yl]propanoic acid

Traditional Name

(2S)-2-[(3S,6R)-6-methyl-6-[(3E)-4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-en-1-yl]-1,2-dioxan-3-yl]propanoic acid

CAS Registry Number

Not Available

SMILES

[H][C@]1(CC[C@@](C)(CC\C=C(/C)CCC2=C(C)CCCC2(C)C)OO1)[C@H](C)C(O)=O

InChI Identifier

InChI=1S/C24H40O4/c1-17(11-12-20-18(2)10-8-14-23(20,4)5)9-7-15-24(6)16-13-21(27-28-24)19(3)22(25)26/h9,19,21H,7-8,10-16H2,1-6H3,(H,25,26)/b17-9+/t19-,21-,24+/m0/s1

InChI Key

ZJKZMXQQSDVDLA-RMXXGELBSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl3, experimental)	yjlee@kiost.ac.kr	Not Available	Not Available	2024-02-13	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CDCl3, experimental)	yjlee@kiost.ac.kr	Not Available	Not Available	2024-02-13	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Diterpenoid
Hydroperoxy fatty acid
Methyl-branched fatty acid
Heterocyclic fatty acid
Branched fatty acid
Fatty acyl
Ortho-dioxane
Dialkyl peroxide
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	6.38	ChemAxon
pKa (Strongest Acidic)	4.44	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	8	ChemAxon
Refractivity	113.95 m³·mol⁻¹	ChemAxon
Polarizability	46.86 Å³	ChemAxon
Number of Rings	2	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

DOI: 10.1021/acs.jnatprod.3c01104

Showing NP-Card for (S)-2-((3S,6R)-6-methyl-6-((E)-4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-en-1-yl)-1,2-dioxan-3-yl)propanoic acid (NP0332484)

MOL for NP0332484 ((S)-2-((3S,6R)-6-methyl-6-((E)-4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-en-1-yl)-1,2-dioxan-3-yl)propanoic acid)

3D MOL for NP0332484 ((S)-2-((3S,6R)-6-methyl-6-((E)-4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-en-1-yl)-1,2-dioxan-3-yl)propanoic acid)

3D SDF for NP0332484 ((S)-2-((3S,6R)-6-methyl-6-((E)-4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-en-1-yl)-1,2-dioxan-3-yl)propanoic acid)

3D-SDF for NP0332484 ((S)-2-((3S,6R)-6-methyl-6-((E)-4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-en-1-yl)-1,2-dioxan-3-yl)propanoic acid)

PDB for NP0332484 ((S)-2-((3S,6R)-6-methyl-6-((E)-4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-en-1-yl)-1,2-dioxan-3-yl)propanoic acid)

3D PDB for NP0332484 ((S)-2-((3S,6R)-6-methyl-6-((E)-4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-en-1-yl)-1,2-dioxan-3-yl)propanoic acid)

SMILES for NP0332484 ((S)-2-((3S,6R)-6-methyl-6-((E)-4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-en-1-yl)-1,2-dioxan-3-yl)propanoic acid)

INCHI for NP0332484 ((S)-2-((3S,6R)-6-methyl-6-((E)-4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-en-1-yl)-1,2-dioxan-3-yl)propanoic acid)

Structure for NP0332484 ((S)-2-((3S,6R)-6-methyl-6-((E)-4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-en-1-yl)-1,2-dioxan-3-yl)propanoic acid)

3D Structure for NP0332484 ((S)-2-((3S,6R)-6-methyl-6-((E)-4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-en-1-yl)-1,2-dioxan-3-yl)propanoic acid)