NP-MRD: Showing NP-Card for (-)-Matairesinol (NP0048292)

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Record Information

Version

2.0

Created at

2022-03-17 20:54:08 UTC

Updated at

2022-03-17 20:54:08 UTC

NP-MRD ID

NP0048292

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(-)-Matairesinol

Description

(-)-Matairesinol is found in Wikstroemia indica.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305221920262D          

 26 28  0  0  0  0            999 V2000
    0.1067    4.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0142    2.5177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078    2.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0472    2.3049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1067    2.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2187    3.1119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367    2.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4888    0.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    3.2384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4449    2.0078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3693    0.6910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    2.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6603    1.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367    1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7041    0.6910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1067    3.2384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0033    3.3668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078    3.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6164    2.8148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4492   -0.0937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8212    3.6509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1749    4.1738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9341   -0.7611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078    4.4759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4011    3.0697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6242   -0.0937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
 12  3  1  0  0  0  0
 12  7  1  0  0  0  0
 12  9  1  0  0  0  0
 13  4  1  0  0  0  0
 13  8  1  0  0  0  0
 13 10  1  0  0  0  0
 14  7  1  0  0  0  0
 14 11  1  0  0  0  0
 15  8  1  0  0  0  0
 15 14  1  0  0  0  0
 16  5  1  0  0  0  0
 17  6  1  0  0  0  0
 18  9  1  0  0  0  0
 18 16  1  0  0  0  0
 19 10  1  0  0  0  0
 19 17  1  0  0  0  0
 20 15  1  0  0  0  0
 21 16  1  0  0  0  0
 22 17  1  0  0  0  0
 23 20  2  0  0  0  0
 24  1  1  0  0  0  0
 24 18  1  0  0  0  0
 25  2  1  0  0  0  0
 25 19  1  0  0  0  0
 26 11  1  0  0  0  0
 26 20  1  0  0  0  0
M  END


  Mrv1652305221920262D          

 26 28  0  0  0  0            999 V2000
    0.1067    4.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0142    2.5177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078    2.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0472    2.3049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1067    2.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2187    3.1119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367    2.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4888    0.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    3.2384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4449    2.0078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3693    0.6910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    2.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6603    1.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367    1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7041    0.6910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1067    3.2384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0033    3.3668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078    3.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6164    2.8148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4492   -0.0937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8212    3.6509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1749    4.1738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9341   -0.7611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078    4.4759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4011    3.0697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6242   -0.0937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
 12  3  1  0  0  0  0
 12  7  1  0  0  0  0
 12  9  1  0  0  0  0
 13  4  1  0  0  0  0
 13  8  1  0  0  0  0
 13 10  1  0  0  0  0
 14  7  1  0  0  0  0
 14 11  1  0  0  0  0
 15  8  1  0  0  0  0
 15 14  1  0  0  0  0
 16  5  1  0  0  0  0
 17  6  1  0  0  0  0
 18  9  1  0  0  0  0
 18 16  1  0  0  0  0
 19 10  1  0  0  0  0
 19 17  1  0  0  0  0
 20 15  1  0  0  0  0
 21 16  1  0  0  0  0
 22 17  1  0  0  0  0
 23 20  2  0  0  0  0
 24  1  1  0  0  0  0
 24 18  1  0  0  0  0
 25  2  1  0  0  0  0
 25 19  1  0  0  0  0
 26 11  1  0  0  0  0
 26 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0048292

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1CC(CC2COC(=O)C2CC2CCC(O)C(C2)OC)CCC1O

> <INCHI_IDENTIFIER>
InChI=1S/C20H34O6/c1-24-18-9-12(3-5-16(18)21)7-14-11-26-20(23)15(14)8-13-4-6-17(22)19(10-13)25-2/h12-19,21-22H,3-11H2,1-2H3

> <INCHI_KEY>
ARQURIMKGVUGBH-UHFFFAOYSA-N

> <FORMULA>
C20H34O6

> <MOLECULAR_WEIGHT>
370.486

> <EXACT_MASS>
370.235538815

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
41.21588959312236

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,4-bis[(4-hydroxy-3-methoxycyclohexyl)methyl]oxolan-2-one

> <ALOGPS_LOGP>
2.08

> <JCHEM_LOGP>
1.5127921870000005

> <ALOGPS_LOGS>
-3.61

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.501890115690603

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.899830124362516

> <JCHEM_PKA_STRONGEST_BASIC>
-3.148343681980533

> <JCHEM_POLAR_SURFACE_AREA>
85.22000000000001

> <JCHEM_REFRACTIVITY>
96.42139999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.03e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,4-bis[(4-hydroxy-3-methoxycyclohexyl)methyl]oxolan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 22-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-MAY-19         0                                  
HETATM    1  C   UNK     0       0.199   9.125   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -11.226   4.700   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.134   3.735   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.688   4.303   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.199   4.505   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.008   5.809   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.802   3.735   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.512   1.766   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.468   6.045   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -8.297   3.748   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.556   1.290   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.468   4.505   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.833   3.272   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.802   2.195   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.048   1.290   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.199   6.045   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -7.473   6.285   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.134   6.815   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -8.617   5.254   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.572  -0.175   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.533   6.815   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -7.793   7.791   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -5.477  -1.421   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -1.134   8.355   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0     -10.082   5.730   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -3.032  -0.175   0.000  0.00  0.00           O+0
CONECT    1   24                                                            
CONECT    2   25                                                            
CONECT    3    5   12                                                       
CONECT    4    6   13                                                       
CONECT    5    3   16                                                       
CONECT    6    4   17                                                       
CONECT    7   12   14                                                       
CONECT    8   13   15                                                       
CONECT    9   12   18                                                       
CONECT   10   13   19                                                       
CONECT   11   14   26                                                       
CONECT   12    3    7    9                                                  
CONECT   13    4    8   10                                                  
CONECT   14    7   11   15                                                  
CONECT   15    8   14   20                                                  
CONECT   16    5   18   21                                                  
CONECT   17    6   19   22                                                  
CONECT   18    9   16   24                                                  
CONECT   19   10   17   25                                                  
CONECT   20   15   23   26                                                  
CONECT   21   16                                                            
CONECT   22   17                                                            
CONECT   23   20                                                            
CONECT   24    1   18                                                       
CONECT   25    2   19                                                       
CONECT   26   11   20                                                       
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₃₄O₆

Average Mass

370.4860 Da

Monoisotopic Mass

370.23554 Da

IUPAC Name

3,4-bis[(4-hydroxy-3-methoxycyclohexyl)methyl]oxolan-2-one

Traditional Name

3,4-bis[(4-hydroxy-3-methoxycyclohexyl)methyl]oxolan-2-one

CAS Registry Number

580-72-3

SMILES

COC1CC(CC2COC(=O)C2CC2CCC(O)C(C2)OC)CCC1O

InChI Identifier

InChI=1S/C20H34O6/c1-24-18-9-12(3-5-16(18)21)7-14-11-26-20(23)15(14)8-13-4-6-17(22)19(10-13)25-2/h12-19,21-22H,3-11H2,1-2H3

InChI Key

ARQURIMKGVUGBH-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Actinidia chinensis	FooDB	PHENOL EXPLORER
Ananas comosus	FooDB	PHENOL EXPLORER
Arctium lappa	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Asparagus officinalis	FooDB	PHENOL EXPLORER
Avena sativa L.	FooDB	PHENOL EXPLORER
Carthamus tinctorius	FooDB	KNAPSACK
Cucumis sativus L.	FooDB	PHENOL EXPLORER
Fagopyrum esculentum	FooDB	PHENOL EXPLORER
Glycine max	FooDB	PHENOL EXPLORER
Helianthus annuus L.	FooDB	PHENOL EXPLORER
Hordeum vulgare	FooDB	PHENOL EXPLORER
Linum usitatissimum	FooDB	KNAPSACK
Olea europaea	FooDB	PHENOL EXPLORER
Papaver	FooDB	PHENOL EXPLORER
Raphanus sativus var. sativus	FooDB	PHENOL EXPLORER
Secale cereale	FooDB	PHENOL EXPLORER
Sesamum indicum	FooDB	PHENOL EXPLORER
Solanum lycopersicum var. lycopersicum	FooDB	PHENOL EXPLORER
Solanum melongena	FooDB	PHENOL EXPLORER
Triticum aestivum	FooDB	PHENOL EXPLORER
Vicia faba	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Vigna radiata	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Vigna unguiculata ssp. unguiculata	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Wikstroemia indica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclohexanols. Cyclohexanols are compounds containing an alcohol group attached to a cyclohexane ring.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Cyclohexanols

Alternative Parents

Substituents

Cyclohexanol
Gamma butyrolactone
Cyclic alcohol
Tetrahydrofuran
Lactone
Carboxylic acid ester
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Carbonyl group
Hydrocarbon derivative
Organic oxide
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	2.08	ALOGPS
logP	1.51	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	13.9	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	85.22 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	96.42 m³·mol⁻¹	ChemAxon
Polarizability	41.22 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB014417

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

Not Available

Showing NP-Card for (-)-Matairesinol (NP0048292)

MOL for NP0048292 ((-)-Matairesinol)

3D MOL for NP0048292 ((-)-Matairesinol)

3D SDF for NP0048292 ((-)-Matairesinol)

3D-SDF for NP0048292 ((-)-Matairesinol)

PDB for NP0048292 ((-)-Matairesinol)

3D PDB for NP0048292 ((-)-Matairesinol)

SMILES for NP0048292 ((-)-Matairesinol)

INCHI for NP0048292 ((-)-Matairesinol)

Structure for NP0048292 ((-)-Matairesinol)

3D Structure for NP0048292 ((-)-Matairesinol)