NP-MRD: Showing NP-Card for 5-(2,10-dihydroxy-9,11-dimethyltrideca-5,7,11-trien-1-yl)-2-hydroxy-2-(1-hydroxyethyl)-4-methylfuran-3-one (NP0326034)

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Record Information

Version

2.0

Created at

2022-09-12 07:14:43 UTC

Updated at

2022-09-12 07:14:43 UTC

NP-MRD ID

NP0326034

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-(2,10-dihydroxy-9,11-dimethyltrideca-5,7,11-trien-1-yl)-2-hydroxy-2-(1-hydroxyethyl)-4-methylfuran-3-one

Description

5-(2,10-Dihydroxy-9,11-dimethyltrideca-5,7,11-trien-1-yl)-2-hydroxy-2-(1-hydroxyethyl)-4-methyl-2,3-dihydrofuran-3-one belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms. 5-(2,10-dihydroxy-9,11-dimethyltrideca-5,7,11-trien-1-yl)-2-hydroxy-2-(1-hydroxyethyl)-4-methylfuran-3-one is found in Streptomyces aculeolatus. Based on a literature review very few articles have been published on 5-(2,10-dihydroxy-9,11-dimethyltrideca-5,7,11-trien-1-yl)-2-hydroxy-2-(1-hydroxyethyl)-4-methyl-2,3-dihydrofuran-3-one.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309122209142D          

 28 28  0  0  0  0            999 V2000
   -6.4022   -2.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6878   -2.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9733   -2.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9733   -3.2623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2588   -2.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2588   -1.1998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5444   -2.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5444   -3.2623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8299   -2.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1154   -2.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4009   -2.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6865   -2.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0280   -2.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7425   -2.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4569   -2.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4569   -1.1998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1714   -2.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8859   -2.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9721   -1.2043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3590   -0.6523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7791   -1.0328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1146   -0.2791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1916   -1.7472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8590   -1.2623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7436   -2.3603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5506   -2.1888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4887   -3.1450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6396   -2.3603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  4  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  7  1  4  0  0  0
  9 10  2  0  0  0  0
 11 10  1  4  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 23 28  1  0  0  0  0
 18 28  1  0  0  0  0
M  END


  Mrv1652309122209142D          

 28 28  0  0  0  0            999 V2000
   -6.4022   -2.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6878   -2.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9733   -2.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9733   -3.2623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2588   -2.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2588   -1.1998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5444   -2.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5444   -3.2623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8299   -2.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1154   -2.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4009   -2.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6865   -2.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0280   -2.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7425   -2.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4569   -2.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4569   -1.1998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1714   -2.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8859   -2.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9721   -1.2043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3590   -0.6523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7791   -1.0328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1146   -0.2791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1916   -1.7472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8590   -1.2623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7436   -2.3603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5506   -2.1888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4887   -3.1450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6396   -2.3603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  4  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  7  1  4  0  0  0
  9 10  2  0  0  0  0
 11 10  1  4  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 23 28  1  0  0  0  0
 18 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0326034

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC=C(C)C(O)C(C)C=CC=CCCC(O)CC1=C(C)C(=O)C(O)(O1)C(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C22H34O6/c1-6-14(2)20(25)15(3)11-9-7-8-10-12-18(24)13-19-16(4)21(26)22(27,28-19)17(5)23/h6-9,11,15,17-18,20,23-25,27H,10,12-13H2,1-5H3

> <INCHI_KEY>
DJGUIUUEMVFWLL-UHFFFAOYSA-N

> <FORMULA>
C22H34O6

> <MOLECULAR_WEIGHT>
394.508

> <EXACT_MASS>
394.235538815

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
45.000158657822595

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-(2,10-dihydroxy-9,11-dimethyltrideca-5,7,11-trien-1-yl)-2-hydroxy-2-(1-hydroxyethyl)-4-methyl-2,3-dihydrofuran-3-one

> <JCHEM_LOGP>
2.700164336666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.094588239545793

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.36514196979468

> <JCHEM_PKA_STRONGEST_BASIC>
-1.0919872330314937

> <JCHEM_POLAR_SURFACE_AREA>
107.22000000000001

> <JCHEM_REFRACTIVITY>
113.56709999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
5-(2,10-dihydroxy-9,11-dimethyltrideca-5,7,11-trien-1-yl)-2-hydroxy-2-(1-hydroxyethyl)-4-methylfuran-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0     -11.951  -4.550   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -10.617  -3.780   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -9.283  -4.550   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.283  -6.090   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -7.950  -3.780   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -7.950  -2.240   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -6.616  -4.550   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.616  -6.090   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.282  -3.780   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.949  -4.550   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.615  -3.780   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.281  -4.550   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.052  -3.780   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.386  -4.550   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.720  -3.780   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.720  -2.240   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       4.053  -4.550   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.387  -3.780   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.548  -2.248   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.404  -1.218   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.054  -1.928   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       7.681  -0.521   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       7.824  -3.262   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       9.070  -2.356   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       8.855  -4.406   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.361  -4.086   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       8.379  -5.871   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       6.794  -4.406   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   28                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25   28                                             
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   23   18                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₃₄O₆

Average Mass

394.5080 Da

Monoisotopic Mass

394.23554 Da

IUPAC Name

5-(2,10-dihydroxy-9,11-dimethyltrideca-5,7,11-trien-1-yl)-2-hydroxy-2-(1-hydroxyethyl)-4-methyl-2,3-dihydrofuran-3-one

Traditional Name

5-(2,10-dihydroxy-9,11-dimethyltrideca-5,7,11-trien-1-yl)-2-hydroxy-2-(1-hydroxyethyl)-4-methylfuran-3-one

CAS Registry Number

Not Available

SMILES

CC=C(C)C(O)C(C)C=CC=CCCC(O)CC1=C(C)C(=O)C(O)(O1)C(C)O

InChI Identifier

InChI=1S/C22H34O6/c1-6-14(2)20(25)15(3)11-9-7-8-10-12-18(24)13-19-16(4)21(26)22(27,28-19)17(5)23/h6-9,11,15,17-18,20,23-25,27H,10,12-13H2,1-5H3

InChI Key

DJGUIUUEMVFWLL-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptomyces aculeolatus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohols

Direct Parent

Fatty alcohols

Alternative Parents

Substituents

Fatty alcohol
Acyloin
3-furanone
Dihydrofuran
Vinylogous ester
Hemiacetal
Cyclic ketone
Secondary alcohol
Ketone
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Alcohol
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	2.7	ChemAxon
pKa (Strongest Acidic)	9.37	ChemAxon
pKa (Strongest Basic)	-1.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	107.22 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	113.57 m³·mol⁻¹	ChemAxon
Polarizability	45 Å³	ChemAxon
Number of Rings	1	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

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

73028824

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5-(2,10-dihydroxy-9,11-dimethyltrideca-5,7,11-trien-1-yl)-2-hydroxy-2-(1-hydroxyethyl)-4-methylfuran-3-one (NP0326034)

MOL for NP0326034 (5-(2,10-dihydroxy-9,11-dimethyltrideca-5,7,11-trien-1-yl)-2-hydroxy-2-(1-hydroxyethyl)-4-methylfuran-3-one)

3D MOL for NP0326034 (5-(2,10-dihydroxy-9,11-dimethyltrideca-5,7,11-trien-1-yl)-2-hydroxy-2-(1-hydroxyethyl)-4-methylfuran-3-one)

3D SDF for NP0326034 (5-(2,10-dihydroxy-9,11-dimethyltrideca-5,7,11-trien-1-yl)-2-hydroxy-2-(1-hydroxyethyl)-4-methylfuran-3-one)

3D-SDF for NP0326034 (5-(2,10-dihydroxy-9,11-dimethyltrideca-5,7,11-trien-1-yl)-2-hydroxy-2-(1-hydroxyethyl)-4-methylfuran-3-one)

PDB for NP0326034 (5-(2,10-dihydroxy-9,11-dimethyltrideca-5,7,11-trien-1-yl)-2-hydroxy-2-(1-hydroxyethyl)-4-methylfuran-3-one)

3D PDB for NP0326034 (5-(2,10-dihydroxy-9,11-dimethyltrideca-5,7,11-trien-1-yl)-2-hydroxy-2-(1-hydroxyethyl)-4-methylfuran-3-one)

SMILES for NP0326034 (5-(2,10-dihydroxy-9,11-dimethyltrideca-5,7,11-trien-1-yl)-2-hydroxy-2-(1-hydroxyethyl)-4-methylfuran-3-one)

INCHI for NP0326034 (5-(2,10-dihydroxy-9,11-dimethyltrideca-5,7,11-trien-1-yl)-2-hydroxy-2-(1-hydroxyethyl)-4-methylfuran-3-one)

Structure for NP0326034 (5-(2,10-dihydroxy-9,11-dimethyltrideca-5,7,11-trien-1-yl)-2-hydroxy-2-(1-hydroxyethyl)-4-methylfuran-3-one)

3D Structure for NP0326034 (5-(2,10-dihydroxy-9,11-dimethyltrideca-5,7,11-trien-1-yl)-2-hydroxy-2-(1-hydroxyethyl)-4-methylfuran-3-one)