NP-MRD: Showing NP-Card for 1-(6-ethyl-4,6-dihydroxyoxan-3-yl)-3-hydroxy-2-(hydroxymethyl)-3-[2-methyl-3-(pent-3-en-2-yl)oxiran-2-yl]propan-1-one (NP0267178)

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Record Information

Version

2.0

Created at

2022-09-08 11:52:31 UTC

Updated at

2022-09-08 11:52:31 UTC

NP-MRD ID

NP0267178

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-(6-ethyl-4,6-dihydroxyoxan-3-yl)-3-hydroxy-2-(hydroxymethyl)-3-[2-methyl-3-(pent-3-en-2-yl)oxiran-2-yl]propan-1-one

Description

1-(6-Ethyl-4,6-dihydroxyoxan-3-yl)-3-hydroxy-2-(hydroxymethyl)-3-[2-methyl-3-(pent-3-en-2-yl)oxiran-2-yl]propan-1-one belongs to the class of organic compounds known as oxanes. Oxanes are compounds containing an oxane (tetrahydropyran) ring, which is a six-member saturated aliphatic heterocycle with one oxygen atom and five carbon atoms. 1-(6-ethyl-4,6-dihydroxyoxan-3-yl)-3-hydroxy-2-(hydroxymethyl)-3-[2-methyl-3-(pent-3-en-2-yl)oxiran-2-yl]propan-1-one is found in Myriapora truncata. 1-(6-Ethyl-4,6-dihydroxyoxan-3-yl)-3-hydroxy-2-(hydroxymethyl)-3-[2-methyl-3-(pent-3-en-2-yl)oxiran-2-yl]propan-1-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004171505082D          

 26 27  0  0  0  0            999 V2000
    3.2029    2.5289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6154    3.2434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2029    3.9578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9781    4.2400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5709    3.4275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7957    3.7097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1637    3.1794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6524    4.5222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2844    5.0525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0596    4.7703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8772    4.8043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7339    5.6168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2452    4.2740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3884    3.4616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2436    2.9313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5301    4.5562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6733    5.3687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1621    4.0259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7940    4.5562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7496    3.3114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5746    3.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2890    2.8989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2890    2.0739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0035    3.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0035    4.1364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7180    4.5489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  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
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  3 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  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
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  4  0  0  0
M  END


  Mrv1533004171505082D          

 26 27  0  0  0  0            999 V2000
    3.2029    2.5289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6154    3.2434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2029    3.9578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9781    4.2400    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5709    3.4275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7957    3.7097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1637    3.1794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6524    4.5222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2844    5.0525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0596    4.7703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8772    4.8043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7339    5.6168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2452    4.2740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3884    3.4616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2436    2.9313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5301    4.5562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6733    5.3687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1621    4.0259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7940    4.5562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7496    3.3114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5746    3.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2890    2.8989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2890    2.0739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0035    3.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0035    4.1364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7180    4.5489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  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
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  3 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  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
 18 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  4  0  0  0
M  END
> <DATABASE_ID>
NP0267178

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC1(O)CC(O)C(CO1)C(=O)C(CO)C(O)C1(C)OC1C(C)C=CC

> <INCHI_IDENTIFIER>
InChI=1S/C19H32O7/c1-5-7-11(3)17-18(4,26-17)16(23)12(9-20)15(22)13-10-25-19(24,6-2)8-14(13)21/h5,7,11-14,16-17,20-21,23-24H,6,8-10H2,1-4H3

> <INCHI_KEY>
VJPJOSSWTOMULO-UHFFFAOYSA-N

> <FORMULA>
C19H32O7

> <MOLECULAR_WEIGHT>
372.458

> <EXACT_MASS>
372.21480337

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
39.42972143384063

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(6-ethyl-4,6-dihydroxyoxan-3-yl)-3-hydroxy-2-(hydroxymethyl)-3-[2-methyl-3-(pent-3-en-2-yl)oxiran-2-yl]propan-1-one

> <ALOGPS_LOGP>
0.55

> <JCHEM_LOGP>
0.8055193716666665

> <ALOGPS_LOGS>
-2.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.056304377570696

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.058757274410334

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6993946327849017

> <JCHEM_POLAR_SURFACE_AREA>
119.75

> <JCHEM_REFRACTIVITY>
95.90720000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.69e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(6-ethyl-4,6-dihydroxyoxan-3-yl)-3-hydroxy-2-(hydroxymethyl)-3-[2-methyl-3-(pent-3-en-2-yl)oxiran-2-yl]propan-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       5.979   4.721   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.749   6.054   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.979   7.388   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       7.426   7.915   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.799   6.398   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.352   6.925   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.172   5.935   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       3.084   8.441   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.264   9.431   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       5.711   8.905   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.637   8.968   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.370  10.485   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       0.458   7.978   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.725   6.462   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.455   5.472   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -0.989   8.505   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.257  10.022   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -2.169   7.515   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.349   8.505   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.399   6.181   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -2.939   6.181   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.273   5.411   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.273   3.871   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -5.607   6.181   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -5.607   7.721   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -6.940   8.491   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5   10                                             
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9    3                                                       
CONECT   11    8   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16   13   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20   21                                             
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   18   22                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₃₂O₇

Average Mass

372.4580 Da

Monoisotopic Mass

372.21480 Da

IUPAC Name

1-(6-ethyl-4,6-dihydroxyoxan-3-yl)-3-hydroxy-2-(hydroxymethyl)-3-[2-methyl-3-(pent-3-en-2-yl)oxiran-2-yl]propan-1-one

Traditional Name

1-(6-ethyl-4,6-dihydroxyoxan-3-yl)-3-hydroxy-2-(hydroxymethyl)-3-[2-methyl-3-(pent-3-en-2-yl)oxiran-2-yl]propan-1-one

CAS Registry Number

Not Available

SMILES

CCC1(O)CC(O)C(CO1)C(=O)C(CO)C(O)C1(C)OC1C(C)C=CC

InChI Identifier

InChI=1S/C19H32O7/c1-5-7-11(3)17-18(4,26-17)16(23)12(9-20)15(22)13-10-25-19(24,6-2)8-14(13)21/h5,7,11-14,16-17,20-21,23-24H,6,8-10H2,1-4H3

InChI Key

VJPJOSSWTOMULO-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Myriapora truncata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxanes. Oxanes are compounds containing an oxane (tetrahydropyran) ring, which is a six-member saturated aliphatic heterocycle with one oxygen atom and five carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxanes

Sub Class

Not Available

Direct Parent

Oxanes

Alternative Parents

Substituents

Beta-hydroxy ketone
Oxane
Hemiacetal
Ketone
Secondary alcohol
Ether
Oxirane
Dialkyl ether
Oxacycle
Primary alcohol
Organic oxide
Organooxygen compound
Alcohol
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
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	0.55	ALOGPS
logP	0.81	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	11.06	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	119.75 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	95.91 m³·mol⁻¹	ChemAxon
Polarizability	39.43 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

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

73836040

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1-(6-ethyl-4,6-dihydroxyoxan-3-yl)-3-hydroxy-2-(hydroxymethyl)-3-[2-methyl-3-(pent-3-en-2-yl)oxiran-2-yl]propan-1-one (NP0267178)

MOL for NP0267178 (1-(6-ethyl-4,6-dihydroxyoxan-3-yl)-3-hydroxy-2-(hydroxymethyl)-3-[2-methyl-3-(pent-3-en-2-yl)oxiran-2-yl]propan-1-one)

3D MOL for NP0267178 (1-(6-ethyl-4,6-dihydroxyoxan-3-yl)-3-hydroxy-2-(hydroxymethyl)-3-[2-methyl-3-(pent-3-en-2-yl)oxiran-2-yl]propan-1-one)

3D SDF for NP0267178 (1-(6-ethyl-4,6-dihydroxyoxan-3-yl)-3-hydroxy-2-(hydroxymethyl)-3-[2-methyl-3-(pent-3-en-2-yl)oxiran-2-yl]propan-1-one)

3D-SDF for NP0267178 (1-(6-ethyl-4,6-dihydroxyoxan-3-yl)-3-hydroxy-2-(hydroxymethyl)-3-[2-methyl-3-(pent-3-en-2-yl)oxiran-2-yl]propan-1-one)

PDB for NP0267178 (1-(6-ethyl-4,6-dihydroxyoxan-3-yl)-3-hydroxy-2-(hydroxymethyl)-3-[2-methyl-3-(pent-3-en-2-yl)oxiran-2-yl]propan-1-one)

3D PDB for NP0267178 (1-(6-ethyl-4,6-dihydroxyoxan-3-yl)-3-hydroxy-2-(hydroxymethyl)-3-[2-methyl-3-(pent-3-en-2-yl)oxiran-2-yl]propan-1-one)

SMILES for NP0267178 (1-(6-ethyl-4,6-dihydroxyoxan-3-yl)-3-hydroxy-2-(hydroxymethyl)-3-[2-methyl-3-(pent-3-en-2-yl)oxiran-2-yl]propan-1-one)

INCHI for NP0267178 (1-(6-ethyl-4,6-dihydroxyoxan-3-yl)-3-hydroxy-2-(hydroxymethyl)-3-[2-methyl-3-(pent-3-en-2-yl)oxiran-2-yl]propan-1-one)

Structure for NP0267178 (1-(6-ethyl-4,6-dihydroxyoxan-3-yl)-3-hydroxy-2-(hydroxymethyl)-3-[2-methyl-3-(pent-3-en-2-yl)oxiran-2-yl]propan-1-one)

3D Structure for NP0267178 (1-(6-ethyl-4,6-dihydroxyoxan-3-yl)-3-hydroxy-2-(hydroxymethyl)-3-[2-methyl-3-(pent-3-en-2-yl)oxiran-2-yl]propan-1-one)