NP-MRD: Showing NP-Card for 5-hydroxy-4-(1-hydroxy-6-{5-hydroxy-1,2-dimethyl-3,9,10-trioxatricyclo[4.3.1.0²,⁴]decan-8-yl}-4-methylhepta-2,4-dien-1-ylidene)-2h-pyrrol-3-one (NP0255614)

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Record Information

Version

1.0

Created at

2022-09-07 20:10:01 UTC

Updated at

2022-09-07 20:10:01 UTC

NP-MRD ID

NP0255614

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-hydroxy-4-(1-hydroxy-6-{5-hydroxy-1,2-dimethyl-3,9,10-trioxatricyclo[4.3.1.0²,⁴]decan-8-yl}-4-methylhepta-2,4-dien-1-ylidene)-2h-pyrrol-3-one

Description

5-Hydroxy-4-(1-hydroxy-6-{5-hydroxy-1,2-dimethyl-3,9,10-trioxatricyclo[4.3.1.0²,⁴]Decan-8-yl}-4-methylhepta-2,4-dien-1-ylidene)-3,4-dihydro-2H-pyrrol-3-one belongs to the class of organic compounds known as 1,4-dioxepanes. These are dioxepanes with the two ring oxygen atoms at position 1 and 4, respectively. Based on a literature review very few articles have been published on 5-hydroxy-4-(1-hydroxy-6-{5-hydroxy-1,2-dimethyl-3,9,10-trioxatricyclo[4.3.1.0²,⁴]Decan-8-yl}-4-methylhepta-2,4-dien-1-ylidene)-3,4-dihydro-2H-pyrrol-3-one.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309072222102D          

 29 32  0  0  0  0            999 V2000
    6.5059    0.4241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3100    1.2255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9061    1.7959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6981    1.5648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2942    2.1352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0983    2.9366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0861    1.9041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7386    2.4090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7136    3.2336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4204    1.9445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1894    1.1526    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3647    1.1276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9003    0.4457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5180    1.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9219    0.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1178    0.0848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1299    1.1172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0403    1.9374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3970    2.4539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3539    1.3437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7933    0.3844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5622   -0.4076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6134    0.4740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1500    0.9009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7218    0.1957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3950    1.2333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0604    1.7210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5769    2.3643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1803    3.0877    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  4  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  4  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
  2 14  2  0  0  0  0
 14 15  1  4  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  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 17 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  1  0  0  0  0
 19 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END


  Mrv1652309072222102D          

 29 32  0  0  0  0            999 V2000
    6.5059    0.4241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3100    1.2255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9061    1.7959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6981    1.5648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2942    2.1352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0983    2.9366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0861    1.9041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7386    2.4090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7136    3.2336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4204    1.9445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1894    1.1526    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3647    1.1276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9003    0.4457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5180    1.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9219    0.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1178    0.0848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1299    1.1172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0403    1.9374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3970    2.4539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3539    1.3437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7933    0.3844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5622   -0.4076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6134    0.4740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1500    0.9009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7218    0.1957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3950    1.2333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0604    1.7210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5769    2.3643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1803    3.0877    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  4  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  4  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
  2 14  2  0  0  0  0
 14 15  1  4  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  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 17 23  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 24 27  1  0  0  0  0
 27 28  1  0  0  0  0
 19 28  1  0  0  0  0
 28 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0255614

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C=C(C)C=CC(O)=C1C(=O)CN=C1O)C1CC2OC(C)(O1)C1(C)OC1C2O

> <INCHI_IDENTIFIER>
InChI=1S/C21H27NO7/c1-10(5-6-12(23)16-13(24)9-22-19(16)26)7-11(2)14-8-15-17(25)18-20(3,29-18)21(4,27-14)28-15/h5-7,11,14-15,17-18,23,25H,8-9H2,1-4H3,(H,22,26)

> <INCHI_KEY>
LPAAPNGEFDCKHG-UHFFFAOYSA-N

> <FORMULA>
C21H27NO7

> <MOLECULAR_WEIGHT>
405.447

> <EXACT_MASS>
405.178752213

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
40.16661186270076

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-4-(1-hydroxy-6-{5-hydroxy-1,2-dimethyl-3,9,10-trioxatricyclo[4.3.1.0^{2,4}]decan-8-yl}-4-methylhepta-2,4-dien-1-ylidene)-3,4-dihydro-2H-pyrrol-3-one

> <JCHEM_LOGP>
1.331737292333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.538749400539743

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.056115750317702

> <JCHEM_PKA_STRONGEST_BASIC>
1.3200829968036365

> <JCHEM_POLAR_SURFACE_AREA>
121.11000000000001

> <JCHEM_REFRACTIVITY>
105.92209999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-4-(1-hydroxy-6-{5-hydroxy-1,2-dimethyl-3,9,10-trioxatricyclo[4.3.1.0^{2,4}]decan-8-yl}-4-methylhepta-2,4-dien-1-ylidene)-2H-pyrrol-3-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0      12.144   0.792   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.779   2.288   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.891   3.352   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.370   2.921   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      15.482   3.986   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      15.117   5.482   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      16.961   3.554   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      18.179   4.497   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      18.132   6.036   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      19.451   3.630   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      19.020   2.151   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      17.481   2.105   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      16.614   0.832   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      10.300   2.719   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.188   1.654   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.553   0.158   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.709   2.086   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.542   3.616   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.341   4.581   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       6.261   2.508   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       5.214   0.717   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.783  -0.761   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       6.745   0.885   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       4.013   1.682   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.214   0.365   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       2.604   2.302   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       3.846   3.213   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.810   4.413   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       4.070   5.764   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   14                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   12                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    7   13                                                  
CONECT   13   12                                                            
CONECT   14    2   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   23                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   28                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23   24                                             
CONECT   22   21                                                            
CONECT   23   21   17                                                       
CONECT   24   21   25   26   27                                             
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   24   28                                                  
CONECT   28   27   19   29                                                  
CONECT   29   28                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   64    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₇NO₇

Average Mass

405.4470 Da

Monoisotopic Mass

405.17875 Da

IUPAC Name

5-hydroxy-4-(1-hydroxy-6-{5-hydroxy-1,2-dimethyl-3,9,10-trioxatricyclo[4.3.1.0^{2,4}]decan-8-yl}-4-methylhepta-2,4-dien-1-ylidene)-3,4-dihydro-2H-pyrrol-3-one

Traditional Name

5-hydroxy-4-(1-hydroxy-6-{5-hydroxy-1,2-dimethyl-3,9,10-trioxatricyclo[4.3.1.0^{2,4}]decan-8-yl}-4-methylhepta-2,4-dien-1-ylidene)-2H-pyrrol-3-one

CAS Registry Number

Not Available

SMILES

CC(C=C(C)C=CC(O)=C1C(=O)CN=C1O)C1CC2OC(C)(O1)C1(C)OC1C2O

InChI Identifier

InChI=1S/C21H27NO7/c1-10(5-6-12(23)16-13(24)9-22-19(16)26)7-11(2)14-8-15-17(25)18-20(3,29-18)21(4,27-14)28-15/h5-7,11,14-15,17-18,23,25H,8-9H2,1-4H3,(H,22,26)

InChI Key

LPAAPNGEFDCKHG-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1,4-dioxepanes. These are dioxepanes with the two ring oxygen atoms at position 1 and 4, respectively.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Dioxepanes

Sub Class

1,4-dioxepanes

Direct Parent

1,4-dioxepanes

Alternative Parents

Substituents

1,4-dioxepane
Ketal
Meta-dioxane
Monosaccharide
Oxane
Pyrrolidone
2-pyrrolidone
3-pyrrolidone
Pyrrolidine
Vinylogous acid
Cyclic ketone
Carboxamide group
Ketone
Lactam
Secondary alcohol
Secondary carboxylic acid amide
Azacycle
Oxacycle
Carboxylic acid derivative
Dialkyl ether
Enol
Acetal
Ether
Oxirane
Carbonyl group
Alcohol
Organopnictogen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic 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	1.33	ChemAxon
pKa (Strongest Acidic)	4.06	ChemAxon
pKa (Strongest Basic)	1.32	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	121.11 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	105.92 m³·mol⁻¹	ChemAxon
Polarizability	40.17 Å³	ChemAxon
Number of Rings	4	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

76213509

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5-hydroxy-4-(1-hydroxy-6-{5-hydroxy-1,2-dimethyl-3,9,10-trioxatricyclo[4.3.1.0²,⁴]decan-8-yl}-4-methylhepta-2,4-dien-1-ylidene)-2h-pyrrol-3-one (NP0255614)

MOL for NP0255614 (5-hydroxy-4-(1-hydroxy-6-{5-hydroxy-1,2-dimethyl-3,9,10-trioxatricyclo[4.3.1.0²,⁴]decan-8-yl}-4-methylhepta-2,4-dien-1-ylidene)-2h-pyrrol-3-one)

3D MOL for NP0255614 (5-hydroxy-4-(1-hydroxy-6-{5-hydroxy-1,2-dimethyl-3,9,10-trioxatricyclo[4.3.1.0²,⁴]decan-8-yl}-4-methylhepta-2,4-dien-1-ylidene)-2h-pyrrol-3-one)

3D SDF for NP0255614 (5-hydroxy-4-(1-hydroxy-6-{5-hydroxy-1,2-dimethyl-3,9,10-trioxatricyclo[4.3.1.0²,⁴]decan-8-yl}-4-methylhepta-2,4-dien-1-ylidene)-2h-pyrrol-3-one)

3D-SDF for NP0255614 (5-hydroxy-4-(1-hydroxy-6-{5-hydroxy-1,2-dimethyl-3,9,10-trioxatricyclo[4.3.1.0²,⁴]decan-8-yl}-4-methylhepta-2,4-dien-1-ylidene)-2h-pyrrol-3-one)

PDB for NP0255614 (5-hydroxy-4-(1-hydroxy-6-{5-hydroxy-1,2-dimethyl-3,9,10-trioxatricyclo[4.3.1.0²,⁴]decan-8-yl}-4-methylhepta-2,4-dien-1-ylidene)-2h-pyrrol-3-one)

3D PDB for NP0255614 (5-hydroxy-4-(1-hydroxy-6-{5-hydroxy-1,2-dimethyl-3,9,10-trioxatricyclo[4.3.1.0²,⁴]decan-8-yl}-4-methylhepta-2,4-dien-1-ylidene)-2h-pyrrol-3-one)

SMILES for NP0255614 (5-hydroxy-4-(1-hydroxy-6-{5-hydroxy-1,2-dimethyl-3,9,10-trioxatricyclo[4.3.1.0²,⁴]decan-8-yl}-4-methylhepta-2,4-dien-1-ylidene)-2h-pyrrol-3-one)

INCHI for NP0255614 (5-hydroxy-4-(1-hydroxy-6-{5-hydroxy-1,2-dimethyl-3,9,10-trioxatricyclo[4.3.1.0²,⁴]decan-8-yl}-4-methylhepta-2,4-dien-1-ylidene)-2h-pyrrol-3-one)

Structure for NP0255614 (5-hydroxy-4-(1-hydroxy-6-{5-hydroxy-1,2-dimethyl-3,9,10-trioxatricyclo[4.3.1.0²,⁴]decan-8-yl}-4-methylhepta-2,4-dien-1-ylidene)-2h-pyrrol-3-one)

3D Structure for NP0255614 (5-hydroxy-4-(1-hydroxy-6-{5-hydroxy-1,2-dimethyl-3,9,10-trioxatricyclo[4.3.1.0²,⁴]decan-8-yl}-4-methylhepta-2,4-dien-1-ylidene)-2h-pyrrol-3-one)