NP-MRD: Showing NP-Card for Compound 12 (NP0332271)

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Record Information

Version

2.0

Created at

2023-12-21 12:01:52 UTC

Updated at

2024-09-03 04:18:39 UTC

NP-MRD ID

NP0332271

Natural Product DOI

https://doi.org/10.57994/1466

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Compound 12

Description

Compound 12 belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol. Compound 12 was first documented in 2024 (PMID: 39299178). Based on a literature review a small amount of articles have been published on Compound 12 (PMID: 39273546) (PMID: 39264267) (PMID: 39261284) (PMID: 39247506).

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 12212312012D          

 32 35  0  0  1  0            999 V2000
    0.5549   -1.9309    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3556   -0.6979    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3556    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    2.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    3.4271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    3.8396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    2.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.6021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    2.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3984   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1536   -2.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1014   -3.5477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4507   -4.1608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1957   -4.9454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9083   -3.7192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1633   -4.5039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6112   -5.1170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4604   -3.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2054   -2.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  1  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 20  2  0  0  0  0
 11 20  1  0  0  0  0
  8 21  2  0  0  0  0
  2 22  1  0  0  0  0
 22  6  1  0  0  0  0
 22 23  1  6  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 25 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 28 31  1  0  0  0  0
 31 32  2  0  0  0  0
 23 32  1  0  0  0  0
M  END


  Mrv2104 12212312012D          

 32 35  0  0  1  0            999 V2000
    0.5549   -1.9309    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3556   -0.6979    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3556    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    2.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    3.4271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    3.8396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    2.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.6021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    2.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -1.5229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3984   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1536   -2.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1014   -3.5477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4507   -4.1608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1957   -4.9454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9083   -3.7192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1633   -4.5039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6112   -5.1170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4604   -3.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2054   -2.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  1  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 20  2  0  0  0  0
 11 20  1  0  0  0  0
  8 21  2  0  0  0  0
  2 22  1  0  0  0  0
 22  6  1  0  0  0  0
 22 23  1  6  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 25 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 28 31  1  0  0  0  0
 31 32  2  0  0  0  0
 23 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332271

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12CO[C@@H](C3=CC(OC)=C(OC)C=C3)[C@]1([H])CC(=O)O[C@@H]2C1=CC=C(OC)C(OC)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C23H26O7/c1-25-17-7-5-13(9-19(17)27-3)22-15-11-21(24)30-23(16(15)12-29-22)14-6-8-18(26-2)20(10-14)28-4/h5-10,15-16,22-23H,11-12H2,1-4H3/t15-,16+,22+,23-/m1/s1

> <INCHI_KEY>
ZKZWIJKCIKFITF-JFOHNERASA-N

> <FORMULA>
C23H26O7

> <MOLECULAR_WEIGHT>
414.454

> <EXACT_MASS>
414.167853177

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
44.250869752437225

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,3aR,4S,7aR)-1,4-bis(3,4-dimethoxyphenyl)-hexahydro-1H-furo[3,4-c]pyran-6-one

> <JCHEM_LOGP>
2.591764001333333

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9317499634617663

> <JCHEM_POLAR_SURFACE_AREA>
72.45

> <JCHEM_REFRACTIVITY>
108.51919999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3aR,4S,7aR)-1,4-bis(3,4-dimethoxyphenyl)-hexahydrofuro[3,4-c]pyran-6-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 21-DEC-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-DEC-23         0                                  
HETATM    1  H   UNK     0       1.036  -3.604   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0       1.197  -2.073   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.197  -0.533   0.000  0.00  0.00           C+0
HETATM    4  H   UNK     0       2.530  -1.303   0.000  0.00  0.00           H+0
HETATM    5  C   UNK     0      -0.268  -0.057   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -1.173  -1.303   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.530  -2.843   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.864  -2.073   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       3.864  -0.533   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.530   0.237   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.530   1.777   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.197   2.547   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.197   4.087   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.530   4.857   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.530   6.397   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       3.864   7.167   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.864   4.087   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       5.198   4.857   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       6.531   4.087   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.864   2.547   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.198  -2.843   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -0.268  -2.549   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.744  -4.013   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.287  -5.158   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.189  -6.622   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       0.841  -7.767   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       0.365  -9.231   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.696  -6.943   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -2.171  -8.407   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -1.141  -9.552   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.726  -5.798   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -2.250  -4.334   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7   22                                             
CONECT    3    2    4    5   10                                             
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5   22                                                       
CONECT    7    2    8                                                       
CONECT    8    7    9   21                                                  
CONECT    9    8   10                                                       
CONECT   10    9    3   11                                                  
CONECT   11   10   12   20                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17   14   18   20                                                  
CONECT   18   17   19                                                       
CONECT   19   18                                                            
CONECT   20   17   11                                                       
CONECT   21    8                                                            
CONECT   22    2    6   23                                                  
CONECT   23   22   24   32                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   28                                                  
CONECT   26   25   27                                                       
CONECT   27   26                                                            
CONECT   28   25   29   31                                                  
CONECT   29   28   30                                                       
CONECT   30   29                                                            
CONECT   31   28   32                                                       
CONECT   32   31   23                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₂₆O₇

Average Mass

414.4540 Da

Monoisotopic Mass

414.16785 Da

IUPAC Name

(1R,3aR,4S,7aR)-1,4-bis(3,4-dimethoxyphenyl)-hexahydro-1H-furo[3,4-c]pyran-6-one

Traditional Name

(1R,3aR,4S,7aR)-1,4-bis(3,4-dimethoxyphenyl)-hexahydrofuro[3,4-c]pyran-6-one

CAS Registry Number

Not Available

SMILES

[H][C@]12CO[C@@H](C3=CC(OC)=C(OC)C=C3)[C@]1([H])CC(=O)O[C@@H]2C1=CC=C(OC)C(OC)=C1

InChI Identifier

InChI=1S/C23H26O7/c1-25-17-7-5-13(9-19(17)27-3)22-15-11-21(24)30-23(16(15)12-29-22)14-6-8-18(26-2)20(10-14)28-4/h5-10,15-16,22-23H,11-12H2,1-4H3/t15-,16+,22+,23-/m1/s1

InChI Key

ZKZWIJKCIKFITF-JFOHNERASA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCL3, experimental)	halkiku@keio.jp	Keio University	Haruhisa Kikuchi	2024-05-14	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CDCL3, experimental)	halkiku@keio.jp	Keio University	Haruhisa Kikuchi	2024-05-14	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCL3, experimental)	halkiku@keio.jp	Keio University	Haruhisa Kikuchi	2024-05-14	View Spectrum
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCL3, experimental)	halkiku@keio.jp	Keio University	Haruhisa Kikuchi	2024-05-14	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohol esters

Direct Parent

Fatty alcohol esters

Alternative Parents

Substituents

Fatty alcohol ester
Furopyran
Phenoxy compound
Methoxybenzene
Phenol ether
Anisole
Delta_valerolactone
Fatty acid ester
Delta valerolactone
Alkyl aryl ether
Benzenoid
Pyran
Oxane
Monocyclic benzene moiety
Tetrahydrofuran
Furan
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	2.59	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	72.45 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	108.52 m³·mol⁻¹	ChemAxon
Polarizability	44.25 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	Yes	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

Sethy B, Yu ZY, Narwanti I, Upadhyay R, Lai MJ, Lee SB, Liou JP: Design, synthesis, and biological evaluation of adenosine derivatives targeting DOT1L and HAT as anti-leukemia agents. Bioorg Chem. 2024 Sep 6;153:107771. doi: 10.1016/j.bioorg.2024.107771. [PubMed:39299178 ]
Dai W, Lei M, Yin Q, Nan H, Qian G: Isolation and Characterization of Novel Pueroside B Isomers and Other Bioactive Compounds from Pueraria lobata Roots: Structure Elucidation, alpha-Glucosidase, and alpha-Amylase Inhibition Studies. Int J Mol Sci. 2024 Sep 4;25(17):9602. doi: 10.3390/ijms25179602. [PubMed:39273546 ]
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Showing NP-Card for Compound 12 (NP0332271)

MOL for NP0332271 (Compound 12)

3D MOL for NP0332271 (Compound 12)

3D SDF for NP0332271 (Compound 12)

3D-SDF for NP0332271 (Compound 12)

PDB for NP0332271 (Compound 12)

3D PDB for NP0332271 (Compound 12)

SMILES for NP0332271 (Compound 12)

INCHI for NP0332271 (Compound 12)

Structure for NP0332271 (Compound 12)

3D Structure for NP0332271 (Compound 12)