NP-MRD: Showing NP-Card for (4s,5r,6r)-6-[(12z)-henicos-12-en-1-yl]-4,5,6-trihydroxycyclohex-2-en-1-one (NP0184720)

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Record Information

Version

2.0

Created at

2022-09-03 23:55:05 UTC

Updated at

2022-09-03 23:55:05 UTC

NP-MRD ID

NP0184720

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(4s,5r,6r)-6-[(12z)-henicos-12-en-1-yl]-4,5,6-trihydroxycyclohex-2-en-1-one

Description

CHEMBL3601313 belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond. (4s,5r,6r)-6-[(12z)-henicos-12-en-1-yl]-4,5,6-trihydroxycyclohex-2-en-1-one is found in Pleiogynium timoriense. Based on a literature review very few articles have been published on CHEMBL3601313.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042201552D          

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M  END

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  Mrv1652309042201552D          

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M  END
> <DATABASE_ID>
NP0184720

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCC\C=C/CCCCCCCCCCC[C@@]1(O)[C@H](O)[C@@H](O)C=CC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C27H48O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-23-27(31)25(29)22-21-24(28)26(27)30/h9-10,21-22,24,26,28,30-31H,2-8,11-20,23H2,1H3/b10-9-/t24-,26+,27-/m0/s1

> <INCHI_KEY>
IPUMBTXUZKFJIY-HYXLNNNSSA-N

> <FORMULA>
C27H48O4

> <MOLECULAR_WEIGHT>
436.677

> <EXACT_MASS>
436.355260026

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
79

> <JCHEM_AVERAGE_POLARIZABILITY>
55.087627392853065

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4S,5R,6R)-6-[(12Z)-henicos-12-en-1-yl]-4,5,6-trihydroxycyclohex-2-en-1-one

> <JCHEM_LOGP>
7.661223339000001

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.450098411984012

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.971821000979743

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3759715933707453

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
131.1748

> <JCHEM_ROTATABLE_BOND_COUNT>
19

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(4S,5R,6R)-6-[(12Z)-henicos-12-en-1-yl]-4,5,6-trihydroxycyclohex-2-en-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0      -1.443 -12.832   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.109 -12.062   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.225 -12.832   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.558 -12.062   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.892 -12.832   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.226 -12.062   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.559 -12.832   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.893 -12.062   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.227 -12.832   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.560 -12.062   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.560 -10.522   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.894  -9.752   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.228 -10.522   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.561  -9.752   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      15.895 -10.522   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      17.229  -9.752   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      18.562 -10.522   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      19.896  -9.752   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      21.230 -10.522   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      22.563  -9.752   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      23.897 -10.522   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      23.897 -12.062   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      22.381 -11.795   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      25.414 -11.795   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      25.940 -10.348   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      26.404 -12.975   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      25.877 -14.422   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      24.360 -14.689   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      23.834 -16.136   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      23.370 -13.510   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      21.854 -13.777   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   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                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24   30                                             
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   22   31                                                  
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₄₈O₄

Average Mass

436.6770 Da

Monoisotopic Mass

436.35526 Da

IUPAC Name

(4S,5R,6R)-6-[(12Z)-henicos-12-en-1-yl]-4,5,6-trihydroxycyclohex-2-en-1-one

Traditional Name

(4S,5R,6R)-6-[(12Z)-henicos-12-en-1-yl]-4,5,6-trihydroxycyclohex-2-en-1-one

CAS Registry Number

Not Available

SMILES

CCCCCCCC\C=C/CCCCCCCCCCC[C@@]1(O)[C@H](O)[C@@H](O)C=CC1=O

InChI Identifier

InChI=1S/C27H48O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-23-27(31)25(29)22-21-24(28)26(27)30/h9-10,21-22,24,26,28,30-31H,2-8,11-20,23H2,1H3/b10-9-/t24-,26+,27-/m0/s1

InChI Key

IPUMBTXUZKFJIY-HYXLNNNSSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Pleiogynium timoriense	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclohexenones. Cyclohexenones are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Cyclohexenones

Alternative Parents

Substituents

Cyclohexenone
Cyclitol or derivatives
Acyloin
Tertiary alcohol
Secondary alcohol
Polyol
Organic oxide
Hydrocarbon derivative
Alcohol
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic 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	7.66	ChemAxon
pKa (Strongest Acidic)	11.97	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	131.17 m³·mol⁻¹	ChemAxon
Polarizability	55.09 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

59000994

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

122184838

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (4s,5r,6r)-6-[(12z)-henicos-12-en-1-yl]-4,5,6-trihydroxycyclohex-2-en-1-one (NP0184720)

MOL for NP0184720 ((4s,5r,6r)-6-[(12z)-henicos-12-en-1-yl]-4,5,6-trihydroxycyclohex-2-en-1-one)

3D MOL for NP0184720 ((4s,5r,6r)-6-[(12z)-henicos-12-en-1-yl]-4,5,6-trihydroxycyclohex-2-en-1-one)

3D SDF for NP0184720 ((4s,5r,6r)-6-[(12z)-henicos-12-en-1-yl]-4,5,6-trihydroxycyclohex-2-en-1-one)

3D-SDF for NP0184720 ((4s,5r,6r)-6-[(12z)-henicos-12-en-1-yl]-4,5,6-trihydroxycyclohex-2-en-1-one)

PDB for NP0184720 ((4s,5r,6r)-6-[(12z)-henicos-12-en-1-yl]-4,5,6-trihydroxycyclohex-2-en-1-one)

3D PDB for NP0184720 ((4s,5r,6r)-6-[(12z)-henicos-12-en-1-yl]-4,5,6-trihydroxycyclohex-2-en-1-one)

SMILES for NP0184720 ((4s,5r,6r)-6-[(12z)-henicos-12-en-1-yl]-4,5,6-trihydroxycyclohex-2-en-1-one)

INCHI for NP0184720 ((4s,5r,6r)-6-[(12z)-henicos-12-en-1-yl]-4,5,6-trihydroxycyclohex-2-en-1-one)

Structure for NP0184720 ((4s,5r,6r)-6-[(12z)-henicos-12-en-1-yl]-4,5,6-trihydroxycyclohex-2-en-1-one)

3D Structure for NP0184720 ((4s,5r,6r)-6-[(12z)-henicos-12-en-1-yl]-4,5,6-trihydroxycyclohex-2-en-1-one)