NP-MRD: Showing NP-Card for (7E,12Z,20Z,18S)-Variabilin (NP0331307)

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Record Information

Version

1.0

Created at

2022-12-22 12:30:59 UTC

Updated at

2024-04-19 09:36:24 UTC

NP-MRD ID

NP0331307

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(7E,12Z,20Z,18S)-Variabilin

Description

CHEMBL1093581 belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. Based on a literature review very few articles have been published on CHEMBL1093581.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652312222213312D          

 29 30  0  0  1  0            999 V2000
   -3.9761   -5.4333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9761   -4.6083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2616   -4.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5472   -4.6083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5472   -5.4333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8327   -5.8458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8327   -6.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1182   -5.4333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4038   -5.8458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3107   -5.4333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0252   -5.8458    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0252   -6.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7397   -5.4333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7397   -4.6083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0722   -4.1234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4071   -4.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1917   -4.3783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1522   -3.3388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6371   -2.6713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3272   -3.3388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8422   -2.6713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6906   -4.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4051   -4.6083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4051   -5.4333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1195   -5.8458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2058   -6.6663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0127   -6.8378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4252   -6.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8732   -5.5102    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
  4  5  1  0  0  0  0
  5  6  2  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
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 15 20  1  0  0  0  0
 20 21  2  0  0  0  0
  2 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 25 29  1  0  0  0  0
M  END


  Mrv1652312222213312D          

 29 30  0  0  1  0            999 V2000
   -3.9761   -5.4333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9761   -4.6083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2616   -4.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5472   -4.6083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5472   -5.4333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8327   -5.8458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8327   -6.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1182   -5.4333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4038   -5.8458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3107   -5.4333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0252   -5.8458    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0252   -6.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7397   -5.4333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7397   -4.6083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0722   -4.1234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4071   -4.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1917   -4.3783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1522   -3.3388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6371   -2.6713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3272   -3.3388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8422   -2.6713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6906   -4.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4051   -4.6083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4051   -5.4333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1195   -5.8458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2058   -6.6663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0127   -6.8378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4252   -6.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8732   -5.5102    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
  4  5  1  0  0  0  0
  5  6  2  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
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 15 20  1  0  0  0  0
 20 21  2  0  0  0  0
  2 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 25 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0331307

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H](CCC\C(C)=C/CC\C(C)=C\CCC1=COC=C1)\C=C1/OC(=O)C(C)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C25H34O4/c1-18(8-5-9-19(2)11-7-13-22-14-15-28-17-22)10-6-12-20(3)16-23-24(26)21(4)25(27)29-23/h8,11,14-17,20,26H,5-7,9-10,12-13H2,1-4H3/b18-8-,19-11+,23-16-/t20-/m0/s1

> <INCHI_KEY>
HPVSJNGZYYDDMU-WKJFFDJSSA-N

> <FORMULA>
C25H34O4

> <MOLECULAR_WEIGHT>
398.543

> <EXACT_MASS>
398.245709575

$$$$

HEADER    PROTEIN                                 22-DEC-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-DEC-22         0                                  
HETATM    1  C   UNK     0      -7.422 -10.142   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.422  -8.602   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.088  -7.832   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.755  -8.602   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.755 -10.142   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.421 -10.912   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.421 -12.452   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.087 -10.142   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.754 -10.912   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.580 -10.142   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.914 -10.912   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.914 -12.452   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.247 -10.142   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.247  -8.602   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.001  -7.697   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       4.493  -7.697   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       5.958  -8.173   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       4.017  -6.232   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.923  -4.986   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.477  -6.232   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.572  -4.986   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -8.756  -7.832   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -10.089  -8.602   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -10.089 -10.142   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -11.423 -10.912   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -11.584 -12.444   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0     -13.090 -12.764   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0     -13.860 -11.430   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -12.830 -10.286   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   22                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14   20                                                       
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   15   21                                                  
CONECT   21   20                                                            
CONECT   22    2   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   29                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   25                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₃₄O₄

Average Mass

398.5430 Da

Monoisotopic Mass

398.24571 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@@H](CCC\C(C)=C/CC\C(C)=C\CCC1=COC=C1)\C=C1/OC(=O)C(C)=C1O

InChI Identifier

InChI=1S/C25H34O4/c1-18(8-5-9-19(2)11-7-13-22-14-15-28-17-22)10-6-12-20(3)16-23-24(26)21(4)25(27)29-23/h8,11,14-17,20,26H,5-7,9-10,12-13H2,1-4H3/b18-8-,19-11+,23-16-/t20-/m0/s1

InChI Key

HPVSJNGZYYDDMU-WKJFFDJSSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	a.salim@uq.edu.au	Not Available	Not Available	2022-12-22	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	a.salim@uq.edu.au	Not Available	Not Available	2022-12-22	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	a.salim@uq.edu.au	Not Available	Not Available	2022-12-22	View Spectrum
1D NMR	[¹³C, ] NMR Spectrum (2D, 151 MHz, CDCl3, experimental)	a.salim@uq.edu.au	Not Available	Not Available	2022-12-22	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	a.salim@uq.edu.au	Not Available	Not Available	2022-12-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600.08 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150.91 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

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 diterpene lactones. These are diterpenoids containing a lactone moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Diterpene lactones

Alternative Parents

Substituents

Diterpene lactone
Diterpenoid
2-furanone
Dihydrofuran
Enol ester
Furan
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Vinylogous acid
Heteroaromatic compound
Lactone
Carboxylic acid ester
Monocarboxylic acid or derivatives
Enol
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic 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

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

24668724

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

54722218

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (7E,12Z,20Z,18S)-Variabilin (NP0331307)

MOL for NP0331307 ((7E,12Z,20Z,18S)-Variabilin)

3D MOL for NP0331307 ((7E,12Z,20Z,18S)-Variabilin)

3D SDF for NP0331307 ((7E,12Z,20Z,18S)-Variabilin)

3D-SDF for NP0331307 ((7E,12Z,20Z,18S)-Variabilin)

PDB for NP0331307 ((7E,12Z,20Z,18S)-Variabilin)

3D PDB for NP0331307 ((7E,12Z,20Z,18S)-Variabilin)

SMILES for NP0331307 ((7E,12Z,20Z,18S)-Variabilin)

INCHI for NP0331307 ((7E,12Z,20Z,18S)-Variabilin)

Structure for NP0331307 ((7E,12Z,20Z,18S)-Variabilin)

3D Structure for NP0331307 ((7E,12Z,20Z,18S)-Variabilin)