NP-MRD: Showing NP-Card for (1r,6s,9s,10r,13r)-3-benzoyl-6-(2-hydroxypropan-2-yl)-9-methyl-1,13-bis(3-methylbut-2-en-1-yl)-5-oxatricyclo[7.2.2.0⁴,¹⁰]tridec-3-ene-2,11-dione (NP0194700)

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Record Information

Version

2.0

Created at

2022-09-04 12:24:39 UTC

Updated at

2022-09-04 12:24:39 UTC

NP-MRD ID

NP0194700

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,6s,9s,10r,13r)-3-benzoyl-6-(2-hydroxypropan-2-yl)-9-methyl-1,13-bis(3-methylbut-2-en-1-yl)-5-oxatricyclo[7.2.2.0⁴,¹⁰]tridec-3-ene-2,11-dione

Description

(1R,6S,9S,10R,13R)-3-benzoyl-6-(2-hydroxypropan-2-yl)-9-methyl-1,13-bis(3-methylbut-2-en-1-yl)-5-oxatricyclo[7.2.2.0⁴,¹⁰]Tridec-3-ene-2,11-dione belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. (1r,6s,9s,10r,13r)-3-benzoyl-6-(2-hydroxypropan-2-yl)-9-methyl-1,13-bis(3-methylbut-2-en-1-yl)-5-oxatricyclo[7.2.2.0⁴,¹⁰]tridec-3-ene-2,11-dione is found in Cratoxylum cochinchinense. Based on a literature review very few articles have been published on (1R,6S,9S,10R,13R)-3-benzoyl-6-(2-hydroxypropan-2-yl)-9-methyl-1,13-bis(3-methylbut-2-en-1-yl)-5-oxatricyclo[7.2.2.0⁴,¹⁰]Tridec-3-ene-2,11-dione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042214242D          

 38 41  0  0  1  0            999 V2000
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M  END

     RDKit          3D

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M  END


  Mrv1652309042214242D          

 38 41  0  0  1  0            999 V2000
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    1.2537    1.2262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0572    1.5854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8502    1.2788    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4581    1.8365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0660    2.3942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0158    1.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9004    2.4445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0853    0.4695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5993   -0.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7520   -0.2554    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1723   -0.9653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2845    0.4141    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5401    0.1418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2392    0.9100    0.0000 O   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
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  6  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
  8 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 19 24  1  0  0  0  0
 16 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  6  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 28 31  1  0  0  0  0
 27 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
  6 34  1  0  0  0  0
 34 35  1  6  0  0  0
 34 36  1  0  0  0  0
 25 36  1  0  0  0  0
 36 37  1  1  0  0  0
  8 37  1  0  0  0  0
 37 38  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0194700

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CC[C@@H]1C[C@]2(CC=C(C)C)C(=O)[C@H]3C(O[C@@H](CC[C@@]13C)C(C)(C)O)=C(C(=O)C1=CC=CC=C1)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C33H42O5/c1-20(2)13-14-23-19-33(18-15-21(3)4)29(35)25(27(34)22-11-9-8-10-12-22)28-26(30(33)36)32(23,7)17-16-24(38-28)31(5,6)37/h8-13,15,23-24,26,37H,14,16-19H2,1-7H3/t23-,24+,26-,32+,33+/m1/s1

> <INCHI_KEY>
VQQBQPQXIOXZPC-KWIYKSKYSA-N

> <FORMULA>
C33H42O5

> <MOLECULAR_WEIGHT>
518.694

> <EXACT_MASS>
518.303224452

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
59.01562234851754

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,6S,9S,10R,13R)-3-benzoyl-6-(2-hydroxypropan-2-yl)-9-methyl-1,13-bis(3-methylbut-2-en-1-yl)-5-oxatricyclo[7.2.2.0^{4,10}]tridec-3-ene-2,11-dione

> <JCHEM_LOGP>
6.567255707333335

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.318091130521712

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.239171756254144

> <JCHEM_PKA_STRONGEST_BASIC>
-3.101033254462834

> <JCHEM_POLAR_SURFACE_AREA>
80.67000000000002

> <JCHEM_REFRACTIVITY>
152.882

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,6S,9S,10R,13R)-3-benzoyl-6-(2-hydroxypropan-2-yl)-9-methyl-1,13-bis(3-methylbut-2-en-1-yl)-5-oxatricyclo[7.2.2.0^{4,10}]tridec-3-ene-2,11-dione

> <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       6.825  -4.808   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.289  -4.697   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.426  -5.972   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.617  -3.312   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.081  -3.201   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.409  -1.816   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.775  -1.659   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.094  -0.196   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.528  -0.759   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.732   0.201   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.165  -0.361   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.369   0.599   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.395  -1.884   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.449   1.451   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.930   1.872   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.708   2.655   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.264   4.130   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.235   4.483   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.319   5.251   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.876   6.726   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.931   7.848   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.430   7.495   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.874   6.020   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.818   4.898   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.340   2.289   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       3.840   2.959   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       5.320   2.387   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.455   3.428   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.590   4.469   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.496   2.293   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       5.414   4.563   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       5.759   0.876   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.852  -0.365   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       3.270  -0.477   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       4.055  -1.802   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       2.398   0.773   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       1.008   0.265   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       0.446   1.699   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   34                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   14   37                                             
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    8   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   25                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   19                                                       
CONECT   25   16   26   36                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   32                                                  
CONECT   28   27   29   30   31                                             
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   28                                                            
CONECT   32   27   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33    6   35   36                                             
CONECT   35   34                                                            
CONECT   36   34   25   37                                                  
CONECT   37   36    8   38                                                  
CONECT   38   37                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   82    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₃H₄₂O₅

Average Mass

518.6940 Da

Monoisotopic Mass

518.30322 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(C)=CC[C@@H]1C[C@]2(CC=C(C)C)C(=O)[C@H]3C(O[C@@H](CC[C@@]13C)C(C)(C)O)=C(C(=O)C1=CC=CC=C1)C2=O

InChI Identifier

InChI=1S/C33H42O5/c1-20(2)13-14-23-19-33(18-15-21(3)4)29(35)25(27(34)22-11-9-8-10-12-22)28-26(30(33)36)32(23,7)17-16-24(38-28)31(5,6)37/h8-13,15,23-24,26,37H,14,16-19H2,1-7H3/t23-,24+,26-,32+,33+/m1/s1

InChI Key

VQQBQPQXIOXZPC-KWIYKSKYSA-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
Cratoxylum cochinchinense	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Aromatic monoterpenoids

Alternative Parents

Substituents

Aromatic monoterpenoid
Benzoyl
Aryl ketone
Cyclohexenone
Oxepane
Monocyclic benzene moiety
Benzenoid
Tertiary alcohol
Vinylogous ester
Ketone
Oxacycle
Organoheterocyclic compound
Alcohol
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen 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

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

162971433

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,6s,9s,10r,13r)-3-benzoyl-6-(2-hydroxypropan-2-yl)-9-methyl-1,13-bis(3-methylbut-2-en-1-yl)-5-oxatricyclo[7.2.2.0⁴,¹⁰]tridec-3-ene-2,11-dione (NP0194700)

MOL for NP0194700 ((1r,6s,9s,10r,13r)-3-benzoyl-6-(2-hydroxypropan-2-yl)-9-methyl-1,13-bis(3-methylbut-2-en-1-yl)-5-oxatricyclo[7.2.2.0⁴,¹⁰]tridec-3-ene-2,11-dione)

3D MOL for NP0194700 ((1r,6s,9s,10r,13r)-3-benzoyl-6-(2-hydroxypropan-2-yl)-9-methyl-1,13-bis(3-methylbut-2-en-1-yl)-5-oxatricyclo[7.2.2.0⁴,¹⁰]tridec-3-ene-2,11-dione)

3D SDF for NP0194700 ((1r,6s,9s,10r,13r)-3-benzoyl-6-(2-hydroxypropan-2-yl)-9-methyl-1,13-bis(3-methylbut-2-en-1-yl)-5-oxatricyclo[7.2.2.0⁴,¹⁰]tridec-3-ene-2,11-dione)

3D-SDF for NP0194700 ((1r,6s,9s,10r,13r)-3-benzoyl-6-(2-hydroxypropan-2-yl)-9-methyl-1,13-bis(3-methylbut-2-en-1-yl)-5-oxatricyclo[7.2.2.0⁴,¹⁰]tridec-3-ene-2,11-dione)

PDB for NP0194700 ((1r,6s,9s,10r,13r)-3-benzoyl-6-(2-hydroxypropan-2-yl)-9-methyl-1,13-bis(3-methylbut-2-en-1-yl)-5-oxatricyclo[7.2.2.0⁴,¹⁰]tridec-3-ene-2,11-dione)

3D PDB for NP0194700 ((1r,6s,9s,10r,13r)-3-benzoyl-6-(2-hydroxypropan-2-yl)-9-methyl-1,13-bis(3-methylbut-2-en-1-yl)-5-oxatricyclo[7.2.2.0⁴,¹⁰]tridec-3-ene-2,11-dione)

SMILES for NP0194700 ((1r,6s,9s,10r,13r)-3-benzoyl-6-(2-hydroxypropan-2-yl)-9-methyl-1,13-bis(3-methylbut-2-en-1-yl)-5-oxatricyclo[7.2.2.0⁴,¹⁰]tridec-3-ene-2,11-dione)

INCHI for NP0194700 ((1r,6s,9s,10r,13r)-3-benzoyl-6-(2-hydroxypropan-2-yl)-9-methyl-1,13-bis(3-methylbut-2-en-1-yl)-5-oxatricyclo[7.2.2.0⁴,¹⁰]tridec-3-ene-2,11-dione)

Structure for NP0194700 ((1r,6s,9s,10r,13r)-3-benzoyl-6-(2-hydroxypropan-2-yl)-9-methyl-1,13-bis(3-methylbut-2-en-1-yl)-5-oxatricyclo[7.2.2.0⁴,¹⁰]tridec-3-ene-2,11-dione)

3D Structure for NP0194700 ((1r,6s,9s,10r,13r)-3-benzoyl-6-(2-hydroxypropan-2-yl)-9-methyl-1,13-bis(3-methylbut-2-en-1-yl)-5-oxatricyclo[7.2.2.0⁴,¹⁰]tridec-3-ene-2,11-dione)