NP-MRD: Showing NP-Card for (1r,2r,3s,7r,8s,11r,13r,14s)-2,7-dihydroxy-3,14-dimethyl-5,9,12-trioxapentacyclo[6.6.1.1²,¹³.0¹,¹¹.0³,⁷]hexadecane-6,10-dione (NP0216304)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 16:12:21 UTC

Updated at

2022-09-05 16:12:22 UTC

NP-MRD ID

NP0216304

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,2r,3s,7r,8s,11r,13r,14s)-2,7-dihydroxy-3,14-dimethyl-5,9,12-trioxapentacyclo[6.6.1.1²,¹³.0¹,¹¹.0³,⁷]hexadecane-6,10-dione

Description

(1r,2r,3s,7r,8s,11r,13r,14s)-2,7-dihydroxy-3,14-dimethyl-5,9,12-trioxapentacyclo[6.6.1.1²,¹³.0¹,¹¹.0³,⁷]hexadecane-6,10-dione is found in Illicium jiadifengpi.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          2D

 40 44  0  0  0  0  0  0  0  0999 V2000
    2.3907    1.0037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2760    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3943    1.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8209    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8209   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0344   -1.6317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9870   -2.6787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0143   -1.5857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4033   -3.1727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3712   -4.6723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9351   -5.1052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4411   -6.5216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0795   -3.8731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3019   -5.1558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4086   -3.6844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7062   -2.6807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3943   -1.2135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0323   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0323    0.7500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1470   -1.7537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5736   -1.2902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8351   -3.2209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5054    2.0074    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6343    0.1650    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6866    2.3282    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7648   -0.1826    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6805    2.6860    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2824    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9516    2.2443    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4689   -1.1932    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0416   -0.4927    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1073   -2.6130    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3621   -0.2349    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3920   -2.0446    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8914   -3.3613    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1977   -5.1237    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4610   -5.1835    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1916   -2.4721    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7852   -3.7227    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4026   -0.1399    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  1
  5  7  1  0
  7  8  1  1
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  1
 13 15  1  0
 15 16  1  0
 17 16  1  6
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 20 22  1  0
 17  2  1  0
 19  3  1  0
 17  5  1  0
 13  7  1  0
 22 15  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  6
  3 27  1  1
  4 28  1  0
  4 29  1  0
  6 30  1  0
  8 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 14 36  1  0
 15 37  1  6
 16 38  1  0
 16 39  1  0
 18 40  1  1
M  END


  Mrv1652309052218122D          

 22 26  0  0  1  0            999 V2000
    1.7598   -0.9801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1745   -0.3987    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7037   -0.8350    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5301   -1.2118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1686   -0.5560    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5815   -1.2703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0141   -0.3407    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8743   -1.1538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6996   -0.7997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3480   -0.2895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0631    0.4848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5221    1.1703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2388    0.4531    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5913    1.1990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6769    1.1932    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2171    0.7223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6724    0.1459    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9572    0.6182    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3240   -0.0225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1293    1.4687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5146    2.0190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9648    1.7363    0.0000 O   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  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  5  7  1  0  0  0  0
  7  8  1  6  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  7 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  1  0  0  0
 17 16  1  1  0  0  0
  2 17  1  0  0  0  0
  5 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
  3 19  1  1  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 15 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0216304

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1[C@H]2C[C@]3(O)[C@]4(C)COC(=O)[C@]4(O)[C@@H]4C[C@]13[C@@H](O2)C(=O)O4

> <INCHI_IDENTIFIER>
InChI=1S/C15H18O7/c1-6-7-3-14(18)12(2)5-20-11(17)15(12,19)8-4-13(6,14)9(21-7)10(16)22-8/h6-9,18-19H,3-5H2,1-2H3/t6?,7-,8+,9+,12+,13-,14+,15-/m1/s1

> <INCHI_KEY>
VEEVVBLKBPKCLN-WTYKKQTDSA-N

> <FORMULA>
C15H18O7

> <MOLECULAR_WEIGHT>
310.302

> <EXACT_MASS>
310.10525292

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
62.46901279442348

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,3S,7R,8S,11R,13R,14S)-2,7-dihydroxy-3,14-dimethyl-5,9,12-trioxapentacyclo[6.6.1.1^{2,13}.0^{1,11}.0^{3,7}]hexadecane-6,10-dione

> <JCHEM_LOGP>
-0.9690668426666668

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.75213066710564

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.994949234552275

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3868924894055468

> <JCHEM_POLAR_SURFACE_AREA>
102.29

> <JCHEM_REFRACTIVITY>
68.35860000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,3S,7R,8S,11R,13R,14S)-2,7-dihydroxy-3,14-dimethyl-5,9,12-trioxapentacyclo[6.6.1.1^{2,13}.0^{1,11}.0^{3,7}]hexadecane-6,10-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       3.285  -1.830   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.192  -0.744   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.314  -1.559   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.856  -2.262   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.048  -1.038   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       4.819  -2.371   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       5.626  -0.636   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.365  -2.154   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.906  -1.493   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       8.116  -0.540   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       7.585   0.905   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       8.441   2.185   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       6.046   0.846   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       6.704   2.238   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.997   2.227   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.139   1.348   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.122   0.272   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.787   1.154   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.605  -0.042   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.108   2.742   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.961   3.769   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       3.668   3.241   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   17                                                  
CONECT    3    2    4   19                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7   17                                             
CONECT    6    5                                                            
CONECT    7    5    8    9   13                                             
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11    7   14   15                                             
CONECT   14   13                                                            
CONECT   15   13   16   22                                                  
CONECT   16   15   17                                                       
CONECT   17   16    2    5   18                                             
CONECT   18   17   19   20                                                  
CONECT   19   18    3                                                       
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   15                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₁₈O₇

Average Mass

310.3020 Da

Monoisotopic Mass

310.10525 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@@H]1[C@H]2C[C@]3(O)[C@]4(C)COC(=O)[C@]4(O)[C@@H]4C[C@]13[C@@H](O2)C(=O)O4

InChI Identifier

InChI=1S/C15H18O7/c1-6-7-3-14(18)12(2)5-20-11(17)15(12,19)8-4-13(6,14)9(21-7)10(16)22-8/h6-9,18-19H,3-5H2,1-2H3/t6?,7-,8+,9+,12+,13-,14+,15-/m1/s1

InChI Key

VEEVVBLKBPKCLN-WTYKKQTDSA-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
Illicium jiadifengpi	LOTUS Database	35616633

Chemical Taxonomy

Classification

Not classified

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

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,2r,3s,7r,8s,11r,13r,14s)-2,7-dihydroxy-3,14-dimethyl-5,9,12-trioxapentacyclo[6.6.1.1²,¹³.0¹,¹¹.0³,⁷]hexadecane-6,10-dione (NP0216304)

MOL for NP0216304 ((1r,2r,3s,7r,8s,11r,13r,14s)-2,7-dihydroxy-3,14-dimethyl-5,9,12-trioxapentacyclo[6.6.1.1²,¹³.0¹,¹¹.0³,⁷]hexadecane-6,10-dione)

3D MOL for NP0216304 ((1r,2r,3s,7r,8s,11r,13r,14s)-2,7-dihydroxy-3,14-dimethyl-5,9,12-trioxapentacyclo[6.6.1.1²,¹³.0¹,¹¹.0³,⁷]hexadecane-6,10-dione)

3D SDF for NP0216304 ((1r,2r,3s,7r,8s,11r,13r,14s)-2,7-dihydroxy-3,14-dimethyl-5,9,12-trioxapentacyclo[6.6.1.1²,¹³.0¹,¹¹.0³,⁷]hexadecane-6,10-dione)

3D-SDF for NP0216304 ((1r,2r,3s,7r,8s,11r,13r,14s)-2,7-dihydroxy-3,14-dimethyl-5,9,12-trioxapentacyclo[6.6.1.1²,¹³.0¹,¹¹.0³,⁷]hexadecane-6,10-dione)

PDB for NP0216304 ((1r,2r,3s,7r,8s,11r,13r,14s)-2,7-dihydroxy-3,14-dimethyl-5,9,12-trioxapentacyclo[6.6.1.1²,¹³.0¹,¹¹.0³,⁷]hexadecane-6,10-dione)

3D PDB for NP0216304 ((1r,2r,3s,7r,8s,11r,13r,14s)-2,7-dihydroxy-3,14-dimethyl-5,9,12-trioxapentacyclo[6.6.1.1²,¹³.0¹,¹¹.0³,⁷]hexadecane-6,10-dione)

SMILES for NP0216304 ((1r,2r,3s,7r,8s,11r,13r,14s)-2,7-dihydroxy-3,14-dimethyl-5,9,12-trioxapentacyclo[6.6.1.1²,¹³.0¹,¹¹.0³,⁷]hexadecane-6,10-dione)

INCHI for NP0216304 ((1r,2r,3s,7r,8s,11r,13r,14s)-2,7-dihydroxy-3,14-dimethyl-5,9,12-trioxapentacyclo[6.6.1.1²,¹³.0¹,¹¹.0³,⁷]hexadecane-6,10-dione)

Structure for NP0216304 ((1r,2r,3s,7r,8s,11r,13r,14s)-2,7-dihydroxy-3,14-dimethyl-5,9,12-trioxapentacyclo[6.6.1.1²,¹³.0¹,¹¹.0³,⁷]hexadecane-6,10-dione)

3D Structure for NP0216304 ((1r,2r,3s,7r,8s,11r,13r,14s)-2,7-dihydroxy-3,14-dimethyl-5,9,12-trioxapentacyclo[6.6.1.1²,¹³.0¹,¹¹.0³,⁷]hexadecane-6,10-dione)