NP-MRD: Showing NP-Card for 5’-Methoxyarmillane (NP0332123)

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Record Information

Version

1.0

Created at

2023-11-20 04:00:41 UTC

Updated at

2024-05-04 05:44:28 UTC

NP-MRD ID

NP0332123

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5’-Methoxyarmillane

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 11202304002D          

 33 36  0  0  1  0            999 V2000
    0.4513    0.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7352   -0.3699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0648   -0.5713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4759   -0.0065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0503   -0.5987    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4891   -1.2973    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8747   -0.5680    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6317    0.2204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3135   -1.2667    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0122   -0.8279    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8164   -1.0116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3777   -0.4070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1820   -0.5907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7433    0.0139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5003    0.8023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5475   -0.1698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7905   -0.9582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5948   -1.1420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1561   -0.5373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2293   -1.5629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4250   -1.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8637   -1.9838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1347    0.3814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5734   -0.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9182   -1.8279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9279   -1.9960    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3667   -2.6946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9810   -3.4239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1034   -2.0266    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7178   -2.7560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6647   -1.3280    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2049   -2.0130    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8519   -1.1866    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
  2  4  1  0  0  0  0
  5  4  1  0  0  0  0
  5  6  1  1  0  0  0
  7  5  1  0  0  0  0
  7  8  1  6  0  0  0
  9  7  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  1  0  0  0
 11 12  1  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
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  2  0  0  0  0
 13 21  1  0  0  0  0
 21 22  1  0  0  0  0
 12 23  2  0  0  0  0
 10 24  1  0  0  0  0
  7 24  1  0  0  0  0
  9 25  1  6  0  0  0
  9 26  1  0  0  0  0
 26 27  1  6  0  0  0
 27 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  1  1  0  0  0
 29 31  1  0  0  0  0
  5 31  1  0  0  0  0
 31 32  1  1  0  0  0
 31 33  1  0  0  0  0
  2 33  1  0  0  0  0
M  END


  Mrv2104 11202304002D          

 33 36  0  0  1  0            999 V2000
    0.4513    0.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7352   -0.3699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0648   -0.5713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4759   -0.0065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0503   -0.5987    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4891   -1.2973    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8747   -0.5680    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6317    0.2204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3135   -1.2667    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0122   -0.8279    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8164   -1.0116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3777   -0.4070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1820   -0.5907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7433    0.0139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5003    0.8023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5475   -0.1698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7905   -0.9582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5948   -1.1420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1561   -0.5373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2293   -1.5629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4250   -1.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8637   -1.9838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1347    0.3814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5734   -0.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9182   -1.8279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9279   -1.9960    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3667   -2.6946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9810   -3.4239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1034   -2.0266    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7178   -2.7560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6647   -1.3280    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2049   -2.0130    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8519   -1.1866    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
  2  4  1  0  0  0  0
  5  4  1  0  0  0  0
  5  6  1  1  0  0  0
  7  5  1  0  0  0  0
  7  8  1  6  0  0  0
  9  7  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  1  0  0  0
 11 12  1  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
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  2  0  0  0  0
 13 21  1  0  0  0  0
 21 22  1  0  0  0  0
 12 23  2  0  0  0  0
 10 24  1  0  0  0  0
  7 24  1  0  0  0  0
  9 25  1  6  0  0  0
  9 26  1  0  0  0  0
 26 27  1  6  0  0  0
 27 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  1  1  0  0  0
 29 31  1  0  0  0  0
  5 31  1  0  0  0  0
 31 32  1  1  0  0  0
 31 33  1  0  0  0  0
  2 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332123

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CC(C)(C)C[C@]1([H])[C@@]1(C)C[C@@H](OC(=O)C3=C(C)C=C(OC)C=C3O)[C@@]1(O)[C@H](CO)[C@H]2O

> <INCHI_IDENTIFIER>
InChI=1S/C24H34O7/c1-12-6-13(30-5)7-17(26)19(12)21(28)31-18-10-23(4)15-9-22(2,3)8-14(15)20(27)16(11-25)24(18,23)29/h6-7,14-16,18,20,25-27,29H,8-11H2,1-5H3/t14-,15+,16-,18-,20+,23-,24+/m1/s1

> <INCHI_KEY>
JVNMKCDIFKZNAM-MHPGJXTOSA-N

> <FORMULA>
C24H34O7

> <MOLECULAR_WEIGHT>
434.529

> <EXACT_MASS>
434.230453435

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
47.813004772407226

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,2aR,3R,4S,4aR,7aS,7bR)-2a,4-dihydroxy-3-(hydroxymethyl)-6,6,7b-trimethyl-decahydro-1H-cyclobuta[e]inden-2-yl 2-hydroxy-4-methoxy-6-methylbenzoate

> <JCHEM_LOGP>
3.1051651406666663

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.170351924106892

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.763290748263358

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6705950385499166

> <JCHEM_POLAR_SURFACE_AREA>
116.45

> <JCHEM_REFRACTIVITY>
114.0259

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2R,2aR,3R,4S,4aR,7aS,7bR)-2a,4-dihydroxy-3-(hydroxymethyl)-6,6,7b-trimethyl-octahydrocyclobuta[e]inden-2-yl 2-hydroxy-4-methoxy-6-methylbenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-NOV-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-NOV-23         0                                  
HETATM    1  C   UNK     0       0.842   0.755   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.372  -0.690   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.121  -1.066   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.755  -0.012   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.827  -1.118   0.000  0.00  0.00           C+0
HETATM    6  H   UNK     0       4.646  -2.422   0.000  0.00  0.00           H+0
HETATM    7  C   UNK     0       5.366  -1.060   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.913   0.411   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.185  -2.364   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.489  -1.545   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       8.991  -1.888   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      10.038  -0.760   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.540  -1.103   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.587   0.026   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.134   1.498   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.089  -0.317   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.542  -1.789   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      16.044  -2.132   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      17.091  -1.003   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.495  -2.917   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.993  -2.574   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      10.946  -3.703   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       9.585   0.712   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       6.670  -0.241   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       7.314  -3.412   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       5.465  -3.726   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.284  -5.030   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       5.565  -6.391   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       3.926  -3.783   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       3.207  -5.144   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       3.107  -2.479   0.000  0.00  0.00           C+0
HETATM   32  H   UNK     0       2.249  -3.758   0.000  0.00  0.00           H+0
HETATM   33  C   UNK     0       1.590  -2.215   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4   33                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7   31                                             
CONECT    6    5                                                            
CONECT    7    5    8    9   24                                             
CONECT    8    7                                                            
CONECT    9    7   10   25   26                                             
CONECT   10    9   11   24                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   23                                                  
CONECT   13   12   14   21                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18   20                                                  
CONECT   18   17   19                                                       
CONECT   19   18                                                            
CONECT   20   17   21                                                       
CONECT   21   20   13   22                                                  
CONECT   22   21                                                            
CONECT   23   12                                                            
CONECT   24   10    7                                                       
CONECT   25    9                                                            
CONECT   26    9   27   29                                                  
CONECT   27   26   28                                                       
CONECT   28   27                                                            
CONECT   29   26   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29    5   32   33                                             
CONECT   32   31                                                            
CONECT   33   31    2                                                       
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₃₄O₇

Average Mass

434.5290 Da

Monoisotopic Mass

434.23045 Da

IUPAC Name

(2R,2aR,3R,4S,4aR,7aS,7bR)-2a,4-dihydroxy-3-(hydroxymethyl)-6,6,7b-trimethyl-decahydro-1H-cyclobuta[e]inden-2-yl 2-hydroxy-4-methoxy-6-methylbenzoate

Traditional Name

(2R,2aR,3R,4S,4aR,7aS,7bR)-2a,4-dihydroxy-3-(hydroxymethyl)-6,6,7b-trimethyl-octahydrocyclobuta[e]inden-2-yl 2-hydroxy-4-methoxy-6-methylbenzoate

CAS Registry Number

Not Available

SMILES

[H][C@@]12CC(C)(C)C[C@]1([H])[C@@]1(C)C[C@@H](OC(=O)C3=C(C)C=C(OC)C=C3O)[C@@]1(O)[C@H](CO)[C@H]2O

InChI Identifier

InChI=1S/C24H34O7/c1-12-6-13(30-5)7-17(26)19(12)21(28)31-18-10-23(4)15-9-22(2,3)8-14(15)20(27)16(11-25)24(18,23)29/h6-7,14-16,18,20,25-27,29H,8-11H2,1-5H3/t14-,15+,16-,18-,20+,23-,24+/m1/s1

InChI Key

JVNMKCDIFKZNAM-MHPGJXTOSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D_DEPT NMR	¹³C NMR Spectrum (1D, 176 MHz, C2D6OS, experimental)	ute.mettal@chemie.uni-giessen.de	Justus-Liebig-University Giessen	Ute Mettal	2024-05-04	View Spectrum
MLEV NMR	[¹H, ¹H] NMR Spectrum (2D, 700 MHz, C2D6OS, experimental)	ute.mettal@chemie.uni-giessen.de	Justus-Liebig-University Giessen	Ute Mettal	2023-11-20	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 700 MHz, C2D6OS, experimental)	ute.mettal@chemie.uni-giessen.de	Justus-Liebig-University Giessen	Ute Mettal	2023-11-20	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 700 MHz, C2D6OS, experimental)	ute.mettal@chemie.uni-giessen.de	Justus-Liebig-University Giessen	Ute Mettal	2023-11-20	View Spectrum
1D NMR	[¹³C, ] NMR Spectrum (2D, 176 MHz, C2D6OS, experimental)	ute.mettal@chemie.uni-giessen.de	Justus-Liebig-University Giessen	Ute Mettal	2023-11-20	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 700 MHz, C2D6OS, experimental)	ute.mettal@chemie.uni-giessen.de	Justus-Liebig-University Giessen	Ute Mettal	2023-11-20	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 700 MHz, C2D6OS, experimental)	ute.mettal@chemie.uni-giessen.de	Justus-Liebig-University Giessen	Ute Mettal	2023-11-20	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 700 MHz, C2D6OS, experimental)	ute.mettal@chemie.uni-giessen.de	Justus-Liebig-University Giessen	Ute Mettal	2023-11-20	View Spectrum
ROESY NMR	[¹H, ¹H] NMR Spectrum (2D, 700 MHz, C2D6OS, experimental)	ute.mettal@chemie.uni-giessen.de	Justus-Liebig-University Giessen	Ute Mettal	2023-11-20	View Spectrum
ROESY NMR	[¹H, ¹H] NMR Spectrum (2D, 700 MHz, C2D6OS, experimental)	ute.mettal@chemie.uni-giessen.de	Justus-Liebig-University Giessen	Ute Mettal	2023-11-20	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 700 MHz, C2D6OS, experimental)	ute.mettal@chemie.uni-giessen.de	Justus-Liebig-University Giessen	Ute Mettal	2023-11-20	View Spectrum
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 700 MHz, C2D6OS, experimental)	ute.mettal@chemie.uni-giessen.de	Justus-Liebig-University Giessen	Ute Mettal	2023-11-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 700.284324229, C2D6OS, simulated)	Ute.Mettal@chemie.uni-giessen.de	Justus-Liebig-University Giessen	Ute Mettal	2024-05-04	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
ostoyae		Not Available

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
logP	3.11	ChemAxon
pKa (Strongest Acidic)	9.76	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	116.45 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	114.03 m³·mol⁻¹	ChemAxon
Polarizability	47.81 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	No	ChemAxon

External Links

Not Available

References

General References

Not Available

Showing NP-Card for 5’-Methoxyarmillane (NP0332123)

MOL for NP0332123 (5’-Methoxyarmillane)

3D MOL for NP0332123 (5’-Methoxyarmillane)

3D SDF for NP0332123 (5’-Methoxyarmillane)

3D-SDF for NP0332123 (5’-Methoxyarmillane)

PDB for NP0332123 (5’-Methoxyarmillane)

3D PDB for NP0332123 (5’-Methoxyarmillane)

SMILES for NP0332123 (5’-Methoxyarmillane)

INCHI for NP0332123 (5’-Methoxyarmillane)

Structure for NP0332123 (5’-Methoxyarmillane)

3D Structure for NP0332123 (5’-Methoxyarmillane)