NP-MRD: Showing NP-Card for 4a-hydroxyarisugacin P (NP0332415)

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Record Information

Version

2.0

Created at

2024-01-23 04:07:59 UTC

Updated at

2024-09-03 04:19:06 UTC

NP-MRD ID

NP0332415

Natural Product DOI

https://doi.org/10.57994/1634

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4a-hydroxyarisugacin P

Description

Based on a literature review very few articles have been published on 4a-hydroxyarisugacin P.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01232404082D          

 34 38  0  0  1  0            999 V2000
    3.1449    0.8802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850    0.2566    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9550    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3052    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8498   -0.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0480   -1.0360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1154    0.7243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251   -0.3671    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7651   -0.9907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550   -1.1466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1449   -1.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048   -0.6789    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3347   -1.4584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    0.1007    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0647   -0.0552    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    0.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9058    0.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1758   -0.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9860   -0.8348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5261   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3362   -0.3671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6062   -1.1466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2560    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4459    0.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744    1.0361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546    1.9716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946   -0.8348    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  5  9  2  0  0  0  0
  2 10  1  0  0  0  0
 10  6  1  0  0  0  0
 10 11  1  1  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 13  1  0  0  0  0
 14 15  1  6  0  0  0
 16 14  1  0  0  0  0
  2 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 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
 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
 26 29  1  0  0  0  0
 29 30  2  0  0  0  0
 23 30  1  0  0  0  0
 22 31  1  0  0  0  0
 31 32  1  0  0  0  0
 19 32  1  0  0  0  0
 32 33  2  0  0  0  0
 20 34  1  0  0  0  0
 14 34  1  0  0  0  0
M  END


  Mrv2104 01232404082D          

 34 38  0  0  1  0            999 V2000
    3.1449    0.8802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6850    0.2566    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9550    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7651    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3052    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0352   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8498   -0.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0480   -1.0360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1154    0.7243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2251   -0.3671    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7651   -0.9907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550   -1.1466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1449   -1.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048   -0.6789    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3347   -1.4584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8748    0.1007    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0647   -0.0552    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3347    0.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5246    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4444   -0.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0957    0.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9058    0.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1758   -0.6789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9860   -0.8348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5261   -0.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3362   -0.3671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6062   -1.1466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2560    0.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4459    0.7243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1744    1.0361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845    1.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2546    1.9716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946   -0.8348    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  5  9  2  0  0  0  0
  2 10  1  0  0  0  0
 10  6  1  0  0  0  0
 10 11  1  1  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 13  1  0  0  0  0
 14 15  1  6  0  0  0
 16 14  1  0  0  0  0
  2 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 18 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
 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
 26 29  1  0  0  0  0
 29 30  2  0  0  0  0
 23 30  1  0  0  0  0
 22 31  1  0  0  0  0
 31 32  1  0  0  0  0
 19 32  1  0  0  0  0
 32 33  2  0  0  0  0
 20 34  1  0  0  0  0
 14 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332415

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12CC3=C(O[C@]1(C)CC[C@@]1(O)C(C)(C)C(=O)C=C[C@]21C)C=C(OC3=O)C1=CC=C(OC)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C27H30O6/c1-24(2)22(28)10-11-25(3)21-14-18-20(33-26(21,4)12-13-27(24,25)30)15-19(32-23(18)29)16-6-8-17(31-5)9-7-16/h6-11,15,21,30H,12-14H2,1-5H3/t21-,25-,26-,27-/m1/s1

> <INCHI_KEY>
KBZGQVNAJNLMOO-HHPVDLARSA-N

> <FORMULA>
C27H30O6

> <MOLECULAR_WEIGHT>
450.531

> <EXACT_MASS>
450.204238686

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
49.568803076031045

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5aR,7aS,11aR,11bR)-7a-hydroxy-3-(4-methoxyphenyl)-5a,8,8,11a-tetramethyl-1,5a,6,7,7a,8,9,11a,11b,12-decahydro-2,5-dioxatetraphene-1,9-dione

> <JCHEM_LOGP>
3.7458563303333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.78368955899787

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3308141868943326

> <JCHEM_POLAR_SURFACE_AREA>
82.06000000000002

> <JCHEM_REFRACTIVITY>
126.11959999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(5aR,7aS,11aR,11bR)-7a-hydroxy-3-(4-methoxyphenyl)-5a,8,8,11a-tetramethyl-6,7,11b,12-tetrahydro-2,5-dioxatetraphene-1,9-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-JAN-24   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-JAN-24         0                                  
HETATM    1  C   UNK     0       5.870   1.643   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.879   0.479   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.383   1.934   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.895   2.225   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.903   1.061   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.399  -0.394   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.920  -0.638   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.423  -1.934   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      11.415   1.352   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       7.887  -0.685   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       8.895  -1.849   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       7.383  -2.140   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.870  -2.431   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.862  -1.267   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.358  -2.722   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.366   0.188   0.000  0.00  0.00           C+0
HETATM   17  H   UNK     0       3.854  -0.103   0.000  0.00  0.00           H+0
HETATM   18  C   UNK     0       4.358   1.352   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.846   1.061   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.342  -0.394   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.830  -0.685   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.179   0.479   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.691   0.188   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.195  -1.267   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.707  -1.558   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -4.715  -0.394   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -6.228  -0.685   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -6.732  -2.140   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -4.211   1.061   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -2.699   1.352   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       0.326   1.934   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       1.838   2.225   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       2.342   3.680   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       3.350  -1.558   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   10   16                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    9                                                  
CONECT    6    5    7    8   10                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    5                                                            
CONECT   10    2    6   11   12                                             
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16   34                                             
CONECT   15   14                                                            
CONECT   16   14    2   17   18                                             
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20   32                                                  
CONECT   20   19   21   34                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   31                                                  
CONECT   23   22   24   30                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   29                                                  
CONECT   27   26   28                                                       
CONECT   28   27                                                            
CONECT   29   26   30                                                       
CONECT   30   29   23                                                       
CONECT   31   22   32                                                       
CONECT   32   31   19   33                                                  
CONECT   33   32                                                            
CONECT   34   20   14                                                       
MASTER        0    0    0    0    0    0    0    0   34    0   76    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₃₀O₆

Average Mass

450.5310 Da

Monoisotopic Mass

450.20424 Da

IUPAC Name

(5aR,7aS,11aR,11bR)-7a-hydroxy-3-(4-methoxyphenyl)-5a,8,8,11a-tetramethyl-1,5a,6,7,7a,8,9,11a,11b,12-decahydro-2,5-dioxatetraphene-1,9-dione

Traditional Name

(5aR,7aS,11aR,11bR)-7a-hydroxy-3-(4-methoxyphenyl)-5a,8,8,11a-tetramethyl-6,7,11b,12-tetrahydro-2,5-dioxatetraphene-1,9-dione

CAS Registry Number

Not Available

SMILES

[H][C@]12CC3=C(O[C@]1(C)CC[C@@]1(O)C(C)(C)C(=O)C=C[C@]21C)C=C(OC3=O)C1=CC=C(OC)C=C1

InChI Identifier

InChI=1S/C27H30O6/c1-24(2)22(28)10-11-25(3)21-14-18-20(33-26(21,4)12-13-27(24,25)30)15-19(32-23(18)29)16-6-8-17(31-5)9-7-16/h6-11,15,21,30H,12-14H2,1-5H3/t21-,25-,26-,27-/m1/s1

InChI Key

KBZGQVNAJNLMOO-HHPVDLARSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	Not Available	CAS Key Laboratory of Tropical Marine Bio-resources and Ecology, Guangdong Key Laboratory of Marine Materia Medica, South China Sea Institute of Oceanology, Chinese Academy of Sciences	Yuqian Tang; Shuhua Qi	2024-01-23	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	Not Available	CAS Key Laboratory of Tropical Marine Bio-resources and Ecology, Guangdong Key Laboratory of Marine Materia Medica, South China Sea Institute of Oceanology, Chinese Academy of Sciences	Yuqian Tang; Shuhua Qi	2024-01-23	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	Not Available	CAS Key Laboratory of Tropical Marine Bio-resources and Ecology, Guangdong Key Laboratory of Marine Materia Medica, South China Sea Institute of Oceanology, Chinese Academy of Sciences	Yuqian Tang; Shuhua Qi	2024-01-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, C2D6OS, experimental)	Not Available	CAS Key Laboratory of Tropical Marine Bio-resources and Ecology, Guangdong Key Laboratory of Marine Materia Medica, South China Sea Institute of Oceanology, Chinese Academy of Sciences	Yuqian Tang; Shuhua Qi	2024-01-23	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	Not Available	CAS Key Laboratory of Tropical Marine Bio-resources and Ecology, Guangdong Key Laboratory of Marine Materia Medica, South China Sea Institute of Oceanology, Chinese Academy of Sciences	Yuqian Tang; Shuhua Qi	2024-01-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, C2D6OS, experimental)	Not Available	CAS Key Laboratory of Tropical Marine Bio-resources and Ecology, Guangdong Key Laboratory of Marine Materia Medica, South China Sea Institute of Oceanology, Chinese Academy of Sciences	Yuqian Tang; Shuhua Qi	2024-01-23	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

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	3.75	ChemAxon
pKa (Strongest Acidic)	13.78	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	82.06 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	126.12 m³·mol⁻¹	ChemAxon
Polarizability	49.57 Å³	ChemAxon
Number of Rings	5	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

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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 4a-hydroxyarisugacin P (NP0332415)

MOL for NP0332415 (4a-hydroxyarisugacin P)

3D MOL for NP0332415 (4a-hydroxyarisugacin P)

3D SDF for NP0332415 (4a-hydroxyarisugacin P)

3D-SDF for NP0332415 (4a-hydroxyarisugacin P)

PDB for NP0332415 (4a-hydroxyarisugacin P)

3D PDB for NP0332415 (4a-hydroxyarisugacin P)

SMILES for NP0332415 (4a-hydroxyarisugacin P)

INCHI for NP0332415 (4a-hydroxyarisugacin P)

Structure for NP0332415 (4a-hydroxyarisugacin P)

3D Structure for NP0332415 (4a-hydroxyarisugacin P)