NP-MRD: Showing NP-Card for Hyperwilsol A (NP0351152)

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Record Information

Version

2.0

Created at

2025-06-19 20:45:17 UTC

Updated at

2025-06-21 00:02:30 UTC

NP-MRD ID

NP0351152

Natural Product DOI

https://doi.org/10.57994/4141

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Hyperwilsol A

Description

Hyperwilsol A was first documented in 2025 (PMID: 40436302). Based on a literature review very few articles have been published on Hyperwilsol A.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01112321322D          

 32 35  0  0  1  0            999 V2000
    0.8338   -3.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6374   -2.9312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2008   -3.5338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8775   -2.1419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3141   -1.5393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5543   -0.7500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9908   -0.1474    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1660   -0.1629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1036    0.6168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5546    1.1142    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1218    1.5865    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7948    1.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0153    2.0598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8656    2.7254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6196    1.9189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8892    1.1392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6275    0.7941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8651    0.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2811    1.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6695   -0.9073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2310    0.6418    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0346    0.8285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5981    0.2259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3579   -0.5634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8382    1.0151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6418    1.2018    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8820    1.9910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2053    0.5991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7009    1.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9409    0.2256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9651   -0.1901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1615   -0.3768    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  1  0  0  0
  7  6  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  9  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
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
  7 20  1  6  0  0  0
  7 21  1  0  0  0  0
 21 10  1  0  0  0  0
 21 16  1  6  0  0  0
 21 22  1  0  0  0  0
 23 22  1  1  0  0  0
 23 24  1  0  0  0  0
  6 24  1  0  0  0  0
 23 25  1  0  0  0  0
 26 25  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 28 31  1  0  0  0  0
 31 32  1  0  0  0  0
 23 32  1  0  0  0  0
M  END


  Mrv2104 01112321322D          

 32 35  0  0  1  0            999 V2000
    0.8338   -3.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6374   -2.9312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2008   -3.5338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8775   -2.1419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3141   -1.5393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5543   -0.7500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9908   -0.1474    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1660   -0.1629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1036    0.6168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5546    1.1142    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1218    1.5865    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7948    1.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0153    2.0598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8656    2.7254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6196    1.9189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8892    1.1392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6275    0.7941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8651    0.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2811    1.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6695   -0.9073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2310    0.6418    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0346    0.8285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5981    0.2259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3579   -0.5634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8382    1.0151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6418    1.2018    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8820    1.9910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2053    0.5991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7009    1.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9409    0.2256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9651   -0.1901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1615   -0.3768    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  1  0  0  0
  7  6  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 10  9  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
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
  7 20  1  6  0  0  0
  7 21  1  0  0  0  0
 21 10  1  0  0  0  0
 21 16  1  6  0  0  0
 21 22  1  0  0  0  0
 23 22  1  1  0  0  0
 23 24  1  0  0  0  0
  6 24  1  0  0  0  0
 23 25  1  0  0  0  0
 26 25  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 28 31  1  0  0  0  0
 31 32  1  0  0  0  0
 23 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0351152

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12CC[C@]3(C)[C@H](CC=C(C)C)C[C@@]4(C[C@@H](O)C(C)(C)OO4)O[C@]13C(OC2(C)C)=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C26H42O5/c1-16(2)10-11-18-14-25(15-20(27)23(7,8)30-31-25)29-26-19(12-13-24(18,26)9)22(5,6)28-21(26)17(3)4/h10,18-20,27H,11-15H2,1-9H3/t18-,19-,20-,24-,25-,26+/m1/s1

> <INCHI_KEY>
YAJBEHWXGCOQGM-RIMSMZJASA-N

> <FORMULA>
C26H42O5

> <MOLECULAR_WEIGHT>
434.617

> <EXACT_MASS>
434.303224452

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
50.43026576922251

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1'R,2R,4R,5'R,8'R,9'R)-4',4',5,5,8'-pentamethyl-9'-(3-methylbut-2-en-1-yl)-2'-(propan-2-ylidene)-3',12'-dioxaspiro[1,6-dioxane-2,11'-tricyclo[6.4.0.0^{1,5}]dodecan]-4-ol

> <JCHEM_LOGP>
5.242273049333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.728543321342753

> <JCHEM_PKA_STRONGEST_BASIC>
-3.354935151244679

> <JCHEM_POLAR_SURFACE_AREA>
57.150000000000006

> <JCHEM_REFRACTIVITY>
122.24619999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1'R,2R,4R,5'R,8'R,9'R)-4',4',5,5,8'-pentamethyl-9'-(3-methylbut-2-en-1-yl)-2'-(propan-2-ylidene)-3',12'-dioxaspiro[1,6-dioxane-2,11'-tricyclo[6.4.0.0^{1,5}]dodecan]-4-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-JAN-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-JAN-23         0                                  
HETATM    1  C   UNK     0       1.556  -5.820   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.056  -5.472   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.108  -6.596   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.505  -3.998   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.453  -2.873   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.901  -1.400   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.850  -0.275   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.310  -0.304   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.193   1.151   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.035   2.080   0.000  0.00  0.00           C+0
HETATM   11  H   UNK     0      -0.227   2.961   0.000  0.00  0.00           H+0
HETATM   12  C   UNK     0       1.484   3.553   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.029   3.845   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.616   5.087   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       3.023   3.582   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       3.527   2.127   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.905   1.482   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.348   0.178   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.125   2.730   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.250  -1.694   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.298   1.198   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       3.798   1.547   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       4.850   0.422   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.401  -1.052   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.298   1.895   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.798   2.243   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       7.246   3.717   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       7.850   1.118   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.775   2.350   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       9.223   0.421   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       7.402  -0.355   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       5.901  -0.703   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   24                                                  
CONECT    7    6    8   20   21                                             
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12   21                                             
CONECT   11   10                                                            
CONECT   12   10   13   14   15                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   12   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20    7                                                            
CONECT   21    7   10   16   22                                             
CONECT   22   21   23                                                       
CONECT   23   22   24   25   32                                             
CONECT   24   23    6                                                       
CONECT   25   23   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   30   31                                             
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   28   32                                                       
CONECT   32   31   23                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₄₂O₅

Average Mass

434.6170 Da

Monoisotopic Mass

434.30322 Da

IUPAC Name

(1'R,2R,4R,5'R,8'R,9'R)-4',4',5,5,8'-pentamethyl-9'-(3-methylbut-2-en-1-yl)-2'-(propan-2-ylidene)-3',12'-dioxaspiro[1,6-dioxane-2,11'-tricyclo[6.4.0.0^{1,5}]dodecan]-4-ol

Traditional Name

(1'R,2R,4R,5'R,8'R,9'R)-4',4',5,5,8'-pentamethyl-9'-(3-methylbut-2-en-1-yl)-2'-(propan-2-ylidene)-3',12'-dioxaspiro[1,6-dioxane-2,11'-tricyclo[6.4.0.0^{1,5}]dodecan]-4-ol

CAS Registry Number

Not Available

SMILES

[H][C@]12CC[C@]3(C)[C@H](CC=C(C)C)C[C@@]4(C[C@@H](O)C(C)(C)OO4)O[C@]13C(OC2(C)C)=C(C)C

InChI Identifier

InChI=1S/C26H42O5/c1-16(2)10-11-18-14-25(15-20(27)23(7,8)30-31-25)29-26-19(12-13-24(18,26)9)22(5,6)28-21(26)17(3)4/h10,18-20,27H,11-15H2,1-9H3/t18-,19-,20-,24-,25-,26+/m1/s1

InChI Key

YAJBEHWXGCOQGM-RIMSMZJASA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, CDCl3, experimental)	xty@nwsuaf.edu.cn	Northwest Agriculture and Forestry University	Xi-Tao Yan	2025-06-19	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, CDCl3, experimental)	xty@nwsuaf.edu.cn	Northwest Agriculture and Forestry University	Xi-Tao Yan	2025-06-19	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, CDCl3, experimental)	xty@nwsuaf.edu.cn	Northwest Agriculture and Forestry University	Xi-Tao Yan	2025-06-19	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, CDCl3, experimental)	xty@nwsuaf.edu.cn	Northwest Agriculture and Forestry University	Xi-Tao Yan	2025-06-19	View Spectrum
1D_DEPT NMR	¹³C NMR Spectrum (1D, 126 MHz, CDCl3, experimental)	xty@nwsuaf.edu.cn	Northwest Agriculture and Forestry University	Xi-Tao Yan	2025-06-19	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, CDCl3, experimental)	xty@nwsuaf.edu.cn	Northwest Agriculture and Forestry University	Xi-Tao Yan	2025-06-19	View Spectrum
1D_DEPT NMR	¹³C NMR Spectrum (1D, 126 MHz, CDCl3, experimental)	xty@nwsuaf.edu.cn	Northwest Agriculture and Forestry University	Xi-Tao Yan	2025-06-19	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl3, experimental)	xty@nwsuaf.edu.cn	Northwest Agriculture and Forestry University	Xi-Tao Yan	2025-06-19	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125.0 MHz, CDCl₃, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 125.0, CDCl₃, simulated)	xty@nwsuaf.edu.cn	Northwest Agriculture and Forestry University	Xi-Tao Yan	2025-06-19	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Hypericum wilsonii		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	5.24	ChemAxon
pKa (Strongest Acidic)	13.73	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	57.15 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	122.25 m³·mol⁻¹	ChemAxon
Polarizability	50.43 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

DOI: 10.1016/j.phytochem.2025.114561

Showing NP-Card for Hyperwilsol A (NP0351152)

MOL for NP0351152 (Hyperwilsol A)

3D MOL for NP0351152 (Hyperwilsol A)

3D SDF for NP0351152 (Hyperwilsol A)

3D-SDF for NP0351152 (Hyperwilsol A)

PDB for NP0351152 (Hyperwilsol A)

3D PDB for NP0351152 (Hyperwilsol A)

SMILES for NP0351152 (Hyperwilsol A)

INCHI for NP0351152 (Hyperwilsol A)

Structure for NP0351152 (Hyperwilsol A)

3D Structure for NP0351152 (Hyperwilsol A)