NP-MRD: Showing NP-Card for Erinacine F (NP0331833)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2023-09-19 12:05:56 UTC

Updated at

2024-09-03 04:17:09 UTC

NP-MRD ID

NP0331833

Natural Product DOI

https://doi.org/10.57994/0933

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Erinacine F

Description

Erinacine F was first documented in 2023 (PMID: 37687209). Based on a literature review very few articles have been published on Erinacine F.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 09192312052D          

 35 40  0  0  1  0            999 V2000
    4.4771    2.7245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0680    2.0081    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5799    2.6733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7599    2.5832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4278    1.8280    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0090    2.5388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5766    1.9062    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9273    1.1595    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0989    1.2095    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4183    0.7432    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3928    1.5001    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9907    2.0685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1379    2.2215    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0775    3.0178    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9696    2.5373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1165    0.3698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2615    0.0096    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2135   -0.8140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5489    0.4684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1097   -0.1367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0649    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7295    2.0767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1510    0.9077    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7606    1.4635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9053    0.0419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6889    0.3546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9158    1.1628    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1041    1.0155    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7359    1.2529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3515    0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2691   -0.1172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9388   -0.5990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5170   -0.4562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0641    1.1195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8888    1.9257    0.0000 C   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
  5  4  1  0  0  0  0
  5  6  1  1  0  0  0
  7  5  1  0  0  0  0
  7  8  1  1  0  0  0
  9  7  1  0  0  0  0
  9 10  1  6  0  0  0
 11  9  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
  7 15  1  0  0  0  0
  9 16  1  0  0  0  0
 17 16  1  0  0  0  0
 17 18  1  6  0  0  0
 19 17  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 13 22  1  0  0  0  0
 23 19  1  0  0  0  0
 11 23  1  0  0  0  0
 23 24  1  1  0  0  0
 16 25  2  0  0  0  0
 25 26  1  0  0  0  0
 27 26  1  0  0  0  0
  5 27  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
  2 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 30 34  1  0  0  0  0
 34 35  1  0  0  0  0
  2 35  1  0  0  0  0
M  END


  Mrv2104 09192312052D          

 35 40  0  0  1  0            999 V2000
    4.4771    2.7245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0680    2.0081    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5799    2.6733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7599    2.5832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4278    1.8280    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0090    2.5388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5766    1.9062    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9273    1.1595    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0989    1.2095    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4183    0.7432    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3928    1.5001    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9907    2.0685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1379    2.2215    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0775    3.0178    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9696    2.5373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1165    0.3698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2615    0.0096    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2135   -0.8140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5489    0.4684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1097   -0.1367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0649    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7295    2.0767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1510    0.9077    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7606    1.4635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9053    0.0419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6889    0.3546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9158    1.1628    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1041    1.0155    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7359    1.2529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3515    0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2691   -0.1172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9388   -0.5990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5170   -0.4562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0641    1.1195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8888    1.9257    0.0000 C   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
  5  4  1  0  0  0  0
  5  6  1  1  0  0  0
  7  5  1  0  0  0  0
  7  8  1  1  0  0  0
  9  7  1  0  0  0  0
  9 10  1  6  0  0  0
 11  9  1  0  0  0  0
 11 12  1  6  0  0  0
 11 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
  7 15  1  0  0  0  0
  9 16  1  0  0  0  0
 17 16  1  0  0  0  0
 17 18  1  6  0  0  0
 19 17  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 13 22  1  0  0  0  0
 23 19  1  0  0  0  0
 11 23  1  0  0  0  0
 23 24  1  1  0  0  0
 16 25  2  0  0  0  0
 25 26  1  0  0  0  0
 27 26  1  0  0  0  0
  5 27  1  0  0  0  0
 27 28  1  6  0  0  0
 27 29  1  0  0  0  0
  2 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 30 34  1  0  0  0  0
 34 35  1  0  0  0  0
  2 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0331833

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12O[C@@]3([H])[C@@]4([H])C(=CC[C@]5([H])C6=C(CC[C@]6(C)CC[C@@]35C)C(C)C)[C@H](O)[C@](O)(CO1)[C@@H](O)[C@@]24O

> <INCHI_IDENTIFIER>
InChI=1S/C25H36O6/c1-12(2)13-7-8-22(3)9-10-23(4)15(16(13)22)6-5-14-17-19(23)31-21-25(17,29)20(27)24(28,11-30-21)18(14)26/h5,12,15,17-21,26-29H,6-11H2,1-4H3/t15-,17-,18+,19+,20?,21+,22-,23-,24-,25-/m1/s1

> <INCHI_KEY>
YUCYEVHMFBEBSC-PDMXVCJOSA-N

> <FORMULA>
C25H36O6

> <MOLECULAR_WEIGHT>
432.557

> <EXACT_MASS>
432.251188879

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
0.0

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4R,9R,12R,13S,15S,18R,19R,20R,21R,22S)-9,12-dimethyl-6-(propan-2-yl)-14,16-dioxahexacyclo[16.3.1.0^{4,12}.0^{5,9}.0^{13,21}.0^{15,20}]docosa-1,5-diene-18,19,20,22-tetrol

> <JCHEM_LOGP>
1.289339268666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.275155864529122

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.511551549157836

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5502721849273713

> <JCHEM_POLAR_SURFACE_AREA>
99.38000000000001

> <JCHEM_REFRACTIVITY>
114.49199999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(4R,9R,12R,13S,15S,18R,19R,20R,21R,22S)-6-isopropyl-9,12-dimethyl-14,16-dioxahexacyclo[16.3.1.0^{4,12}.0^{5,9}.0^{13,21}.0^{15,20}]docosa-1,5-diene-18,19,20,22-tetrol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-SEP-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-SEP-23         0                                  
HETATM    1  C   UNK     0       8.357   5.086   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.594   3.748   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.683   4.990   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.152   4.822   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.532   3.412   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.750   4.739   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.943   3.558   0.000  0.00  0.00           C+0
HETATM    8  H   UNK     0       3.598   2.164   0.000  0.00  0.00           H+0
HETATM    9  C   UNK     0       2.051   2.258   0.000  0.00  0.00           C+0
HETATM   10  H   UNK     0       0.781   1.387   0.000  0.00  0.00           H+0
HETATM   11  C   UNK     0       0.733   2.800   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.849   3.861   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       0.257   4.147   0.000  0.00  0.00           C+0
HETATM   14  H   UNK     0      -0.145   5.633   0.000  0.00  0.00           H+0
HETATM   15  O   UNK     0       1.810   4.736   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.084   0.690   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.488   0.018   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       0.398  -1.519   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -1.025   0.874   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -2.071  -0.255   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -1.988   2.310   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.362   3.877   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -0.282   1.694   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -1.420   2.732   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       3.556   0.078   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.019   0.662   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.443   2.171   0.000  0.00  0.00           C+0
HETATM   28  H   UNK     0       3.928   1.896   0.000  0.00  0.00           H+0
HETATM   29  C   UNK     0       6.974   2.339   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.123   1.314   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.969  -0.219   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       9.219  -1.118   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.565  -0.852   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       9.453   2.090   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       9.126   3.595   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   29   35                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7   27                                             
CONECT    6    5                                                            
CONECT    7    5    8    9   15                                             
CONECT    8    7                                                            
CONECT    9    7   10   11   16                                             
CONECT   10    9                                                            
CONECT   11    9   12   13   23                                             
CONECT   12   11                                                            
CONECT   13   11   14   15   22                                             
CONECT   14   13                                                            
CONECT   15   13    7                                                       
CONECT   16    9   17   25                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21   23                                             
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   13                                                       
CONECT   23   19   11   24                                                  
CONECT   24   23                                                            
CONECT   25   16   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26    5   28   29                                             
CONECT   28   27                                                            
CONECT   29   27    2   30                                                  
CONECT   30   29   31   34                                                  
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   30   35                                                       
CONECT   35   34    2                                                       
MASTER        0    0    0    0    0    0    0    0   35    0   80    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₃₆O₆

Average Mass

432.5570 Da

Monoisotopic Mass

432.25119 Da

IUPAC Name

(4R,9R,12R,13S,15S,18R,19R,20R,21R,22S)-9,12-dimethyl-6-(propan-2-yl)-14,16-dioxahexacyclo[16.3.1.0^{4,12}.0^{5,9}.0^{13,21}.0^{15,20}]docosa-1,5-diene-18,19,20,22-tetrol

Traditional Name

(4R,9R,12R,13S,15S,18R,19R,20R,21R,22S)-6-isopropyl-9,12-dimethyl-14,16-dioxahexacyclo[16.3.1.0^{4,12}.0^{5,9}.0^{13,21}.0^{15,20}]docosa-1,5-diene-18,19,20,22-tetrol

CAS Registry Number

Not Available

SMILES

[H][C@@]12O[C@@]3([H])[C@@]4([H])C(=CC[C@]5([H])C6=C(CC[C@]6(C)CC[C@@]35C)C(C)C)[C@H](O)[C@](O)(CO1)[C@@H](O)[C@@]24O

InChI Identifier

InChI=1S/C25H36O6/c1-12(2)13-7-8-22(3)9-10-23(4)15(16(13)22)6-5-14-17-19(23)31-21-25(17,29)20(27)24(28,11-30-21)18(14)26/h5,12,15,17-21,26-29H,6-11H2,1-4H3/t15-,17-,18+,19+,20?,21+,22-,23-,24-,25-/m1/s1

InChI Key

YUCYEVHMFBEBSC-PDMXVCJOSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, CD3OD, experimental)	qjz@nwafu.edu.cn	Not Available	Not Available	2023-09-19	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD3OD, experimental)	qjz@nwafu.edu.cn	Not Available	Not Available	2023-09-19	View Spectrum

Predicted Spectra

Not Available

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	1.29	ChemAxon
pKa (Strongest Acidic)	11.51	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	99.38 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	114.49 m³·mol⁻¹	ChemAxon
Polarizability	0 Å³	ChemAxon
Number of Rings	6	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

Wei J, Li JY, Feng XL, Zhang Y, Hu X, Hui H, Xue X, Qi J: Unprecedented Neoverrucosane and Cyathane Diterpenoids with Anti-Neuroinflammatory Activity from Cultures of the Culinary-Medicinal Mushroom Hericium erinaceus. Molecules. 2023 Aug 31;28(17):6380. doi: 10.3390/molecules28176380. [PubMed:37687209 ]

Showing NP-Card for Erinacine F (NP0331833)

MOL for NP0331833 (Erinacine F)

3D MOL for NP0331833 (Erinacine F)

3D SDF for NP0331833 (Erinacine F)

3D-SDF for NP0331833 (Erinacine F)

PDB for NP0331833 (Erinacine F)

3D PDB for NP0331833 (Erinacine F)

SMILES for NP0331833 (Erinacine F)

INCHI for NP0331833 (Erinacine F)

Structure for NP0331833 (Erinacine F)

3D Structure for NP0331833 (Erinacine F)