NP-MRD: Showing NP-Card for Officinalisoid B (NP0333107)

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Record Information

Version

1.0

Created at

2024-05-09 01:09:21 UTC

Updated at

2024-05-09 01:35:39 UTC

NP-MRD ID

NP0333107

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Officinalisoid B

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01212303452D          

 34 39  0  0  1  0            999 V2000
    5.2566    0.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6869   -0.2392    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1173   -0.9430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7230   -1.6677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8982   -1.6885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4678   -0.9846    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0796   -1.7126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8622   -0.2600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4395    0.4594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6132    0.4503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1634   -0.2636    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4414    0.2668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7142   -0.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9429    0.0829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6264   -1.0201    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5776   -1.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2244   -1.8025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3642   -1.7968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9404   -1.0428    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6693   -0.6563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6990    0.1681    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2728    0.7609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9999    0.6061    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0296    1.4306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2710    0.2196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2413   -0.6049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9421   -0.9222    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.7242   -1.1847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8879   -1.9933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8193   -1.7380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3364   -0.1976    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.1611   -0.1768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9060    0.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0813    0.4855    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
  4  5  1  0  0  0  0
  6  5  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 11 10  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 15 11  1  0  0  0  0
 15  6  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 19 18  1  0  0  0  0
 19 13  1  6  0  0  0
 19 20  1  0  0  0  0
 11 20  1  0  0  0  0
 21 20  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 19 26  1  0  0  0  0
 27  3  1  0  0  0  0
 27 28  1  6  0  0  0
 28 29  1  0  0  0  0
 27 30  1  1  0  0  0
 27 31  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
  2 34  1  0  0  0  0
M  END


  Mrv2104 01212303452D          

 34 39  0  0  1  0            999 V2000
    5.2566    0.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6869   -0.2392    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1173   -0.9430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7230   -1.6677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8982   -1.6885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4678   -0.9846    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0796   -1.7126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8622   -0.2600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4395    0.4594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6132    0.4503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1634   -0.2636    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4414    0.2668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7142   -0.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9429    0.0829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6264   -1.0201    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5776   -1.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2244   -1.8025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3642   -1.7968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9404   -1.0428    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6693   -0.6563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6990    0.1681    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2728    0.7609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9999    0.6061    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0296    1.4306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2710    0.2196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2413   -0.6049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9421   -0.9222    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.7242   -1.1847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8879   -1.9933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8193   -1.7380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3364   -0.1976    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.1611   -0.1768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9060    0.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0813    0.4855    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
  4  5  1  0  0  0  0
  6  5  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 11 10  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 15 11  1  0  0  0  0
 15  6  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 19 18  1  0  0  0  0
 19 13  1  6  0  0  0
 19 20  1  0  0  0  0
 11 20  1  0  0  0  0
 21 20  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 19 26  1  0  0  0  0
 27  3  1  0  0  0  0
 27 28  1  6  0  0  0
 28 29  1  0  0  0  0
 27 30  1  1  0  0  0
 27 31  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
  2 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0333107

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1CC[C@@]23CC[C@]4(C)[C@](OC2=O)(C=CC2[C@@]5(C)CC[C@H](O)[C@](C)(CO)C5CC[C@@]42C)C3[C@H]1C

> <INCHI_IDENTIFIER>
InChI=1S/C30H46O4/c1-18-7-13-29-16-15-28(6)27(5)12-8-20-25(3,11-10-22(32)26(20,4)17-31)21(27)9-14-30(28,34-24(29)33)23(29)19(18)2/h9,14,18-23,31-32H,7-8,10-13,15-17H2,1-6H3/t18-,19+,20?,21?,22+,23?,25+,26-,27-,28+,29+,30+/m1/s1

> <INCHI_KEY>
ZPPOICWFRLBJDN-RRIHHISESA-N

> <FORMULA>
C30H46O4

> <MOLECULAR_WEIGHT>
470.694

> <EXACT_MASS>
470.339609961

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
55.027519072508326

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,4S,5R,9S,10S,13S,17S,19S,20R)-10-hydroxy-9-(hydroxymethyl)-4,5,9,13,19,20-hexamethyl-24-oxahexacyclo[15.5.2.0^{1,18}.0^{4,17}.0^{5,14}.0^{8,13}]tetracos-15-en-23-one

> <JCHEM_LOGP>
5.083724627333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.27032361144063

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.485935723299411

> <JCHEM_PKA_STRONGEST_BASIC>
-2.785449099506076

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
133.5442

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,4S,5R,9S,10S,13S,17S,19S,20R)-10-hydroxy-9-(hydroxymethyl)-4,5,9,13,19,20-hexamethyl-24-oxahexacyclo[15.5.2.0^{1,18}.0^{4,17}.0^{5,14}.0^{8,13}]tetracos-15-en-23-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 21-JAN-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JAN-23         0                                  
HETATM    1  C   UNK     0       9.812   0.867   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.616  -0.446   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.419  -1.760   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.683  -3.113   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.143  -3.152   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.340  -1.838   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.615  -3.197   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.076  -0.485   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.287   0.858   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.745   0.840   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.905  -0.492   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       4.557   0.498   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       3.200  -0.392   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.760   0.155   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       6.769  -1.904   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.678  -3.441   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.019  -3.365   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.413  -3.354   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.622  -1.947   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.983  -1.225   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.038   0.314   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.109   1.420   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.733   1.131   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.789   2.670   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.373   0.410   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.317  -1.129   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      12.959  -1.721   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      14.418  -2.212   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      14.724  -3.721   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      12.729  -3.244   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      13.695  -0.369   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      15.234  -0.330   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      12.891   0.945   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      11.352   0.906   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    8   34                                             
CONECT    3    2    4   27                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8   15                                             
CONECT    7    6                                                            
CONECT    8    6    2    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   15   20                                             
CONECT   12   11   13                                                       
CONECT   13   12   14   19                                                  
CONECT   14   13                                                            
CONECT   15   11    6   16   17                                             
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   13   20   26                                             
CONECT   20   19   11   21                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   19                                                       
CONECT   27    3   28   30   31                                             
CONECT   28   27   29                                                       
CONECT   29   28                                                            
CONECT   30   27                                                            
CONECT   31   27   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33    2                                                       
MASTER        0    0    0    0    0    0    0    0   34    0   78    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₄₆O₄

Average Mass

470.6940 Da

Monoisotopic Mass

470.33961 Da

IUPAC Name

(1S,4S,5R,9S,10S,13S,17S,19S,20R)-10-hydroxy-9-(hydroxymethyl)-4,5,9,13,19,20-hexamethyl-24-oxahexacyclo[15.5.2.0^{1,18}.0^{4,17}.0^{5,14}.0^{8,13}]tetracos-15-en-23-one

Traditional Name

(1S,4S,5R,9S,10S,13S,17S,19S,20R)-10-hydroxy-9-(hydroxymethyl)-4,5,9,13,19,20-hexamethyl-24-oxahexacyclo[15.5.2.0^{1,18}.0^{4,17}.0^{5,14}.0^{8,13}]tetracos-15-en-23-one

CAS Registry Number

Not Available

SMILES

C[C@@H]1CC[C@@]23CC[C@]4(C)[C@](OC2=O)(C=CC2[C@@]5(C)CC[C@H](O)[C@](C)(CO)C5CC[C@@]42C)C3[C@H]1C

InChI Identifier

InChI=1S/C30H46O4/c1-18-7-13-29-16-15-28(6)27(5)12-8-20-25(3,11-10-22(32)26(20,4)17-31)21(27)9-14-30(28,34-24(29)33)23(29)19(18)2/h9,14,18-23,31-32H,7-8,10-13,15-17H2,1-6H3/t18-,19+,20?,21?,22+,23?,25+,26-,27-,28+,29+,30+/m1/s1

InChI Key

ZPPOICWFRLBJDN-RRIHHISESA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View

Predicted Spectra

Not Available

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600, C5D5deposition_typeN, simulated)	jindongzhongkm@163.com	Kunming University of Science and Technology	jindongzhong	2024-05-09	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
officinalis		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	5.08	ChemAxon
pKa (Strongest Acidic)	14.49	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	133.54 m³·mol⁻¹	ChemAxon
Polarizability	55.03 Å³	ChemAxon
Number of Rings	6	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

Not Available

References

General References

Yang JY, Guo CS, Su L, Xu CX, Li RT, Zhong JD: Four undescribed triterpenes from the aerial parts of Verbena officinalis. Fitoterapia. 2023 Oct;170:105670. doi: 10.1016/j.fitote.2023.105670. Epub 2023 Sep 9. [PubMed:37690598 ]

Showing NP-Card for Officinalisoid B (NP0333107)

MOL for NP0333107 (Officinalisoid B)

3D MOL for NP0333107 (Officinalisoid B)

3D SDF for NP0333107 (Officinalisoid B)

3D-SDF for NP0333107 (Officinalisoid B)

PDB for NP0333107 (Officinalisoid B)

3D PDB for NP0333107 (Officinalisoid B)

SMILES for NP0333107 (Officinalisoid B)

INCHI for NP0333107 (Officinalisoid B)

Structure for NP0333107 (Officinalisoid B)

3D Structure for NP0333107 (Officinalisoid B)