NP-MRD: Showing NP-Card for OfficinalisoidA (NP0333106)

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Record Information

Version

2.0

Created at

2024-05-09 01:08:38 UTC

Updated at

2024-09-03 04:21:12 UTC

NP-MRD ID

NP0333106

Natural Product DOI

https://doi.org/10.57994/2406

Secondary Accession Numbers

None

Natural Product Identification

Common Name

OfficinalisoidA

Description

OfficinalisoidA belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. OfficinalisoidA was first documented in 2023 (PMID: 37690598). Based on a literature review very few articles have been published on OfficinalisoidA.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01212303452D          

 35 40  0  0  1  0            999 V2000
    6.5060    0.9853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8788    0.2493    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2516   -0.4867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8006   -1.1775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9769   -1.1324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6041   -0.3964    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1531   -1.0872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0551    0.2944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6823    1.0304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8585    1.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4075    0.3847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7803   -0.3512    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6845   -1.1707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3796   -1.0988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5529   -0.9033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9600   -0.2385    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5382    0.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9844    1.1052    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3472    1.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1353    1.1255    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8747    1.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0665    2.0740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4509    0.3367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2729   -0.5728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4778    0.6082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0118   -0.0341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5843   -0.7397    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0754   -0.5318    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.8340   -0.8560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9326   -1.6751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8879   -1.3352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5264    0.1590    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.3501    0.1139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1536    0.8950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3298    0.9401    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  1  0  0  0  0
 10 11  2  0  0  0  0
 12 11  1  0  0  0  0
  6 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 16 15  1  6  0  0  0
 16 17  1  0  0  0  0
 11 17  1  0  0  0  0
 18 17  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  1  0  0  0  0
 16 24  1  0  0  0  0
 20 25  1  0  0  0  0
 25 26  1  0  0  0  0
 16 26  1  0  0  0  0
 26 27  2  0  0  0  0
 28  3  1  0  0  0  0
 28 29  1  6  0  0  0
 29 30  1  0  0  0  0
 28 31  1  1  0  0  0
 28 32  1  0  0  0  0
 32 33  1  6  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
  2 35  1  0  0  0  0
M  END


  Mrv2104 01212303452D          

 35 40  0  0  1  0            999 V2000
    6.5060    0.9853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8788    0.2493    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2516   -0.4867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8006   -1.1775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9769   -1.1324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6041   -0.3964    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1531   -1.0872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0551    0.2944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6823    1.0304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8585    1.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4075    0.3847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7803   -0.3512    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6845   -1.1707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3796   -1.0988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5529   -0.9033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9600   -0.2385    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5382    0.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9844    1.1052    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3472    1.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1353    1.1255    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8747    1.9083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0665    2.0740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4509    0.3367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2729   -0.5728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4778    0.6082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0118   -0.0341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5843   -0.7397    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0754   -0.5318    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.8340   -0.8560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9326   -1.6751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8879   -1.3352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5264    0.1590    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.3501    0.1139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1536    0.8950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3298    0.9401    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  1  0  0  0  0
 10 11  2  0  0  0  0
 12 11  1  0  0  0  0
  6 12  1  0  0  0  0
 12 13  1  1  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 16 15  1  6  0  0  0
 16 17  1  0  0  0  0
 11 17  1  0  0  0  0
 18 17  1  0  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  1  0  0  0  0
 16 24  1  0  0  0  0
 20 25  1  0  0  0  0
 25 26  1  0  0  0  0
 16 26  1  0  0  0  0
 26 27  2  0  0  0  0
 28  3  1  0  0  0  0
 28 29  1  6  0  0  0
 29 30  1  0  0  0  0
 28 31  1  1  0  0  0
 28 32  1  0  0  0  0
 32 33  1  6  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
  2 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0333106

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1C2C3=CCC4[C@@]5(C)CC[C@H](O)[C@](C)(CO)C5CC[C@@]4(C)[C@]3(C)CC[C@@]22CC[C@]1(CO)OC2=O

> <INCHI_IDENTIFIER>
InChI=1S/C30H46O5/c1-18-23-19-6-7-21-25(2)10-9-22(33)26(3,16-31)20(25)8-11-28(21,5)27(19,4)12-13-29(23)14-15-30(18,17-32)35-24(29)34/h6,18,20-23,31-33H,7-17H2,1-5H3/t18-,20?,21?,22+,23?,25+,26-,27-,28-,29-,30-/m1/s1

> <INCHI_KEY>
NHYXFJRQKGUFOS-RYFAQFCMSA-N

> <FORMULA>
C30H46O5

> <MOLECULAR_WEIGHT>
486.693

> <EXACT_MASS>
486.334524581

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
56.246714913613346

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,4S,5R,9S,10S,13R,19R,20S)-10-hydroxy-9,20-bis(hydroxymethyl)-4,5,9,13,19-pentamethyl-21-oxahexacyclo[18.2.2.0^{1,18}.0^{4,17}.0^{5,14}.0^{8,13}]tetracos-16-en-22-one

> <JCHEM_LOGP>
3.603388186000001

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.670176773535797

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.10259208607379

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7854425934406057

> <JCHEM_POLAR_SURFACE_AREA>
86.99000000000001

> <JCHEM_REFRACTIVITY>
135.20629999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,4S,5R,9S,10S,13R,19R,20S)-10-hydroxy-9,20-bis(hydroxymethyl)-4,5,9,13,19-pentamethyl-21-oxahexacyclo[18.2.2.0^{1,18}.0^{4,17}.0^{5,14}.0^{8,13}]tetracos-16-en-22-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      12.145   1.839   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.840   0.465   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.536  -0.908   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.695  -2.198   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.157  -2.114   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.461  -0.740   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.619  -2.029   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.303   0.550   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.607   1.923   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.069   2.008   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.227   0.718   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.923  -0.656   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.744  -2.185   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.175  -2.051   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.632  -1.686   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.525  -0.445   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.605   0.795   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.571   2.063   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.248   3.446   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.986   2.101   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.499   3.562   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       1.991   3.871   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       4.575   0.628   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.243  -1.069   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.759   1.135   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       3.755  -0.064   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       2.957  -1.381   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      15.074  -0.993   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      16.490  -1.598   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      16.674  -3.127   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      14.724  -2.492   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      15.916   0.297   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      17.454   0.213   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      15.220   1.671   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      13.682   1.755   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    8   35                                             
CONECT    3    2    4   28                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8   12                                             
CONECT    7    6                                                            
CONECT    8    6    2    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   17                                                  
CONECT   12   11    6   13   14                                             
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   24   26                                             
CONECT   17   16   11   18                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   23   25                                             
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   20   24                                                       
CONECT   24   23   16                                                       
CONECT   25   20   26                                                       
CONECT   26   25   16   27                                                  
CONECT   27   26                                                            
CONECT   28    3   29   31   32                                             
CONECT   29   28   30                                                       
CONECT   30   29                                                            
CONECT   31   28                                                            
CONECT   32   28   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   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

C₃₀H₄₆O₅

Average Mass

486.6930 Da

Monoisotopic Mass

486.33452 Da

IUPAC Name

(1R,4S,5R,9S,10S,13R,19R,20S)-10-hydroxy-9,20-bis(hydroxymethyl)-4,5,9,13,19-pentamethyl-21-oxahexacyclo[18.2.2.0^{1,18}.0^{4,17}.0^{5,14}.0^{8,13}]tetracos-16-en-22-one

Traditional Name

(1R,4S,5R,9S,10S,13R,19R,20S)-10-hydroxy-9,20-bis(hydroxymethyl)-4,5,9,13,19-pentamethyl-21-oxahexacyclo[18.2.2.0^{1,18}.0^{4,17}.0^{5,14}.0^{8,13}]tetracos-16-en-22-one

CAS Registry Number

Not Available

SMILES

C[C@@H]1C2C3=CCC4[C@@]5(C)CC[C@H](O)[C@](C)(CO)C5CC[C@@]4(C)[C@]3(C)CC[C@@]22CC[C@]1(CO)OC2=O

InChI Identifier

InChI=1S/C30H46O5/c1-18-23-19-6-7-21-25(2)10-9-22(33)26(3,16-31)20(25)8-11-28(21,5)27(19,4)12-13-29(23)14-15-30(18,17-32)35-24(29)34/h6,18,20-23,31-33H,7-17H2,1-5H3/t18-,20?,21?,22+,23?,25+,26-,27-,28-,29-,30-/m1/s1

InChI Key

NHYXFJRQKGUFOS-RYFAQFCMSA-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, CD₃OD, 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

Description

This compound belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Steroid
Naphthopyran
Fatty alcohol ester
Secoiridoid-skeleton
Naphthalene
Fatty alcohol
Delta_valerolactone
Fatty acid ester
Delta valerolactone
Fatty acyl
Pyran
Oxane
Cyclic alcohol
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

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	3.6	ChemAxon
pKa (Strongest Acidic)	14.1	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	135.21 m³·mol⁻¹	ChemAxon
Polarizability	56.25 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

Not Available

Showing NP-Card for OfficinalisoidA (NP0333106)

MOL for NP0333106 (OfficinalisoidA)

3D MOL for NP0333106 (OfficinalisoidA)

3D SDF for NP0333106 (OfficinalisoidA)

3D-SDF for NP0333106 (OfficinalisoidA)

PDB for NP0333106 (OfficinalisoidA)

3D PDB for NP0333106 (OfficinalisoidA)

SMILES for NP0333106 (OfficinalisoidA)

INCHI for NP0333106 (OfficinalisoidA)

Structure for NP0333106 (OfficinalisoidA)

3D Structure for NP0333106 (OfficinalisoidA)