NP-MRD: Showing NP-Card for asperterpenoid D (NP0350885)

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Record Information

Version

2.0

Created at

2025-03-24 07:45:14 UTC

Updated at

2025-06-11 02:39:04 UTC

NP-MRD ID

NP0350885

Natural Product DOI

https://doi.org/10.57994/3870

Secondary Accession Numbers

None

Natural Product Identification

Common Name

asperterpenoid D

Description

Based on a literature review very few articles have been published on asperterpenoid D.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01042310102D          

 33 37  0  0  1  0            999 V2000
    2.5831    0.5870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0407   -0.0994    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8640   -0.0463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3216   -0.7328    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6310    0.0320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4480    0.1464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1278   -0.5576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7674   -1.0787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5546   -0.8319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8177   -0.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6265    0.1131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2721    0.5688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0326   -1.5044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5407   -2.1668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7588   -1.9036    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0193   -1.5380    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1085   -2.4113    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6633   -3.0219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3061   -2.2193    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5410   -3.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5350   -2.5127    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9559   -1.4723    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7809   -1.4809    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1326   -1.5254    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5160   -2.2559    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6750   -0.8389    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1482   -0.2041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8808   -1.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8475   -1.8864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6212   -2.1727    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8443   -2.9670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6437   -3.1709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2680   -3.5573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  4  3  1  0  0  0  0
  4  5  1  1  0  0  0
  5  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
 15 14  1  0  0  0  0
 15  8  1  0  0  0  0
 15 16  1  6  0  0  0
 17 15  1  0  0  0  0
 17 18  1  1  0  0  0
 19 17  1  0  0  0  0
 19 20  1  0  0  0  0
 17 20  1  0  0  0  0
 19 21  1  1  0  0  0
 22 19  1  0  0  0  0
 22  4  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 26  2  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 30 29  1  0  0  0  0
 24 30  1  0  0  0  0
 30 31  1  6  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
M  END


  Mrv2104 01042310102D          

 33 37  0  0  1  0            999 V2000
    2.5831    0.5870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0407   -0.0994    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8640   -0.0463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3216   -0.7328    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6310    0.0320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4480    0.1464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1278   -0.5576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7674   -1.0787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5546   -0.8319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8177   -0.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6265    0.1131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2721    0.5688    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0326   -1.5044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5407   -2.1668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7588   -1.9036    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0193   -1.5380    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1085   -2.4113    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6633   -3.0219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3061   -2.2193    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5410   -3.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5350   -2.5127    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9559   -1.4723    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7809   -1.4809    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1326   -1.5254    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5160   -2.2559    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6750   -0.8389    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1482   -0.2041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8808   -1.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8475   -1.8864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6212   -2.1727    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8443   -2.9670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6437   -3.1709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2680   -3.5573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  4  3  1  0  0  0  0
  4  5  1  1  0  0  0
  5  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
  9 13  1  0  0  0  0
 13 14  1  0  0  0  0
 15 14  1  0  0  0  0
 15  8  1  0  0  0  0
 15 16  1  6  0  0  0
 17 15  1  0  0  0  0
 17 18  1  1  0  0  0
 19 17  1  0  0  0  0
 19 20  1  0  0  0  0
 17 20  1  0  0  0  0
 19 21  1  1  0  0  0
 22 19  1  0  0  0  0
 22  4  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 26  2  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 30 29  1  0  0  0  0
 24 30  1  0  0  0  0
 30 31  1  6  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0350885

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12C[C@@]1(C)[C@]1([H])CCC(C(O)=O)=C1C[C@@]1(CO)C[C@H](O)[C@]3(C)CC[C@@H](C(C)C)[C@@]3([H])[C@]21[H]

> <INCHI_IDENTIFIER>
InChI=1S/C25H38O4/c1-13(2)14-7-8-23(3)19(27)11-25(12-26)9-16-15(22(28)29)5-6-17(16)24(4)10-18(24)21(25)20(14)23/h13-14,17-21,26-27H,5-12H2,1-4H3,(H,28,29)/t14-,17+,18+,19-,20-,21-,23-,24-,25-/m0/s1

> <INCHI_KEY>
PHNHYHDSCQBKEM-OAAYXUJWSA-N

> <FORMULA>
C25H38O4

> <MOLECULAR_WEIGHT>
402.575

> <EXACT_MASS>
402.277009704

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
46.51113708137374

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,4R,5S,11R,13S,14R,17S,18S)-13-hydroxy-11-(hydroxymethyl)-4,14-dimethyl-17-(propan-2-yl)pentacyclo[9.7.0.0^{2,4}.0^{5,9}.0^{14,18}]octadec-8-ene-8-carboxylic acid

> <JCHEM_LOGP>
3.323576193333332

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.535661598026929

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.37963617230667

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7612255595418826

> <JCHEM_POLAR_SURFACE_AREA>
77.75999999999999

> <JCHEM_REFRACTIVITY>
112.45289999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,4R,5S,11R,13S,14R,17S,18S)-13-hydroxy-11-(hydroxymethyl)-17-isopropyl-4,14-dimethylpentacyclo[9.7.0.0^{2,4}.0^{5,9}.0^{14,18}]octadec-8-ene-8-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-JAN-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-JAN-23         0                                  
HETATM    1  O   UNK     0       4.822   1.096   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       5.676  -0.186   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.213  -0.087   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.067  -1.368   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.645   0.060   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      10.170   0.273   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       9.572  -1.041   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.766  -2.014   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.235  -1.553   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.726  -0.093   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      14.236   0.211   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      11.708   1.062   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      13.127  -2.808   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.209  -4.045   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.750  -3.553   0.000  0.00  0.00           C+0
HETATM   16  H   UNK     0       9.369  -2.871   0.000  0.00  0.00           H+0
HETATM   17  C   UNK     0       9.536  -4.501   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.571  -5.641   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.038  -4.143   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.477  -5.619   0.000  0.00  0.00           C+0
HETATM   21  H   UNK     0       6.599  -4.690   0.000  0.00  0.00           H+0
HETATM   22  C   UNK     0       7.384  -2.748   0.000  0.00  0.00           C+0
HETATM   23  H   UNK     0       8.924  -2.764   0.000  0.00  0.00           H+0
HETATM   24  C   UNK     0       5.848  -2.847   0.000  0.00  0.00           C+0
HETATM   25  H   UNK     0       6.563  -4.211   0.000  0.00  0.00           H+0
HETATM   26  C   UNK     0       4.993  -1.566   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.010  -0.381   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.511  -1.982   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.449  -3.521   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.893  -4.056   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.309  -5.538   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.802  -5.919   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.234  -6.640   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   26                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    7   22                                             
CONECT    5    4    6                                                       
CONECT    6    5                                                            
CONECT    7    4    8                                                       
CONECT    8    7    9   15                                                  
CONECT    9    8   10   13                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    9   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14    8   16   17                                             
CONECT   16   15                                                            
CONECT   17   15   18   19   20                                             
CONECT   18   17                                                            
CONECT   19   17   20   21   22                                             
CONECT   20   19   17                                                       
CONECT   21   19                                                            
CONECT   22   19    4   23   24                                             
CONECT   23   22                                                            
CONECT   24   22   25   26   30                                             
CONECT   25   24                                                            
CONECT   26   24    2   27   28                                             
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   24   31                                                  
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   74    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₅H₃₈O₄

Average Mass

402.5750 Da

Monoisotopic Mass

402.27701 Da

IUPAC Name

(1S,2R,4R,5S,11R,13S,14R,17S,18S)-13-hydroxy-11-(hydroxymethyl)-4,14-dimethyl-17-(propan-2-yl)pentacyclo[9.7.0.0^{2,4}.0^{5,9}.0^{14,18}]octadec-8-ene-8-carboxylic acid

Traditional Name

(1S,2R,4R,5S,11R,13S,14R,17S,18S)-13-hydroxy-11-(hydroxymethyl)-17-isopropyl-4,14-dimethylpentacyclo[9.7.0.0^{2,4}.0^{5,9}.0^{14,18}]octadec-8-ene-8-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H][C@]12C[C@@]1(C)[C@]1([H])CCC(C(O)=O)=C1C[C@@]1(CO)C[C@H](O)[C@]3(C)CC[C@@H](C(C)C)[C@@]3([H])[C@]21[H]

InChI Identifier

InChI=1S/C25H38O4/c1-13(2)14-7-8-23(3)19(27)11-25(12-26)9-16-15(22(28)29)5-6-17(16)24(4)10-18(24)21(25)20(14)23/h13-14,17-21,26-27H,5-12H2,1-4H3,(H,28,29)/t14-,17+,18+,19-,20-,21-,23-,24-,25-/m0/s1

InChI Key

PHNHYHDSCQBKEM-OAAYXUJWSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, CD3OD, experimental)	xxbai2014@163.com	Guangxi University of Chinese Medicine	Meng Bai	2025-03-24	View Spectrum
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 400 MHz, CD3OD, experimental)	xxbai2014@163.com	Guangxi University of Chinese Medicine	Meng Bai	2025-03-24	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 400 MHz, CD3OD, experimental)	xxbai2014@163.com	Guangxi University of Chinese Medicine	Meng Bai	2025-03-24	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, CD3OD, experimental)	xxbai2014@163.com	Guangxi University of Chinese Medicine	Meng Bai	2025-03-24	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, CD3OD, experimental)	xxbai2014@163.com	Guangxi University of Chinese Medicine	Meng Bai	2025-03-24	View Spectrum
1D_DEPT NMR	¹³C NMR Spectrum (1D, 101 MHz, CD3OD, experimental)	xxbai2014@163.com	Guangxi University of Chinese Medicine	Meng Bai	2025-03-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD3OD, experimental)	xxbai2014@163.com	Guangxi University of Chinese Medicine	Meng Bai	2025-03-24	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Aspergillus Aspergillus sp.		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	3.32	ChemAxon
pKa (Strongest Acidic)	4.38	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	112.45 m³·mol⁻¹	ChemAxon
Polarizability	46.51 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

Showing NP-Card for asperterpenoid D (NP0350885)

MOL for NP0350885 (asperterpenoid D)

3D MOL for NP0350885 (asperterpenoid D)

3D SDF for NP0350885 (asperterpenoid D)

3D-SDF for NP0350885 (asperterpenoid D)

PDB for NP0350885 (asperterpenoid D)

3D PDB for NP0350885 (asperterpenoid D)

SMILES for NP0350885 (asperterpenoid D)

INCHI for NP0350885 (asperterpenoid D)

Structure for NP0350885 (asperterpenoid D)

3D Structure for NP0350885 (asperterpenoid D)