NP-MRD: Showing NP-Card for fumionoceroid C (NP0332716)

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Record Information

Version

2.0

Created at

2024-03-21 17:57:15 UTC

Updated at

2025-12-21 15:41:04 UTC

NP-MRD ID

NP0332716

Natural Product DOI

https://doi.org/10.57994/1977

Secondary Accession Numbers

None

Natural Product Identification

Common Name

fumionoceroid C

Description

Fumionoceroid C belongs to the class of organic compounds known as sesterterpenoids. These are terpenes composed of five consecutive isoprene units. Based on a literature review very few articles have been published on fumionoceroid C.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 03212417572D          

 34 37  0  0  1  0            999 V2000
   -3.7461    2.5279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9337    2.3847    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9337    3.2097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6481    3.6222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2158    1.6094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6855    0.9775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8731    1.1207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5909    1.8960    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0606    1.2640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1212    2.5279    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6515    3.1599    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8390    3.3032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0266    3.4465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4963    2.8145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7784    2.0392    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2481    1.4072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5303    0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5303    0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8163   -2.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0416   -2.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3162    2.9577    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  1  0  0  0
  3  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
 10  2  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
 13 14  1  0  0  0  0
 15 14  1  0  0  0  0
  8 15  1  0  0  0  0
 15 16  1  6  0  0  0
 16 17  1  0  0  0  0
 18 17  1  1  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 24 23  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 18 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 29 28  1  0  0  0  0
 29 30  1  6  0  0  0
 29 31  1  0  0  0  0
 24 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 14 34  2  0  0  0  0
M  END


  Mrv2104 03212417572D          

 34 37  0  0  1  0            999 V2000
   -3.7461    2.5279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9337    2.3847    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9337    3.2097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6481    3.6222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2158    1.6094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6855    0.9775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8731    1.1207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5909    1.8960    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0606    1.2640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1212    2.5279    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6515    3.1599    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8390    3.3032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0266    3.4465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4963    2.8145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7784    2.0392    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2481    1.4072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5303    0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5303    0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8163   -2.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0416   -2.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3162    2.9577    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  1  0  0  0
  3  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  8  7  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  0  0  0  0
 10  2  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
 13 14  1  0  0  0  0
 15 14  1  0  0  0  0
  8 15  1  0  0  0  0
 15 16  1  6  0  0  0
 16 17  1  0  0  0  0
 18 17  1  1  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 24 23  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 18 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 29 28  1  0  0  0  0
 29 30  1  6  0  0  0
 29 31  1  0  0  0  0
 24 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 14 34  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0332716

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CC[C@@H](C)[C@@](C)(CC[C@H]3C(=C)CC[C@@]4([H])[C@](C)(CO)CCC[C@]34C)C1=CC[C@H](O)C2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C30H50O2/c1-20-9-13-25-28(5,19-31)16-8-17-30(25,7)22(20)15-18-29(6)21(2)10-11-23-24(29)12-14-26(32)27(23,3)4/h12,21-23,25-26,31-32H,1,8-11,13-19H2,2-7H3/t21-,22+,23-,25+,26+,28+,29-,30-/m1/s1

> <INCHI_KEY>
LMKDJRRJBWQBQE-QTDWUFNFSA-N

> <FORMULA>
C30H50O2

> <MOLECULAR_WEIGHT>
442.728

> <EXACT_MASS>
442.38108085

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
82

> <JCHEM_AVERAGE_POLARIZABILITY>
54.72557829557548

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,5R,6R,8aR)-5-{2-[(1S,4aR,5R,8aR)-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-decahydronaphthalen-1-yl]ethyl}-1,1,5,6-tetramethyl-1,2,3,5,6,7,8,8a-octahydronaphthalen-2-ol

> <JCHEM_LOGP>
6.527492859333331

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.39839383330599

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.59233701204775

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7153606533092266

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
135.51349999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S,5R,6R,8aR)-5-{2-[(1S,4aR,5R,8aR)-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-hexahydro-1H-naphthalen-1-yl]ethyl}-1,1,5,6-tetramethyl-2,3,6,7,8,8a-hexahydronaphthalen-2-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 21-MAR-24   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-MAR-24         0                                  
HETATM    1  C   UNK     0      -6.993   4.719   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.476   4.451   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.476   5.991   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -6.810   6.761   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -6.003   3.004   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.013   1.825   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.496   2.092   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.970   3.539   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.980   2.359   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.960   4.719   0.000  0.00  0.00           C+0
HETATM   11  H   UNK     0      -4.949   5.899   0.000  0.00  0.00           H+0
HETATM   12  C   UNK     0      -3.433   6.166   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.916   6.433   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.926   5.254   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.453   3.807   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.463   2.627   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.990   1.180   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.990   1.180   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   25  H   UNK     0       2.667  -1.540   0.000  0.00  0.00           H+0
HETATM   26  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.390  -4.440   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.944  -4.440   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       0.590   5.521   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    5   10                                             
CONECT    3    2    4                                                       
CONECT    4    3                                                            
CONECT    5    2    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10   15                                             
CONECT    9    8                                                            
CONECT   10    8    2   11   12                                             
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   34                                                  
CONECT   15   14    8   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20   26                                             
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26   31                                             
CONECT   25   24                                                            
CONECT   26   24   18   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   24   32   33                                             
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   14                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₀H₅₀O₂

Average Mass

442.7280 Da

Monoisotopic Mass

442.38108 Da

IUPAC Name

(2S,5R,6R,8aR)-5-{2-[(1S,4aR,5R,8aR)-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-decahydronaphthalen-1-yl]ethyl}-1,1,5,6-tetramethyl-1,2,3,5,6,7,8,8a-octahydronaphthalen-2-ol

Traditional Name

(2S,5R,6R,8aR)-5-{2-[(1S,4aR,5R,8aR)-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-hexahydro-1H-naphthalen-1-yl]ethyl}-1,1,5,6-tetramethyl-2,3,6,7,8,8a-hexahydronaphthalen-2-ol

CAS Registry Number

Not Available

SMILES

[H][C@@]12CC[C@@H](C)[C@@](C)(CC[C@H]3C(=C)CC[C@@]4([H])[C@](C)(CO)CCC[C@]34C)C1=CC[C@H](O)C2(C)C

InChI Identifier

InChI=1S/C30H50O2/c1-20-9-13-25-28(5,19-31)16-8-17-30(25,7)22(20)15-18-29(6)21(2)10-11-23-24(29)12-14-26(32)27(23,3)4/h12,21-23,25-26,31-32H,1,8-11,13-19H2,2-7H3/t21-,22+,23-,25+,26+,28+,29-,30-/m1/s1

InChI Key

LMKDJRRJBWQBQE-QTDWUFNFSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	ymatsuda@cityu.edu.hk	City University of Hong Kong	Yudai Matsuda	2024-03-21	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	ymatsuda@cityu.edu.hk	City University of Hong Kong	Yudai Matsuda	2024-03-21	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	ymatsuda@cityu.edu.hk	City University of Hong Kong	Yudai Matsuda	2024-03-21	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CDCl3, experimental)	ymatsuda@cityu.edu.hk	City University of Hong Kong	Yudai Matsuda	2024-03-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CDCl3, experimental)	ymatsuda@cityu.edu.hk	City University of Hong Kong	Yudai Matsuda	2024-03-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl3, experimental)	ymatsuda@cityu.edu.hk	City University of Hong Kong	Yudai Matsuda	2024-03-21	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 fumigatus		Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as sesterterpenoids. These are terpenes composed of five consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesterterpenoids

Direct Parent

Sesterterpenoids

Alternative Parents

Substituents

Sesterterpenoid
Polyprenol skeleton
Fatty alcohol
Fatty acyl
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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	6.53	ChemAxon
pKa (Strongest Acidic)	18.59	ChemAxon
pKa (Strongest Basic)	-0.72	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	40.46 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	135.51 m³·mol⁻¹	ChemAxon
Polarizability	54.73 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

Showing NP-Card for fumionoceroid C (NP0332716)

MOL for NP0332716 (fumionoceroid C)

3D MOL for NP0332716 (fumionoceroid C)

3D SDF for NP0332716 (fumionoceroid C)

3D-SDF for NP0332716 (fumionoceroid C)

PDB for NP0332716 (fumionoceroid C)

3D PDB for NP0332716 (fumionoceroid C)

SMILES for NP0332716 (fumionoceroid C)

INCHI for NP0332716 (fumionoceroid C)

Structure for NP0332716 (fumionoceroid C)

3D Structure for NP0332716 (fumionoceroid C)