NP-MRD: Showing NP-Card for 4’-epi-Mangostenone C (NP0350991)

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Record Information

Version

2.0

Created at

2025-05-06 14:48:30 UTC

Updated at

2025-05-06 16:00:50 UTC

NP-MRD ID

NP0350991

Natural Product DOI

https://doi.org/10.57994/3978

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4’-epi-Mangostenone C

Description

4’-epi-Mangostenone C was first documented in 2025 (PMID: 40311891). Based on a literature review very few articles have been published on 4’-epi-Mangostenone C.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 02162317152D          

 32 35  0  0  1  0            999 V2000
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   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
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5004   -1.3951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9853   -2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8103   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6353   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8103   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8103   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5004   -2.7299    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7553   -3.5146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  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
 11 12  1  0  0  0  0
 13 12  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  1  0  0  0
 11 20  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
  9 23  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
  7 26  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
  3 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
M  END


  Mrv2104 02162317152D          

 32 35  0  0  1  0            999 V2000
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   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
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5004   -1.3951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9853   -2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8103   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6353   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8103   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8103   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5004   -2.7299    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.7553   -3.5146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  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
 11 12  1  0  0  0  0
 13 12  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  1  0  0  0
 11 20  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
  9 23  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
  7 26  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
  3 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0350991

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C=C2OC3=C(C(O)=C4[C@H](O)[C@H](OC4=C3)C(C)(C)O)C(=O)C2=C1CC=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C24H26O8/c1-10(2)6-7-11-16-13(8-12(25)22(11)30-5)31-14-9-15-18(20(27)17(14)19(16)26)21(28)23(32-15)24(3,4)29/h6,8-9,21,23,25,27-29H,7H2,1-5H3/t21-,23-/m0/s1

> <INCHI_KEY>
INYICHQLUHYLEX-GMAHTHKFSA-N

> <FORMULA>
C24H26O8

> <MOLECULAR_WEIGHT>
442.464

> <EXACT_MASS>
442.162767797

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
46.92850982295048

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3S)-3,4,8-trihydroxy-2-(2-hydroxypropan-2-yl)-7-methoxy-6-(3-methylbut-2-en-1-yl)-2H,3H,5H-furo[3,2-b]xanthen-5-one

> <JCHEM_LOGP>
3.6034431553333324

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.787325978259716

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.778793644952122

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1430910971919297

> <JCHEM_POLAR_SURFACE_AREA>
125.68

> <JCHEM_REFRACTIVITY>
117.48389999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S)-3,4,8-trihydroxy-2-(2-hydroxypropan-2-yl)-7-methoxy-6-(3-methylbut-2-en-1-yl)-2H,3H-furo[3,2-b]xanthen-5-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-FEB-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-FEB-23         0                                  
HETATM    1  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      12.134  -2.604   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      13.039  -3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.579  -3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      16.119  -3.850   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      14.579  -2.310   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      14.579  -5.390   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.134  -5.096   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      12.610  -6.561   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       9.336  -6.930   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       6.668  -6.930   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   27                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   26                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   23                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   20                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14                                                            
CONECT   18   13   19   20                                                  
CONECT   19   18                                                            
CONECT   20   11   18   21                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23    9   21   24                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26    7   24   27                                                  
CONECT   27   26    3   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₂₆O₈

Average Mass

442.4640 Da

Monoisotopic Mass

442.16277 Da

IUPAC Name

(2S,3S)-3,4,8-trihydroxy-2-(2-hydroxypropan-2-yl)-7-methoxy-6-(3-methylbut-2-en-1-yl)-2H,3H,5H-furo[3,2-b]xanthen-5-one

Traditional Name

(2S,3S)-3,4,8-trihydroxy-2-(2-hydroxypropan-2-yl)-7-methoxy-6-(3-methylbut-2-en-1-yl)-2H,3H-furo[3,2-b]xanthen-5-one

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=C2OC3=C(C(O)=C4[C@H](O)[C@H](OC4=C3)C(C)(C)O)C(=O)C2=C1CC=C(C)C

InChI Identifier

InChI=1S/C24H26O8/c1-10(2)6-7-11-16-13(8-12(25)22(11)30-5)31-14-9-15-18(20(27)17(14)19(16)26)21(28)23(32-15)24(3,4)29/h6,8-9,21,23,25,27-29H,7H2,1-5H3/t21-,23-/m0/s1

InChI Key

INYICHQLUHYLEX-GMAHTHKFSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HMQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, C2D6OS, experimental)	guillaume.viault@univ-angers.fr	University of Angers, SONAS laboratory	Viault	2025-05-06	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 400 MHz, C2D6OS, experimental)	guillaume.viault@univ-angers.fr	University of Angers, SONAS laboratory	Viault	2025-05-06	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, C2D6OS, experimental)	guillaume.viault@univ-angers.fr	University of Angers, SONAS laboratory	Viault	2025-05-06	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, C3D6O, experimental)	guillaume.viault@univ-angers.fr	University of Angers, SONAS laboratory	Viault	2025-05-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, C2D6OS, experimental)	guillaume.viault@univ-angers.fr	University of Angers, SONAS laboratory	Viault	2025-05-06	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Garcinia parvifolia		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	3.6	ChemAxon
pKa (Strongest Acidic)	7.78	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	125.68 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	117.48 m³·mol⁻¹	ChemAxon
Polarizability	46.93 Å³	ChemAxon
Number of Rings	4	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

Breard D, Charpentier T, Le Ray AM, Blon N, Bataille-Simoneau N, Litaudon M, Awang K, Guillemette T, Richomme P, Viault G: Chemical constituents from the latex of Garcinia parvifolia and their anti-Unfolded Protein Response activity. Phytochemistry. 2025 Apr 29:114522. doi: 10.1016/j.phytochem.2025.114522. [PubMed:40311891 ]
DOI: 10.1016/j.phytochem.2025.114522
PII: s0031942225001451

Showing NP-Card for 4’-epi-Mangostenone C (NP0350991)

MOL for NP0350991 (4’-epi-Mangostenone C)

3D MOL for NP0350991 (4’-epi-Mangostenone C)

3D SDF for NP0350991 (4’-epi-Mangostenone C)

3D-SDF for NP0350991 (4’-epi-Mangostenone C)

PDB for NP0350991 (4’-epi-Mangostenone C)

3D PDB for NP0350991 (4’-epi-Mangostenone C)

SMILES for NP0350991 (4’-epi-Mangostenone C)

INCHI for NP0350991 (4’-epi-Mangostenone C)

Structure for NP0350991 (4’-epi-Mangostenone C)

3D Structure for NP0350991 (4’-epi-Mangostenone C)