NP-MRD: Showing NP-Card for Didehydrotricycloalternarene Z (NP0351191)

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Record Information

Version

2.0

Created at

2025-06-28 07:34:47 UTC

Updated at

2025-06-29 01:04:21 UTC

NP-MRD ID

NP0351191

Natural Product DOI

https://doi.org/10.57994/4181

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Didehydrotricycloalternarene Z

Description

Didehydrotricycloalternarene Z was first documented in 2025 (PMID: 40479653). Based on a literature review very few articles have been published on Didehydrotricycloalternarene Z.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 01022300452D          

 27 29  0  0  1  0            999 V2000
    3.4010   -0.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4010   -1.8186    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1155   -2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8300   -1.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5445   -2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2589   -1.8186    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2589   -0.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9734   -2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6879   -1.8186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9734   -3.0561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6866   -2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6003   -3.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7934   -3.2231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2134   -3.6036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9329   -1.8955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3809   -2.5086    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8959   -3.1761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5739   -2.3371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3190   -1.5525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4880   -1.3810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7430   -0.5963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1909    0.0168    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4459    0.8014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6160   -0.1548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1681    0.4583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8710   -0.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6780   -1.1109    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  1  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  2 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 11 15  2  0  0  0  0
 16 15  1  0  0  0  0
 16 13  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 21  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 19 26  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 15 27  1  0  0  0  0
M  END


  Mrv2104 01022300452D          

 27 29  0  0  1  0            999 V2000
    3.4010   -0.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4010   -1.8186    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1155   -2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8300   -1.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5445   -2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2589   -1.8186    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2589   -0.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9734   -2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6879   -1.8186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9734   -3.0561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6866   -2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6003   -3.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7934   -3.2231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2134   -3.6036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9329   -1.8955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3809   -2.5086    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8959   -3.1761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5739   -2.3371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3190   -1.5525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4880   -1.3810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7430   -0.5963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1909    0.0168    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4459    0.8014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6160   -0.1548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1681    0.4583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8710   -0.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6780   -1.1109    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  1  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  2 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 11 15  2  0  0  0  0
 16 15  1  0  0  0  0
 16 13  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 21  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 19 26  2  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 15 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0351191

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H](CCC[C@@H](C)C1=C2CC3=C(CC[C@@H](O)C3=O)O[C@]2(C)CC1=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H28O6/c1-11(5-4-6-12(2)20(25)26)18-14-9-13-17(8-7-15(22)19(13)24)27-21(14,3)10-16(18)23/h11-12,15,22H,4-10H2,1-3H3,(H,25,26)/t11-,12-,15-,21-/m1/s1

> <INCHI_KEY>
WWPKYOOSHIMNQB-XVWIWDNYSA-N

> <FORMULA>
C21H28O6

> <MOLECULAR_WEIGHT>
376.449

> <EXACT_MASS>
376.188588622

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
40.15013794366429

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,6R)-6-[(3R,11R)-11-hydroxy-3-methyl-5,10-dioxo-2-oxatricyclo[7.4.0.0^{3,7}]trideca-1(9),6-dien-6-yl]-2-methylheptanoic acid

> <JCHEM_LOGP>
2.5254987006666663

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.370333049478445

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.335581632445388

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5115513101546374

> <JCHEM_POLAR_SURFACE_AREA>
100.9

> <JCHEM_REFRACTIVITY>
100.49499999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2R,6R)-6-[(3R,11R)-11-hydroxy-3-methyl-5,10-dioxo-2-oxatricyclo[7.4.0.0^{3,7}]trideca-1(9),6-dien-6-yl]-2-methylheptanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-JAN-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-JAN-23         0                                  
HETATM    1  C   UNK     0       6.349  -1.855   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.349  -3.395   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.682  -4.165   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.016  -3.395   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.350  -4.165   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.683  -3.395   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.683  -1.855   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.017  -4.165   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      14.351  -3.395   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      13.017  -5.705   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       5.015  -4.165   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.854  -5.696   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.348  -6.016   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       5.998  -6.727   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       3.608  -3.538   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.578  -4.683   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.672  -5.929   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.071  -4.363   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.595  -2.898   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.911  -2.578   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.387  -1.113   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.356   0.031   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -0.832   1.496   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       1.150  -0.289   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.180   0.856   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       1.626  -1.754   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.132  -2.074   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    2   12   15                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12   16                                                       
CONECT   14   12                                                            
CONECT   15   11   16   27                                                  
CONECT   16   15   13   17   18                                             
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20   26                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   19   24   27                                                  
CONECT   27   26   15                                                       
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₈O₆

Average Mass

376.4490 Da

Monoisotopic Mass

376.18859 Da

IUPAC Name

(2R,6R)-6-[(3R,11R)-11-hydroxy-3-methyl-5,10-dioxo-2-oxatricyclo[7.4.0.0^{3,7}]trideca-1(9),6-dien-6-yl]-2-methylheptanoic acid

Traditional Name

(2R,6R)-6-[(3R,11R)-11-hydroxy-3-methyl-5,10-dioxo-2-oxatricyclo[7.4.0.0^{3,7}]trideca-1(9),6-dien-6-yl]-2-methylheptanoic acid

CAS Registry Number

Not Available

SMILES

C[C@H](CCC[C@@H](C)C1=C2CC3=C(CC[C@@H](O)C3=O)O[C@]2(C)CC1=O)C(O)=O

InChI Identifier

InChI=1S/C21H28O6/c1-11(5-4-6-12(2)20(25)26)18-14-9-13-17(8-7-15(22)19(13)24)27-21(14,3)10-16(18)23/h11-12,15,22H,4-10H2,1-3H3,(H,25,26)/t11-,12-,15-,21-/m1/s1

InChI Key

WWPKYOOSHIMNQB-XVWIWDNYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	dghjsls344@163.com	中国科学院海洋研究所	Dongguanhai	2025-06-12	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150.0 MHz, C2D6OS, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600.0 MHz, C2D6OS, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600.0, C2D6OS, simulated)	dghjsls344@163.com	中国科学院海洋研究所	Dongguanhai	2025-06-12	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150.0, C2D6OS, simulated)	dghjsls344@163.com	中国科学院海洋研究所	Dongguanhai	2025-06-12	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Alternaria alstroemeriae		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	2.53	ChemAxon
pKa (Strongest Acidic)	4.34	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	100.9 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	100.5 m³·mol⁻¹	ChemAxon
Polarizability	40.15 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

Dong GH, Li XM, Wang BG, Meng LH: Three New Meroterpenoids With Antimicrobial Activity Characterized From the Cold-seep-derived Alternaria alstroemeriae CS-745. Chem Biodivers. 2025 Jun 6:e01369. doi: 10.1002/cbdv.202501369. [PubMed:40479653 ]
DOI: 10.1002/cbdv.202501369
PMID: 40479653

Showing NP-Card for Didehydrotricycloalternarene Z (NP0351191)

MOL for NP0351191 (Didehydrotricycloalternarene Z)

3D MOL for NP0351191 (Didehydrotricycloalternarene Z)

3D SDF for NP0351191 (Didehydrotricycloalternarene Z)

3D-SDF for NP0351191 (Didehydrotricycloalternarene Z)

PDB for NP0351191 (Didehydrotricycloalternarene Z)

3D PDB for NP0351191 (Didehydrotricycloalternarene Z)

SMILES for NP0351191 (Didehydrotricycloalternarene Z)

INCHI for NP0351191 (Didehydrotricycloalternarene Z)

Structure for NP0351191 (Didehydrotricycloalternarene Z)

3D Structure for NP0351191 (Didehydrotricycloalternarene Z)