NP-MRD: Showing NP-Card for Fimbricalxyxanhydride C (NP0332588)

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Record Information

Version

2.0

Created at

2024-02-27 20:01:23 UTC

Updated at

2024-09-03 04:19:42 UTC

NP-MRD ID

NP0332588

Natural Product DOI

https://doi.org/10.57994/1848

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Fimbricalxyxanhydride C

Description

Fimbricalxyxanhydride C belongs to the class of organic compounds known as tetralins. These are polycyclic aromatic compounds containing a tetralin moiety, which consists of a benzene fused to a cyclohexane. Fimbricalxyxanhydride C was first documented in 2024 (PMID: 38401672). Based on a literature review very few articles have been published on Fimbricalxyxanhydride C.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 02272420012D          

 23 26  0  0  1  0            999 V2000
    1.3165    0.7896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2447   -0.0323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0568   -0.1775    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4887    0.5255    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3134    0.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7062   -0.2226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2743   -0.9255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4496   -0.9030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1273   -1.6624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6671   -1.6510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5309   -0.2451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9237   -0.9706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4918   -1.6735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8846   -2.3990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7093   -2.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7453    1.2058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6640    0.5480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6248   -0.5767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6640   -1.4007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3326   -1.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1874   -2.6960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1346   -0.2544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5760    0.4509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  2  0  0  0  0
  7 10  2  0  0  0  0
  6 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  5 16  2  0  0  0  0
  4 17  1  1  0  0  0
  3 17  1  1  0  0  0
  2 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
  9 20  1  0  0  0  0
 20 21  2  0  0  0  0
 18 22  2  0  0  0  0
  2 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332588

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C2C(=O)[C@@H]3O[C@]33C(=CC(=O)OC(=O)C3(C)C)C2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H14O6/c1-16(2)15(20)22-12(18)7-11-10-6-8(21-3)4-5-9(10)13(19)14-17(11,16)23-14/h4-7,14H,1-3H3/t14-,17+/m0/s1

> <INCHI_KEY>
OENIXUSLMBMFEY-WMLDXEAASA-N

> <FORMULA>
C17H14O6

> <MOLECULAR_WEIGHT>
314.293

> <EXACT_MASS>
314.079038171

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
30.413281786695386

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,3R)-8-methoxy-16,16-dimethyl-2,14-dioxatetracyclo[9.5.0.0^{1,3}.0^{5,10}]hexadeca-5,7,9,11-tetraene-4,13,15-trione

> <JCHEM_LOGP>
2.1046105843333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.641255703731415

> <JCHEM_PKA_STRONGEST_BASIC>
-4.211366910907075

> <JCHEM_POLAR_SURFACE_AREA>
82.19999999999999

> <JCHEM_REFRACTIVITY>
78.1649

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3R)-8-methoxy-16,16-dimethyl-2,14-dioxatetracyclo[9.5.0.0^{1,3}.0^{5,10}]hexadeca-5,7,9,11-tetraene-4,13,15-trione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-FEB-24   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-FEB-24         0                                  
HETATM    1  C   UNK     0       2.458   1.474   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.323  -0.060   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.839  -0.331   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.646   0.981   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.185   0.939   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.918  -0.415   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.112  -1.728   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.573  -1.686   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.971  -3.103   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.845  -3.082   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.458  -0.458   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.191  -1.812   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.385  -3.124   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       9.118  -4.478   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      10.657  -4.520   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.991   2.251   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       3.106   1.023   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.166  -1.076   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.239  -2.615   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       2.488  -3.517   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.217  -5.033   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -0.251  -0.475   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.075   0.842   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   18   23                                             
CONECT    3    2    4    8   17                                             
CONECT    4    3    5   17                                                  
CONECT    5    4    6   16                                                  
CONECT    6    5    7   11                                                  
CONECT    7    6    8   10                                                  
CONECT    8    7    3    9                                                  
CONECT    9    8   20                                                       
CONECT   10    7   13                                                       
CONECT   11    6   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   10   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16    5                                                            
CONECT   17    4    3                                                       
CONECT   18    2   19   22                                                  
CONECT   19   18   20                                                       
CONECT   20   19    9   21                                                  
CONECT   21   20                                                            
CONECT   22   18                                                            
CONECT   23    2                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₁₄O₆

Average Mass

314.2930 Da

Monoisotopic Mass

314.07904 Da

IUPAC Name

(1S,3R)-8-methoxy-16,16-dimethyl-2,14-dioxatetracyclo[9.5.0.0^{1,3}.0^{5,10}]hexadeca-5,7,9,11-tetraene-4,13,15-trione

Traditional Name

(1S,3R)-8-methoxy-16,16-dimethyl-2,14-dioxatetracyclo[9.5.0.0^{1,3}.0^{5,10}]hexadeca-5,7,9,11-tetraene-4,13,15-trione

CAS Registry Number

Not Available

SMILES

COC1=CC=C2C(=O)[C@@H]3O[C@]33C(=CC(=O)OC(=O)C3(C)C)C2=C1

InChI Identifier

InChI=1S/C17H14O6/c1-16(2)15(20)22-12(18)7-11-10-6-8(21-3)4-5-9(10)13(19)14-17(11,16)23-14/h4-7,14H,1-3H3/t14-,17+/m0/s1

InChI Key

OENIXUSLMBMFEY-WMLDXEAASA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C2D6OS, experimental)	houljiang@126.com	Not Available	houlijiang	2024-05-01	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, C2D6OS, experimental)	houljiang@126.com	Not Available	houlijiang	2024-05-01	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
fimbricalyx		Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as tetralins. These are polycyclic aromatic compounds containing a tetralin moiety, which consists of a benzene fused to a cyclohexane.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Tetralins

Sub Class

Not Available

Direct Parent

Tetralins

Alternative Parents

Substituents

Tetralin
Aryl alkyl ketone
Aryl ketone
Anisole
Oxepane
Alkyl aryl ether
Alpha-branched alpha,beta-unsaturated-ketone
Monosaccharide
Dicarboxylic acid or derivatives
Alpha,beta-unsaturated ketone
Enone
Carboxylic acid anhydride
Acryloyl-group
Ketone
Oxacycle
Organoheterocyclic compound
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	2.1	ChemAxon
pKa (Strongest Acidic)	15.64	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	82.2 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	78.16 m³·mol⁻¹	ChemAxon
Polarizability	30.41 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

Yang C, Jiang H, Mao H, Zhang Y, Cao Y, Zhang Y, Yu H, Lv M, Xu H, Dong X, Tao L: Structurally diverse deformed phenanthrenes from Strophioblachia fimbricalyx with cytotoxic activities by inducing cell apoptosis. Phytochemistry. 2024 May;221:114035. doi: 10.1016/j.phytochem.2024.114035. Epub 2024 Feb 23. [PubMed:38401672 ]

Showing NP-Card for Fimbricalxyxanhydride C (NP0332588)

MOL for NP0332588 (Fimbricalxyxanhydride C)

3D MOL for NP0332588 (Fimbricalxyxanhydride C)

3D SDF for NP0332588 (Fimbricalxyxanhydride C)

3D-SDF for NP0332588 (Fimbricalxyxanhydride C)

PDB for NP0332588 (Fimbricalxyxanhydride C)

3D PDB for NP0332588 (Fimbricalxyxanhydride C)

SMILES for NP0332588 (Fimbricalxyxanhydride C)

INCHI for NP0332588 (Fimbricalxyxanhydride C)

Structure for NP0332588 (Fimbricalxyxanhydride C)

3D Structure for NP0332588 (Fimbricalxyxanhydride C)