NP-MRD: Showing NP-Card for Prisconnatanone R (NP0332541)

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Record Information

Version

2.0

Created at

2024-02-22 00:20:07 UTC

Updated at

2024-09-03 04:19:33 UTC

NP-MRD ID

NP0332541

Natural Product DOI

https://doi.org/10.57994/1797

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Prisconnatanone R

Description

Prisconnatanone R belongs to the class of organic compounds known as hydroxyanthraquinones. Hydroxyanthraquinones are compounds containing a hydroxyanthraquinone moiety, which consists of an anthracene bearing a quinone, and hydroxyl group. Prisconnatanone R was first documented in 2024 (PMID: 38307313). Based on a literature review very few articles have been published on Prisconnatanone R.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 02222400202D          

 19 21  0  0  1  0            999 V2000
    2.1434    2.0625    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    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0993    0.6817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5690    1.6002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    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
    1.4289    0.0000    0.0000 C   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
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  6  5  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  6  0  0  0
  8 10  1  1  0  0  0
  8 11  1  0  0  0  0
  3 11  1  0  0  0  0
  4 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 13 18  1  0  0  0  0
  2 18  1  0  0  0  0
 12 19  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0332541

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@]1(O)CC2=C(C[C@H]1O)C(=O)C1=CC=CC=C1C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H14O4/c1-15(19)7-11-10(6-12(15)16)13(17)8-4-2-3-5-9(8)14(11)18/h2-5,12,16,19H,6-7H2,1H3/t12-,15+/m1/s1

> <INCHI_KEY>
RFQNWIFARBJKDF-DOMZBBRYSA-N

> <FORMULA>
C15H14O4

> <MOLECULAR_WEIGHT>
258.273

> <EXACT_MASS>
258.089208931

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
26.511708557180143

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3R)-2,3-dihydroxy-2-methyl-1,2,3,4,9,10-hexahydroanthracene-9,10-dione

> <JCHEM_LOGP>
0.5297848909999998

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.042484723959022

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.633877718410002

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2532994875450805

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
69.96640000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R)-2,3-dihydroxy-2-methyl-3,4-dihydro-1H-anthracene-9,10-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 22-FEB-24   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-FEB-24         0                                  
HETATM    1  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       9.336  -0.770   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       9.519   1.273   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       8.529   2.987   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   18                                                  
CONECT    3    2    4   11                                                  
CONECT    4    3    5   12                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    8    3                                                       
CONECT   12    4   13   19                                                  
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   13    2                                                  
CONECT   19   12                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₁₄O₄

Average Mass

258.2730 Da

Monoisotopic Mass

258.08921 Da

IUPAC Name

(2S,3R)-2,3-dihydroxy-2-methyl-1,2,3,4,9,10-hexahydroanthracene-9,10-dione

Traditional Name

(2S,3R)-2,3-dihydroxy-2-methyl-3,4-dihydro-1H-anthracene-9,10-dione

CAS Registry Number

Not Available

SMILES

C[C@]1(O)CC2=C(C[C@H]1O)C(=O)C1=CC=CC=C1C2=O

InChI Identifier

InChI=1S/C15H14O4/c1-15(19)7-11-10(6-12(15)16)13(17)8-4-2-3-5-9(8)14(11)18/h2-5,12,16,19H,6-7H2,1H3/t12-,15+/m1/s1

InChI Key

RFQNWIFARBJKDF-DOMZBBRYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, CD3OD, experimental)	chenxinyi@imm.ac.cn	Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College	Xinyi Chen	2024-05-02	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 400 MHz, CD3OD, experimental)	chenxinyi@imm.ac.cn	Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College	Xinyi Chen	2024-05-02	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 800 MHz, CD3OD, experimental)	chenxinyi@imm.ac.cn	Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College	Xinyi Chen	2024-05-02	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 400 MHz, CD3OD, experimental)	chenxinyi@imm.ac.cn	Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College	Xinyi Chen	2024-05-02	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD3OD, experimental)	chenxinyi@imm.ac.cn	Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College	Xinyi Chen	2024-05-02	View Spectrum
NOESY NMR	[¹H, ¹H] NMR Spectrum (2D, 800 MHz, CD3OD, experimental)	chenxinyi@imm.ac.cn	Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College	Xinyi Chen	2024-02-22	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 800 MHz, CD3OD, experimental)	chenxinyi@imm.ac.cn	Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College	Xinyi Chen	2024-02-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD3OD, experimental)	chenxinyi@imm.ac.cn	Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College	Xinyi Chen	2024-02-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, CD3OD, experimental)	chenxinyi@imm.ac.cn	Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College	Xinyi Chen	2024-02-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD3OD, experimental)	chenxinyi@imm.ac.cn	Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College	Xinyi Chen	2024-02-22	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
tetrandra		Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as hydroxyanthraquinones. These are compounds containing a hydroxyanthraquinone moiety, which consists of an anthracene bearing a quinone, and hydroxyl group.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Hydroxyanthraquinones

Alternative Parents

Substituents

Hydroxyanthraquinone
Naphthalene
Aryl ketone
Quinone
Quinomethane
O-quinomethane
M-quinomethane
Cyclohexenone
Alpha-branched alpha,beta-unsaturated-ketone
Alpha,beta-unsaturated ketone
Tertiary alcohol
Enone
Acryloyl-group
Secondary alcohol
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic 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	0.53	ChemAxon
pKa (Strongest Acidic)	13.63	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	69.97 m³·mol⁻¹	ChemAxon
Polarizability	26.51 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	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

Not Available

Showing NP-Card for Prisconnatanone R (NP0332541)

MOL for NP0332541 (Prisconnatanone R)

3D MOL for NP0332541 (Prisconnatanone R)

3D SDF for NP0332541 (Prisconnatanone R)

3D-SDF for NP0332541 (Prisconnatanone R)

PDB for NP0332541 (Prisconnatanone R)

3D PDB for NP0332541 (Prisconnatanone R)

SMILES for NP0332541 (Prisconnatanone R)

INCHI for NP0332541 (Prisconnatanone R)

Structure for NP0332541 (Prisconnatanone R)

3D Structure for NP0332541 (Prisconnatanone R)