NP-MRD: Showing NP-Card for xiapyrrole B (NP0350558)

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Record Information

Version

2.0

Created at

2024-12-23 05:48:20 UTC

Updated at

2024-12-25 00:03:59 UTC

NP-MRD ID

NP0350558

Natural Product DOI

https://doi.org/10.57994/3534

Secondary Accession Numbers

None

Natural Product Identification

Common Name

xiapyrrole B

Description

Based on a literature review very few articles have been published on xiapyrrole B.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 03222305572D          

 18 19  0  0  1  0            999 V2000
    4.7621    6.3003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9775    6.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8059    5.2384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0213    4.9835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4082    5.5355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6236    5.2806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4521    4.4736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6674    4.2187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    3.4340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    3.4340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8974    2.7666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6674    4.2187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.7036    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4050    5.4223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4050    5.4223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8974    2.7666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5797    6.3425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3644    6.5974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  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
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 13 12  1  0  0  0  0
 13  8  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  1  0  0  0
  9 16  2  0  0  0  0
  5 17  1  0  0  0  0
 17 18  2  0  0  0  0
  2 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0350558

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=C[C@@](C)(O)N(CCC2=CC=C(O)C=C2)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H17NO3/c1-10-9-14(2,18)15(13(10)17)8-7-11-3-5-12(16)6-4-11/h3-6,9,16,18H,7-8H2,1-2H3/t14-/m1/s1

> <INCHI_KEY>
CHEWSEPIGFERAY-CQSZACIVSA-N

> <FORMULA>
C14H17NO3

> <MOLECULAR_WEIGHT>
247.294

> <EXACT_MASS>
247.120843411

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
26.69296188478869

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5R)-5-hydroxy-1-[2-(4-hydroxyphenyl)ethyl]-3,5-dimethyl-2,5-dihydro-1H-pyrrol-2-one

> <JCHEM_LOGP>
1.7867559910000006

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.899840062592991

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.504404670027606

> <JCHEM_PKA_STRONGEST_BASIC>
-0.6975604655195382

> <JCHEM_POLAR_SURFACE_AREA>
60.77

> <JCHEM_REFRACTIVITY>
69.8512

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(5R)-5-hydroxy-1-[2-(4-hydroxyphenyl)ethyl]-3,5-dimethylpyrrol-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 22-MAR-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-MAR-23         0                                  
HETATM    1  O   UNK     0       8.889  11.761   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       7.425  11.285   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.104   9.778   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.640   9.302   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.495  10.333   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.031   9.857   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.711   8.351   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       1.246   7.875   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       0.770   6.410   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.770   6.410   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.675   5.164   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.246   7.875   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   8.780   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.756  10.122   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.756  10.122   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       1.675   5.164   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       4.816  11.839   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.280  12.315   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   18                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   17                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   13                                                  
CONECT    9    8   10   16                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12    8   14   15                                             
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16    9                                                            
CONECT   17    5   18                                                       
CONECT   18   17    2                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₄H₁₇NO₃

Average Mass

247.2940 Da

Monoisotopic Mass

247.12084 Da

IUPAC Name

(5R)-5-hydroxy-1-[2-(4-hydroxyphenyl)ethyl]-3,5-dimethyl-2,5-dihydro-1H-pyrrol-2-one

Traditional Name

(5R)-5-hydroxy-1-[2-(4-hydroxyphenyl)ethyl]-3,5-dimethylpyrrol-2-one

CAS Registry Number

Not Available

SMILES

CC1=C[C@@](C)(O)N(CCC2=CC=C(O)C=C2)C1=O

InChI Identifier

InChI=1S/C14H17NO3/c1-10-9-14(2,18)15(13(10)17)8-7-11-3-5-12(16)6-4-11/h3-6,9,16,18H,7-8H2,1-2H3/t14-/m1/s1

InChI Key

CHEWSEPIGFERAY-CQSZACIVSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	minah@kiost.ac.kr	Korea Institute of Ocean Science & Technology	LEE Min Ah	2024-12-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, CD3OD, experimental)	minah@kiost.ac.kr	Korea Institute of Ocean Science & Technology	LEE Min Ah	2024-12-23	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	minah@kiost.ac.kr	Korea Institute of Ocean Science & Technology	LEE Min Ah	2024-12-23	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, CD3OD, experimental)	minah@kiost.ac.kr	Korea Institute of Ocean Science & Technology	LEE Min Ah	2024-12-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD3OD, experimental)	minah@kiost.ac.kr	Korea Institute of Ocean Science & Technology	LEE Min Ah	2024-12-23	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
xiamenensis		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	1.79	ChemAxon
pKa (Strongest Acidic)	9.5	ChemAxon
pKa (Strongest Basic)	-0.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	60.77 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	69.85 m³·mol⁻¹	ChemAxon
Polarizability	26.69 Å³	ChemAxon
Number of Rings	2	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

Showing NP-Card for xiapyrrole B (NP0350558)

MOL for NP0350558 (xiapyrrole B)

3D MOL for NP0350558 (xiapyrrole B)

3D SDF for NP0350558 (xiapyrrole B)

3D-SDF for NP0350558 (xiapyrrole B)

PDB for NP0350558 (xiapyrrole B)

3D PDB for NP0350558 (xiapyrrole B)

SMILES for NP0350558 (xiapyrrole B)

INCHI for NP0350558 (xiapyrrole B)

Structure for NP0350558 (xiapyrrole B)

3D Structure for NP0350558 (xiapyrrole B)