NP-MRD: Showing NP-Card for Xanthoangelol D (NP0045663)

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Record Information

Version

2.0

Created at

2022-03-17 19:33:36 UTC

Updated at

2022-03-17 19:33:37 UTC

NP-MRD ID

NP0045663

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Xanthoangelol D

Description

Not Available

Structure

MOL SDF PDB SMILES InChI

 
  Mrv0541 02241221082D          

 26 27  0  0  0  0            999 V2000
   -1.1277    0.8978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8422    0.4853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8422   -0.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1277   -0.7523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4133   -0.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4133    0.4853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3012   -0.7522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0157   -0.3397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7301   -0.7522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4446   -0.3397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1591    0.8978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4446    0.4853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1591   -0.7522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8735   -0.3397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8735    0.4853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3012   -1.5772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5880    0.8978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1277   -1.5773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5567    0.8978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5567   -0.7522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5567   -1.5772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2712   -1.9897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2712   -2.8147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9856   -1.5772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8422   -1.9898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2712    0.4853    0.0000 C   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
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 12 10  2  0  0  0  0
 10 13  1  0  0  0  0
 11 12  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 11 15  2  0  0  0  0
  7 16  2  0  0  0  0
 15 17  1  0  0  0  0
  4 18  1  0  0  0  0
  2 19  1  0  0  0  0
  3 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 21 25  1  0  0  0  0
 19 26  1  0  0  0  0
M  END

 
  Mrv0541 02241221082D          

 26 27  0  0  0  0            999 V2000
   -1.1277    0.8978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8422    0.4853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8422   -0.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1277   -0.7523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4133   -0.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4133    0.4853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3012   -0.7522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0157   -0.3397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7301   -0.7522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4446   -0.3397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1591    0.8978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4446    0.4853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1591   -0.7522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8735   -0.3397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8735    0.4853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3012   -1.5772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5880    0.8978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1277   -1.5773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5567    0.8978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5567   -0.7522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5567   -1.5772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2712   -1.9897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2712   -2.8147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9856   -1.5772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8422   -1.9898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2712    0.4853    0.0000 C   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
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 12 10  2  0  0  0  0
 10 13  1  0  0  0  0
 11 12  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 11 15  2  0  0  0  0
  7 16  2  0  0  0  0
 15 17  1  0  0  0  0
  4 18  1  0  0  0  0
  2 19  1  0  0  0  0
  3 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 21 25  1  0  0  0  0
 19 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0045663

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(C(=O)\C=C\C2=CC=C(O)C=C2)C(O)=C1CC(O)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C21H22O5/c1-13(2)19(24)12-17-20(26-3)11-9-16(21(17)25)18(23)10-6-14-4-7-15(22)8-5-14/h4-11,19,22,24-25H,1,12H2,2-3H3/b10-6+

> <INCHI_KEY>
YSOKENZJQWPLRA-UXBLZVDNSA-N

> <FORMULA>
C21H22O5

> <MOLECULAR_WEIGHT>
354.3964

> <EXACT_MASS>
354.146723814

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
38.902982384264064

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-1-[2-hydroxy-3-(2-hydroxy-3-methylbut-3-en-1-yl)-4-methoxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one

> <ALOGPS_LOGP>
3.29

> <JCHEM_LOGP>
4.331213002666666

> <ALOGPS_LOGS>
-4.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.112576895823786

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.246180823362693

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0593517556375085

> <JCHEM_POLAR_SURFACE_AREA>
86.99000000000001

> <JCHEM_REFRACTIVITY>
101.9878

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.95e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
xanthoangelol D

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -2.105   1.676   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.439   0.906   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.439  -0.634   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.105  -1.404   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.771  -0.634   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.771   0.906   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.562  -1.404   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.896  -0.634   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.230  -1.404   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.563  -0.634   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.897   1.676   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.563   0.906   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.897  -1.404   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.231  -0.634   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.231   0.906   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.562  -2.944   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       8.564   1.676   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -2.105  -2.944   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -4.773   1.676   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -4.773  -1.404   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.773  -2.944   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -6.106  -3.714   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -6.106  -5.254   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -7.440  -2.944   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -3.439  -3.714   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -6.106   0.906   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3   19                                                  
CONECT    3    2    4   20                                                  
CONECT    4    3    5   18                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8   16                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   12   13                                                  
CONECT   11   12   15                                                       
CONECT   12   10   11                                                       
CONECT   13   10   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   11   17                                                  
CONECT   16    7                                                            
CONECT   17   15                                                            
CONECT   18    4                                                            
CONECT   19    2   26                                                       
CONECT   20    3   21                                                       
CONECT   21   20   22   25                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   21                                                            
CONECT   26   19                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₁H₂₂O₅

Average Mass

354.3964 Da

Monoisotopic Mass

354.14672 Da

IUPAC Name

(2E)-1-[2-hydroxy-3-(2-hydroxy-3-methylbut-3-en-1-yl)-4-methoxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one

Traditional Name

xanthoangelol D

CAS Registry Number

132998-83-5

SMILES

COC1=CC=C(C(=O)\C=C\C2=CC=C(O)C=C2)C(O)=C1CC(O)C(C)=C

InChI Identifier

InChI=1S/C21H22O5/c1-13(2)19(24)12-17-20(26-3)11-9-16(21(17)25)18(23)10-6-14-4-7-15(22)8-5-14/h4-11,19,22,24-25H,1,12H2,2-3H3/b10-6+

InChI Key

YSOKENZJQWPLRA-UXBLZVDNSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Angelica keiskei	FooDB	KNAPSACK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-prenylated chalcones. These are chalcones featuring a C5-isoprenoid unit at the 3-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Linear 1,3-diarylpropanoids

Sub Class

Chalcones and dihydrochalcones

Direct Parent

3-prenylated chalcones

Alternative Parents

Substituents

3-prenylated chalcone
2'-hydroxychalcone
Cinnamylphenol
Hydroxycinnamic acid or derivatives
Methoxyphenol
Anisole
Methoxybenzene
Benzoyl
Phenol ether
Aryl ketone
Phenoxy compound
Styrene
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Phenol
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Acryloyl-group
Vinylogous acid
Enone
Alpha,beta-unsaturated ketone
Ketone
Secondary alcohol
Ether
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Chalcones and dihydrochalcones (LMPK12120042 )

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	3.29	ALOGPS
logP	4.33	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	8.25	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	101.99 m³·mol⁻¹	ChemAxon
Polarizability	38.9 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

FDB001599

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

11302670

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Xanthoangelol D (NP0045663)

MOL for NP0045663 (Xanthoangelol D)

3D MOL for NP0045663 (Xanthoangelol D)

3D SDF for NP0045663 (Xanthoangelol D)

3D-SDF for NP0045663 (Xanthoangelol D)

PDB for NP0045663 (Xanthoangelol D)

3D PDB for NP0045663 (Xanthoangelol D)

SMILES for NP0045663 (Xanthoangelol D)

INCHI for NP0045663 (Xanthoangelol D)

Structure for NP0045663 (Xanthoangelol D)

3D Structure for NP0045663 (Xanthoangelol D)