NP-MRD: Showing NP-Card for Sinapic acid glucuronide (NP0334538)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2024-09-10 00:05:51 UTC

Updated at

2024-09-10 00:05:52 UTC

NP-MRD ID

NP0334538

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Sinapic acid glucuronide

Description

NULL

Structure

MOL SDF PDB SMILES InChI


  Mrv1652307161920022D          

 28 29  0  0  0  0            999 V2000
10000.014610000.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7294 9999.9999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.014610001.2359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8713 9999.9986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.156710000.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4423 9999.9986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4423 9999.1735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1567 9998.7611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8713 9999.1735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3002 9999.9991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.585610000.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.727810000.4111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1567 9997.9361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4423 9997.5236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.727810001.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.584410001.6482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.013310001.6482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9992.869910000.4108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.2989 9997.9358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.298910001.2359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.8699 9998.7609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.0133 9999.9983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.0133 9999.1734    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9994.2989 9998.7609    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9993.5844 9999.1734    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9993.5844 9999.9983    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9994.298910000.4108    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9995.7278 9998.7609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9  4  1  0  0  0  0
  1 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11  4  1  0  0  0  0
  6 12  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
 20 16  1  0  0  0  0
 20 17  2  0  0  0  0
 26 18  1  6  0  0  0
 24 19  1  6  0  0  0
 27 20  1  1  0  0  0
 25 21  1  1  0  0  0
 23 28  1  1  0  0  0
 27 22  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
 25 24  1  0  0  0  0
 26 25  1  0  0  0  0
 27 26  1  0  0  0  0
  7 28  1  0  0  0  0
M  END


  Mrv1652307161920022D          

 28 29  0  0  0  0            999 V2000
10000.014610000.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7294 9999.9999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.014610001.2359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8713 9999.9986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.156710000.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4423 9999.9986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4423 9999.1735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1567 9998.7611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8713 9999.1735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3002 9999.9991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.585610000.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.727810000.4111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1567 9997.9361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4423 9997.5236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.727810001.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.584410001.6482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.013310001.6482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9992.869910000.4108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.2989 9997.9358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.298910001.2359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.8699 9998.7609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.0133 9999.9983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.0133 9999.1734    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9994.2989 9998.7609    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9993.5844 9999.1734    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9993.5844 9999.9983    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9994.298910000.4108    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9995.7278 9998.7609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9  4  1  0  0  0  0
  1 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11  4  1  0  0  0  0
  6 12  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 12 15  1  0  0  0  0
 20 16  1  0  0  0  0
 20 17  2  0  0  0  0
 26 18  1  6  0  0  0
 24 19  1  6  0  0  0
 27 20  1  1  0  0  0
 25 21  1  1  0  0  0
 23 28  1  1  0  0  0
 27 22  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
 25 24  1  0  0  0  0
 26 25  1  0  0  0  0
 27 26  1  0  0  0  0
  7 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0334538

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(\C=C\C(O)=O)=CC(OC)=C1O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H20O11/c1-25-8-5-7(3-4-10(18)19)6-9(26-2)14(8)27-17-13(22)11(20)12(21)15(28-17)16(23)24/h3-6,11-13,15,17,20-22H,1-2H3,(H,18,19)(H,23,24)/b4-3+/t11-,12-,13+,15-,17+/m0/s1

> <INCHI_KEY>
SVMPWPWAQOHKHG-OGUZRXNMSA-N

> <FORMULA>
C17H20O11

> <MOLECULAR_WEIGHT>
400.336

> <EXACT_MASS>
400.100561464

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
37.65873333274988

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4S,5R,6S)-6-{4-[(1E)-2-carboxyeth-1-en-1-yl]-2,6-dimethoxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

> <ALOGPS_LOGP>
-0.08

> <JCHEM_LOGP>
-0.43061514833333336

> <ALOGPS_LOGS>
-2.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.609631494338672

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.9178933288591273

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6868291994842064

> <JCHEM_POLAR_SURFACE_AREA>
172.20999999999998

> <JCHEM_REFRACTIVITY>
89.97899999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.12e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4S,5R,6S)-6-{4-[(1E)-2-carboxyeth-1-en-1-yl]-2,6-dimethoxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-JUL-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-JUL-19         0                                  
HETATM    1  C   UNK     0    8666.6948667.435   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0    8668.0288666.666   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0    8666.6948668.974   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0    8662.6938666.664   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8661.3598667.434   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8660.0268666.664   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8660.0268665.124   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8661.3598664.354   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8662.6938665.124   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8665.3608666.665   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8664.0268667.434   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0    8658.6928667.434   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0    8661.3598662.814   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0    8660.0268662.044   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8658.6928668.974   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0    8654.6918669.743   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0    8657.3588669.743   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0    8653.3578667.433   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0    8656.0258662.813   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0    8656.0258668.974   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0    8653.3578664.354   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0    8657.3588666.663   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0    8657.3588665.124   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0    8656.0258664.354   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0    8654.6918665.124   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0    8654.6918666.663   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0    8656.0258667.433   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0    8658.6928664.354   0.000  0.00  0.00           O+0
CONECT    1    2    3   10                                                  
CONECT    2    1                                                            
CONECT    3    1                                                            
CONECT    4    5    9   11                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   12                                                  
CONECT    7    6    8   28                                                  
CONECT    8    7    9   13                                                  
CONECT    9    8    4                                                       
CONECT   10    1   11                                                       
CONECT   11   10    4                                                       
CONECT   12    6   15                                                       
CONECT   13    8   14                                                       
CONECT   14   13                                                            
CONECT   15   12                                                            
CONECT   16   20                                                            
CONECT   17   20                                                            
CONECT   18   26                                                            
CONECT   19   24                                                            
CONECT   20   16   17   27                                                  
CONECT   21   25                                                            
CONECT   22   27   23                                                       
CONECT   23   28   22   24                                                  
CONECT   24   19   23   25                                                  
CONECT   25   21   24   26                                                  
CONECT   26   18   25   27                                                  
CONECT   27   20   22   26                                                  
CONECT   28   23    7                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   58    0
END

View in JSmol

Synonyms

Value	Source
(2S,3S,4S,5R,6S)-6-{4-[(1E)-2-carboxyeth-1-en-1-yl]-2,6-dimethoxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylate	Generator
(2E)-3-(4-Hydroxy-3,5-dimethoxyphenyl)-2-propenoic acid glucuronide	HMDB
(E)-3,5-Dimethoxy-4-hydroxycinnamic acid glucuronide	HMDB
(E)-3-(4-Hydroxy-3,5-dimethoxyphenyl)acrylic acid glucuronide	HMDB
(E)-Sinapic acid glucuronide	HMDB
3,5-Dimethoxy-4-hydroxy-trans-cinnamic acid glucuronide	HMDB
3,5-Dimethoxy-4-hydroxycinnamic acid glucuronide	HMDB
3-(4-Hydroxy-3,5-dimethoxyphenyl)-2-propenoic acid glucuronide	HMDB
4-Hydroxy-3,5-dimethoxycinnamic acid glucuronide	HMDB
E-Sinapinic acid glucuronide	HMDB
Sinapic acid glucuronide	HMDB
Sinapic acid-4'-O-glucuronide	HMDB
Sinapic acid-4-O-glucuronide	HMDB
Sinapic acid-4’-O-glucuronide	HMDB
Sinapinic acid glucuronide	HMDB
Synapitic acid glucuronide	HMDB
trans-4-Hydroxy-3,5-dimethoxycinnamic acid glucuronide	HMDB
trans-Sinapic acid glucuronide	HMDB
trans-Sinapinic acid glucuronide	HMDB

Chemical Formula

C₁₇H₂₀O₁₁

Average Mass

400.3360 Da

Monoisotopic Mass

400.10056 Da

IUPAC Name

(2S,3S,4S,5R,6S)-6-{4-[(1E)-2-carboxyeth-1-en-1-yl]-2,6-dimethoxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

(2S,3S,4S,5R,6S)-6-{4-[(1E)-2-carboxyeth-1-en-1-yl]-2,6-dimethoxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

COC1=CC(\C=C\C(O)=O)=CC(OC)=C1O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O

InChI Identifier

InChI=1S/C17H20O11/c1-25-8-5-7(3-4-10(18)19)6-9(26-2)14(8)27-17-13(22)11(20)12(21)15(28-17)16(23)24/h3-6,11-13,15,17,20-22H,1-2H3,(H,18,19)(H,23,24)/b4-3+/t11-,12-,13+,15-,17+/m0/s1

InChI Key

SVMPWPWAQOHKHG-OGUZRXNMSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
O-glucuronide
1-o-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
Coumaric acid or derivatives
Cinnamic acid or derivatives
Cinnamic acid
O-glycosyl compound
Dimethoxybenzene
M-dimethoxybenzene
Phenol ether
Styrene
Anisole
Phenoxy compound
Methoxybenzene
Alkyl aryl ether
Beta-hydroxy acid
Monocyclic benzene moiety
Benzenoid
Dicarboxylic acid or derivatives
Pyran
Hydroxy acid
Monosaccharide
Oxane
Secondary alcohol
Organoheterocyclic compound
Carboxylic acid
Carboxylic acid derivative
Ether
Polyol
Acetal
Oxacycle
Alcohol
Carbonyl group
Organic oxide
Hydrocarbon derivative
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	-0.08	ALOGPS
logP	-0.43	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	2.92	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	172.21 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	89.98 m³·mol⁻¹	ChemAxon
Polarizability	37.66 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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 Sinapic acid glucuronide (NP0334538)

MOL for NP0334538 (Sinapic acid glucuronide)

3D MOL for NP0334538 (Sinapic acid glucuronide)

3D SDF for NP0334538 (Sinapic acid glucuronide)

3D-SDF for NP0334538 (Sinapic acid glucuronide)

PDB for NP0334538 (Sinapic acid glucuronide)

3D PDB for NP0334538 (Sinapic acid glucuronide)

SMILES for NP0334538 (Sinapic acid glucuronide)

INCHI for NP0334538 (Sinapic acid glucuronide)

Structure for NP0334538 (Sinapic acid glucuronide)

3D Structure for NP0334538 (Sinapic acid glucuronide)