NP-MRD: Showing NP-Card for Butyl 3-O-caffeoylquinate (NP0335050)

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Record Information

Version

2.0

Created at

2024-09-10 23:40:42 UTC

Updated at

2024-09-10 23:40:42 UTC

NP-MRD ID

NP0335050

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Butyl 3-O-caffeoylquinate

Description

Based on a literature review very few articles have been published on Butyl 3-O-caffeoylquinate.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262302122D          

 29 30  0  0  0  0            999 V2000
   -3.9626    2.7807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2481    2.3682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5336    2.7807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0095    3.6243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9597    5.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4467    2.9247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1352    5.0236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8192    2.3682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2213    4.3816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7614    2.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7115    3.5092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3969    4.3528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2712    2.9535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6585    3.6819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5859    2.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5360    3.5380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7479    4.2952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9732    2.8383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3902    2.3682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3242    2.7807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7084    2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4830    3.7107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0231    1.4103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1850    3.5955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7977    2.8671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3902    1.5432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4173    3.1424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1047    2.7807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9234    4.2664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  6  4  2  0  0  0  0
  7  5  2  0  0  0  0
  8  3  1  0  0  0  0
 12  4  1  0  0  0  0
 12  5  1  0  0  0  0
 12  9  2  0  0  0  0
 13  6  1  0  0  0  0
 14  9  1  0  0  0  0
 14 13  2  0  0  0  0
 15 10  1  0  0  0  0
 16 11  1  0  0  0  0
 17  7  1  0  0  0  0
 18 15  1  0  0  0  0
 18 16  1  0  0  0  0
 20 10  1  0  0  0  0
 20 11  1  0  0  0  0
 20 19  1  0  0  0  0
 21 13  1  0  0  0  0
 22 14  1  0  0  0  0
 23 15  1  0  0  0  0
 24 17  2  0  0  0  0
 25 18  1  0  0  0  0
 26 19  2  0  0  0  0
 27 20  1  0  0  0  0
 28  8  1  0  0  0  0
 28 19  1  0  0  0  0
 29 16  1  0  0  0  0
 29 17  1  0  0  0  0
M  END


  Mrv2104 05262302122D          

 29 30  0  0  0  0            999 V2000
   -3.9626    2.7807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2481    2.3682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5336    2.7807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0095    3.6243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9597    5.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4467    2.9247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1352    5.0236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8192    2.3682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2213    4.3816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7614    2.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7115    3.5092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3969    4.3528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2712    2.9535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6585    3.6819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5859    2.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5360    3.5380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7479    4.2952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9732    2.8383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3902    2.3682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3242    2.7807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7084    2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4830    3.7107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0231    1.4103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1850    3.5955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7977    2.8671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3902    1.5432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4173    3.1424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1047    2.7807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9234    4.2664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  6  4  2  0  0  0  0
  7  5  2  0  0  0  0
  8  3  1  0  0  0  0
 12  4  1  0  0  0  0
 12  5  1  0  0  0  0
 12  9  2  0  0  0  0
 13  6  1  0  0  0  0
 14  9  1  0  0  0  0
 14 13  2  0  0  0  0
 15 10  1  0  0  0  0
 16 11  1  0  0  0  0
 17  7  1  0  0  0  0
 18 15  1  0  0  0  0
 18 16  1  0  0  0  0
 20 10  1  0  0  0  0
 20 11  1  0  0  0  0
 20 19  1  0  0  0  0
 21 13  1  0  0  0  0
 22 14  1  0  0  0  0
 23 15  1  0  0  0  0
 24 17  2  0  0  0  0
 25 18  1  0  0  0  0
 26 19  2  0  0  0  0
 27 20  1  0  0  0  0
 28  8  1  0  0  0  0
 28 19  1  0  0  0  0
 29 16  1  0  0  0  0
 29 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0335050

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCOC(=O)C1(O)CC(O)C(O)C(C1)OC(=O)\C=C/C1=CC(O)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1/C20H26O9/c1-2-3-8-28-19(26)20(27)10-15(23)18(25)16(11-20)29-17(24)7-5-12-4-6-13(21)14(22)9-12/h4-7,9,15-16,18,21-23,25,27H,2-3,8,10-11H2,1H3/b7-5-

> <INCHI_KEY>
VNLREARKISTOAD-ALCCZGGFNA-N

> <FORMULA>
C20H26O9

> <MOLECULAR_WEIGHT>
410.419

> <EXACT_MASS>
410.157682417

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
41.214230308754885

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
butyl 3-{[(2Z)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylate

> <JCHEM_LOGP>
1.2012633126666672

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.015382798822113

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.208106199600504

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2318285041112573

> <JCHEM_POLAR_SURFACE_AREA>
153.74999999999997

> <JCHEM_REFRACTIVITY>
101.8774

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
butyl 3-{[(2Z)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0      -7.397   5.191   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.063   4.421   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.729   5.191   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.484   6.765   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.391   9.431   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.301   5.459   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.852   9.377   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.396   4.421   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.746   8.179   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.421   3.885   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.328   6.551   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.208   8.125   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.840   5.513   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.563   6.873   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.960   3.938   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.867   6.604   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.129   8.018   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.683   5.298   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.728   4.421   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.605   5.191   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      10.656   4.207   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      12.102   6.927   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       3.776   2.633   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       5.945   6.712   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       5.222   5.352   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -0.728   2.881   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -0.779   5.866   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -2.062   5.191   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       3.590   7.964   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    8                                                       
CONECT    4    6   12                                                       
CONECT    5    7   12                                                       
CONECT    6    4   13                                                       
CONECT    7    5   17                                                       
CONECT    8    3   28                                                       
CONECT    9   12   14                                                       
CONECT   10   15   20                                                       
CONECT   11   16   20                                                       
CONECT   12    4    5    9                                                  
CONECT   13    6   14   21                                                  
CONECT   14    9   13   22                                                  
CONECT   15   10   18   23                                                  
CONECT   16   11   18   29                                                  
CONECT   17    7   24   29                                                  
CONECT   18   15   16   25                                                  
CONECT   19   20   26   28                                                  
CONECT   20   10   11   19   27                                             
CONECT   21   13                                                            
CONECT   22   14                                                            
CONECT   23   15                                                            
CONECT   24   17                                                            
CONECT   25   18                                                            
CONECT   26   19                                                            
CONECT   27   20                                                            
CONECT   28    8   19                                                       
CONECT   29   16   17                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   60    0
END

View in JSmol

Synonyms

Value	Source
Butyl 3-O-caffeoylquinic acid	Generator

Chemical Formula

C₂₀H₂₆O₉

Average Mass

410.4190 Da

Monoisotopic Mass

410.15768 Da

IUPAC Name

butyl 3-{[(2Z)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylate

Traditional Name

butyl 3-{[(2Z)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4,5-trihydroxycyclohexane-1-carboxylate

CAS Registry Number

Not Available

SMILES

CCCCOC(=O)C1(O)CC(O)C(O)C(C1)OC(=O)\C=C/C1=CC(O)=C(O)C=C1

InChI Identifier

InChI=1/C20H26O9/c1-2-3-8-28-19(26)20(27)10-15(23)18(25)16(11-20)29-17(24)7-5-12-4-6-13(21)14(22)9-12/h4-7,9,15-16,18,21-23,25,27H,2-3,8,10-11H2,1H3/b7-5-

InChI Key

VNLREARKISTOAD-ALCCZGGFNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

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	1.2	ChemAxon
pKa (Strongest Acidic)	9.21	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	153.75 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	101.88 m³·mol⁻¹	ChemAxon
Polarizability	41.21 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

Not Available

Showing NP-Card for Butyl 3-O-caffeoylquinate (NP0335050)

MOL for NP0335050 (Butyl 3-O-caffeoylquinate)

3D MOL for NP0335050 (Butyl 3-O-caffeoylquinate)

3D SDF for NP0335050 (Butyl 3-O-caffeoylquinate)

3D-SDF for NP0335050 (Butyl 3-O-caffeoylquinate)

PDB for NP0335050 (Butyl 3-O-caffeoylquinate)

3D PDB for NP0335050 (Butyl 3-O-caffeoylquinate)

SMILES for NP0335050 (Butyl 3-O-caffeoylquinate)

INCHI for NP0335050 (Butyl 3-O-caffeoylquinate)

Structure for NP0335050 (Butyl 3-O-caffeoylquinate)

3D Structure for NP0335050 (Butyl 3-O-caffeoylquinate)