NP-MRD: Showing NP-Card for methyl (2e)-3-{4-hydroxy-3-[(2z)-4-hydroxy-3-methylbut-2-en-1-yl]phenyl}prop-2-enoate (NP0218042)

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Record Information

Version

2.0

Created at

2022-09-05 18:34:47 UTC

Updated at

2022-09-05 18:34:48 UTC

NP-MRD ID

NP0218042

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl (2e)-3-{4-hydroxy-3-[(2z)-4-hydroxy-3-methylbut-2-en-1-yl]phenyl}prop-2-enoate

Description

methyl (2e)-3-{4-hydroxy-3-[(2z)-4-hydroxy-3-methylbut-2-en-1-yl]phenyl}prop-2-enoate is found in Artemisia xanthochroa.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309052220342D          

 19 19  0  0  0  0            999 V2000
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    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
    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
    0.7145   -1.2375    0.0000 O   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
   -0.7145   -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
   -2.1434   -0.4125    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
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   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
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 12 19  2  0  0  0  0
  7 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0218042

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)\C=C\C1=CC=C(O)C(C\C=C(\C)CO)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H18O4/c1-11(10-16)3-6-13-9-12(4-7-14(13)17)5-8-15(18)19-2/h3-5,7-9,16-17H,6,10H2,1-2H3/b8-5+,11-3-

> <INCHI_KEY>
OYJOYSKCSSWMJZ-JDGGEFJKSA-N

> <FORMULA>
C15H18O4

> <MOLECULAR_WEIGHT>
262.305

> <EXACT_MASS>
262.12050906

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
28.49051692547964

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2E)-3-{4-hydroxy-3-[(2Z)-4-hydroxy-3-methylbut-2-en-1-yl]phenyl}prop-2-enoate

> <JCHEM_LOGP>
2.659544170333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.166943539635788

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.20040481550144

> <JCHEM_PKA_STRONGEST_BASIC>
-2.725800689691183

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
75.82740000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2E)-3-{4-hydroxy-3-[(2Z)-4-hydroxy-3-methylbut-2-en-1-yl]phenyl}prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.001   6.930   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   19                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   19                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17                                                            
CONECT   19   12    7                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₁₈O₄

Average Mass

262.3050 Da

Monoisotopic Mass

262.12051 Da

IUPAC Name

methyl (2E)-3-{4-hydroxy-3-[(2Z)-4-hydroxy-3-methylbut-2-en-1-yl]phenyl}prop-2-enoate

Traditional Name

methyl (2E)-3-{4-hydroxy-3-[(2Z)-4-hydroxy-3-methylbut-2-en-1-yl]phenyl}prop-2-enoate

CAS Registry Number

Not Available

SMILES

COC(=O)\C=C\C1=CC=C(O)C(C\C=C(\C)CO)=C1

InChI Identifier

InChI=1S/C15H18O4/c1-11(10-16)3-6-13-9-12(4-7-14(13)17)5-8-15(18)19-2/h3-5,7-9,16-17H,6,10H2,1-2H3/b8-5+,11-3-

InChI Key

OYJOYSKCSSWMJZ-JDGGEFJKSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Artemisia xanthochroa	LOTUS Database	35616633

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	2.66	ChemAxon
pKa (Strongest Acidic)	9.2	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	75.83 m³·mol⁻¹	ChemAxon
Polarizability	28.49 Å³	ChemAxon
Number of Rings	1	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

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl (2e)-3-{4-hydroxy-3-[(2z)-4-hydroxy-3-methylbut-2-en-1-yl]phenyl}prop-2-enoate (NP0218042)

MOL for NP0218042 (methyl (2e)-3-{4-hydroxy-3-[(2z)-4-hydroxy-3-methylbut-2-en-1-yl]phenyl}prop-2-enoate)

3D MOL for NP0218042 (methyl (2e)-3-{4-hydroxy-3-[(2z)-4-hydroxy-3-methylbut-2-en-1-yl]phenyl}prop-2-enoate)

3D SDF for NP0218042 (methyl (2e)-3-{4-hydroxy-3-[(2z)-4-hydroxy-3-methylbut-2-en-1-yl]phenyl}prop-2-enoate)

3D-SDF for NP0218042 (methyl (2e)-3-{4-hydroxy-3-[(2z)-4-hydroxy-3-methylbut-2-en-1-yl]phenyl}prop-2-enoate)

PDB for NP0218042 (methyl (2e)-3-{4-hydroxy-3-[(2z)-4-hydroxy-3-methylbut-2-en-1-yl]phenyl}prop-2-enoate)

3D PDB for NP0218042 (methyl (2e)-3-{4-hydroxy-3-[(2z)-4-hydroxy-3-methylbut-2-en-1-yl]phenyl}prop-2-enoate)

SMILES for NP0218042 (methyl (2e)-3-{4-hydroxy-3-[(2z)-4-hydroxy-3-methylbut-2-en-1-yl]phenyl}prop-2-enoate)

INCHI for NP0218042 (methyl (2e)-3-{4-hydroxy-3-[(2z)-4-hydroxy-3-methylbut-2-en-1-yl]phenyl}prop-2-enoate)

Structure for NP0218042 (methyl (2e)-3-{4-hydroxy-3-[(2z)-4-hydroxy-3-methylbut-2-en-1-yl]phenyl}prop-2-enoate)

3D Structure for NP0218042 (methyl (2e)-3-{4-hydroxy-3-[(2z)-4-hydroxy-3-methylbut-2-en-1-yl]phenyl}prop-2-enoate)