NP-MRD: Showing NP-Card for (2r)-1-[4-(3-hydroxyprop-1-en-1-yl)phenoxy]-3-methylbutane-2,3-diol (NP0203780)

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Record Information

Version

2.0

Created at

2022-09-04 23:18:51 UTC

Updated at

2022-09-04 23:18:51 UTC

NP-MRD ID

NP0203780

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r)-1-[4-(3-hydroxyprop-1-en-1-yl)phenoxy]-3-methylbutane-2,3-diol

Description

(2R)-1-[4-(3-hydroxyprop-1-en-1-yl)phenoxy]-3-methylbutane-2,3-diol belongs to the class of organic compounds known as cinnamyl alcohols. These are aromatic alcohols containing a 3-phenylprop-2-en-1-ol moiety. Based on a literature review very few articles have been published on (2R)-1-[4-(3-hydroxyprop-1-en-1-yl)phenoxy]-3-methylbutane-2,3-diol.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 38 38  0  0  0  0  0  0  0  0999 V2000
    5.6515   -0.5349    0.3477 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3695    0.0821   -0.1672 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3840    1.5773    0.0501 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2653   -0.2022   -1.5377 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2272   -0.5931    0.5524 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3496   -1.9647    0.3106 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8834   -0.1260    0.0297 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8885   -0.8490    0.7202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4716   -0.6620    0.4793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9675    0.2259   -0.4350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3301    0.3589   -0.6216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2415   -0.3779    0.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6776   -0.2818   -0.0661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2192    0.5380   -0.9136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7189    0.6153   -1.0493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1560    1.9046   -0.7549 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7446   -1.2913    1.0262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3917   -1.4019    1.1898 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5615   -1.6418    0.1640 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6594   -0.3847    1.4597 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5455   -0.1121   -0.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3001    1.7453    1.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3925    1.9362   -0.2500 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6358    2.1084   -0.5343 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3879    0.6433   -2.0381 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2492   -0.3964    1.6271 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5124   -2.4443    0.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7578    0.9445    0.3375 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7861   -0.2593   -1.0574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2629    0.8138   -1.0005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6847    1.0698   -1.3519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3176   -0.9186    0.5513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6449    1.1891   -1.5480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1468   -0.1512   -0.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9921    0.4013   -2.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3702    2.4569   -0.5686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4237   -1.8930    1.6066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0457   -2.1245    1.9317 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 12 17  1  0
 17 18  2  0
 18  9  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  5 26  1  1
  6 27  1  0
  7 28  1  0
  7 29  1  0
 10 30  1  0
 11 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 17 37  1  0
 18 38  1  0
M  END


  Mrv1652309052201182D          

 18 18  0  0  1  0            999 V2000
   -1.4289    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270    2.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3020    4.4270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 C   0  0  2  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
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   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 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    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
    0.0000    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
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
  5  6  1  6  0  0  0
  5  7  1  0  0  0  0
  7  8  1  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
 11 12  2  0  0  0  0
 13 12  1  4  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 12 17  1  0  0  0  0
 17 18  2  0  0  0  0
  9 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0203780

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)(O)[C@H](O)COC1=CC=C(C=CCO)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H20O4/c1-14(2,17)13(16)10-18-12-7-5-11(6-8-12)4-3-9-15/h3-8,13,15-17H,9-10H2,1-2H3/t13-/m1/s1

> <INCHI_KEY>
HKPJLHUCTVFEFJ-CYBMUJFWSA-N

> <FORMULA>
C14H20O4

> <MOLECULAR_WEIGHT>
252.31

> <EXACT_MASS>
252.136159124

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
28.220038547893104

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R)-1-[4-(3-hydroxyprop-1-en-1-yl)phenoxy]-3-methylbutane-2,3-diol

> <JCHEM_LOGP>
1.034855195333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.002089742402525

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.194979654206271

> <JCHEM_PKA_STRONGEST_BASIC>
-2.5262095325471368

> <JCHEM_POLAR_SURFACE_AREA>
69.92

> <JCHEM_REFRACTIVITY>
70.96750000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-1-[4-(3-hydroxyprop-1-en-1-yl)phenoxy]-3-methylbutane-2,3-diol

> <JCHEM_VEBER_RULE>
0

$$$$

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₄H₂₀O₄

Average Mass

252.3100 Da

Monoisotopic Mass

252.13616 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(C)(O)[C@H](O)COC1=CC=C(C=CCO)C=C1

InChI Identifier

InChI=1S/C14H20O4/c1-14(2,17)13(16)10-18-12-7-5-11(6-8-12)4-3-9-15/h3-8,13,15-17H,9-10H2,1-2H3/t13-/m1/s1

InChI Key

HKPJLHUCTVFEFJ-CYBMUJFWSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cinnamyl alcohols. These are aromatic alcohols containing a 3-phenylprop-2-en-1-ol moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Cinnamyl alcohols

Sub Class

Not Available

Direct Parent

Cinnamyl alcohols

Alternative Parents

Substituents

Cinnamyl alcohol
Phenoxy compound
Styrene
Phenol ether
Alkyl aryl ether
Benzenoid
Monocyclic benzene moiety
Tertiary alcohol
Secondary alcohol
Ether
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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

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

162844930

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r)-1-[4-(3-hydroxyprop-1-en-1-yl)phenoxy]-3-methylbutane-2,3-diol (NP0203780)

MOL for NP0203780 ((2r)-1-[4-(3-hydroxyprop-1-en-1-yl)phenoxy]-3-methylbutane-2,3-diol)

3D MOL for NP0203780 ((2r)-1-[4-(3-hydroxyprop-1-en-1-yl)phenoxy]-3-methylbutane-2,3-diol)

3D SDF for NP0203780 ((2r)-1-[4-(3-hydroxyprop-1-en-1-yl)phenoxy]-3-methylbutane-2,3-diol)

3D-SDF for NP0203780 ((2r)-1-[4-(3-hydroxyprop-1-en-1-yl)phenoxy]-3-methylbutane-2,3-diol)

PDB for NP0203780 ((2r)-1-[4-(3-hydroxyprop-1-en-1-yl)phenoxy]-3-methylbutane-2,3-diol)

3D PDB for NP0203780 ((2r)-1-[4-(3-hydroxyprop-1-en-1-yl)phenoxy]-3-methylbutane-2,3-diol)

SMILES for NP0203780 ((2r)-1-[4-(3-hydroxyprop-1-en-1-yl)phenoxy]-3-methylbutane-2,3-diol)

INCHI for NP0203780 ((2r)-1-[4-(3-hydroxyprop-1-en-1-yl)phenoxy]-3-methylbutane-2,3-diol)

Structure for NP0203780 ((2r)-1-[4-(3-hydroxyprop-1-en-1-yl)phenoxy]-3-methylbutane-2,3-diol)

3D Structure for NP0203780 ((2r)-1-[4-(3-hydroxyprop-1-en-1-yl)phenoxy]-3-methylbutane-2,3-diol)