NP-MRD: Showing NP-Card for 4-[(3e)-oct-3-en-1-yl]phenol (NP0260551)

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Record Information

Version

2.0

Created at

2022-09-08 02:45:00 UTC

Updated at

2022-09-08 02:45:00 UTC

NP-MRD ID

NP0260551

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-[(3e)-oct-3-en-1-yl]phenol

Description

GIBBILIMBOL D belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that are unsubstituted at the 2-position. 4-[(3e)-oct-3-en-1-yl]phenol is found in Piper gibbilimbum. 4-[(3e)-oct-3-en-1-yl]phenol was first documented in 2001 (PMID: 11330702). Based on a literature review very few articles have been published on GIBBILIMBOL D.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 35 35  0  0  0  0  0  0  0  0999 V2000
    5.6707    0.1588    1.3995 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4856    0.5224    0.5245 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1326   -0.7016   -0.2822 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9615   -0.4752   -1.2013 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7305   -0.0967   -0.4829 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6450   -0.8471   -0.5732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6363   -0.5192    0.1304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6870   -0.3542   -0.9439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0178   -0.0256   -0.4038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9210   -1.0019   -0.0680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1528   -0.6427    0.4333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5160    0.6722    0.6120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7472    1.0182    1.1127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6003    1.6418    0.2710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3584    1.2904   -0.2341 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3707    0.1440    2.4740 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1069   -0.8276    1.1127 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4355    0.9694    1.2341 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6977    1.3603   -0.1489 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6450    0.8320    1.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0116   -0.9297   -0.9219 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9777   -1.5375    0.4033 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2444    0.2732   -1.9723 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7797   -1.4276   -1.7358 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6583    0.8014    0.1441 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6867   -1.7398   -1.1850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9084   -1.3573    0.7786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5555    0.4046    0.7126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3702    0.4455   -1.6550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6929   -1.2996   -1.5350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7064   -2.0583   -0.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8854   -1.4008    0.7065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0105    1.9768    1.2424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8307    2.6804    0.3897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6436    2.0511   -0.5001 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  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
 12 14  1  0
 14 15  2  0
 15  9  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
 10 31  1  0
 11 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
M  END


  Mrv1652309082204452D          

 15 15  0  0  0  0            999 V2000
    2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    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
    0.0000    3.3000    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    2.0625    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
    0.0000    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  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
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
  9 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0260551

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCC\C=C\CCC1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H20O/c1-2-3-4-5-6-7-8-13-9-11-14(15)12-10-13/h5-6,9-12,15H,2-4,7-8H2,1H3/b6-5+

> <INCHI_KEY>
UTXMWVVQOZAGKZ-AATRIKPKSA-N

> <FORMULA>
C14H20O

> <MOLECULAR_WEIGHT>
204.313

> <EXACT_MASS>
204.151415264

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
25.632482378800496

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(3E)-oct-3-en-1-yl]phenol

> <JCHEM_LOGP>
4.933160882

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.291678942077537

> <JCHEM_PKA_STRONGEST_BASIC>
-5.442329393518421

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
66.4037

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
4-[(3E)-oct-3-en-1-yl]phenol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       4.001  11.550   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  10.780   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   6.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  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                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   15                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14    9                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

View in JSmol

Synonyms

Value	Source
4-(3-Octenyl)phenol	MeSH

Chemical Formula

C₁₄H₂₀O

Average Mass

204.3130 Da

Monoisotopic Mass

204.15142 Da

IUPAC Name

4-[(3E)-oct-3-en-1-yl]phenol

Traditional Name

4-[(3E)-oct-3-en-1-yl]phenol

CAS Registry Number

Not Available

SMILES

CCCC\C=C\CCC1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C14H20O/c1-2-3-4-5-6-7-8-13-9-11-14(15)12-10-13/h5-6,9-12,15H,2-4,7-8H2,1H3/b6-5+

InChI Key

UTXMWVVQOZAGKZ-AATRIKPKSA-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

Species Name	Source	Reference
Piper gibbilimbum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that are unsubstituted at the 2-position.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenols

Sub Class

1-hydroxy-2-unsubstituted benzenoids

Direct Parent

1-hydroxy-2-unsubstituted benzenoids

Alternative Parents

Substituents

1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
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
logP	4.93	ChemAxon
pKa (Strongest Acidic)	10.29	ChemAxon
pKa (Strongest Basic)	-5.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	66.4 m³·mol⁻¹	ChemAxon
Polarizability	25.63 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

C00050109

Chemspider ID

8437824

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10262345

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Abe Y, Takikawa H, Mori K: Synthesis of gibbilimbols A-D, cytotoxic and antibacterial alkenylphenols isolated from Piper gibbilimbum. Biosci Biotechnol Biochem. 2001 Mar;65(3):732-5. doi: 10.1271/bbb.65.732. [PubMed:11330702 ]
LOTUS database [Link]

Showing NP-Card for 4-[(3e)-oct-3-en-1-yl]phenol (NP0260551)

MOL for NP0260551 (4-[(3e)-oct-3-en-1-yl]phenol)

3D MOL for NP0260551 (4-[(3e)-oct-3-en-1-yl]phenol)

3D SDF for NP0260551 (4-[(3e)-oct-3-en-1-yl]phenol)

3D-SDF for NP0260551 (4-[(3e)-oct-3-en-1-yl]phenol)

PDB for NP0260551 (4-[(3e)-oct-3-en-1-yl]phenol)

3D PDB for NP0260551 (4-[(3e)-oct-3-en-1-yl]phenol)

SMILES for NP0260551 (4-[(3e)-oct-3-en-1-yl]phenol)

INCHI for NP0260551 (4-[(3e)-oct-3-en-1-yl]phenol)

Structure for NP0260551 (4-[(3e)-oct-3-en-1-yl]phenol)

3D Structure for NP0260551 (4-[(3e)-oct-3-en-1-yl]phenol)