NP-MRD: Showing NP-Card for Selin-11-en-4-ol (NP0047020)

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Record Information

Version

2.0

Created at

2022-03-17 20:33:19 UTC

Updated at

2022-03-17 20:33:19 UTC

NP-MRD ID

NP0047020

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Selin-11-en-4-ol

Description

Selin-11-en-4-ol belongs to the class of organic compounds known as eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids. These are sesquiterpenoids with a structure based on the eudesmane skeleton. Selin-11-en-4-ol is found in Alpinia oxyoxyphylla, Alpinia oxyphylla , Ambrosia trifida, Amitermes excellens, Anthemis aciphylla BOISS.var.discoidea BOISS, Artemisia annua L.cultivar Jwarharti , Bothriochloa intermedia, Callicarpa americana, Callicarpa japonica, Citrus spp., Conocephalum conicum, Cymbopogon flexuosus , Dittrichia graveolens , Humulus lupulus, Laggera alata var.alata , Murraya paniculata , Panax ginseng , Peucedanum paniculatum L., Piper nigrum , Podocarpus dacrydiodes, Podocarpus dacrydioides , Pulicaria gnaphalodes, Salvia tomentosa, Tanacetum macrophyllum and Valeriana officinalis L. . Selin-11-en-4-ol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241221362D          

 16 17  0  0  1  0            999 V2000
    0.0000   -2.4750    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
   -0.7145   -1.2375    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
    0.7145   -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
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  1  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 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2452   -2.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4706   -2.3784    0.0000 O   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
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  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  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
  4 13  1  0  0  0  0
 11 14  1  6  0  0  0
 11 15  1  1  0  0  0
  7 16  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0047020

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=C)C1CCC2(C)CCC[C@@](C)(O)C2C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O/c1-11(2)12-6-9-14(3)7-5-8-15(4,16)13(14)10-12/h12-13,16H,1,5-10H2,2-4H3/t12?,13?,14?,15-/m1/s1

> <INCHI_KEY>
DPQYOKVMVCQHMY-MLGYPOCJSA-N

> <FORMULA>
C15H26O

> <MOLECULAR_WEIGHT>
222.3663

> <EXACT_MASS>
222.198365454

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
27.43603576896357

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R)-1,4a-dimethyl-7-(prop-1-en-2-yl)-decahydronaphthalen-1-ol

> <ALOGPS_LOGP>
4.04

> <JCHEM_LOGP>
3.6096816480000014

> <ALOGPS_LOGS>
-4.40

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-0.4615436652577537

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
68.2845

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.79e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R)-1,4a-dimethyl-7-(prop-1-en-2-yl)-octahydronaphthalen-1-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.058  -4.440   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       4.612  -4.440   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   13                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   12   16                                             
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   14   15                                             
CONECT   12   11    7   13                                                  
CONECT   13   12    4                                                       
CONECT   14   11                                                            
CONECT   15   11                                                            
CONECT   16    7                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₆O

Average Mass

222.3663 Da

Monoisotopic Mass

222.19837 Da

IUPAC Name

(1R)-1,4a-dimethyl-7-(prop-1-en-2-yl)-decahydronaphthalen-1-ol

Traditional Name

(1R)-1,4a-dimethyl-7-(prop-1-en-2-yl)-octahydronaphthalen-1-ol

CAS Registry Number

Not Available

SMILES

CC(=C)C1CCC2(C)CCC[C@@](C)(O)C2C1

InChI Identifier

InChI=1S/C15H26O/c1-11(2)12-6-9-14(3)7-5-8-15(4,16)13(14)10-12/h12-13,16H,1,5-10H2,2-4H3/t12?,13?,14?,15-/m1/s1

InChI Key

DPQYOKVMVCQHMY-MLGYPOCJSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Alpinia oxyoxyphylla	Plant	KNApSAcK
Alpinia oxyphylla	Plant	KNApSAcK
Ambrosia trifida	Plant	KNApSAcK
Amitermes excellens	Animalia	KNApSAcK
Anthemis aciphylla BOISS.var.discoidea BOISS	Plant	KNApSAcK
Artemisia annua L.cultivar Jwarharti	Plant	KNApSAcK
Bothriochloa intermedia	Plant	KNApSAcK
Callicarpa americana	Plant	KNApSAcK
Callicarpa japonica	Plant	KNApSAcK
Citrus spp.	Plant	KNApSAcK
Conocephalum conicum	LOTUS Database	35616633
Cymbopogon flexuosus	Plant	KNApSAcK
Dittrichia graveolens	Plant	KNApSAcK
Humulus lupulus	LOTUS Database	35616633
Laggera alata var.alata	Plant	KNApSAcK
Murraya paniculata	Plant	KNApSAcK
Origanum vulgare	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Panax ginseng	Plant	KNApSAcK
Peucedanum paniculatum L.	Plant	KNApSAcK
Piper nigrum L.	Plant	KNApSAcK
Podocarpus dacrydiodes	Plant	KNApSAcK
Podocarpus dacrydioides	Plant	KNApSAcK
Pulicaria gnaphalodes	Plant	KNApSAcK
Salvia officinalis	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Salvia tomentosa	LOTUS Database	35616633
Tanacetum macrophyllum	Plant	KNApSAcK
Valeriana officinalis	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids. These are sesquiterpenoids with a structure based on the eudesmane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids

Alternative Parents

Substituents

Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoid
Tertiary alcohol
Cyclic alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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	4.04	ALOGPS
logP	3.61	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Basic)	-0.46	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	1	ChemAxon
Refractivity	68.28 m³·mol⁻¹	ChemAxon
Polarizability	27.44 Å³	ChemAxon
Number of Rings	2	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

FDB007011

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

6428433

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Selin-11-en-4-ol (NP0047020)

MOL for NP0047020 (Selin-11-en-4-ol)

3D MOL for NP0047020 (Selin-11-en-4-ol)

3D SDF for NP0047020 (Selin-11-en-4-ol)

3D-SDF for NP0047020 (Selin-11-en-4-ol)

PDB for NP0047020 (Selin-11-en-4-ol)

3D PDB for NP0047020 (Selin-11-en-4-ol)

SMILES for NP0047020 (Selin-11-en-4-ol)

INCHI for NP0047020 (Selin-11-en-4-ol)

Structure for NP0047020 (Selin-11-en-4-ol)

3D Structure for NP0047020 (Selin-11-en-4-ol)