NP-MRD: Showing NP-Card for 1-(2-hydroxyethyl)-5-(hydroxymethyl)-2,5,8a-trimethyl-hexahydro-1h-naphthalen-2-ol (NP0330030)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-12 15:00:25 UTC

Updated at

2022-09-12 15:00:25 UTC

NP-MRD ID

NP0330030

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-(2-hydroxyethyl)-5-(hydroxymethyl)-2,5,8a-trimethyl-hexahydro-1h-naphthalen-2-ol

Description

1-(2-Hydroxyethyl)-5-(hydroxymethyl)-2,5,8a-trimethyl-decahydronaphthalen-2-ol belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ). 1-(2-hydroxyethyl)-5-(hydroxymethyl)-2,5,8a-trimethyl-hexahydro-1h-naphthalen-2-ol is found in Solanecio mannii. 1-(2-Hydroxyethyl)-5-(hydroxymethyl)-2,5,8a-trimethyl-decahydronaphthalen-2-ol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004241509252D          

 19 20  0  0  0  0            999 V2000
   -0.0980   -1.0942    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
    0.4323   -2.0127    0.0000 O   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
    2.3276    0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3882    0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1060    1.4072    0.0000 O   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  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
    2.1434   -2.0625    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
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    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  2  1  0  0  0  0
  2  3  1  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
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  7 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  6 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
  2 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0330030

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(O)CCC2C(C)(CO)CCCC2(C)C1CCO

> <INCHI_IDENTIFIER>
InChI=1S/C16H30O3/c1-14(11-18)7-4-8-15(2)12(14)5-9-16(3,19)13(15)6-10-17/h12-13,17-19H,4-11H2,1-3H3

> <INCHI_KEY>
OSLJXGPVHCLGHU-UHFFFAOYSA-N

> <FORMULA>
C16H30O3

> <MOLECULAR_WEIGHT>
270.413

> <EXACT_MASS>
270.219494826

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
31.695875075686462

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(2-hydroxyethyl)-5-(hydroxymethyl)-2,5,8a-trimethyl-decahydronaphthalen-2-ol

> <ALOGPS_LOGP>
1.90

> <JCHEM_LOGP>
1.5399248056666666

> <ALOGPS_LOGS>
-2.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.992979343940934

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.741597019027285

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2275064723299458

> <JCHEM_POLAR_SURFACE_AREA>
60.69

> <JCHEM_REFRACTIVITY>
76.68549999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.38e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-(2-hydroxyethyl)-5-(hydroxymethyl)-2,5,8a-trimethyl-hexahydro-1H-naphthalen-2-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      -0.183  -2.043   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.807  -3.757   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.345   1.180   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.325   1.180   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       5.798   2.627   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.334  -6.930   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4   16                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   14                                                  
CONECT    7    6    8    9   11                                             
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9                                                            
CONECT   11    7   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    6   15   16                                             
CONECT   15   14                                                            
CONECT   16   14    2   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₃₀O₃

Average Mass

270.4130 Da

Monoisotopic Mass

270.21949 Da

IUPAC Name

1-(2-hydroxyethyl)-5-(hydroxymethyl)-2,5,8a-trimethyl-decahydronaphthalen-2-ol

Traditional Name

1-(2-hydroxyethyl)-5-(hydroxymethyl)-2,5,8a-trimethyl-hexahydro-1H-naphthalen-2-ol

CAS Registry Number

Not Available

SMILES

CC1(O)CCC2C(C)(CO)CCCC2(C)C1CCO

InChI Identifier

InChI=1S/C16H30O3/c1-14(11-18)7-4-8-15(2)12(14)5-9-16(3,19)13(15)6-10-17/h12-13,17-19H,4-11H2,1-3H3

InChI Key

OSLJXGPVHCLGHU-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Solanecio mannii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ).

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Tertiary alcohols

Alternative Parents

Substituents

Tertiary alcohol
Cyclic alcohol
Hydrocarbon derivative
Primary 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	1.9	ALOGPS
logP	1.54	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	14.74	ChemAxon
pKa (Strongest Basic)	-1.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	60.69 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	76.69 m³·mol⁻¹	ChemAxon
Polarizability	31.7 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

LOTUS database [Link]

Showing NP-Card for 1-(2-hydroxyethyl)-5-(hydroxymethyl)-2,5,8a-trimethyl-hexahydro-1h-naphthalen-2-ol (NP0330030)

MOL for NP0330030 (1-(2-hydroxyethyl)-5-(hydroxymethyl)-2,5,8a-trimethyl-hexahydro-1h-naphthalen-2-ol)

3D MOL for NP0330030 (1-(2-hydroxyethyl)-5-(hydroxymethyl)-2,5,8a-trimethyl-hexahydro-1h-naphthalen-2-ol)

3D SDF for NP0330030 (1-(2-hydroxyethyl)-5-(hydroxymethyl)-2,5,8a-trimethyl-hexahydro-1h-naphthalen-2-ol)

3D-SDF for NP0330030 (1-(2-hydroxyethyl)-5-(hydroxymethyl)-2,5,8a-trimethyl-hexahydro-1h-naphthalen-2-ol)

PDB for NP0330030 (1-(2-hydroxyethyl)-5-(hydroxymethyl)-2,5,8a-trimethyl-hexahydro-1h-naphthalen-2-ol)

3D PDB for NP0330030 (1-(2-hydroxyethyl)-5-(hydroxymethyl)-2,5,8a-trimethyl-hexahydro-1h-naphthalen-2-ol)

SMILES for NP0330030 (1-(2-hydroxyethyl)-5-(hydroxymethyl)-2,5,8a-trimethyl-hexahydro-1h-naphthalen-2-ol)

INCHI for NP0330030 (1-(2-hydroxyethyl)-5-(hydroxymethyl)-2,5,8a-trimethyl-hexahydro-1h-naphthalen-2-ol)

Structure for NP0330030 (1-(2-hydroxyethyl)-5-(hydroxymethyl)-2,5,8a-trimethyl-hexahydro-1h-naphthalen-2-ol)

3D Structure for NP0330030 (1-(2-hydroxyethyl)-5-(hydroxymethyl)-2,5,8a-trimethyl-hexahydro-1h-naphthalen-2-ol)