NP-MRD: Showing NP-Card for 3,4,8,8a-tetramethyl-4-(3-methylpentyl)-1,2,3,6,7,8-hexahydronaphthalen-1-ol (NP0217476)

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Record Information

Version

2.0

Created at

2022-09-05 17:50:30 UTC

Updated at

2022-09-05 17:50:30 UTC

NP-MRD ID

NP0217476

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3,4,8,8a-tetramethyl-4-(3-methylpentyl)-1,2,3,6,7,8-hexahydronaphthalen-1-ol

Description

3,4,8,8A-tetramethyl-4-(3-methylpentyl)-1,2,3,4,6,7,8,8a-octahydronaphthalen-1-ol belongs to the class of organic compounds known as cyclic alcohols and derivatives. These are organic compounds containing an aliphatic ring substituted with at least one hydroxyl group. 3,4,8,8a-tetramethyl-4-(3-methylpentyl)-1,2,3,6,7,8-hexahydronaphthalen-1-ol is found in Tinospora cordifolia. 3,4,8,8A-tetramethyl-4-(3-methylpentyl)-1,2,3,4,6,7,8,8a-octahydronaphthalen-1-ol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004251515182D          

 21 22  0  0  0  0            999 V2000
    2.6216   -1.4743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3360   -1.0618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0505   -1.4743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0505   -2.2993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7650   -1.0618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4795   -1.4743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1939   -1.0618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4761   -1.8370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6636   -0.4298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8512   -0.5730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9458    0.3455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7583    0.4887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0404    1.2640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2886   -0.1433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5707    0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1010    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3832    0.7752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6313   -0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3492   -1.4072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5367   -1.5505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0064   -0.9185    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
  3  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
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
  7 21  1  0  0  0  0
 14 21  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0217476

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(C)CCC1(C)C(C)CC(O)C2(C)C(C)CCC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C20H36O/c1-7-14(2)11-12-19(5)16(4)13-18(21)20(6)15(3)9-8-10-17(19)20/h10,14-16,18,21H,7-9,11-13H2,1-6H3

> <INCHI_KEY>
DQZAHRZEFPFGIR-UHFFFAOYSA-N

> <FORMULA>
C20H36O

> <MOLECULAR_WEIGHT>
292.507

> <EXACT_MASS>
292.276615779

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
36.989755654606434

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,4,8,8a-tetramethyl-4-(3-methylpentyl)-1,2,3,4,6,7,8,8a-octahydronaphthalen-1-ol

> <ALOGPS_LOGP>
6.54

> <JCHEM_LOGP>
5.556916347000001

> <ALOGPS_LOGS>
-5.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-0.4676266112471711

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
92.0171

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.87e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,4,8,8a-tetramethyl-4-(3-methylpentyl)-1,2,3,6,7,8-hexahydronaphthalen-1-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0       4.894  -2.752   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.227  -1.982   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.561  -2.752   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.561  -4.292   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.895  -1.982   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.228  -2.752   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.562  -1.982   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.089  -3.429   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.572  -0.802   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.055  -1.070   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.099   0.645   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.615   0.912   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      13.142   2.359   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      13.605  -0.267   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      14.132   1.180   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      15.122   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      15.649   1.447   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      16.112  -1.180   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      15.585  -2.627   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.068  -2.894   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      13.079  -1.715   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    9   21                                             
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16   21                                             
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20    7   14                                                  
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₃₆O

Average Mass

292.5070 Da

Monoisotopic Mass

292.27662 Da

IUPAC Name

3,4,8,8a-tetramethyl-4-(3-methylpentyl)-1,2,3,4,6,7,8,8a-octahydronaphthalen-1-ol

Traditional Name

3,4,8,8a-tetramethyl-4-(3-methylpentyl)-1,2,3,6,7,8-hexahydronaphthalen-1-ol

CAS Registry Number

Not Available

SMILES

CCC(C)CCC1(C)C(C)CC(O)C2(C)C(C)CCC=C12

InChI Identifier

InChI=1S/C20H36O/c1-7-14(2)11-12-19(5)16(4)13-18(21)20(6)15(3)9-8-10-17(19)20/h10,14-16,18,21H,7-9,11-13H2,1-6H3

InChI Key

DQZAHRZEFPFGIR-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Tinospora cordifolia	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclic alcohols and derivatives. These are organic compounds containing an aliphatic ring substituted with at least one hydroxyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Cyclic alcohols and derivatives

Alternative Parents

Substituents

Cyclic alcohol
Secondary alcohol
Hydrocarbon derivative
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	6.54	ALOGPS
logP	5.56	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Basic)	-0.47	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	4	ChemAxon
Refractivity	92.02 m³·mol⁻¹	ChemAxon
Polarizability	36.99 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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

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 3,4,8,8a-tetramethyl-4-(3-methylpentyl)-1,2,3,6,7,8-hexahydronaphthalen-1-ol (NP0217476)

MOL for NP0217476 (3,4,8,8a-tetramethyl-4-(3-methylpentyl)-1,2,3,6,7,8-hexahydronaphthalen-1-ol)

3D MOL for NP0217476 (3,4,8,8a-tetramethyl-4-(3-methylpentyl)-1,2,3,6,7,8-hexahydronaphthalen-1-ol)

3D SDF for NP0217476 (3,4,8,8a-tetramethyl-4-(3-methylpentyl)-1,2,3,6,7,8-hexahydronaphthalen-1-ol)

3D-SDF for NP0217476 (3,4,8,8a-tetramethyl-4-(3-methylpentyl)-1,2,3,6,7,8-hexahydronaphthalen-1-ol)

PDB for NP0217476 (3,4,8,8a-tetramethyl-4-(3-methylpentyl)-1,2,3,6,7,8-hexahydronaphthalen-1-ol)

3D PDB for NP0217476 (3,4,8,8a-tetramethyl-4-(3-methylpentyl)-1,2,3,6,7,8-hexahydronaphthalen-1-ol)

SMILES for NP0217476 (3,4,8,8a-tetramethyl-4-(3-methylpentyl)-1,2,3,6,7,8-hexahydronaphthalen-1-ol)

INCHI for NP0217476 (3,4,8,8a-tetramethyl-4-(3-methylpentyl)-1,2,3,6,7,8-hexahydronaphthalen-1-ol)

Structure for NP0217476 (3,4,8,8a-tetramethyl-4-(3-methylpentyl)-1,2,3,6,7,8-hexahydronaphthalen-1-ol)

3D Structure for NP0217476 (3,4,8,8a-tetramethyl-4-(3-methylpentyl)-1,2,3,6,7,8-hexahydronaphthalen-1-ol)