NP-MRD: Showing NP-Card for (1r,2s,3r,5r,6r,8s)-1,5,9,9-tetramethyl-10-oxatricyclo[6.2.2.0²,⁶]dodecan-3-ol (NP0283766)

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Record Information

Version

2.0

Created at

2022-09-09 11:10:13 UTC

Updated at

2022-09-09 11:10:14 UTC

NP-MRD ID

NP0283766

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,2s,3r,5r,6r,8s)-1,5,9,9-tetramethyl-10-oxatricyclo[6.2.2.0²,⁶]dodecan-3-ol

Description

(1R,2S,3R,5R,6R,8S)-1,5,9,9-tetramethyl-10-oxatricyclo[6.2.2.0²,⁶]Dodecan-3-ol belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms. (1r,2s,3r,5r,6r,8s)-1,5,9,9-tetramethyl-10-oxatricyclo[6.2.2.0²,⁶]dodecan-3-ol is found in Valeriana fauriei. Based on a literature review very few articles have been published on (1R,2S,3R,5R,6R,8S)-1,5,9,9-tetramethyl-10-oxatricyclo[6.2.2.0²,⁶]Dodecan-3-ol.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309092213102D          

 17 19  0  0  1  0            999 V2000
    3.7841   -1.1856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4436   -0.4341    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8513    0.2831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2952    0.8925    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4614    1.7006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5438    0.5519    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6355   -0.2680    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0516   -0.8508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2319   -0.7578    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2907   -0.1235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4953    0.4595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8456    0.9915    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9387    1.8112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0667    0.7196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7935   -0.0588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0214    0.2317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1046   -0.5127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  6  0  0  0
  6  4  1  6  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  7  8  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  6 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
  9 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0283766

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1C[C@@H](O)[C@@H]2[C@@H]1C[C@@H]1CC[C@@]2(C)OC1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O2/c1-9-7-12(16)13-11(9)8-10-5-6-15(13,4)17-14(10,2)3/h9-13,16H,5-8H2,1-4H3/t9-,10+,11-,12-,13+,15-/m1/s1

> <INCHI_KEY>
ZADVMZUKWWMSLQ-PVZBEVCSSA-N

> <FORMULA>
C15H26O2

> <MOLECULAR_WEIGHT>
238.371

> <EXACT_MASS>
238.193280077

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
27.920848557539433

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2S,3R,5R,6R,8S)-1,5,9,9-tetramethyl-10-oxatricyclo[6.2.2.0^{2,6}]dodecan-3-ol

> <JCHEM_LOGP>
2.3676802526666663

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.842524227620558

> <JCHEM_PKA_STRONGEST_BASIC>
-2.867679902838767

> <JCHEM_POLAR_SURFACE_AREA>
29.46

> <JCHEM_REFRACTIVITY>
68.4002

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,3R,5R,6R,8S)-1,5,9,9-tetramethyl-10-oxatricyclo[6.2.2.0^{2,6}]dodecan-3-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0       7.064  -2.213   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.428  -0.810   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.189   0.528   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.151   1.666   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       6.461   3.174   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       4.748   1.030   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.920  -0.500   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.830  -1.588   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.299  -1.414   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.409  -0.231   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.791   0.858   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.445   1.851   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.619   3.381   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.991   1.343   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.481  -0.110   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.040   0.433   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.195  -0.957   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   12                                                  
CONECT    7    6    2    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   15                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    6   13   14                                             
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14    9   16   17                                             
CONECT   16   15                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   38    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₆O₂

Average Mass

238.3710 Da

Monoisotopic Mass

238.19328 Da

IUPAC Name

(1R,2S,3R,5R,6R,8S)-1,5,9,9-tetramethyl-10-oxatricyclo[6.2.2.0^{2,6}]dodecan-3-ol

Traditional Name

(1R,2S,3R,5R,6R,8S)-1,5,9,9-tetramethyl-10-oxatricyclo[6.2.2.0^{2,6}]dodecan-3-ol

CAS Registry Number

Not Available

SMILES

C[C@@H]1C[C@@H](O)[C@@H]2[C@@H]1C[C@@H]1CC[C@@]2(C)OC1(C)C

InChI Identifier

InChI=1S/C15H26O2/c1-9-7-12(16)13-11(9)8-10-5-6-15(13,4)17-14(10,2)3/h9-13,16H,5-8H2,1-4H3/t9-,10+,11-,12-,13+,15-/m1/s1

InChI Key

ZADVMZUKWWMSLQ-PVZBEVCSSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Valeriana fauriei	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxepanes

Sub Class

Not Available

Direct Parent

Oxepanes

Alternative Parents

Substituents

Oxepane
Oxane
Cyclic alcohol
Secondary alcohol
Oxacycle
Ether
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic 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	2.37	ChemAxon
pKa (Strongest Acidic)	14.84	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.46 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	68.4 m³·mol⁻¹	ChemAxon
Polarizability	27.92 Å³	ChemAxon
Number of Rings	3	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

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

162844755

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,2s,3r,5r,6r,8s)-1,5,9,9-tetramethyl-10-oxatricyclo[6.2.2.0²,⁶]dodecan-3-ol (NP0283766)

MOL for NP0283766 ((1r,2s,3r,5r,6r,8s)-1,5,9,9-tetramethyl-10-oxatricyclo[6.2.2.0²,⁶]dodecan-3-ol)

3D MOL for NP0283766 ((1r,2s,3r,5r,6r,8s)-1,5,9,9-tetramethyl-10-oxatricyclo[6.2.2.0²,⁶]dodecan-3-ol)

3D SDF for NP0283766 ((1r,2s,3r,5r,6r,8s)-1,5,9,9-tetramethyl-10-oxatricyclo[6.2.2.0²,⁶]dodecan-3-ol)

3D-SDF for NP0283766 ((1r,2s,3r,5r,6r,8s)-1,5,9,9-tetramethyl-10-oxatricyclo[6.2.2.0²,⁶]dodecan-3-ol)

PDB for NP0283766 ((1r,2s,3r,5r,6r,8s)-1,5,9,9-tetramethyl-10-oxatricyclo[6.2.2.0²,⁶]dodecan-3-ol)

3D PDB for NP0283766 ((1r,2s,3r,5r,6r,8s)-1,5,9,9-tetramethyl-10-oxatricyclo[6.2.2.0²,⁶]dodecan-3-ol)

SMILES for NP0283766 ((1r,2s,3r,5r,6r,8s)-1,5,9,9-tetramethyl-10-oxatricyclo[6.2.2.0²,⁶]dodecan-3-ol)

INCHI for NP0283766 ((1r,2s,3r,5r,6r,8s)-1,5,9,9-tetramethyl-10-oxatricyclo[6.2.2.0²,⁶]dodecan-3-ol)

Structure for NP0283766 ((1r,2s,3r,5r,6r,8s)-1,5,9,9-tetramethyl-10-oxatricyclo[6.2.2.0²,⁶]dodecan-3-ol)

3D Structure for NP0283766 ((1r,2s,3r,5r,6r,8s)-1,5,9,9-tetramethyl-10-oxatricyclo[6.2.2.0²,⁶]dodecan-3-ol)