NP-MRD: Showing NP-Card for 2,9-bis(hydroxymethyl)-6,9-dimethyltricyclo[4.4.1.0²,⁸]undec-4-en-3-ol (NP0219404)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 20:22:49 UTC

Updated at

2022-09-05 20:22:49 UTC

NP-MRD ID

NP0219404

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,9-bis(hydroxymethyl)-6,9-dimethyltricyclo[4.4.1.0²,⁸]undec-4-en-3-ol

Description

2,9-Bis(hydroxymethyl)-6,9-dimethyltricyclo[4.4.1.0²,⁸]Undec-4-en-3-ol belongs to the class of organic compounds known as secondary alcohols. Secondary alcohols are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R,R'=alkyl, aryl). 2,9-bis(hydroxymethyl)-6,9-dimethyltricyclo[4.4.1.0²,⁸]undec-4-en-3-ol is found in Pestalotiopsis adusta. Based on a literature review very few articles have been published on 2,9-bis(hydroxymethyl)-6,9-dimethyltricyclo[4.4.1.0²,⁸]Undec-4-en-3-ol.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309052222222D          

 18 20  0  0  0  0            999 V2000
    2.2020   -1.4512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3075   -0.6329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7359    0.0949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2980    0.8411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4614    1.0048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2622    1.8054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7777    0.4508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0169    0.7700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0871    1.5884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8720   -0.5353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5792   -0.9893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0765   -0.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1962    0.3443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4679    0.8338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6265    0.4051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0906   -0.2770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2625    0.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0832    0.1603    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
  2 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 13 17  1  0  0  0  0
  7 17  1  0  0  0  0
 17 18  1  0  0  0  0
  2 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0219404

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(CO)CC2CC3(C)CC1C2(CO)C(O)C=C3

> <INCHI_IDENTIFIER>
InChI=1S/C15H24O3/c1-13-4-3-12(18)15(9-17)10(5-13)6-14(2,8-16)11(15)7-13/h3-4,10-12,16-18H,5-9H2,1-2H3

> <INCHI_KEY>
DIUIQBFYLNYRSD-UHFFFAOYSA-N

> <FORMULA>
C15H24O3

> <MOLECULAR_WEIGHT>
252.354

> <EXACT_MASS>
252.172544633

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
28.02806543434285

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,9-bis(hydroxymethyl)-6,9-dimethyltricyclo[4.4.1.0^{2,8}]undec-4-en-3-ol

> <JCHEM_LOGP>
0.5213981143333338

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.16733546393817

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.173880861814837

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2539013044340095

> <JCHEM_POLAR_SURFACE_AREA>
60.69

> <JCHEM_REFRACTIVITY>
70.7984

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2,9-bis(hydroxymethyl)-6,9-dimethyltricyclo[4.4.1.0^{2,8}]undec-4-en-3-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0       4.110  -2.709   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.307  -1.181   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.107   0.177   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.290   1.570   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.728   1.876   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.356   3.370   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.452   0.842   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.032   1.437   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.163   2.965   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.628  -0.999   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.948  -1.847   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.143  -0.935   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.366   0.643   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.873   1.556   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.170   0.756   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -2.036  -0.517   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.357   0.762   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.889   0.299   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   11   18                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   10   17                                             
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    7   11   12                                                  
CONECT   11   10    2                                                       
CONECT   12   10   13                                                       
CONECT   13   12   14   15   17                                             
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15                                                            
CONECT   17   13    7   18                                                  
CONECT   18   17    2                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₄O₃

Average Mass

252.3540 Da

Monoisotopic Mass

252.17254 Da

IUPAC Name

2,9-bis(hydroxymethyl)-6,9-dimethyltricyclo[4.4.1.0^{2,8}]undec-4-en-3-ol

Traditional Name

2,9-bis(hydroxymethyl)-6,9-dimethyltricyclo[4.4.1.0^{2,8}]undec-4-en-3-ol

CAS Registry Number

Not Available

SMILES

CC1(CO)CC2CC3(C)CC1C2(CO)C(O)C=C3

InChI Identifier

InChI=1S/C15H24O3/c1-13-4-3-12(18)15(9-17)10(5-13)6-14(2,8-16)11(15)7-13/h3-4,10-12,16-18H,5-9H2,1-2H3

InChI Key

DIUIQBFYLNYRSD-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Pestalotiopsis adusta	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as secondary alcohols. Secondary alcohols are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R,R'=alkyl, aryl).

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Secondary alcohols

Alternative Parents

Substituents

Secondary 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	0.52	ChemAxon
pKa (Strongest Acidic)	14.17	ChemAxon
pKa (Strongest Basic)	-1.3	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	2	ChemAxon
Refractivity	70.8 m³·mol⁻¹	ChemAxon
Polarizability	28.03 Å³	ChemAxon
Number of Rings	3	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

162823393

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2,9-bis(hydroxymethyl)-6,9-dimethyltricyclo[4.4.1.0²,⁸]undec-4-en-3-ol (NP0219404)

MOL for NP0219404 (2,9-bis(hydroxymethyl)-6,9-dimethyltricyclo[4.4.1.0²,⁸]undec-4-en-3-ol)

3D MOL for NP0219404 (2,9-bis(hydroxymethyl)-6,9-dimethyltricyclo[4.4.1.0²,⁸]undec-4-en-3-ol)

3D SDF for NP0219404 (2,9-bis(hydroxymethyl)-6,9-dimethyltricyclo[4.4.1.0²,⁸]undec-4-en-3-ol)

3D-SDF for NP0219404 (2,9-bis(hydroxymethyl)-6,9-dimethyltricyclo[4.4.1.0²,⁸]undec-4-en-3-ol)

PDB for NP0219404 (2,9-bis(hydroxymethyl)-6,9-dimethyltricyclo[4.4.1.0²,⁸]undec-4-en-3-ol)

3D PDB for NP0219404 (2,9-bis(hydroxymethyl)-6,9-dimethyltricyclo[4.4.1.0²,⁸]undec-4-en-3-ol)

SMILES for NP0219404 (2,9-bis(hydroxymethyl)-6,9-dimethyltricyclo[4.4.1.0²,⁸]undec-4-en-3-ol)

INCHI for NP0219404 (2,9-bis(hydroxymethyl)-6,9-dimethyltricyclo[4.4.1.0²,⁸]undec-4-en-3-ol)

Structure for NP0219404 (2,9-bis(hydroxymethyl)-6,9-dimethyltricyclo[4.4.1.0²,⁸]undec-4-en-3-ol)

3D Structure for NP0219404 (2,9-bis(hydroxymethyl)-6,9-dimethyltricyclo[4.4.1.0²,⁸]undec-4-en-3-ol)