Showing NP-Card for (r)-ipsdienol (NP0170549)

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Record Information
Version2.0
Created at2022-09-03 06:44:07 UTC
Updated at2022-09-03 06:44:07 UTC
NP-MRD IDNP0170549
Secondary Accession NumbersNone
Natural Product Identification
Common Name(r)-ipsdienol
Description(4R)-ipsdienol belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle. Thus, (4R)-ipsdienol is considered to be an isoprenoid. (r)-ipsdienol is found in Ips paraconfusus. Based on a literature review very few articles have been published on (4R)-ipsdienol.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0170549 ((r)-ipsdienol)

  Mrv1652309032208442D          

 11 10  0  0  1  0            999 V2000
   -0.1914    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6664   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0954    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8099    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0954   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
M  END
Download

3D MOL for NP0170549 ((r)-ipsdienol)

     RDKit          3D

 27 26  0  0  0  0  0  0  0  0999 V2000
   -3.4808   -1.0066    0.4634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9708   -0.4617   -0.5927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8168    0.3926   -0.6648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4661    0.8855   -1.8580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0145    0.7776    0.4892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0323   -0.2499    0.9407 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6358   -1.4263    1.3037 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9611   -0.5767   -0.1352 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1663   -0.0366   -0.0760 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1699   -0.3569   -1.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5207    0.8687    1.0290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3733   -1.6466    0.3701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1376   -0.8839    1.4654 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4974   -0.6907   -1.5464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0195    0.6351   -2.7332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6225    1.5329   -1.9134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6294    1.0465    1.3821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4346    1.7317    0.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5228    0.1107    1.8497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9165   -1.3631    2.2472 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6412   -1.2489   -0.9215 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8354    0.0360   -2.1414 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1897   -1.4705   -1.2223 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1364    0.0542   -0.8572 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6964    0.2750    1.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4506    1.4443    0.7697 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7573    1.6274    1.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  1  0
  9 11  1  0
  9  8  2  3
  8  6  1  0
  6  7  1  0
  6  5  1  0
  5  3  1  0
  3  4  2  3
  3  2  1  0
  2  1  2  3
 10 22  1  0
 10 23  1  0
 10 24  1  0
 11 25  1  0
 11 26  1  0
 11 27  1  0
  8 21  1  0
  6 19  1  1
  7 20  1  0
  5 17  1  0
  5 18  1  0
  4 15  1  0
  4 16  1  0
  2 14  1  0
  1 12  1  0
  1 13  1  0
M  END
Download

3D SDF for NP0170549 ((r)-ipsdienol)

  Mrv1652309032208442D          

 11 10  0  0  1  0            999 V2000
   -0.1914    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6664   -0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0954    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8099    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0954   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0170549

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=C[C@H](O)CC(=C)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C10H16O/c1-5-9(4)7-10(11)6-8(2)3/h5-6,10-11H,1,4,7H2,2-3H3/t10-/m0/s1

> <INCHI_KEY>
NHMKYUHMPXBMFI-JTQLQIEISA-N

> <FORMULA>
C10H16O

> <MOLECULAR_WEIGHT>
152.237

> <EXACT_MASS>
152.120115135

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
18.474267245727447

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4R)-2-methyl-6-methylideneocta-2,7-dien-4-ol

> <ALOGPS_LOGP>
2.56

> <JCHEM_LOGP>
2.3062890696666667

> <ALOGPS_LOGS>
-2.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.331069717818597

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3417901054261456

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
49.894499999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.00e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4R)-2-methyl-6-methylideneocta-2,7-dien-4-ol

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0170549 ((r)-ipsdienol)

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PDB for NP0170549 ((r)-ipsdienol)
HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0      -0.357   1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.976   2.104   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.310  -0.206   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.977   1.334   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.977  -0.206   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       6.311   2.104   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.645   1.334   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.978   2.104   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.645  -0.206   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    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   20    0
END

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3D PDB for NP0170549 ((r)-ipsdienol)
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SMILES for NP0170549 ((r)-ipsdienol)
CC(C)=C[C@H](O)CC(=C)C=C
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INCHI for NP0170549 ((r)-ipsdienol)
InChI=1S/C10H16O/c1-5-9(4)7-10(11)6-8(2)3/h5-6,10-11H,1,4,7H2,2-3H3/t10-/m0/s1
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View in JSmol
Synonyms
ValueSource
(R)-(-)-IpsdienolChEBI
Chemical FormulaC10H16O
Average Mass152.2370 Da
Monoisotopic Mass152.12012 Da
IUPAC Name(4R)-2-methyl-6-methylideneocta-2,7-dien-4-ol
Traditional Name(4R)-2-methyl-6-methylideneocta-2,7-dien-4-ol
CAS Registry NumberNot Available
SMILES
CC(C)=C[C@H](O)CC(=C)C=C
InChI Identifier
InChI=1S/C10H16O/c1-5-9(4)7-10(11)6-8(2)3/h5-6,10-11H,1,4,7H2,2-3H3/t10-/m0/s1
InChI KeyNHMKYUHMPXBMFI-JTQLQIEISA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Ips paraconfususLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassMonoterpenoids  
Direct ParentAcyclic monoterpenoids  
Alternative Parents
Substituents
  • Acyclic monoterpenoid
    • 

  • Secondary alcohol
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Alcohol
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP2.56ALOGPS
logP2.31ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)18.33ChemAxon
pKa (Strongest Basic)-1.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity49.89 m³·mol⁻¹ChemAxon
Polarizability18.47 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID157729  
KEGG Compound IDNot Available
BioCyc IDCPD-8835  
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound181296  
PDB IDNot Available
ChEBI ID84970  
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]