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Showing NP-Card for (1s,4s,5z,7r,10z,14s)-4-isopropyl-1,7,11-trimethyl-15-oxabicyclo[12.1.0]pentadeca-5,10-dien-7-ol (NP0254224)

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Record Information
Version2.0
Created at2022-09-07 18:19:01 UTC
Updated at2022-09-07 18:19:01 UTC
NP-MRD IDNP0254224
Secondary Accession NumbersNone
Natural Product Identification
Common Name(1s,4s,5z,7r,10z,14s)-4-isopropyl-1,7,11-trimethyl-15-oxabicyclo[12.1.0]pentadeca-5,10-dien-7-ol
DescriptionEpoxysartone A belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Based on a literature review very few articles have been published on Epoxysartone A.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0254224 ((1s,4s,5z,7r,10z,14s)-4-isopropyl-1,7,11-trimethyl-15-oxabicyclo[12.1.0]pentadeca-5,10-dien-7-ol)


  Mrv1652309072220192D          

 22 23  0  0  1  0            999 V2000
    5.1280    1.4921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1280    0.6671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9323    0.4835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5774   -0.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9353   -0.7742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9353   -1.5992    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7033   -1.2978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4965   -2.2040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5774   -2.3425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9323   -2.8569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1280   -3.0404    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1280   -3.8654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8425   -4.2779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4136   -4.2779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3237   -2.8569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6787   -2.3425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3207   -1.5992    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7160   -2.1603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6063   -1.1867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3207   -0.7742    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6787   -0.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3237    0.4835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  1  0  0  0
  6  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 20 19  1  1  0  0  0
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
  2 22  1  0  0  0  0
M  END
Download

3D MOL for NP0254224 ((1s,4s,5z,7r,10z,14s)-4-isopropyl-1,7,11-trimethyl-15-oxabicyclo[12.1.0]pentadeca-5,10-dien-7-ol)

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3D SDF for NP0254224 ((1s,4s,5z,7r,10z,14s)-4-isopropyl-1,7,11-trimethyl-15-oxabicyclo[12.1.0]pentadeca-5,10-dien-7-ol)

  Mrv1652309072220192D          

 22 23  0  0  1  0            999 V2000
    5.1280    1.4921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1280    0.6671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9323    0.4835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5774   -0.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9353   -0.7742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9353   -1.5992    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7033   -1.2978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4965   -2.2040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5774   -2.3425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9323   -2.8569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1280   -3.0404    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1280   -3.8654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8425   -4.2779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4136   -4.2779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3237   -2.8569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6787   -2.3425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3207   -1.5992    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7160   -2.1603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6063   -1.1867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3207   -0.7742    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6787   -0.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3237    0.4835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  1  0  0  0
  6  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 20 19  1  1  0  0  0
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
  2 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0254224

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)[C@@H]1CC[C@]2(C)O[C@H]2CC\C(C)=C/CC[C@@](C)(O)\C=C/1

> <INCHI_IDENTIFIER>
InChI=1S/C20H34O2/c1-15(2)17-10-13-19(4,21)12-6-7-16(3)8-9-18-20(5,22-18)14-11-17/h7,10,13,15,17-18,21H,6,8-9,11-12,14H2,1-5H3/b13-10-,16-7-/t17-,18-,19+,20-/m0/s1

> <INCHI_KEY>
BSKNIQVPQSFUSP-CDAIFARNSA-N

> <FORMULA>
C20H34O2

> <MOLECULAR_WEIGHT>
306.49

> <EXACT_MASS>
306.255880335

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
36.716749540854735

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,4S,5Z,7R,10Z,14S)-1,7,11-trimethyl-4-(propan-2-yl)-15-oxabicyclo[12.1.0]pentadeca-5,10-dien-7-ol

> <JCHEM_LOGP>
4.7925098340000005

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.586977317731165

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2294166083705136

> <JCHEM_POLAR_SURFACE_AREA>
32.76

> <JCHEM_REFRACTIVITY>
94.94019999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,4S,5Z,7R,10Z,14S)-4-isopropyl-1,7,11-trimethyl-15-oxabicyclo[12.1.0]pentadeca-5,10-dien-7-ol

> <JCHEM_VEBER_RULE>
1

$$$$

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3D-SDF for NP0254224 ((1s,4s,5z,7r,10z,14s)-4-isopropyl-1,7,11-trimethyl-15-oxabicyclo[12.1.0]pentadeca-5,10-dien-7-ol)
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PDB for NP0254224 ((1s,4s,5z,7r,10z,14s)-4-isopropyl-1,7,11-trimethyl-15-oxabicyclo[12.1.0]pentadeca-5,10-dien-7-ol)
HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       9.572   2.785   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.572   1.245   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.074   0.903   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.278  -0.058   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.946  -1.445   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.946  -2.985   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.379  -2.423   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      13.993  -4.114   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      12.278  -4.373   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.074  -5.333   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.572  -5.675   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.572  -7.215   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.906  -7.985   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.239  -7.985   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.071  -5.333   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.867  -4.373   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.199  -2.985   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.070  -4.033   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.865  -2.215   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       6.199  -1.445   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.867  -0.058   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.071   0.903   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   22                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   15                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   11   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19   20                                             
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   17   21                                                  
CONECT   21   20   22                                                       
CONECT   22   21    2                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

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3D PDB for NP0254224 ((1s,4s,5z,7r,10z,14s)-4-isopropyl-1,7,11-trimethyl-15-oxabicyclo[12.1.0]pentadeca-5,10-dien-7-ol)
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SMILES for NP0254224 ((1s,4s,5z,7r,10z,14s)-4-isopropyl-1,7,11-trimethyl-15-oxabicyclo[12.1.0]pentadeca-5,10-dien-7-ol)
CC(C)[C@@H]1CC[C@]2(C)O[C@H]2CC\C(C)=C/CC[C@@](C)(O)\C=C/1
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INCHI for NP0254224 ((1s,4s,5z,7r,10z,14s)-4-isopropyl-1,7,11-trimethyl-15-oxabicyclo[12.1.0]pentadeca-5,10-dien-7-ol)
InChI=1S/C20H34O2/c1-15(2)17-10-13-19(4,21)12-6-7-16(3)8-9-18-20(5,22-18)14-11-17/h7,10,13,15,17-18,21H,6,8-9,11-12,14H2,1-5H3/b13-10-,16-7-/t17-,18-,19+,20-/m0/s1
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SynonymsNot Available
Chemical FormulaC20H34O2
Average Mass306.4900 Da
Monoisotopic Mass306.25588 Da
IUPAC Name(1S,4S,5Z,7R,10Z,14S)-1,7,11-trimethyl-4-(propan-2-yl)-15-oxabicyclo[12.1.0]pentadeca-5,10-dien-7-ol
Traditional Name(1S,4S,5Z,7R,10Z,14S)-4-isopropyl-1,7,11-trimethyl-15-oxabicyclo[12.1.0]pentadeca-5,10-dien-7-ol
CAS Registry NumberNot Available
SMILES
CC(C)[C@@H]1CC[C@]2(C)O[C@H]2CC\C(C)=C/CC[C@@](C)(O)\C=C/1
InChI Identifier
InChI=1S/C20H34O2/c1-15(2)17-10-13-19(4,21)12-6-7-16(3)8-9-18-20(5,22-18)14-11-17/h7,10,13,15,17-18,21H,6,8-9,11-12,14H2,1-5H3/b13-10-,16-7-/t17-,18-,19+,20-/m0/s1
InChI KeyBSKNIQVPQSFUSP-CDAIFARNSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
Description Belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassSesquiterpenoids  
Direct ParentSesquiterpenoids  
Alternative Parents
Substituents
  • Sesquiterpenoid
    • 

  • Tertiary alcohol
    • 

  • Oxacycle
    • 

  • Organoheterocyclic compound
    • 

  • Ether
    • 

  • Oxirane
    • 

  • Dialkyl ether
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Alcohol
    • 

  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
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
logP4.79ChemAxon
pKa (Strongest Acidic)18.59ChemAxon
pKa (Strongest Basic)-1.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area32.76 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity94.94 m³·mol⁻¹ChemAxon
Polarizability36.72 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound90474744  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]