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Showing NP-Card for 7-Ethylrosmanol (NP0048334)

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Record Information
Version2.0
Created at2022-03-17 20:54:48 UTC
Updated at2022-03-17 20:54:48 UTC
NP-MRD IDNP0048334
Secondary Accession NumbersNone
Natural Product Identification
Common Name7-Ethylrosmanol
Description7-Ethylrosmanol belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. 7-Ethylrosmanol is found in Hypis dilatata and Salvia canariensis. 7-Ethylrosmanol is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0048334 (7-Ethylrosmanol)


  Mrv0541 02241218352D          

 27 30  0  0  0  0            999 V2000
   -0.3532    0.9785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3532    0.1540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3601   -0.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0719    0.1540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0719    0.9785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3601    1.3894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0678   -0.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0678   -1.0842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3532   -1.4979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3601   -1.0842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7838    0.1540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5012   -0.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5012   -1.0842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7838   -1.4979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0678    0.5663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7838    0.9785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3532   -0.6733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0719   -1.4979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1960   -2.2140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3715   -2.2140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0678    1.3894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3601    2.2140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7866    1.3894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5012    0.9785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7866    2.2140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7866   -1.0842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5012   -1.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  1 21  1  0  0  0  0
  2  3  1  0  0  0  0
  2  7  1  0  0  0  0
  3  4  2  0  0  0  0
  3 10  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5 23  1  0  0  0  0
  6 22  1  0  0  0  0
  7  8  1  0  0  0  0
  7 11  1  0  0  0  0
  7 15  1  0  0  0  0
  8  9  1  0  0  0  0
  8 14  1  0  0  0  0
  9 10  1  0  0  0  0
  9 17  1  0  0  0  0
 10 18  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 19  1  0  0  0  0
 14 20  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 18 26  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 26 27  1  0  0  0  0
M  END
Download

3D MOL for NP0048334 (7-Ethylrosmanol)

Download
3D SDF for NP0048334 (7-Ethylrosmanol)

  Mrv0541 02241218352D          

 27 30  0  0  0  0            999 V2000
   -0.3532    0.9785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3532    0.1540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3601   -0.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0719    0.1540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0719    0.9785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3601    1.3894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0678   -0.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0678   -1.0842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3532   -1.4979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3601   -1.0842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7838    0.1540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5012   -0.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5012   -1.0842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7838   -1.4979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0678    0.5663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7838    0.9785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3532   -0.6733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0719   -1.4979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1960   -2.2140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3715   -2.2140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0678    1.3894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3601    2.2140    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7866    1.3894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5012    0.9785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7866    2.2140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7866   -1.0842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5012   -1.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  1 21  1  0  0  0  0
  2  3  1  0  0  0  0
  2  7  1  0  0  0  0
  3  4  2  0  0  0  0
  3 10  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5 23  1  0  0  0  0
  6 22  1  0  0  0  0
  7  8  1  0  0  0  0
  7 11  1  0  0  0  0
  7 15  1  0  0  0  0
  8  9  1  0  0  0  0
  8 14  1  0  0  0  0
  9 10  1  0  0  0  0
  9 17  1  0  0  0  0
 10 18  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 19  1  0  0  0  0
 14 20  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 18 26  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 26 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0048334

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCOC1C2OC(=O)C3(CCCC(C)(C)C23)C2=C(O)C(O)=C(C=C12)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C22H30O5/c1-6-26-17-13-10-12(11(2)3)15(23)16(24)14(13)22-9-7-8-21(4,5)19(22)18(17)27-20(22)25/h10-11,17-19,23-24H,6-9H2,1-5H3

> <INCHI_KEY>
HEUIVINVBVPWCU-UHFFFAOYSA-N

> <FORMULA>
C22H30O5

> <MOLECULAR_WEIGHT>
374.4706

> <EXACT_MASS>
374.20932407

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
41.025456030131224

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-ethoxy-3,4-dihydroxy-11,11-dimethyl-5-(propan-2-yl)-16-oxatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadeca-2,4,6-trien-15-one

> <ALOGPS_LOGP>
4.44

> <JCHEM_LOGP>
4.578278723666665

> <ALOGPS_LOGS>
-4.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.849957833907016

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.178519861432273

> <JCHEM_PKA_STRONGEST_BASIC>
-4.192369937435191

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
102.21339999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.60e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-ethoxy-3,4-dihydroxy-5-isopropyl-11,11-dimethyl-16-oxatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadeca-2,4,6-trien-15-one

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0048334 (7-Ethylrosmanol)
Download
PDB for NP0048334 (7-Ethylrosmanol)
HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -0.659   1.827   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.659   0.287   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.672  -0.482   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.001   0.287   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.001   1.827   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.672   2.594   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.993  -0.482   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.993  -2.024   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.659  -2.796   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.672  -2.024   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.330   0.287   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.669  -0.482   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.669  -2.024   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.330  -2.796   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.993   1.057   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -3.330   1.827   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -0.659  -1.257   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       2.001  -2.796   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -4.099  -4.133   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.560  -4.133   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.993   2.594   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.672   4.133   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.335   2.594   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.669   1.827   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.335   4.133   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.335  -2.024   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.669  -2.794   0.000  0.00  0.00           C+0
CONECT    1    2    6   21                                                  
CONECT    2    1    3    7                                                  
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   23                                                  
CONECT    6    1    5   22                                                  
CONECT    7    2    8   11   15                                             
CONECT    8    7    9   14                                                  
CONECT    9    8   10   17                                                  
CONECT   10    3    9   18                                                  
CONECT   11    7   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14    8   13   19   20                                             
CONECT   15    7   16   17                                                  
CONECT   16   15                                                            
CONECT   17    9   15                                                       
CONECT   18   10   26                                                       
CONECT   19   14                                                            
CONECT   20   14                                                            
CONECT   21    1                                                            
CONECT   22    6                                                            
CONECT   23    5   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   18   27                                                       
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

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3D PDB for NP0048334 (7-Ethylrosmanol)
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SMILES for NP0048334 (7-Ethylrosmanol)
CCOC1C2OC(=O)C3(CCCC(C)(C)C23)C2=C(O)C(O)=C(C=C12)C(C)C
Download
INCHI for NP0048334 (7-Ethylrosmanol)
InChI=1S/C22H30O5/c1-6-26-17-13-10-12(11(2)3)15(23)16(24)14(13)22-9-7-8-21(4,5)19(22)18(17)27-20(22)25/h10-11,17-19,23-24H,6-9H2,1-5H3
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SynonymsNot Available
Chemical FormulaC22H30O5
Average Mass374.4706 Da
Monoisotopic Mass374.20932 Da
IUPAC Name8-ethoxy-3,4-dihydroxy-11,11-dimethyl-5-(propan-2-yl)-16-oxatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadeca-2,4,6-trien-15-one
Traditional Name8-ethoxy-3,4-dihydroxy-5-isopropyl-11,11-dimethyl-16-oxatetracyclo[7.5.2.0¹,¹⁰.0²,⁷]hexadeca-2,4,6-trien-15-one
CAS Registry Number111200-01-2
SMILES
CCOC1C2OC(=O)C3(CCCC(C)(C)C23)C2=C(O)C(O)=C(C=C12)C(C)C
InChI Identifier
InChI=1S/C22H30O5/c1-6-26-17-13-10-12(11(2)3)15(23)16(24)14(13)22-9-7-8-21(4,5)19(22)18(17)27-20(22)25/h10-11,17-19,23-24H,6-9H2,1-5H3
InChI KeyHEUIVINVBVPWCU-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Hypis dilatata-
Salvia canariensisLOTUS Database
Salvia officinalisFooDB
Salvia rosmarinusFooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassTerpene lactones  
Direct ParentDiterpene lactones  
Alternative Parents
Substituents
  • Diterpene lactone
    • 

  • Diterpenoid
    • 

  • Phenanthrene
    • 

  • Benzoxepine
    • 

  • Tetralin
    • 

  • 1-hydroxy-4-unsubstituted benzenoid
    • 

  • Gamma butyrolactone
    • 

  • Benzenoid
    • 

  • Tetrahydrofuran
    • 

  • Carboxylic acid ester
    • 

  • Lactone
    • 

  • Carboxylic acid derivative
    • 

  • Dialkyl ether
    • 

  • Oxacycle
    • 

  • Ether
    • 

  • Organoheterocyclic compound
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Hydrocarbon derivative
    • 

  • Carbonyl group
    • 

  • Organic oxide
    • 

  • Organooxygen compound
    • 

  • Organic oxygen compound
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic 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
logP4.44ALOGPS
logP4.58ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)9.18ChemAxon
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area75.99 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity102.21 m³·mol⁻¹ChemAxon
Polarizability41.03 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB014573  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound500133  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available