Np mrd loader

Showing NP-Card for (1r,4ar,6r,8ar)-1-bromo-8a-methyl-6-[(2e,4e)-6-methylhepta-2,4,6-trien-2-yl]-4-methylidene-hexahydro-1h-naphthalen-4a-ol (NP0223024)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-09-06 01:00:39 UTC
Updated at2022-09-06 01:00:39 UTC
NP-MRD IDNP0223024
Secondary Accession NumbersNone
Natural Product Identification
Common Name(1r,4ar,6r,8ar)-1-bromo-8a-methyl-6-[(2e,4e)-6-methylhepta-2,4,6-trien-2-yl]-4-methylidene-hexahydro-1h-naphthalen-4a-ol
DescriptionAnhydroaplysiadiol belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. Based on a literature review very few articles have been published on Anhydroaplysiadiol.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0223024 ((1r,4ar,6r,8ar)-1-bromo-8a-methyl-6-[(2e,4e)-6-methylhepta-2,4,6-trien-2-yl]-4-methylidene-hexahydro-1h-naphthalen-4a-ol)


  Mrv1652309062203002D          

 22 23  0  0  1  0            999 V2000
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    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
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9  7  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 12 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
  9 22  1  0  0  0  0
M  END
Download

3D MOL for NP0223024 ((1r,4ar,6r,8ar)-1-bromo-8a-methyl-6-[(2e,4e)-6-methylhepta-2,4,6-trien-2-yl]-4-methylidene-hexahydro-1h-naphthalen-4a-ol)

Download
3D SDF for NP0223024 ((1r,4ar,6r,8ar)-1-bromo-8a-methyl-6-[(2e,4e)-6-methylhepta-2,4,6-trien-2-yl]-4-methylidene-hexahydro-1h-naphthalen-4a-ol)

  Mrv1652309062203002D          

 22 23  0  0  1  0            999 V2000
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    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
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9  7  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  0  0  0
 12 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 12 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
  9 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0223024

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=C)\C=C\C=C(/C)[C@@H]1CC[C@@]2(C)[C@H](Br)CCC(=C)[C@]2(O)C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H29BrO/c1-14(2)7-6-8-15(3)17-11-12-19(5)18(21)10-9-16(4)20(19,22)13-17/h6-8,17-18,22H,1,4,9-13H2,2-3,5H3/b7-6+,15-8+/t17-,18-,19+,20-/m1/s1

> <INCHI_KEY>
SPJZQPJMDFSONI-JAZSVCEISA-N

> <FORMULA>
C20H29BrO

> <MOLECULAR_WEIGHT>
365.355

> <EXACT_MASS>
364.140179

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
39.14649388587885

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,4aR,6R,8aR)-1-bromo-8a-methyl-6-[(2E,4E)-6-methylhepta-2,4,6-trien-2-yl]-4-methylidene-decahydronaphthalen-4a-ol

> <JCHEM_LOGP>
5.180919426999999

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.806988291543124

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3206233212790366

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
100.22319999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,4aR,6R,8aR)-1-bromo-8a-methyl-6-[(2E,4E)-6-methylhepta-2,4,6-trien-2-yl]-4-methylidene-hexahydro-1H-naphthalen-4a-ol

> <JCHEM_VEBER_RULE>
1

$$$$

Download
3D-SDF for NP0223024 ((1r,4ar,6r,8ar)-1-bromo-8a-methyl-6-[(2e,4e)-6-methylhepta-2,4,6-trien-2-yl]-4-methylidene-hexahydro-1h-naphthalen-4a-ol)
Download
PDB for NP0223024 ((1r,4ar,6r,8ar)-1-bromo-8a-methyl-6-[(2e,4e)-6-methylhepta-2,4,6-trien-2-yl]-4-methylidene-hexahydro-1h-naphthalen-4a-ol)
HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   15 Br   UNK     0       5.335   1.540   0.000  0.00  0.00          Br+0
HETATM   16  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.001  -3.850   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   22                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14   20                                             
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   12   21   22                                             
CONECT   21   20                                                            
CONECT   22   20    9                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

Download
3D PDB for NP0223024 ((1r,4ar,6r,8ar)-1-bromo-8a-methyl-6-[(2e,4e)-6-methylhepta-2,4,6-trien-2-yl]-4-methylidene-hexahydro-1h-naphthalen-4a-ol)
Download
SMILES for NP0223024 ((1r,4ar,6r,8ar)-1-bromo-8a-methyl-6-[(2e,4e)-6-methylhepta-2,4,6-trien-2-yl]-4-methylidene-hexahydro-1h-naphthalen-4a-ol)
CC(=C)\C=C\C=C(/C)[C@@H]1CC[C@@]2(C)[C@H](Br)CCC(=C)[C@]2(O)C1
Download
INCHI for NP0223024 ((1r,4ar,6r,8ar)-1-bromo-8a-methyl-6-[(2e,4e)-6-methylhepta-2,4,6-trien-2-yl]-4-methylidene-hexahydro-1h-naphthalen-4a-ol)
InChI=1S/C20H29BrO/c1-14(2)7-6-8-15(3)17-11-12-19(5)18(21)10-9-16(4)20(19,22)13-17/h6-8,17-18,22H,1,4,9-13H2,2-3,5H3/b7-6+,15-8+/t17-,18-,19+,20-/m1/s1
Download
View in JSmol
SynonymsNot Available
Chemical FormulaC20H29BrO
Average Mass365.3550 Da
Monoisotopic Mass364.14018 Da
IUPAC Name(1R,4aR,6R,8aR)-1-bromo-8a-methyl-6-[(2E,4E)-6-methylhepta-2,4,6-trien-2-yl]-4-methylidene-decahydronaphthalen-4a-ol
Traditional Name(1R,4aR,6R,8aR)-1-bromo-8a-methyl-6-[(2E,4E)-6-methylhepta-2,4,6-trien-2-yl]-4-methylidene-hexahydro-1H-naphthalen-4a-ol
CAS Registry NumberNot Available
SMILES
CC(=C)\C=C\C=C(/C)[C@@H]1CC[C@@]2(C)[C@H](Br)CCC(=C)[C@]2(O)C1
InChI Identifier
InChI=1S/C20H29BrO/c1-14(2)7-6-8-15(3)17-11-12-19(5)18(21)10-9-16(4)20(19,22)13-17/h6-8,17-18,22H,1,4,9-13H2,2-3,5H3/b7-6+,15-8+/t17-,18-,19+,20-/m1/s1
InChI KeySPJZQPJMDFSONI-JAZSVCEISA-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 diterpenoids. These are terpene compounds formed by four isoprene units.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassDiterpenoids  
Direct ParentDiterpenoids  
Alternative Parents
Substituents
  • Lobane diterpenoid
    • 

  • Diterpenoid
    • 

  • Tertiary alcohol
    • 

  • Cyclic alcohol
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Organobromide
    • 

  • Organohalogen compound
    • 

  • Alkyl halide
    • 

  • Alkyl bromide
    • 

  • Alcohol
    • 

  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic 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
logP5.18ChemAxon
pKa (Strongest Acidic)13.81ChemAxon
pKa (Strongest Basic)-3.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity100.22 m³·mol⁻¹ChemAxon
Polarizability39.15 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
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 ID10184004  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound15386451  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]