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Showing NP-Card for (1r,3e,7e,11s,12r,15s)-12-formyl-4,8-dimethyl-15-(4-methylpent-3-en-1-yl)bicyclo[9.3.1]pentadeca-3,7-diene-15-carboxylic acid (NP0270465)

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Record Information
Version2.0
Created at2022-09-08 16:23:33 UTC
Updated at2022-09-08 16:23:33 UTC
NP-MRD IDNP0270465
Secondary Accession NumbersNone
Natural Product Identification
Common Name(1r,3e,7e,11s,12r,15s)-12-formyl-4,8-dimethyl-15-(4-methylpent-3-en-1-yl)bicyclo[9.3.1]pentadeca-3,7-diene-15-carboxylic acid
DescriptionEmericellene D belongs to the class of organic compounds known as sesterterpenoids. These are terpenes composed of five consecutive isoprene units. Based on a literature review very few articles have been published on Emericellene D.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0270465 ((1r,3e,7e,11s,12r,15s)-12-formyl-4,8-dimethyl-15-(4-methylpent-3-en-1-yl)bicyclo[9.3.1]pentadeca-3,7-diene-15-carboxylic acid)


  Mrv1652309082218232D          

 28 29  0  0  1  0            999 V2000
   -0.1117    2.7939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5977    2.3727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3171    2.7763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5875    1.5477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2969    1.1265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2846    0.1256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4657   -1.7623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3584   -2.0050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3695   -2.7206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -0.1105    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8250    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8191   -0.8913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4112   -1.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -1.5395    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4125   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.1105    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9607    0.5556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7861    0.6959    0.0000 O   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
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  7 11  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  7 23  1  0  0  0  0
 23 24  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 11 26  1  0  0  0  0
 26 27  1  1  0  0  0
 27 28  2  0  0  0  0
M  END
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3D MOL for NP0270465 ((1r,3e,7e,11s,12r,15s)-12-formyl-4,8-dimethyl-15-(4-methylpent-3-en-1-yl)bicyclo[9.3.1]pentadeca-3,7-diene-15-carboxylic acid)

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3D SDF for NP0270465 ((1r,3e,7e,11s,12r,15s)-12-formyl-4,8-dimethyl-15-(4-methylpent-3-en-1-yl)bicyclo[9.3.1]pentadeca-3,7-diene-15-carboxylic acid)

  Mrv1652309082218232D          

 28 29  0  0  1  0            999 V2000
   -0.1117    2.7939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5977    2.3727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3171    2.7763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5875    1.5477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2969    1.1265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2846    0.1256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4657   -1.7623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3584   -2.0050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3695   -2.7206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -0.1105    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8250    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8191   -0.8913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4112   -1.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -1.5395    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4125   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.1105    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9607    0.5556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7861    0.6959    0.0000 O   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
  2  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  7 11  1  0  0  0  0
 11 12  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
  7 23  1  0  0  0  0
 23 24  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 11 26  1  0  0  0  0
 26 27  1  1  0  0  0
 27 28  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0270465

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)=CCC[C@@]1([C@@H]2CC[C@@H](C=O)[C@@H]1CC\C(C)=C\CC\C(C)=C\C2)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H38O3/c1-18(2)7-6-16-25(24(27)28)22-13-10-19(3)8-5-9-20(4)11-15-23(25)21(17-26)12-14-22/h7,9-10,17,21-23H,5-6,8,11-16H2,1-4H3,(H,27,28)/b19-10+,20-9+/t21-,22-,23-,25-/m0/s1

> <INCHI_KEY>
HGOFRFROKBOJJV-AOFDPRQZSA-N

> <FORMULA>
C25H38O3

> <MOLECULAR_WEIGHT>
386.576

> <EXACT_MASS>
386.282095084

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
45.11136553304634

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,3E,7E,11S,12R,15S)-12-formyl-4,8-dimethyl-15-(4-methylpent-3-en-1-yl)bicyclo[9.3.1]pentadeca-3,7-diene-15-carboxylic acid

> <JCHEM_LOGP>
6.1551855163333355

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
18.181150925052552

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.87755180924323

> <JCHEM_PKA_STRONGEST_BASIC>
-7.027553626711026

> <JCHEM_POLAR_SURFACE_AREA>
54.37

> <JCHEM_REFRACTIVITY>
117.76319999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3E,7E,11S,12R,15S)-12-formyl-4,8-dimethyl-15-(4-methylpent-3-en-1-yl)bicyclo[9.3.1]pentadeca-3,7-diene-15-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0270465 ((1r,3e,7e,11s,12r,15s)-12-formyl-4,8-dimethyl-15-(4-methylpent-3-en-1-yl)bicyclo[9.3.1]pentadeca-3,7-diene-15-carboxylic acid)
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PDB for NP0270465 ((1r,3e,7e,11s,12r,15s)-12-formyl-4,8-dimethyl-15-(4-methylpent-3-en-1-yl)bicyclo[9.3.1]pentadeca-3,7-diene-15-carboxylic acid)
HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0      -0.208   5.215   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.116   4.429   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.459   5.183   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.097   2.889   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.421   2.103   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.398   0.235   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.540  -1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.736  -3.290   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.402  -3.743   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       2.556  -5.078   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.770  -0.206   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.540   1.127   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.080   1.127   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.850  -0.206   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.396  -1.664   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.390  -0.206   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.160  -1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.390  -2.874   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.850  -2.874   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.634  -1.931   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.080  -4.207   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.540  -4.207   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.770  -2.874   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.770  -2.874   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.540  -1.540   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.770  -0.206   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.793   1.037   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -3.334   1.299   0.000  0.00  0.00           O+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   11   23                                             
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    7   12   26                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22    7   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   11   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   58    0
END

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3D PDB for NP0270465 ((1r,3e,7e,11s,12r,15s)-12-formyl-4,8-dimethyl-15-(4-methylpent-3-en-1-yl)bicyclo[9.3.1]pentadeca-3,7-diene-15-carboxylic acid)
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SMILES for NP0270465 ((1r,3e,7e,11s,12r,15s)-12-formyl-4,8-dimethyl-15-(4-methylpent-3-en-1-yl)bicyclo[9.3.1]pentadeca-3,7-diene-15-carboxylic acid)
CC(C)=CCC[C@@]1([C@@H]2CC[C@@H](C=O)[C@@H]1CC\C(C)=C\CC\C(C)=C\C2)C(O)=O
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INCHI for NP0270465 ((1r,3e,7e,11s,12r,15s)-12-formyl-4,8-dimethyl-15-(4-methylpent-3-en-1-yl)bicyclo[9.3.1]pentadeca-3,7-diene-15-carboxylic acid)
InChI=1S/C25H38O3/c1-18(2)7-6-16-25(24(27)28)22-13-10-19(3)8-5-9-20(4)11-15-23(25)21(17-26)12-14-22/h7,9-10,17,21-23H,5-6,8,11-16H2,1-4H3,(H,27,28)/b19-10+,20-9+/t21-,22-,23-,25-/m0/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC25H38O3
Average Mass386.5760 Da
Monoisotopic Mass386.28210 Da
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry NumberNot Available
SMILES
CC(C)=CCC[C@@]1([C@@H]2CC[C@@H](C=O)[C@@H]1CC\C(C)=C\CC\C(C)=C\C2)C(O)=O
InChI Identifier
InChI=1S/C25H38O3/c1-18(2)7-6-16-25(24(27)28)22-13-10-19(3)8-5-9-20(4)11-15-23(25)21(17-26)12-14-22/h7,9-10,17,21-23H,5-6,8,11-16H2,1-4H3,(H,27,28)/b19-10+,20-9+/t21-,22-,23-,25-/m0/s1
InChI KeyHGOFRFROKBOJJV-AOFDPRQZSA-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 sesterterpenoids. These are terpenes composed of five consecutive isoprene units.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassSesterterpenoids  
Direct ParentSesterterpenoids  
Alternative Parents
Substituents
  • Sesterterpenoid
    • 

  • Cericerane sesterterpenoid
    • 

  • Medium-chain fatty acid
    • 

  • Branched fatty acid
    • 

  • Fatty acyl
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid
    • 

  • Carboxylic acid derivative
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Aldehyde
    • 

  • 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
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID78442597  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound139585398  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]