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Showing NP-Card for 10,12-dimethoxy-5-methyl-8-(6-methylhept-5-en-2-yl)-11-oxatricyclo[7.3.0.0²,⁴]dodec-1(9)-en-7-ol (NP0253762)

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Record Information
Version2.0
Created at2022-09-07 17:43:51 UTC
Updated at2022-09-07 17:43:51 UTC
NP-MRD IDNP0253762
Secondary Accession NumbersNone
Natural Product Identification
Common Name10,12-dimethoxy-5-methyl-8-(6-methylhept-5-en-2-yl)-11-oxatricyclo[7.3.0.0²,⁴]dodec-1(9)-en-7-ol
Description10,12-Dimethoxy-5-methyl-8-(6-methylhept-5-en-2-yl)-11-oxatricyclo[7.3.0.0²,⁴]Dodec-1(9)-en-7-ol belongs to the class of organic compounds known as dihydrofurans. Dihydrofurans are compounds containing a dihydrofuran moiety, which is a furan derivative with only one double bond. 10,12-dimethoxy-5-methyl-8-(6-methylhept-5-en-2-yl)-11-oxatricyclo[7.3.0.0²,⁴]dodec-1(9)-en-7-ol is found in Dictyota dichotoma. 10,12-Dimethoxy-5-methyl-8-(6-methylhept-5-en-2-yl)-11-oxatricyclo[7.3.0.0²,⁴]Dodec-1(9)-en-7-ol is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0253762 (10,12-dimethoxy-5-methyl-8-(6-methylhept-5-en-2-yl)-11-oxatricyclo[7.3.0.0²,⁴]dodec-1(9)-en-7-ol)


  Mrv1533004171501302D          

 26 28  0  0  0  0            999 V2000
    2.1132   -0.7816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5860   -0.1471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8719    0.6268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6661    0.8503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6989    1.6747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3851    2.1326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1248    1.7674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9251    1.9606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4140    1.3130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5946    1.2165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1718    0.9112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0530    1.7276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1495    2.5469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9434    2.7713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3616    3.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1809    3.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4053    4.0850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8285    2.7800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5486    3.1827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2573    2.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5598    4.0076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2798    4.4103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2911    5.2353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0111    5.6380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0223    6.4629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7199    5.2158    0.0000 C   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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  3  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
  8 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
M  END
Download

3D MOL for NP0253762 (10,12-dimethoxy-5-methyl-8-(6-methylhept-5-en-2-yl)-11-oxatricyclo[7.3.0.0²,⁴]dodec-1(9)-en-7-ol)

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3D SDF for NP0253762 (10,12-dimethoxy-5-methyl-8-(6-methylhept-5-en-2-yl)-11-oxatricyclo[7.3.0.0²,⁴]dodec-1(9)-en-7-ol)

  Mrv1533004171501302D          

 26 28  0  0  0  0            999 V2000
    2.1132   -0.7816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5860   -0.1471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8719    0.6268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6661    0.8503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6989    1.6747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3851    2.1326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1248    1.7674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9251    1.9606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4140    1.3130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5946    1.2165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1718    0.9112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0530    1.7276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1495    2.5469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9434    2.7713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3616    3.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1809    3.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4053    4.0850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8285    2.7800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5486    3.1827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2573    2.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5598    4.0076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2798    4.4103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2911    5.2353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0111    5.6380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0223    6.4629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7199    5.2158    0.0000 C   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
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  3  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
  8 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0253762

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1OC(OC)C2=C1C1CC1C(C)CC(O)C2C(C)CCC=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C22H36O4/c1-12(2)8-7-9-13(3)18-17(23)10-14(4)15-11-16(15)19-20(18)22(25-6)26-21(19)24-5/h8,13-18,21-23H,7,9-11H2,1-6H3

> <INCHI_KEY>
DATTZPFKKNYKHD-UHFFFAOYSA-N

> <FORMULA>
C22H36O4

> <MOLECULAR_WEIGHT>
364.526

> <EXACT_MASS>
364.261359639

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
42.512051590433586

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
10,12-dimethoxy-5-methyl-8-(6-methylhept-5-en-2-yl)-11-oxatricyclo[7.3.0.0²,⁴]dodec-1(9)-en-7-ol

> <ALOGPS_LOGP>
2.53

> <JCHEM_LOGP>
4.1616356466666655

> <ALOGPS_LOGS>
-4.26

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.860255130318148

> <JCHEM_PKA_STRONGEST_BASIC>
-2.859924405998843

> <JCHEM_POLAR_SURFACE_AREA>
47.92

> <JCHEM_REFRACTIVITY>
104.42599999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.99e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10,12-dimethoxy-5-methyl-8-(6-methylhept-5-en-2-yl)-11-oxatricyclo[7.3.0.0²,⁴]dodec-1(9)-en-7-ol

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0253762 (10,12-dimethoxy-5-methyl-8-(6-methylhept-5-en-2-yl)-11-oxatricyclo[7.3.0.0²,⁴]dodec-1(9)-en-7-ol)
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PDB for NP0253762 (10,12-dimethoxy-5-methyl-8-(6-methylhept-5-en-2-yl)-11-oxatricyclo[7.3.0.0²,⁴]dodec-1(9)-en-7-ol)
HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       3.945  -1.459   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.960  -0.274   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.494   1.170   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.977   1.587   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       5.038   3.126   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       6.319   3.981   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       7.700   3.299   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.593   3.660   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.639   2.451   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.110   2.271   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.321   1.701   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.099   3.225   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.279   4.754   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.761   5.173   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.675   5.963   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.204   6.143   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.623   7.625   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       3.413   5.189   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.757   5.941   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.080   5.153   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.778   7.481   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.122   8.233   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.143   9.772   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.487  10.524   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.508  12.064   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.810   9.736   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    5    9   18                                                  
CONECT    9    8    3   10                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10   12                                                       
CONECT   12   11   10   13                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16    8   19                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

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3D PDB for NP0253762 (10,12-dimethoxy-5-methyl-8-(6-methylhept-5-en-2-yl)-11-oxatricyclo[7.3.0.0²,⁴]dodec-1(9)-en-7-ol)
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SMILES for NP0253762 (10,12-dimethoxy-5-methyl-8-(6-methylhept-5-en-2-yl)-11-oxatricyclo[7.3.0.0²,⁴]dodec-1(9)-en-7-ol)
COC1OC(OC)C2=C1C1CC1C(C)CC(O)C2C(C)CCC=C(C)C
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INCHI for NP0253762 (10,12-dimethoxy-5-methyl-8-(6-methylhept-5-en-2-yl)-11-oxatricyclo[7.3.0.0²,⁴]dodec-1(9)-en-7-ol)
InChI=1S/C22H36O4/c1-12(2)8-7-9-13(3)18-17(23)10-14(4)15-11-16(15)19-20(18)22(25-6)26-21(19)24-5/h8,13-18,21-23H,7,9-11H2,1-6H3
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View in JSmol
SynonymsNot Available
Chemical FormulaC22H36O4
Average Mass364.5260 Da
Monoisotopic Mass364.26136 Da
IUPAC Name10,12-dimethoxy-5-methyl-8-(6-methylhept-5-en-2-yl)-11-oxatricyclo[7.3.0.0²,⁴]dodec-1(9)-en-7-ol
Traditional Name10,12-dimethoxy-5-methyl-8-(6-methylhept-5-en-2-yl)-11-oxatricyclo[7.3.0.0²,⁴]dodec-1(9)-en-7-ol
CAS Registry NumberNot Available
SMILES
COC1OC(OC)C2=C1C1CC1C(C)CC(O)C2C(C)CCC=C(C)C
InChI Identifier
InChI=1S/C22H36O4/c1-12(2)8-7-9-13(3)18-17(23)10-14(4)15-11-16(15)19-20(18)22(25-6)26-21(19)24-5/h8,13-18,21-23H,7,9-11H2,1-6H3
InChI KeyDATTZPFKKNYKHD-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Dictyota dichotomaLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as dihydrofurans. Dihydrofurans are compounds containing a dihydrofuran moiety, which is a furan derivative with only one double bond.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassDihydrofurans  
Sub ClassNot Available
Direct ParentDihydrofurans  
Alternative Parents
Substituents
  • Dihydrofuran
    • 

  • Secondary alcohol
    • 

  • Oxacycle
    • 

  • Acetal
    • 

  • 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
logP2.53ALOGPS
logP4.16ChemAxon
logS-4.3ALOGPS
pKa (Strongest Acidic)14.86ChemAxon
pKa (Strongest Basic)-2.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area47.92 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity104.43 m³·mol⁻¹ChemAxon
Polarizability42.51 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
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 Compound73801704  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]