NP-MRD: Showing NP-Card for Pleosmaranes E (NP0332228)

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Record Information

Version

2.0

Created at

2023-12-14 12:03:09 UTC

Updated at

2024-09-03 04:18:28 UTC

NP-MRD ID

NP0332228

Natural Product DOI

https://doi.org/10.57994/1404

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Pleosmaranes E

Description

Pleosmaranes E 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 Pleosmaranes E.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 12142312032D          

 22 24  0  0  1  0            999 V2000
    2.7770    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6465   -0.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5032   -0.9303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6465    0.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0145    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3977    1.5642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2732    1.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4553    2.3388    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
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  7  6  1  0  0  0  0
  7  8  1  1  0  0  0
  8  9  2  0  0  0  0
  7 10  1  6  0  0  0
  7 11  1  0  0  0  0
 11  3  1  0  0  0  0
 11 12  1  6  0  0  0
  2 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
  4 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 19 18  1  0  0  0  0
 19 14  1  0  0  0  0
 19 20  1  1  0  0  0
 19 21  1  6  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0332228

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@]1(CO)CCCC2=C1C=C(O)C1=C2CC[C@](C)(C=C)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C19H26O3/c1-4-18(2)9-7-13-12-6-5-8-19(3,11-20)14(12)10-15(21)16(13)17(18)22/h4,10,17,20-22H,1,5-9,11H2,2-3H3/t17-,18-,19+/m0/s1

> <INCHI_KEY>
QMFJGUWXERQEFG-GBESFXJTSA-N

> <FORMULA>
C19H26O3

> <MOLECULAR_WEIGHT>
302.414

> <EXACT_MASS>
302.188194697

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
34.800179117709725

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2R,8S)-2-ethenyl-8-(hydroxymethyl)-2,8-dimethyl-1,2,3,4,5,6,7,8-octahydrophenanthrene-1,10-diol

> <JCHEM_LOGP>
3.5332272540000003

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.01492723571138

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.271294541328546

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7935286824858414

> <JCHEM_POLAR_SURFACE_AREA>
60.69

> <JCHEM_REFRACTIVITY>
88.832

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,8S)-2-ethenyl-8-(hydroxymethyl)-2,8-dimethyl-1,3,4,5,6,7-hexahydrophenanthrene-1,10-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 14-DEC-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-DEC-23         0                                  
HETATM    1  O   UNK     0       5.184   4.771   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       4.414   3.437   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.673  -0.220   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.406  -1.736   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.673   1.760   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       7.494   3.437   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.874   3.437   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.742   2.920   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.510   3.643   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -0.850   4.366   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   13                                                  
CONECT    3    2    4   11                                                  
CONECT    4    3    5   15                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   10   11                                             
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    7                                                            
CONECT   11    7    3   12                                                  
CONECT   12   11                                                            
CONECT   13    2   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14    4   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   14   20   21                                             
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₆O₃

Average Mass

302.4140 Da

Monoisotopic Mass

302.18819 Da

IUPAC Name

(1R,2R,8S)-2-ethenyl-8-(hydroxymethyl)-2,8-dimethyl-1,2,3,4,5,6,7,8-octahydrophenanthrene-1,10-diol

Traditional Name

(1R,2R,8S)-2-ethenyl-8-(hydroxymethyl)-2,8-dimethyl-1,3,4,5,6,7-hexahydrophenanthrene-1,10-diol

CAS Registry Number

Not Available

SMILES

C[C@]1(CO)CCCC2=C1C=C(O)C1=C2CC[C@](C)(C=C)[C@H]1O

InChI Identifier

InChI=1S/C19H26O3/c1-4-18(2)9-7-13-12-6-5-8-19(3,11-20)14(12)10-15(21)16(13)17(18)22/h4,10,17,20-22H,1,5-9,11H2,2-3H3/t17-,18-,19+/m0/s1

InChI Key

QMFJGUWXERQEFG-GBESFXJTSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Sesquiterpenoids

Alternative Parents

Substituents

Farsesane sesquiterpenoid
Sesquiterpenoid
Phenanthrol
Phenanthrene
Long chain fatty alcohol
Tetralin
Fatty alcohol
1-hydroxy-2-unsubstituted benzenoid
Fatty acyl
Benzenoid
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.53	ChemAxon
pKa (Strongest Acidic)	10.27	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	60.69 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	88.83 m³·mol⁻¹	ChemAxon
Polarizability	34.8 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Pleosmaranes E (NP0332228)

MOL for NP0332228 (Pleosmaranes E)

3D MOL for NP0332228 (Pleosmaranes E)

3D SDF for NP0332228 (Pleosmaranes E)

3D-SDF for NP0332228 (Pleosmaranes E)

PDB for NP0332228 (Pleosmaranes E)

3D PDB for NP0332228 (Pleosmaranes E)

SMILES for NP0332228 (Pleosmaranes E)

INCHI for NP0332228 (Pleosmaranes E)

Structure for NP0332228 (Pleosmaranes E)

3D Structure for NP0332228 (Pleosmaranes E)