NP-MRD: Showing NP-Card for (+)-Hexacyclinol (NP0061018)

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Record Information

Version

2.0

Created at

2022-04-28 05:57:49 UTC

Updated at

2022-04-28 05:57:49 UTC

NP-MRD ID

NP0061018

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(+)-Hexacyclinol

Description

(1R,2R,6S,8S,9R,10S,11R,12R,13R,16R,18S)-10-hydroxy-2-(2-methoxypropan-2-yl)-16-(2-methylprop-1-en-1-yl)-7,14,15-trioxahexacyclo[9.5.2.0¹,¹².0⁴,¹⁸.0⁶,⁸.0⁹,¹³]Octadec-3-ene-5,17-dione belongs to the class of organic compounds known as monoterpenoids. Monoterpenoids are compounds containing a chain of two isoprene units. (+)-Hexacyclinol is found in Panus rudis. Based on a literature review very few articles have been published on (1R,2R,6S,8S,9R,10S,11R,12R,13R,16R,18S)-10-hydroxy-2-(2-methoxypropan-2-yl)-16-(2-methylprop-1-en-1-yl)-7,14,15-trioxahexacyclo[9.5.2.0¹,¹².0⁴,¹⁸.0⁶,⁸.0⁹,¹³]Octadec-3-ene-5,17-dione.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652304282207572D          

 30 35  0  0  1  0            999 V2000
    1.8790   -0.2218    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5334   -0.2711    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6100   -1.0752    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7523   -1.4579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0454   -2.2291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4188   -0.9917    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6707   -2.0268    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5882   -2.2442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1806   -1.5857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0149   -1.2993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5504   -1.9269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4169   -0.5437    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1118    0.2228    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1995    0.5368    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0445    0.5792    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1862    0.7139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5262    0.1550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6707   -0.6688    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0232   -1.1801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7433   -0.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3907   -1.3864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8624   -0.0587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6709    0.6704    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2126    1.3563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9281    0.1038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0891   -2.6119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6742   -3.1935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5039   -2.0303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5075   -3.1971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2901   -2.9859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  6  0  0  0
  2  3  1  1  0  0  0
  3  4  1  1  0  0  0
  4  5  2  0  0  0  0
  6  4  1  6  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  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  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 13  1  6  0  0  0
 14 15  1  0  0  0  0
  1 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
  6 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 14 23  1  0  0  0  0
  2 23  1  0  0  0  0
 23 24  1  6  0  0  0
 13 25  1  6  0  0  0
 12 25  1  6  0  0  0
  7 26  1  1  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END


  Mrv1652304282207572D          

 30 35  0  0  1  0            999 V2000
    1.8790   -0.2218    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5334   -0.2711    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6100   -1.0752    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7523   -1.4579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0454   -2.2291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4188   -0.9917    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6707   -2.0268    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5882   -2.2442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1806   -1.5857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0149   -1.2993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5504   -1.9269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4169   -0.5437    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1118    0.2228    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1995    0.5368    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0445    0.5792    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1862    0.7139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5262    0.1550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6707   -0.6688    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0232   -1.1801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7433   -0.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3907   -1.3864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8624   -0.0587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6709    0.6704    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2126    1.3563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9281    0.1038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0891   -2.6119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6742   -3.1935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5039   -2.0303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5075   -3.1971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2901   -2.9859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  6  0  0  0
  2  3  1  1  0  0  0
  3  4  1  1  0  0  0
  4  5  2  0  0  0  0
  6  4  1  6  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  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  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 13  1  6  0  0  0
 14 15  1  0  0  0  0
  1 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
  6 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 14 23  1  0  0  0  0
  2 23  1  0  0  0  0
 23 24  1  6  0  0  0
 13 25  1  6  0  0  0
 12 25  1  6  0  0  0
  7 26  1  1  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0061018

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(C)(C)[C@@H]1C=C2[C@@H]3[C@@H]4[C@H](O)[C@H]([C@@H]5O[C@@H]5C2=O)[C@@H]2OO[C@H](C=C(C)C)[C@]1([C@@H]42)C3=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H28O7/c1-8(2)6-11-23-10(22(3,4)27-5)7-9-12(21(23)26)13-15(23)18(30-29-11)14(17(13)25)19-20(28-19)16(9)24/h6-7,10-15,17-20,25H,1-5H3/t10-,11+,12+,13-,14-,15-,17-,18-,19-,20+,23+/m0/s1

> <INCHI_KEY>
YXOKLDJVQQTVQC-XWTYIUINSA-N

> <FORMULA>
C23H28O7

> <MOLECULAR_WEIGHT>
416.47

> <EXACT_MASS>
416.183503242

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       3.507  -0.414   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.729  -0.506   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.872  -2.007   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.271  -2.721   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       3.818  -4.161   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.649  -1.851   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.119  -3.783   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.831  -4.189   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.937  -2.960   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.495  -2.425   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       8.494  -3.597   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       8.245  -1.015   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.675   0.416   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.972   1.002   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.816   1.081   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.214   1.333   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       0.982   0.289   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.252  -1.248   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.043  -2.203   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.387  -1.633   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.596  -2.588   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.610  -0.110   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.986   1.251   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       4.130   2.532   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       9.199   0.194   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       2.033  -4.876   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.125  -5.961   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.941  -3.790   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       0.947  -5.968   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -0.541  -5.574   0.000  0.00  0.00           C+0
CONECT    1    2    6   15                                                  
CONECT    2    1    3   23                                                  
CONECT    3    2    4    9                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    1    7   18                                             
CONECT    7    6    8   26                                                  
CONECT    8    7    9                                                       
CONECT    9    8    3   10                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   25                                                  
CONECT   13   12   14   25                                                  
CONECT   14   13   15   23                                                  
CONECT   15   14    1   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17    6   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   14    2   24                                                  
CONECT   24   23                                                            
CONECT   25   13   12                                                       
CONECT   26    7   27   28   29                                             
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   26   30                                                       
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₂₈O₇

Average Mass

416.4700 Da

Monoisotopic Mass

416.18350 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

COC(C)(C)[C@@H]1C=C2[C@@H]3[C@@H]4[C@H](O)[C@H]([C@@H]5O[C@@H]5C2=O)[C@@H]2OO[C@H](C=C(C)C)[C@]1([C@@H]42)C3=O

InChI Identifier

InChI=1S/C23H28O7/c1-8(2)6-11-23-10(22(3,4)27-5)7-9-12(21(23)26)13-15(23)18(30-29-11)14(17(13)25)19-20(28-19)16(9)24/h6-7,10-15,17-20,25H,1-5H3/t10-,11+,12+,13-,14-,15-,17-,18-,19-,20+,23+/m0/s1

InChI Key

YXOKLDJVQQTVQC-XWTYIUINSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Panus rudis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monoterpenoids. Monoterpenoids are compounds containing a chain of two isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Monoterpenoids

Alternative Parents

Substituents

Monoterpenoid
Cyclohexenone
Ortho-dioxane
Cyclic alcohol
Dialkyl peroxide
Secondary alcohol
Ketone
Oxacycle
Organoheterocyclic compound
Ether
Oxirane
Dialkyl ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic 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

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

162957271

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for (+)-Hexacyclinol (NP0061018)

MOL for NP0061018 ((+)-Hexacyclinol)

3D MOL for NP0061018 ((+)-Hexacyclinol)

3D SDF for NP0061018 ((+)-Hexacyclinol)

3D-SDF for NP0061018 ((+)-Hexacyclinol)

PDB for NP0061018 ((+)-Hexacyclinol)

3D PDB for NP0061018 ((+)-Hexacyclinol)

SMILES for NP0061018 ((+)-Hexacyclinol)

INCHI for NP0061018 ((+)-Hexacyclinol)

Structure for NP0061018 ((+)-Hexacyclinol)

3D Structure for NP0061018 ((+)-Hexacyclinol)