NP-MRD: Showing NP-Card for 1beta-Hydroxy-beta-eudesmol (NP0137880)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-05-31 16:37:33 UTC

Updated at

2022-05-31 16:37:33 UTC

NP-MRD ID

NP0137880

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1beta-Hydroxy-beta-eudesmol

Description

1Beta-Hydroxy-beta-eudesmol, also known as 1β-hydroxy-β-eudesmol, belongs to the class of organic compounds known as eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids. These are sesquiterpenoids with a structure based on the eudesmane skeleton. 1beta-Hydroxy-beta-eudesmol is found in Achillea clypeolata, Cryptomeria japonica and Pterocarpus marsupium. 1beta-Hydroxy-beta-eudesmol was first documented in 2019 (PMID: 30820878). Based on a literature review very few articles have been published on 1beta-Hydroxy-beta-eudesmol.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 43 44  0  0  0  0  0  0  0  0999 V2000
   -1.3080    2.6222   -1.1143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7241    1.5898   -0.4305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1792    1.2665   -0.4131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4328    0.3004    0.7211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6695   -0.9935    0.4936 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3200   -1.7727   -0.4905 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2328   -0.7421    0.1194 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0326   -1.1905   -1.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3810   -1.5713    1.0904 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0290   -1.4981    0.5986 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5061   -0.0873    0.6253 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8493   -0.0355   -0.0823 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4652    1.3408    0.0098 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8286   -1.0312    0.4560 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6466   -0.3227   -1.4404 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5989    0.8987   -0.0228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8399    0.6897    0.3508 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2580    2.8980   -1.1576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0055    3.2390   -1.6633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5141    0.8300   -1.3795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7591    2.1813   -0.2350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5066    0.0200    0.7684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0652    0.7456    1.6595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7763   -1.5795    1.4360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2418   -1.4892   -0.6403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9656   -0.9924   -1.8524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9022   -2.2975   -1.2839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1575   -0.7701   -1.7943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4805   -1.0557    2.0783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7776   -2.5913    1.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0485   -1.9254   -0.4286 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6622   -2.1009    1.2739 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7004    0.1882    1.6849 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7916    2.0885   -0.4413 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7160    1.5675    1.0761 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4267    1.2908   -0.5572 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8817   -1.0080    1.5602 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8457   -0.7158    0.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6767   -2.0545    0.0593 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1802    0.2932   -2.0016 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9138    1.9219    0.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7218    0.9455   -1.1280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9590    0.9074    1.4287 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  3
  2 17  1  0
 17 16  1  0
 16 11  1  0
 11 10  1  0
 10  9  1  0
  9  7  1  0
  7  8  1  6
 11 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
  7  5  1  0
  7 17  1  0
  5 24  1  1
  6 25  1  0
  4 22  1  0
  4 23  1  0
  3 20  1  0
  3 21  1  0
  1 18  1  0
  1 19  1  0
 17 43  1  1
 16 41  1  0
 16 42  1  0
 11 33  1  1
 10 31  1  0
 10 32  1  0
  9 29  1  0
  9 30  1  0
  8 26  1  0
  8 27  1  0
  8 28  1  0
 13 34  1  0
 13 35  1  0
 13 36  1  0
 14 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
M  END


  Mrv1652305312218372D          

 20 21  0  0  1  0            999 V2000
    0.7145   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   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
    0.7145   -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
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 H   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
    2.1434   -1.2375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6993   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8743    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  6  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  2 15  1  0  0  0  0
  8 15  1  0  0  0  0
 15 16  1  6  0  0  0
 11 17  1  6  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 17 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0137880

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]1(O)CCC(=C)[C@]2([H])C[C@@]([H])(CC[C@@]12C)C(C)(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O2/c1-10-5-6-13(16)15(4)8-7-11(9-12(10)15)14(2,3)17/h11-13,16-17H,1,5-9H2,2-4H3/t11-,12+,13-,15-/m1/s1

> <INCHI_KEY>
MQOLOUZWNJHZLN-QVHKTLOISA-N

> <FORMULA>
C15H26O2

> <MOLECULAR_WEIGHT>
238.371

> <EXACT_MASS>
238.193280077

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
28.467575647576027

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,4aS,6R,8aR)-6-(2-hydroxypropan-2-yl)-8a-methyl-4-methylidene-decahydronaphthalen-1-ol

> <JCHEM_LOGP>
2.3009168510000007

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.828934407790832

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.31740133582108

> <JCHEM_PKA_STRONGEST_BASIC>
-0.4832140689374186

> <JCHEM_POLAR_SURFACE_AREA>
40.46

> <JCHEM_REFRACTIVITY>
69.877

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,4aS,6R,8aR)-6-(2-hydroxypropan-2-yl)-8a-methyl-4-methylidene-octahydronaphthalen-1-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 31-MAY-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   31-MAY-22         0                                  
HETATM    1  H   UNK     0       1.334  -3.850   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  H   UNK     0       5.335  -1.540   0.000  0.00  0.00           H+0
HETATM   10  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   12  H   UNK     0       8.002  -1.540   0.000  0.00  0.00           H+0
HETATM   13  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001  -3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.336   0.770   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.772  -1.334   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       7.232   1.334   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4   15                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10   15                                             
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   13   17                                             
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14    2    8   16                                             
CONECT   16   15                                                            
CONECT   17   11   18   19   20                                             
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   17                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

View in JSmol

Synonyms

Value	Source
1b-Hydroxy-b-eudesmol	Generator
1Β-hydroxy-β-eudesmol	Generator

Chemical Formula

C₁₅H₂₆O₂

Average Mass

238.3710 Da

Monoisotopic Mass

238.19328 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

83217-89-4

SMILES

[H][C@@]1(O)CCC(=C)[C@]2([H])C[C@@]([H])(CC[C@@]12C)C(C)(C)O

InChI Identifier

InChI=1S/C15H26O2/c1-10-5-6-13(16)15(4)8-7-11(9-12(10)15)14(2,3)17/h11-13,16-17H,1,5-9H2,2-4H3/t11-,12+,13-,15-/m1/s1

InChI Key

MQOLOUZWNJHZLN-QVHKTLOISA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Achillea clypeolata	LOTUS Database	35616633
Cryptomeria japonica	LOTUS Database	35616633
Pterocarpus marsupium	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids. These are sesquiterpenoids with a structure based on the eudesmane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids

Alternative Parents

Substituents

Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoid
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic 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

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

33823922

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13969455

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Yang JL, Liu LL, Shi YP: Two New Eudesmane Sesquiterpenoids from the Flowers of Chrysanthemum indicum. Nat Prod Bioprospect. 2019 Apr;9(2):145-148. doi: 10.1007/s13659-019-0199-9. Epub 2019 Feb 28. [PubMed:30820878 ]

Showing NP-Card for 1beta-Hydroxy-beta-eudesmol (NP0137880)

MOL for NP0137880 (1beta-Hydroxy-beta-eudesmol)

3D MOL for NP0137880 (1beta-Hydroxy-beta-eudesmol)

3D SDF for NP0137880 (1beta-Hydroxy-beta-eudesmol)

3D-SDF for NP0137880 (1beta-Hydroxy-beta-eudesmol)

PDB for NP0137880 (1beta-Hydroxy-beta-eudesmol)

3D PDB for NP0137880 (1beta-Hydroxy-beta-eudesmol)

SMILES for NP0137880 (1beta-Hydroxy-beta-eudesmol)

INCHI for NP0137880 (1beta-Hydroxy-beta-eudesmol)

Structure for NP0137880 (1beta-Hydroxy-beta-eudesmol)

3D Structure for NP0137880 (1beta-Hydroxy-beta-eudesmol)