NP-MRD: Showing NP-Card for (4 R,5R,7R,10R)-4-hydroxy-eudesma-2,11-dien-1-one (NP0331647)

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Record Information

Version

2.0

Created at

2023-05-26 16:00:34 UTC

Updated at

2024-09-03 04:16:22 UTC

NP-MRD ID

NP0331647

Natural Product DOI

https://doi.org/10.57994/0636

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(4 R,5R,7R,10R)-4-hydroxy-eudesma-2,11-dien-1-one

Description

(4 R,5R,7R,10R)-4-hydroxy-eudesma-2,11-dien-1-one was first documented in 2024 (PMID: 37198914). Based on a literature review very few articles have been published on (4 R,5R,7R,10R)-4-hydroxy-eudesma-2,11-dien-1-one.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305262318002D          

 18 19  0  0  1  0            999 V2000
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   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
    2.1434   -0.4125    0.0000 C   0  0  2  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  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
    3.3882   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3276   -2.2820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -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  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
  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
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
  7 13  2  0  0  0  0
  6 14  1  6  0  0  0
  6 15  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
  3 17  1  0  0  0  0
  2 18  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0331647

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CC(CC[C@@]1(C)C(=O)C=CC2(C)C)C(C)=C

> <INCHI_IDENTIFIER>
InChI=1S/C16H24O/c1-11(2)12-6-9-16(5)13(10-12)15(3,4)8-7-14(16)17/h7-8,12-13H,1,6,9-10H2,2-5H3/t12?,13-,16+/m0/s1

> <INCHI_KEY>
OARASICTHXLAMG-XBUJOUKBSA-N

> <FORMULA>
C16H24O

> <MOLECULAR_WEIGHT>
232.367

> <EXACT_MASS>
232.182715393

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
27.91388277600665

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4aS,8aR)-4,4,8a-trimethyl-6-(prop-1-en-2-yl)-1,4,4a,5,6,7,8,8a-octahydronaphthalen-1-one

> <JCHEM_LOGP>
4.555476121333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-5.006575852442833

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
72.86399999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(4aS,8aR)-4,4,8a-trimethyl-6-(prop-1-en-2-yl)-5,6,7,8-tetrahydro-4aH-naphthalen-1-one

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.325  -4.260   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.345  -4.260   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       4.001   0.770   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  H   UNK     0       4.001  -3.850   0.000  0.00  0.00           H+0
HETATM   17  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   18                                                  
CONECT    3    2    4   17                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   14   15                                             
CONECT    7    6    8   13                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12   15                                             
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    7                                                            
CONECT   14    6                                                            
CONECT   15    6   10   16   17                                             
CONECT   16   15                                                            
CONECT   17   15    3                                                       
CONECT   18    2                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₂₄O

Average Mass

232.3670 Da

Monoisotopic Mass

232.18272 Da

IUPAC Name

(4aS,8aR)-4,4,8a-trimethyl-6-(prop-1-en-2-yl)-1,4,4a,5,6,7,8,8a-octahydronaphthalen-1-one

Traditional Name

(4aS,8aR)-4,4,8a-trimethyl-6-(prop-1-en-2-yl)-5,6,7,8-tetrahydro-4aH-naphthalen-1-one

CAS Registry Number

Not Available

SMILES

[H][C@@]12CC(CC[C@@]1(C)C(=O)C=CC2(C)C)C(C)=C

InChI Identifier

InChI=1S/C16H24O/c1-11(2)12-6-9-16(5)13(10-12)15(3,4)8-7-14(16)17/h7-8,12-13H,1,6,9-10H2,2-5H3/t12?,13-,16+/m0/s1

InChI Key

OARASICTHXLAMG-XBUJOUKBSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View

Predicted Spectra

Not Available

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 600, CDCl₃, simulated)	570075670@qq.com	黑龙江中医药大学	Pan juan	2024-05-14	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
stramonium		Not Available

Chemical Taxonomy

Classification

Not classified

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	4.56	ChemAxon
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	72.86 m³·mol⁻¹	ChemAxon
Polarizability	27.91 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

Pan J, Liu Y, Wang AF, Wu JT, Yang R, Guan W, Algradi AM, Kuang HX, Yang BY: Cytotoxicity sesquiterpenoids from the leaves of Datura stramonium L. Nat Prod Res. 2024 May;38(10):1639-1646. doi: 10.1080/14786419.2023.2214292. Epub 2023 May 17. [PubMed:37198914 ]

Showing NP-Card for (4 R,5R,7R,10R)-4-hydroxy-eudesma-2,11-dien-1-one (NP0331647)

MOL for NP0331647 ((4 R,5R,7R,10R)-4-hydroxy-eudesma-2,11-dien-1-one)

3D MOL for NP0331647 ((4 R,5R,7R,10R)-4-hydroxy-eudesma-2,11-dien-1-one)

3D SDF for NP0331647 ((4 R,5R,7R,10R)-4-hydroxy-eudesma-2,11-dien-1-one)

3D-SDF for NP0331647 ((4 R,5R,7R,10R)-4-hydroxy-eudesma-2,11-dien-1-one)

PDB for NP0331647 ((4 R,5R,7R,10R)-4-hydroxy-eudesma-2,11-dien-1-one)

3D PDB for NP0331647 ((4 R,5R,7R,10R)-4-hydroxy-eudesma-2,11-dien-1-one)

SMILES for NP0331647 ((4 R,5R,7R,10R)-4-hydroxy-eudesma-2,11-dien-1-one)

INCHI for NP0331647 ((4 R,5R,7R,10R)-4-hydroxy-eudesma-2,11-dien-1-one)

Structure for NP0331647 ((4 R,5R,7R,10R)-4-hydroxy-eudesma-2,11-dien-1-one)

3D Structure for NP0331647 ((4 R,5R,7R,10R)-4-hydroxy-eudesma-2,11-dien-1-one)