NP-MRD: Showing NP-Card for Dstramonin D (NP0331651)

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Record Information

Version

2.0

Created at

2023-05-26 16:01:04 UTC

Updated at

2024-09-03 04:16:23 UTC

NP-MRD ID

NP0331651

Natural Product DOI

https://doi.org/10.57994/0640

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Dstramonin D

Description

Dstramonin D belongs to the class of organic compounds known as monosaccharides. Monosaccharides are compounds containing one carbohydrate unit not glycosidically linked to another such unit, and no set of two or more glycosidically linked carbohydrate units. Monosaccharides have the general formula CnH2nOn. Dstramonin D was first documented in 2024 (PMID: 37198914). Based on a literature review very few articles have been published on Dstramonin D.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305262318012D          

 16 17  0  0  1  0            999 V2000
    0.5549   -1.9309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3984   -2.1500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7845    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.9521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    0.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534   -0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  6  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  6  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  7 11  1  0  0  0  0
 11 12  1  0  0  0  0
  2 12  1  0  0  0  0
  5 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
  3 15  1  0  0  0  0
 15 16  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0331651

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=C)[C@@H]1CC[C@@]2(C)[C@H](O)C(=O)C(C)=C2C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H20O2/c1-8(2)10-5-6-14(4)11(7-10)9(3)12(15)13(14)16/h10,13,16H,1,5-7H2,2-4H3/t10-,13-,14-/m1/s1

> <INCHI_KEY>
LRODTYNZVFOYCZ-LERXQTSPSA-N

> <FORMULA>
C14H20O2

> <MOLECULAR_WEIGHT>
220.312

> <EXACT_MASS>
220.146329884

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
25.388186710038056

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,5R,7aR)-1-hydroxy-3,7a-dimethyl-5-(prop-1-en-2-yl)-2,4,5,6,7,7a-hexahydro-1H-inden-2-one

> <JCHEM_LOGP>
2.6486410800000013

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.897752827002176

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7183229134692484

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
64.6162

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3S,3aR,6R)-3-hydroxy-1,3a-dimethyl-6-(prop-1-en-2-yl)-4,5,6,7-tetrahydro-3H-inden-2-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       1.036  -3.604   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.197  -2.073   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.268  -2.549   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.744  -4.013   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.197  -0.533   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.530   0.237   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.864  -0.533   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.198   0.237   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.198   1.777   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.531  -0.533   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.864  -2.073   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.530  -2.843   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.268  -0.057   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.744   1.408   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.173  -1.303   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -2.713  -1.303   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    5   12                                             
CONECT    3    2    4   15                                                  
CONECT    4    3                                                            
CONECT    5    2    6   13                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   11                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    7   12                                                       
CONECT   12   11    2                                                       
CONECT   13    5   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13    3   16                                                  
CONECT   16   15                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₄H₂₀O₂

Average Mass

220.3120 Da

Monoisotopic Mass

220.14633 Da

IUPAC Name

(1S,5R,7aR)-1-hydroxy-3,7a-dimethyl-5-(prop-1-en-2-yl)-2,4,5,6,7,7a-hexahydro-1H-inden-2-one

Traditional Name

(3S,3aR,6R)-3-hydroxy-1,3a-dimethyl-6-(prop-1-en-2-yl)-4,5,6,7-tetrahydro-3H-inden-2-one

CAS Registry Number

Not Available

SMILES

CC(=C)[C@@H]1CC[C@@]2(C)[C@H](O)C(=O)C(C)=C2C1

InChI Identifier

InChI=1S/C14H20O2/c1-8(2)10-5-6-14(4)11(7-10)9(3)12(15)13(14)16/h10,13,16H,1,5-7H2,2-4H3/t10-,13-,14-/m1/s1

InChI Key

LRODTYNZVFOYCZ-LERXQTSPSA-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

Description

This compound belongs to the class of organic compounds known as monosaccharides. These are compounds containing one carbohydrate unit not glycosidically linked to another such unit, and no set of two or more glycosidically linked carbohydrate units. Monosaccharides have the general formula CnH2nOn.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Monosaccharides

Alternative Parents

Substituents

Alpha-branched alpha,beta-unsaturated-ketone
Monosaccharide
Acyloin
Alpha,beta-unsaturated ketone
Enone
Alpha-hydroxy ketone
Acryloyl-group
Cyclic ketone
Secondary alcohol
Ketone
Organic oxide
Hydrocarbon derivative
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
logP	2.65	ChemAxon
pKa (Strongest Acidic)	12.9	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	64.62 m³·mol⁻¹	ChemAxon
Polarizability	25.39 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 Dstramonin D (NP0331651)

MOL for NP0331651 (Dstramonin D)

3D MOL for NP0331651 (Dstramonin D)

3D SDF for NP0331651 (Dstramonin D)

3D-SDF for NP0331651 (Dstramonin D)

PDB for NP0331651 (Dstramonin D)

3D PDB for NP0331651 (Dstramonin D)

SMILES for NP0331651 (Dstramonin D)

INCHI for NP0331651 (Dstramonin D)

Structure for NP0331651 (Dstramonin D)

3D Structure for NP0331651 (Dstramonin D)