NP-MRD: Showing NP-Card for 3-Acetyl Betulinaldehyde (NP0138436)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-06-29 17:29:30 UTC

Updated at

2022-06-29 17:29:30 UTC

NP-MRD ID

NP0138436

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-Acetyl Betulinaldehyde

Description

Alpha-D-Fructofuranoside, butyl belongs to the class of organic compounds known as c-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a C-glycosidic bond. Based on a literature review very few articles have been published on alpha-D-Fructofuranoside, butyl.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 36 36  0  0  0  0  0  0  0  0999 V2000
    3.8132    1.8061    0.6001 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7427    0.6205   -0.3325 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2436    0.3765   -0.6503 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6120    0.1055    0.6846 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3252   -0.1052    0.8220 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4757   -0.9948    0.2937 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1811   -2.4472    0.5058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1695   -3.1817   -0.1498 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7935   -0.7957    0.8463 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1522    0.4707    0.4042 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6633    0.5679    0.3911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1870    0.3631    1.6664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6400    0.5867   -1.0082 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7996    1.6626   -1.1098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8411   -0.6904   -1.1638 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6970   -1.6938   -1.6523 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8123    1.5016    1.6682 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9809    2.4991    0.3689 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7766    2.3663    0.4545 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1524   -0.2680    0.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2596    0.8574   -1.2631 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8932    1.2752   -1.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1945   -0.4750   -1.3648 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8572    1.0622    1.2856 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2720   -0.6369    1.2618 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7850   -2.7769    0.1315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2954   -2.6601    1.5888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0549   -4.1595   -0.0390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7389    1.2079    1.0955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1046   -0.1609   -0.3163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9725    1.5736    0.0193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9761    0.9505    1.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4610    0.6002   -1.7548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0375    2.4385   -0.5616 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0225   -0.5786   -1.8078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5018   -1.2671   -2.0417 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  6  5  1  1
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15  6  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
 10 29  1  1
 11 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  6
 14 34  1  0
 15 35  1  6
 16 36  1  0
M  END


  Mrv1652309082205472D          

 16 16  0  0  1  0            999 V2000
   -2.1359   -1.8485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4214   -1.4360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7070   -1.8485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0075   -1.4360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7220   -1.8485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4364   -1.4360    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7720   -2.1897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5925   -2.2759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9515   -0.7686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4364   -0.1011    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1815    0.6835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7335    1.2966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2211   -0.3561    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8885    0.1288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2211   -1.1811    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8885   -1.6660    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  1  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  6  0  0  0
  7  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
  6 15  1  0  0  0  0
 15 16  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0138436

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCO[C@@]1(CO)O[C@H](CO)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C10H20O6/c1-2-3-4-15-10(6-12)9(14)8(13)7(5-11)16-10/h7-9,11-14H,2-6H2,1H3/t7-,8-,9+,10+/m1/s1

> <INCHI_KEY>
XRGRZXPJJVQDJO-IMSYWVGJSA-N

> <FORMULA>
C10H20O6

> <MOLECULAR_WEIGHT>
236.264

> <EXACT_MASS>
236.125988364

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
24.657322845981682

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4S,5R)-2-butoxy-2,5-bis(hydroxymethyl)oxolane-3,4-diol

> <JCHEM_LOGP>
-0.7909737996666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.39406953164606

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.090250254395983

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9814326460288623

> <JCHEM_POLAR_SURFACE_AREA>
99.38000000000001

> <JCHEM_REFRACTIVITY>
54.9856

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4S,5R)-2-butoxy-2,5-bis(hydroxymethyl)oxolane-3,4-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0      -3.987  -3.451   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.653  -2.681   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.320  -3.451   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.014  -2.681   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.348  -3.451   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.681  -2.681   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.308  -4.087   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.839  -4.248   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       1.776  -1.435   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.681  -0.189   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.205   1.276   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       3.236   2.420   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.146  -0.665   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       5.392   0.240   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.146  -2.205   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       5.392  -3.110   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    9   15                                             
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    6   10                                                       
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13   10   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13    6   16                                                  
CONECT   16   15                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

View in JSmol

Synonyms

Value	Source
a-D-Fructofuranoside, butyl	Generator
Α-D-fructofuranoside, butyl	Generator

Chemical Formula

C₃₂H₅₀O₃

Average Mass

482.7490 Da

Monoisotopic Mass

482.37600 Da

IUPAC Name

(2S,3S,4S,5R)-2-butoxy-2,5-bis(hydroxymethyl)oxolane-3,4-diol

Traditional Name

(2S,3S,4S,5R)-2-butoxy-2,5-bis(hydroxymethyl)oxolane-3,4-diol

CAS Registry Number

27570-21-4

SMILES

[H][C@]12[C@@H](CC[C@@]1(CC[C@]1(C)[C@]2([H])CC[C@]2([H])[C@@]3(C)CC[C@H](OC(C)=O)C(C)(C)[C@]3([H])CC[C@@]12C)C=O)C(C)=C

InChI Identifier

InChI=1S/C32H50O3/c1-20(2)22-11-16-32(19-33)18-17-30(7)23(27(22)32)9-10-25-29(6)14-13-26(35-21(3)34)28(4,5)24(29)12-15-31(25,30)8/h19,22-27H,1,9-18H2,2-8H3/t22-,23+,24-,25+,26-,27+,29-,30+,31+,32+/m0/s1

InChI Key

VATQYYFSJMNJAL-VFUWXHBOSA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as c-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a C-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

C-glycosyl compounds

Alternative Parents

Substituents

C-glycosyl compound
Pentose monosaccharide
Ketal
Monosaccharide
Oxolane
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Acetal
Hydrocarbon derivative
Primary alcohol
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	-0.79	ChemAxon
pKa (Strongest Acidic)	12.09	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	99.38 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	54.99 m³·mol⁻¹	ChemAxon
Polarizability	24.66 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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

62926889

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13386214

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for 3-Acetyl Betulinaldehyde (NP0138436)

MOL for NP0138436 (3-Acetyl Betulinaldehyde)

3D MOL for NP0138436 (3-Acetyl Betulinaldehyde)

3D SDF for NP0138436 (3-Acetyl Betulinaldehyde)

3D-SDF for NP0138436 (3-Acetyl Betulinaldehyde)

PDB for NP0138436 (3-Acetyl Betulinaldehyde)

3D PDB for NP0138436 (3-Acetyl Betulinaldehyde)

SMILES for NP0138436 (3-Acetyl Betulinaldehyde)

INCHI for NP0138436 (3-Acetyl Betulinaldehyde)

Structure for NP0138436 (3-Acetyl Betulinaldehyde)

3D Structure for NP0138436 (3-Acetyl Betulinaldehyde)