NP-MRD: Showing NP-Card for D-Trehalose (NP0331739)

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Record Information

Version

1.0

Created at

2023-07-29 00:27:55 UTC

Updated at

2024-04-19 09:50:03 UTC

NP-MRD ID

NP0331739

Secondary Accession Numbers

None

Natural Product Identification

Common Name

D-Trehalose

Description

Trehalose, also known as alpha-D-trehalose or (GLC)2, belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. Trehalose exists in all living species, ranging from bacteria to plants to humans. In humans, trehalose is involved in the trehalose degradation pathway. Trehalose is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. It was first documented in 2021 (PMID: 34604847). Based on a literature review a significant number of articles have been published on Trehalose (PMID: 34604543) (PMID: 34600056) (PMID: 34600018) (PMID: 34597621).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0000975
     RDKit          3D
Trehalose
 45 46  0  0  0  0  0  0  0  0999 V2000
    2.1445    0.8058    3.6012 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9175    1.0161    2.4354 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8924   -0.3340    1.7047 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6221   -0.6822    1.3984 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0353   -0.0810    0.3240 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1707   -0.9690   -0.2734 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1561   -0.5877   -0.2240 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7153   -0.3616   -1.4729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8259    0.4585   -1.3423 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4718    1.9295   -1.5863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9656    2.1219   -2.8517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4593    0.3849    0.0135 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8112    0.7222   -0.1223 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4182   -1.0347    0.5542 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9076   -1.0031    1.8790 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0028   -1.5403    0.5837 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8949   -2.8511    0.1392 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9496    0.4774   -0.7007 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3564    0.3354   -1.9551 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2808   -0.2344   -0.7763 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0933    0.5146   -1.6222 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8869   -0.3965    0.5946 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7135   -1.5338    0.6706 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1965    0.9649    3.4316 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9557    1.1495    2.7774 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5173    1.8254    1.8268 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2562   -1.0658    2.4888 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4186    0.7779    0.7241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1743    0.3921    0.3171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6080    0.2201   -2.0956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8243    2.3094   -0.7724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4358    2.4768   -1.5132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7526    2.1255   -3.4816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0355    1.1105    0.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4125    0.0149    0.1777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0842   -1.6637   -0.0713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7778   -1.8983    2.2628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6097   -1.5344    1.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204   -2.9366   -0.7971 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1560    1.5673   -0.5816 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4391   -0.5868   -2.3138 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1754   -1.2441   -1.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9882    0.6753   -1.2658 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5840    0.4824    0.7267 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135   -2.3191    1.0310 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
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
  5 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22  3  1  0
 16  7  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  1
  5 28  1  1
  7 29  1  1
  9 30  1  6
 10 31  1  0
 10 32  1  0
 11 33  1  0
 12 34  1  1
 13 35  1  0
 14 36  1  6
 15 37  1  0
 16 38  1  1
 17 39  1  0
 18 40  1  1
 19 41  1  0
 20 42  1  6
 21 43  1  0
 22 44  1  1
 23 45  1  0
M  END


  Mrv1652307292023312D          

 23 24  0  0  1  0            999 V2000
    1.0717    0.6187    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3572    1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7861    1.0312    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7861    1.8562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006    0.6187    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2151    1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006   -0.2062    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2151   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7861   -0.6187    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0717   -0.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7861   -1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006   -1.8562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572    0.6187    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3572   -0.2062    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3572   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0716   -0.6187    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0716   -1.4437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7861   -0.2062    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5006   -0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7861    0.6187    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0716    1.0312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5006    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2151    0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  6  0  0  0
  3  1  1  0  0  0  0
 10  1  1  0  0  0  0
 13  2  1  6  0  0  0
  3  4  1  6  0  0  0
  5  3  1  0  0  0  0
  5  6  1  1  0  0  0
  7  5  1  0  0  0  0
  7  8  1  6  0  0  0
  9  7  1  0  0  0  0
 10  9  1  0  0  0  0
  9 11  1  1  0  0  0
 12 11  1  0  0  0  0
 14 13  1  0  0  0  0
 21 13  1  0  0  0  0
 14 15  1  6  0  0  0
 16 14  1  0  0  0  0
 16 17  1  1  0  0  0
 18 16  1  0  0  0  0
 18 19  1  6  0  0  0
 20 18  1  0  0  0  0
 21 20  1  0  0  0  0
 20 22  1  1  0  0  0
 23 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0331739

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1O[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C12H22O11/c13-1-3-5(15)7(17)9(19)11(21-3)23-12-10(20)8(18)6(16)4(2-14)22-12/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12-/m1/s1

> <INCHI_KEY>
HDTRYLNUVZCQOY-LIZSDCNHSA-N

> <FORMULA>
C12H22O11

> <MOLECULAR_WEIGHT>
342.2965

> <EXACT_MASS>
342.116211546

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
31.139303678846364

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxane-3,4,5-triol

> <ALOGPS_LOGP>
-2.98

> <JCHEM_LOGP>
-4.703374863666666

> <ALOGPS_LOGS>
0.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.427499300678097

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.9058964768732

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981084769765199

> <JCHEM_POLAR_SURFACE_AREA>
189.52999999999997

> <JCHEM_REFRACTIVITY>
68.3367

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.92e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
α,α'-trehalose

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000975
     RDKit          3D
Trehalose
 45 46  0  0  0  0  0  0  0  0999 V2000
    2.1445    0.8058    3.6012 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9175    1.0161    2.4354 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8924   -0.3340    1.7047 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6221   -0.6822    1.3984 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0353   -0.0810    0.3240 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1707   -0.9690   -0.2734 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1561   -0.5877   -0.2240 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7153   -0.3616   -1.4729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8259    0.4585   -1.3423 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4718    1.9295   -1.5863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9656    2.1219   -2.8517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4593    0.3849    0.0135 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8112    0.7222   -0.1223 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4182   -1.0347    0.5542 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9076   -1.0031    1.8790 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0028   -1.5403    0.5837 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8949   -2.8511    0.1392 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9496    0.4774   -0.7007 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3564    0.3354   -1.9551 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2808   -0.2344   -0.7763 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0933    0.5146   -1.6222 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8869   -0.3965    0.5946 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7135   -1.5338    0.6706 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1965    0.9649    3.4316 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9557    1.1495    2.7774 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5173    1.8254    1.8268 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2562   -1.0658    2.4888 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4186    0.7779    0.7241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1743    0.3921    0.3171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6080    0.2201   -2.0956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8243    2.3094   -0.7724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4358    2.4768   -1.5132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7526    2.1255   -3.4816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0355    1.1105    0.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4125    0.0149    0.1777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0842   -1.6637   -0.0713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7778   -1.8983    2.2628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6097   -1.5344    1.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204   -2.9366   -0.7971 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1560    1.5673   -0.5816 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4391   -0.5868   -2.3138 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1754   -1.2441   -1.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9882    0.6753   -1.2658 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5840    0.4824    0.7267 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135   -2.3191    1.0310 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
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
  5 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22  3  1  0
 16  7  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  1
  5 28  1  1
  7 29  1  1
  9 30  1  6
 10 31  1  0
 10 32  1  0
 11 33  1  0
 12 34  1  1
 13 35  1  0
 14 36  1  6
 15 37  1  0
 16 38  1  1
 17 39  1  0
 18 40  1  1
 19 41  1  0
 20 42  1  6
 21 43  1  0
 22 44  1  1
 23 45  1  0
M  END

HEADER    PROTEIN                                 29-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-JUL-20         0                                  
HETATM    1  C   UNK     0       2.001   1.155   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.667   1.925   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.334   1.925   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       3.334   3.465   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.668   1.155   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       6.002   1.925   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       4.668  -0.385   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       6.002  -1.155   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       3.334  -1.155   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.001  -0.385   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       3.334  -2.695   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       4.668  -3.465   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.667   1.155   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.667  -0.385   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.667  -1.155   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -2.000  -1.155   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -2.000  -2.695   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -3.334  -0.385   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -4.668  -1.155   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -3.334   1.155   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -2.000   1.925   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -4.668   1.925   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -6.002   1.155   0.000  0.00  0.00           O+0
CONECT    1    2    3   10                                                  
CONECT    2    1   13                                                       
CONECT    3    1    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    1    9                                                       
CONECT   11    9   12                                                       
CONECT   12   11                                                            
CONECT   13    2   14   21                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   13   20                                                       
CONECT   22   20   23                                                       
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

COMPND    HMDB0000975
HETATM    1  O1  UNL     1       2.145   0.806   3.601  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.917   1.016   2.435  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.892  -0.334   1.705  1.00  0.00           C  
HETATM    4  O2  UNL     1       1.622  -0.682   1.398  1.00  0.00           O  
HETATM    5  C3  UNL     1       1.035  -0.081   0.324  1.00  0.00           C  
HETATM    6  O3  UNL     1       0.171  -0.969  -0.273  1.00  0.00           O  
HETATM    7  C4  UNL     1      -1.156  -0.588  -0.224  1.00  0.00           C  
HETATM    8  O4  UNL     1      -1.715  -0.362  -1.473  1.00  0.00           O  
HETATM    9  C5  UNL     1      -2.826   0.458  -1.342  1.00  0.00           C  
HETATM   10  C6  UNL     1      -2.472   1.930  -1.586  1.00  0.00           C  
HETATM   11  O5  UNL     1      -1.966   2.122  -2.852  1.00  0.00           O  
HETATM   12  C7  UNL     1      -3.459   0.385   0.014  1.00  0.00           C  
HETATM   13  O6  UNL     1      -4.811   0.722  -0.122  1.00  0.00           O  
HETATM   14  C8  UNL     1      -3.418  -1.035   0.554  1.00  0.00           C  
HETATM   15  O7  UNL     1      -3.908  -1.003   1.879  1.00  0.00           O  
HETATM   16  C9  UNL     1      -2.003  -1.540   0.584  1.00  0.00           C  
HETATM   17  O8  UNL     1      -1.895  -2.851   0.139  1.00  0.00           O  
HETATM   18  C10 UNL     1       1.950   0.477  -0.701  1.00  0.00           C  
HETATM   19  O9  UNL     1       1.356   0.335  -1.955  1.00  0.00           O  
HETATM   20  C11 UNL     1       3.281  -0.234  -0.776  1.00  0.00           C  
HETATM   21  O10 UNL     1       4.093   0.515  -1.622  1.00  0.00           O  
HETATM   22  C12 UNL     1       3.887  -0.397   0.595  1.00  0.00           C  
HETATM   23  O11 UNL     1       4.714  -1.534   0.671  1.00  0.00           O  
HETATM   24  H1  UNL     1       1.197   0.965   3.432  1.00  0.00           H  
HETATM   25  H2  UNL     1       3.956   1.149   2.777  1.00  0.00           H  
HETATM   26  H3  UNL     1       2.517   1.825   1.827  1.00  0.00           H  
HETATM   27  H4  UNL     1       3.256  -1.066   2.489  1.00  0.00           H  
HETATM   28  H5  UNL     1       0.419   0.778   0.724  1.00  0.00           H  
HETATM   29  H6  UNL     1      -1.174   0.392   0.317  1.00  0.00           H  
HETATM   30  H7  UNL     1      -3.608   0.220  -2.096  1.00  0.00           H  
HETATM   31  H8  UNL     1      -1.824   2.309  -0.772  1.00  0.00           H  
HETATM   32  H9  UNL     1      -3.436   2.477  -1.513  1.00  0.00           H  
HETATM   33  H10 UNL     1      -2.753   2.125  -3.482  1.00  0.00           H  
HETATM   34  H11 UNL     1      -3.035   1.111   0.742  1.00  0.00           H  
HETATM   35  H12 UNL     1      -5.413   0.015   0.178  1.00  0.00           H  
HETATM   36  H13 UNL     1      -4.084  -1.664  -0.071  1.00  0.00           H  
HETATM   37  H14 UNL     1      -3.778  -1.898   2.263  1.00  0.00           H  
HETATM   38  H15 UNL     1      -1.610  -1.534   1.631  1.00  0.00           H  
HETATM   39  H16 UNL     1      -1.620  -2.937  -0.797  1.00  0.00           H  
HETATM   40  H17 UNL     1       2.156   1.567  -0.582  1.00  0.00           H  
HETATM   41  H18 UNL     1       1.439  -0.587  -2.314  1.00  0.00           H  
HETATM   42  H19 UNL     1       3.175  -1.244  -1.227  1.00  0.00           H  
HETATM   43  H20 UNL     1       4.988   0.675  -1.266  1.00  0.00           H  
HETATM   44  H21 UNL     1       4.584   0.482   0.727  1.00  0.00           H  
HETATM   45  H22 UNL     1       4.214  -2.319   1.031  1.00  0.00           H  
CONECT    1    2   24
CONECT    2    3   25   26
CONECT    3    4   22   27
CONECT    4    5
CONECT    5    6   18   28
CONECT    6    7
CONECT    7    8   16   29
CONECT    8    9
CONECT    9   10   12   30
CONECT   10   11   31   32
CONECT   11   33
CONECT   12   13   14   34
CONECT   13   35
CONECT   14   15   16   36
CONECT   15   37
CONECT   16   17   38
CONECT   17   39
CONECT   18   19   20   40
CONECT   19   41
CONECT   20   21   22   42
CONECT   21   43
CONECT   22   23   44
CONECT   23   45
END

HMDB0000975
     RDKit          3D
Trehalose
 45 46  0  0  0  0  0  0  0  0999 V2000
    2.1445    0.8058    3.6012 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9175    1.0161    2.4354 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8924   -0.3340    1.7047 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6221   -0.6822    1.3984 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0353   -0.0810    0.3240 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1707   -0.9690   -0.2734 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1561   -0.5877   -0.2240 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7153   -0.3616   -1.4729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8259    0.4585   -1.3423 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4718    1.9295   -1.5863 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9656    2.1219   -2.8517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4593    0.3849    0.0135 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.8112    0.7222   -0.1223 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4182   -1.0347    0.5542 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9076   -1.0031    1.8790 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0028   -1.5403    0.5837 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8949   -2.8511    0.1392 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9496    0.4774   -0.7007 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3564    0.3354   -1.9551 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2808   -0.2344   -0.7763 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0933    0.5146   -1.6222 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8869   -0.3965    0.5946 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7135   -1.5338    0.6706 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1965    0.9649    3.4316 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9557    1.1495    2.7774 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5173    1.8254    1.8268 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2562   -1.0658    2.4888 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4186    0.7779    0.7241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1743    0.3921    0.3171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6080    0.2201   -2.0956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8243    2.3094   -0.7724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4358    2.4768   -1.5132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7526    2.1255   -3.4816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0355    1.1105    0.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4125    0.0149    0.1777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0842   -1.6637   -0.0713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7778   -1.8983    2.2628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6097   -1.5344    1.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6204   -2.9366   -0.7971 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1560    1.5673   -0.5816 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4391   -0.5868   -2.3138 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1754   -1.2441   -1.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9882    0.6753   -1.2658 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5840    0.4824    0.7267 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135   -2.3191    1.0310 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
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
  5 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22  3  1  0
 16  7  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  1
  5 28  1  1
  7 29  1  1
  9 30  1  6
 10 31  1  0
 10 32  1  0
 11 33  1  0
 12 34  1  1
 13 35  1  0
 14 36  1  6
 15 37  1  0
 16 38  1  1
 17 39  1  0
 18 40  1  1
 19 41  1  0
 20 42  1  6
 21 43  1  0
 22 44  1  1
 23 45  1  0
M  END

View in JSmol

Synonyms

Value	Source
(GLC)2	ChEBI
alpha,Alpha'-trehalose	ChEBI
alpha-D-GLCP-(11)-alpha-D-GLCP	ChEBI
alpha-D-Glucopyranosyl-alpha-D-glucopyranoside	ChEBI
alpha-D-Trehalose	ChEBI
alpha-Trehalose	ChEBI
D-(+)-Trehalose	ChEBI
Ergot sugar	ChEBI
Mycose	ChEBI
a,Alpha'-trehalose	Generator
Α,alpha'-trehalose	Generator
a-D-GLCP-(11)-a-D-GLCP	Generator
Α-D-GLCP-(11)-α-D-GLCP	Generator
a-D-Glucopyranosyl-a-D-glucopyranoside	Generator
Α-D-glucopyranosyl-α-D-glucopyranoside	Generator
a-D-Trehalose	Generator
Α-D-trehalose	Generator
a-Trehalose	Generator
Α-trehalose	Generator
alpha,alpha-Trehalose	HMDB
D-Trehalose-anhydrous	HMDB
delta-Trehalose-anhydrous	HMDB
D-Trehalose	HMDB
Natural trehalose	HMDB
O-D-Glucopyranosyl-(1→1)-D-glucopyranoside	HMDB
alpha,Alpha'-D-trehalose	HMDB
alpha-D-Glucopyranosyl alpha-D-glucopyranoside	HMDB
Α,α'-D-trehalose	HMDB
Α,α-trehalose	HMDB
Α,α’-D-trehalose	HMDB
Α-D-glucopyranosyl α-D-glucopyranoside	HMDB
Trehalose	HMDB

Chemical Formula

C₁₂H₂₂O₁₁

Average Mass

342.2965 Da

Monoisotopic Mass

342.11621 Da

IUPAC Name

(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxane-3,4,5-triol

Traditional Name

α,α'-trehalose

CAS Registry Number

Not Available

SMILES

OC[C@H]1O[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C12H22O11/c13-1-3-5(15)7(17)9(19)11(21-3)23-12-10(20)8(18)6(16)4(2-14)22-12/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12-/m1/s1

InChI Key

HDTRYLNUVZCQOY-LIZSDCNHSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	[¹H, ] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	ztmnb@umsystem.edu	Not Available	Not Available	2023-07-29	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	ztmnb@umsystem.edu	Not Available	Not Available	2023-07-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glycosyl compounds

Alternative Parents

Substituents

O-glycosyl compound
Disaccharide
Oxane
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Acetal
Hydrocarbon derivative
Primary alcohol
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

trehalose (CHEBI:16551 )
Disaccharides (C01083 )

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	-3	ALOGPS
logP	-4.7	ChemAxon
logS	0.24	ALOGPS
pKa (Strongest Acidic)	11.91	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	189.53 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	68.34 m³·mol⁻¹	ChemAxon
Polarizability	31.14 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0000975

DrugBank ID

DB12310

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

16551

Good Scents ID

rw1701121

References

General References

Kamariza M, Keyser SGL, Utz A, Knapp BD, Ealand C, Ahn G, Cambier CJ, Chen T, Kana B, Huang KC, Bertozzi CR: Toward Point-of-Care Detection of Mycobacterium tuberculosis: A Brighter Solvatochromic Probe Detects Mycobacteria within Minutes. JACS Au. 2021 Jul 26;1(9):1368-1379. doi: 10.1021/jacsau.1c00173. eCollection 2021 Sep 27. [PubMed:34604847 ]
Pajokh M, Pourfridoni M: Proposing a nasal trehalose-induced autophagy approach against SARS-CoV 2. Health Sci Rep. 2021 Sep 27;4(3):e375. doi: 10.1002/hsr2.375. eCollection 2021 Sep. [PubMed:34604543 ]
Duggirala NK, Sonje J, Yuan X, Shalaev E, Suryanarayanan R: Phase behavior of poloxamer 188 in frozen aqueous solutions - Influence of processing conditions and cosolutes. Int J Pharm. 2021 Nov 20;609:121145. doi: 10.1016/j.ijpharm.2021.121145. Epub 2021 Sep 29. [PubMed:34600056 ]
Marynowski L, Simoneit BRT: Saccharides in atmospheric particulate and sedimentary organic matter: Status overview and future perspectives. Chemosphere. 2022 Feb;288(Pt 1):132376. doi: 10.1016/j.chemosphere.2021.132376. Epub 2021 Sep 29. [PubMed:34600018 ]
Ponkit R, Naree S, Mayack CL, Suwannapong G: The pathological effects of a Nosema ceranae infection in the giant honey bee, Apis dorsata Fabricius, 1793. J Invertebr Pathol. 2021 Oct;185:107672. doi: 10.1016/j.jip.2021.107672. Epub 2021 Sep 29. [PubMed:34597621 ]

Showing NP-Card for D-Trehalose (NP0331739)

MOL for NP0331739 (D-Trehalose)

3D MOL for NP0331739 (D-Trehalose)

3D SDF for NP0331739 (D-Trehalose)

3D-SDF for NP0331739 (D-Trehalose)

PDB for NP0331739 (D-Trehalose)

3D PDB for NP0331739 (D-Trehalose)

SMILES for NP0331739 (D-Trehalose)

INCHI for NP0331739 (D-Trehalose)

Structure for NP0331739 (D-Trehalose)

3D Structure for NP0331739 (D-Trehalose)