Trehalose

• CAS: 99-20-7
• Catalog Number: ACM99207
• Category: Other Products
• Molecular Weight: 342.3
• Molecular Formula: C12H22O11
• Synonyms: D-Trehaloseanhydrous
• IUPAC Name: (2R,3S,4S,5R,6R)-2-(Hydroxymethyl)-6-[(2R,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-3,4,5-triol
• Canonical SMILES: C(C1C(C(C(C(O1)OC2C(C(C(C(O2)CO)O)O)O)O)O)O)O
• InChI: 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
• Boiling Point: 397.76 °C
• Melting Point: 203 °C
• Flash Point: 362.3 °C
• Density: 1.5800 g/cm³
• Solubility: Soluble in water
• Appearance: White to off-white powder
• Storage: Inert atmosphere, room temperature
• Active Content: 95%
• Assay: 0.9999
• Complexity: 348
• Covalently-Bonded Unit Count: 1
• Defined Atom Stereocenter Count: 10
• EC Number: 202-739-6
• Exact Mass: 342.11621151
• Formal Charge: 0
• Hazard Statements: Xi
• Heavy Atom Count: 23
• Hydrogen Bond Acceptor Count: 11
• Hydrogen Bond Donor Count: 8
• Isomeric SMILES: C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O)O)O
• Monoisotopic Mass: 342.11621151
• Packaging: 1 kg
• Physical State: Powder
• pKa: 12.53±0.70(Predicted)
• Rotatable Bond Count: 4
• Safety Description: 37/39-26
• Shipping: Ambient temperature
• Storage Conditions: Inert atmosphere,Room Temperature
• Topological Polar Surface Area: 190 Ų
• XLogP3-AA: -4.2

Custom Q&A

What is the molecular formula of trehalose?

The molecular formula of trehalose is C12H22O11.

What is the molecular weight of trehalose?

The molecular weight of trehalose is 342.30 g/mol.

What is the IUPAC name of trehalose?

The IUPAC name of trehalose is (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-3,4,5-triol.

Is trehalose used as a metabolite by Escherichia coli?

Yes, trehalose is a metabolite found in or produced by Escherichia coli (strain K12, MG1655).

What is the InChIKey of trehalose?

The InChIKey of trehalose is HDTRYLNUVZCQOY-LIZSDCNHSA-N.

How many hydrogen bond donor counts does trehalose have?

Trehalose has 8 hydrogen bond donor counts.

How many hydrogen bond acceptor counts does trehalose have?

Trehalose has 11 hydrogen bond acceptor counts.

What is the XLogP3-AA value of trehalose?

The XLogP3-AA value of trehalose is -4.2.

What is the CAS number of trehalose?

The CAS number of trehalose is 99-20-7.

What is the exact mass of trehalose?

The exact mass of trehalose is 342.11621151 g/mol.

Synthetic Use

Downstream Synthesis Route 1

• 99-20-7
• 108-24-7

• 25018-27-3

Reference: [1]Bhaskar, Pallooru Muni; Loganathan, Duraikkannu
[Tetrahedron Letters, 1998, vol. 39, # 15, p. 2215 - 2218]

Downstream Synthesis Route 2

• 99-20-7
• 98-59-9

• 23235-67-8

Reference: [1]Brochere-Ferreol; Polonsky
[Bulletin de la Societe Chimique de France, 1958, p. 714,716]
[2]Menger; Mbadugha
[Journal of the American Chemical Society, 2001, vol. 123, # 5, p. 875 - 885]
[3]Current Patent Assignee: NATIONAL UNIVERSITY OF IRELAND; UNIVERSITY OF CALIFORNIA; UNIVERSITY OF DUBLIN - WO2020/55916, 2020, A1
Location in patent: Paragraph 0420; 0421

* For details of the synthesis route, please refer to the original source to ensure accuracy.