Dhurrin

Base Information

Chemical Name:Dhurrin
CAS No.:499-20-7
Molecular Formula:C14H17NO7
Molecular Weight:311.291
Hs Code.:
European Community (EC) Number:207-878-6
UNII:P5999IY65C
DSSTox Substance ID:DTXSID90198142
Nikkaji Number:J10.589I
Wikipedia:Dhurrin
Wikidata:Q908811
Metabolomics Workbench ID:51471
Mol file:499-20-7.mol

Synonyms:dhurrin

Suppliers and Price of Dhurrin

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Sigma-Aldrich
Dhurrin ≥95% (HPLC)
5mg
$ 968.00

Sigma-Aldrich
Dhurrin ≥95% (HPLC)
1mg
$ 265.00

Arctom
Dhurrin ≥98%
5mg
$ 388.00

American Custom Chemicals Corporation
DHURRIN 95.00%
5MG
$ 496.08

Total 20 raw suppliers

Chemical Property of Dhurrin

Chemical Property:

Melting Point:200oC (dec.)
Boiling Point:586.7±50.0 °C(Predicted)
PKA:9.19±0.26(Predicted)
Flash Point:308.6oC
PSA：143.40000
Density:1.56±0.1 g/cm3(Predicted)
LogP:-1.22662
Storage Temp.:room temp
XLogP3:-0.9
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:4
Exact Mass:311.10050188
Heavy Atom Count:22
Complexity:403

Purity/Quality:

98% ^*data from raw suppliers

Dhurrin ≥95% (HPLC) ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:Xn
Statements: 22
Safety Statements: 22-45

MSDS Files:: Total 1 MSDS from other Authors

Useful:

Canonical SMILES:C1=CC(=CC=C1C(C#N)OC2C(C(C(C(O2)CO)O)O)O)O
Isomeric SMILES:C1=CC(=CC=C1[C@@H](C#N)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O
Uses Dhurrin is a cyanogenic glucoside produced by sorghum and is considered a natural defense compound producing hydrogen cyanide to deter animal herbivores.

Technology Process of Dhurrin

There total 9 articles about Dhurrin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 67-56-1
methanol

: taxiphyllin 6'-O-gallate

: 99-24-1
methyl galloate

: 499-20-7,13115-69-0,21401-21-8
(2R)-2-(β-D-glucopyranosyloxy)-4-hydroxyphenylacetonitrile

Guidance literature:: With sodium methylate; at 20 ℃; for 4h;
DOI:10.1248/cpb.c14-00352

Reference yield:

: 29883-15-6,672-72-0
amygdalin

: 499-20-7,13115-69-0,21401-21-8
(2R)-2-(β-D-glucopyranosyloxy)-4-hydroxyphenylacetonitrile

Guidance literature:: With extracellular enzymes from Aspergillus niger; at 37 ℃; for 4h;
DOI:10.1016/j.procbio.2011.10.030

Reference yield:

: 878-00-2
4-formylphenyl acetate

: 499-20-7,13115-69-0,21401-21-8
(2R)-2-(β-D-glucopyranosyloxy)-4-hydroxyphenylacetonitrile

Guidance literature:: Multi-step reaction with 3 steps

1: lithium perchlorate / neat (no solvent) / 0.5 h / 20 °C / Inert atmosphere

2: boron trifluoride diethyl etherate / dichloromethane / 2 h / 20 °C / Inert atmosphere

3: trifluorormethanesulfonic acid; methanol / 3 h / 20 °C / Inert atmosphere

With methanol; trifluorormethanesulfonic acid; boron trifluoride diethyl etherate; lithium perchlorate; In dichloromethane;
DOI:10.1021/acs.jnatprod.5b01121