Standard Compound Records

Database Entry: cq_05018

2D-Structure

3D-Structure

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Basic Information

Name:Amygdalin
Synonyms:Amygdalin;29883-15-6;C08325;(2S)-2-phenyl-2-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-[[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methylol-tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2-yl]oxy-acetonitrile;(2S)-2-phenyl-2-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-[[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-ethanenitrile;(2S)-2-phenyl-2-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-[[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-acetonitrile;(2S)-2-phenyl-2-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-[[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2-yl]oxy-acetonitrile
Molecular Weight:457.42848
Formula:C20H27NO11
CAS:29883-15-6
Isomeric SMILES:C1=CC=C(C=C1)[C@H](C#N)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O)O
Canonical SMILES:C1=CC=C(C=C1)C(C#N)OC2C(C(C(C(O2)COC3C(C(C(C(O3)CO)O)O)O)O)O)O
InChI:InChI=1/C20H27NO11/c21-6-10(9-4-2-1-3-5-9)30-20-18(28)16(26)14(24)12(32-20)8-29-19-17(27)15(25)13(23)11(7-22)31-19/h1-5,10-20,22-28H,7-8H2/t10-,11+,12+,13+,14+,15-,16-,17+,18+,19+,20+/m0/s1
Experimental Water Solubility:
Predicted Water Solubility:1E+006 mg/L [MEYLAN,WM ET AL. (1996)]
Experimental LogP(octanol-water):
Predicted LogP(octanol-water):-4.34 [MEYLAN,WM & HOWARD,PH (1995)]

Biology and Chemistry related

KEGG Compound ID:C08325
PubChem SID:10523
PubChem CID:656516
ChemIDplus:
CHEBI:27613
HMDB:
PDB Component ID:
MetaCyc ID:
UM-BBD ID:
BMRB ID:|amygdalin|

NMR related

MMCD Experimental_NMR: expnmr_00226 ||

Atom IDAtom TypeSMILES Canonical IDSMILES Symmetry ClassNeighborsInChI Canonical IDInChI Symmetry ClassEmpirical Chemical ShiftTheoretical Chemical ShiftExperimental Chemical ShiftLiterature NMR Data
1C3413742,43,811128.0N_AN_AN_A
2C3423841,44,922128.0N_AN_AN_A
3C3433841,45,1032128.0N_AN_AN_A
4C3443942,46,1144129.0N_AN_AN_A
5C3453943,46,1254129.0N_AN_AN_A
6C2474154,29,13,147762.2N_AN_AN_A
7C2484255,36,15,168864.5N_AN_AN_A
8C4403651,2866118.0N_AN_AN_A
9C4464044,45,5199133.5N_AN_AN_A
10C3544847,58,38,22111177.7N_AN_AN_A
11C3554948,59,39,23121275.8N_AN_AN_A
12C3585254,56,34,26131371.5N_AN_AN_A
13C3595355,57,35,27141471.8N_AN_AN_A
14C3565058,52,32,24151573.4N_AN_AN_A
15C3575159,53,33,25161673.4N_AN_AN_A
16C3524656,49,30,20171773.8N_AN_AN_A
17C3534757,50,31,21181873.3N_AN_AN_A
18C3494352,38,36,171919105.0N_AN_AN_A
19C3504453,39,37,182020101.0N_AN_AN_A
20C3514540,46,37,19101066.3N_AN_AN_A
21N2824402121N_AN_AN_AN_A
22O292547,12222N_AN_AN_AN_A
23O343058,62323N_AN_AN_AN_A
24O353159,72424N_AN_AN_AN_A
25O322856,42525N_AN_AN_AN_A
26O332957,52626N_AN_AN_AN_A
27O302652,22727N_AN_AN_AN_A
28O312753,32828N_AN_AN_AN_A
29O383454,493131N_AN_AN_AN_A
30O393555,503232N_AN_AN_AN_A
31O363248,492929N_AN_AN_AN_A
32O373350,513030N_AN_AN_AN_A
33H131147N_AN_A3.535N_AN_AN_A
34H141147N_AN_A3.785N_AN_AN_A
35H151248N_AN_A3.375N_AN_AN_A
36H161248N_AN_A3.625N_AN_AN_A
37H221854N_AN_A3.76N_AN_AN_A
38H231955N_AN_A4.0N_AN_AN_A
39H262258N_AN_A3.4N_AN_AN_A
40H272359N_AN_A3.4N_AN_AN_A
41H242056N_AN_A3.49N_AN_AN_A
42H252157N_AN_A3.49N_AN_AN_A
43H201652N_AN_A3.73N_AN_AN_A
44H211753N_AN_A3.73N_AN_AN_A
45H171349N_AN_A5.03N_AN_AN_A
46H181450N_AN_A5.03N_AN_AN_A
47H191551N_AN_A5.13N_AN_AN_A
48H8841N_AN_A7.37N_AN_AN_A
49H9942N_AN_A7.19N_AN_AN_A
50H10943N_AN_A7.19N_AN_AN_A
51H111044N_AN_A7.19N_AN_AN_A
52H121045N_AN_A7.19N_AN_AN_A
53H1129N_AN_A4.78N_AN_AN_A
54H6634N_AN_A4.81N_AN_AN_A
55H7735N_AN_A4.81N_AN_AN_A
56H4432N_AN_A4.81N_AN_AN_A
57H5533N_AN_A4.81N_AN_AN_A
58H2230N_AN_A4.81N_AN_AN_A
59H3331N_AN_A4.81N_AN_AN_A

Mass Spectra related

C12N14 Mass data:457.158410715
C13N14 Mass data:477.225507471
C12N15 Mass data:458.155445608
C13N15 Mass data:478.222542364

Miscellanea

Order_Status:DONE
Organism:
Location:
Isomer:
Salt:
Data Source:kegg
Similar Structure:|cq_01264|
Comments: drug