(2S,3S,4S,5R,6S)-6-{[(3S,4aR,6aR,6bS,8aS,11S,12aR,14aR,14bS)-11-carboxy-4,4,6a,6b,8a,11,14b-heptamethyl-14-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl]oxy}-5-{[(2R,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]oxy}-3,4-dihydroxyoxane-2-carboxylic acid amine

• ChemBase ID: 73000
• Molecular Formular: C42H65NO16
• Molecular Mass: 839.9626
• Monoisotopic Mass: 839.43033501
• SMILES: [C@@]1(CC[C@]2([C@@H](C1)C1=CC(=O)[C@H]3[C@]([C@@]1(CC2)C)(CC[C@@H]1[C@@]3(CC[C@@H](C1(C)C)O[C@H]1O[C@@H]([C@H]([C@@H]([C@H]1O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)C(=O)O)O)O)O)O)O)C(=O)O)C)C)C)(C)C(=O)O.N
• Canonical SMILES: O[C@@H]1[C@@H](O[C@@H]2O[C@H](C(=O)O)[C@H]([C@@H]([C@H]2O)O)O)[C@H](O[C@@H]([C@H]1O)C(=O)O)O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2C(=O)C=C2[C@@]1(C)CC[C@@]1([C@H]2C[C@](C)(CC1)C(=O)O)C)C)C.N
• InChI: InChI=1S/C42H62O16.H3N/c1-37(2)21-8-11-42(7)31(20(43)16-18-19-17-39(4,36(53)54)13-12-38(19,3)14-15-41(18,42)6)40(21,5)10-9-22(37)55-35-30(26(47)25(46)29(57-35)33(51)52)58-34-27(48)23(44)24(45)28(56-34)32(49)50;/h16,19,21-31,34-35,44-48H,8-15,17H2,1-7H3,(H,49,50)(H,51,52)(H,53,54);1H3/t19-,21-,22-,23-,24-,25-,26-,27+,28-,29-,30+,31+,34-,35-,38+,39-,40-,41+,42+;/m0./s1
• InChIKey: ILRKKHJEINIICQ-OOFFSTKBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6S)-6-{[(3S,4aR,6aR,6bS,8aS,11S,12aR,14aR,14bS)-11-carboxy-4,4,6a,6b,8a,11,14b-heptamethyl-14-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl]oxy}-5-{[(2R,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]oxy}-3,4-dihydroxyoxane-2-carboxylic acid amine
• IUPAC Traditional name: glyzyrrhizin amine
• Synonyms: AMGZ; Ammonium Glycyrrhizinate; Glycyrrhizic acid ammonium salt from glycyrrhiza root (licorice); 3-O-(2-O-β-D-Glucopyranuronosyl-α-D-glucopyranuronosyl)-18β-glycyrrhetinic acid ammonium salt; Glycyrrhizin; 3-O-(2-O-β-D-Glucopyranuronosyl-α-D-glucopyranuronosyl)-18β-glycyrrhetinic acid 铵盐; 甘草甜; 甘草酸 铵盐 来源于甘草根（甘草）

Database IDs

• CAS Number: 53956-04-0; 1407-03-0
• EC Number: 258-887-7
• MDL Number: MFCD00167400
• Beilstein Number: 3897076
• PubChem SID: 24873374; 162037920; 24895085
• PubChem CID: 62074

CALCULATED PROPERTIES

• Acid pKa: 2.961005
• H Acceptors: 16
• H Donor: 8
• LogD (pH = 5.5): -2.329018
• LogD (pH = 7.4): -6.5692225
• Log P: 3.1302059
• Molar Refractivity: 198.8299 cm^3
• Polarizability: 80.55014 Å^3
• Polar Surface Area: 267.04 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D +48±4°, c = 1% in ethanol: water (1:1)
• Sweetness: 50 × sucrose

Safety Information

• Storage Condition: -20°C
• RTECS: LZ6500000
• German water hazard class: 2
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥70% (HPLC); ≥95.0% (NT)
• Salt Data: Glycyrrhizinate
• Impurities: ≤7% water
• Linear Formula: C42H62O16 · NH3

DETAILS

Selleck Chemicals - S2376

Research Area: Metabolic Disease
Biological Activity:
Mono-ammonium glycyrrhizinate(AMGZ) is a unique product derived from Licorice root and has an extremely sweet taste. It is an excellent foaming agent that acts as a co-emulsifier. It is also excellent in recipes that require gelling or suspension properties for a consistent feeling in the mouth or a stable cloud effect in the product.Very small quantities are required to achieve the desired results, usually a few parts per million. However, varying amounts should be evaluated in your product for best taste.MAGZ is up to 50 times sweeter than sucrose — and can greatly enhance an already sweetened product as a result of synergies with both natural and synthetic sweeteners. It was found to be active against viruses, while not affecting cell activity and ability to replicate. It was also reported that glycyrrhizic acid inactivates herpes simplex particles irreversibly. [1]

Sigma Aldrich - 50531

Biochem/physiol Actions
Biologically active constituent in the sweet root of Glycyrrhiza species (licorice). Antiviral.

Sigma Aldrich - G2137

Biochem/physiol Actions
甘草属（甘草）甜根中的生物活性组分。抗病毒。
包装
25, 100 g in poly bottle

REFERENCES

• van Rossum TG et al. Am J Gastroenterol. 2001 Aug;96(8):2432-7.