2,3-dihydroxy-5-({[(2R,3R,4S,5R,6S)-3,4,5,6-tetrakis[3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyloxy)benzoyloxy]oxan-2-yl]methoxy}carbonyl)phenyl 3,4,5-trihydroxybenzoate

• ChemBase ID: 130796
• Molecular Formular: C76H52O46
• Molecular Mass: 1701.19848
• Monoisotopic Mass: 1700.17297418
• SMILES: c1c(cc(c(c1O)O)O)C(=O)Oc1cc(cc(c1O)O)C(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC(=O)c1cc(c(c(c1)OC(=O)c1cc(c(c(c1)O)O)O)O)O)OC(=O)c1cc(c(c(c1)OC(=O)c1cc(c(c(c1)O)O)O)O)O)OC(=O)c1cc(c(c(c1)OC(=O)c1cc(c(c(c1)O)O)O)O)O)OC(=O)c1cc(c(c(c1)OC(=O)c1cc(c(c(c1)O)O)O)O)O
• Canonical SMILES: O=C(c1cc(O)c(c(c1)OC(=O)c1cc(O)c(c(c1)O)O)O)O[C@@H]1[C@@H](COC(=O)c2cc(O)c(c(c2)OC(=O)c2cc(O)c(c(c2)O)O)O)O[C@H]([C@@H]([C@H]1OC(=O)c1cc(O)c(c(c1)OC(=O)c1cc(O)c(c(c1)O)O)O)OC(=O)c1cc(O)c(c(c1)OC(=O)c1cc(O)c(c(c1)O)O)O)OC(=O)c1cc(O)c(c(c1)OC(=O)c1cc(O)c(c(c1)O)O)O
• InChI: InChI=1S/C76H52O46/c77-32-1-22(2-33(78)53(32)92)67(103)113-47-16-27(11-42(87)58(47)97)66(102)112-21-52-63(119-72(108)28-12-43(88)59(98)48(17-28)114-68(104)23-3-34(79)54(93)35(80)4-23)64(120-73(109)29-13-44(89)60(99)49(18-29)115-69(105)24-5-36(81)55(94)37(82)6-24)65(121-74(110)30-14-45(90)61(100)50(19-30)116-70(106)25-7-38(83)56(95)39(84)8-25)76(118-52)122-75(111)31-15-46(91)62(101)51(20-31)117-71(107)26-9-40(85)57(96)41(86)10-26/h1-20,52,63-65,76-101H,21H2/t52-,63-,64+,65-,76+/m1/s1
• InChIKey: LRBQNJMCXXYXIU-PPKXGCFTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,3-dihydroxy-5-({[(2R,3R,4S,5R,6S)-3,4,5,6-tetrakis[3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyloxy)benzoyloxy]oxan-2-yl]methoxy}carbonyl)phenyl 3,4,5-trihydroxybenzoate
• IUPAC Traditional name: 2,3-dihydroxy-5-({[(2R,3R,4S,5R,6S)-3,4,5,6-tetrakis[3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyloxy)benzoyloxy]oxan-2-yl]methoxy}carbonyl)phenyl 3,4,5-trihydroxybenzoate
• Synonyms: Tannic acid, ACS; Gallotannin; Tannin; Tannic acid; Tanninum; 单宁酸, ACS; 单宁; 没食子鞣酸; 单宁酸; 鞣酸

Database IDs

• CAS Number: 1401-55-4
• EC Number: 215-753-2
• MDL Number: MFCD00066397
• Beilstein Number: 8186396
• Merck Index: 149052
• PubChem SID: 24890284; 162225074; 24865158; 24849966; 24899872; 24901441
• PubChem CID: 16129778
• FEMA ID: 3042
• Council of Europe Number: 74c

CALCULATED PROPERTIES

• Acid pKa: 7.6059637
• H Acceptors: 36
• H Donor: 25
• LogD (pH = 5.5): 13.508634
• LogD (pH = 7.4): 13.266062
• Log P: 13.512004
• Molar Refractivity: 393.5704 cm^3
• Polarizability: 149.96288 Å^3
• Polar Surface Area: 777.98 Å^2
• Rotatable Bonds: 31
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Soluble in water, warm glycerol, alcohol, acetone
• Apperance: powder; Powder
• Melting Point: 218 °C(lit.); ca 218°C dec.
• Flash Point: 199 °C; 199°C(390°F); 390.2 °F
• Auto Ignition Point: 980 °F
• Organoleptic: medicinal; woody

Safety Information

• Storage Warning: Air & Light Sensitive
• RTECS: WW5075000
• German water hazard class: 2
• Risk Statements: 52/53; 52-52/53
• Safety Statements: 61
• TSCA Listed: 是
• GHS Hazard statements: H303; H412
• GHS Precautionary statements: P273; P312
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Grade: ACS reagent; for immobilization (of enzymes); Ph Eur; puriss.; SAJ first grade
• Suitability: meets USP testing specifications
• Ignition Residue: ≤0.1% (as SO4); ≤0.5%
• Impurities: ≤0.003% heavy metals (as Pb); dextrines, gum matters, in accordance; resinous matters, in accordance
• Cation Traces: As: ≤3 mg/kg; heavy metals: ≤0.003%; Zn: ≤0.005%
• Loss on Drying: ≤10% loss on drying; ≤12.0% loss on drying, 105°C; ≤9% loss on drying, 105 °C, 2 h
• Quality: meets analytical specification of USP
• Pharmacopeia: testing & handling conforms to Pharmacopeia
• Empirical Formula (Hill Notation): C76H52O46

DETAILS

Sigma Aldrich - W304204

Packaging
1 kg in poly bottle
1 sample in glass bottle
10, 25 kg in fiber drum

Sigma Aldrich - 48811

Other Notes
Used for enzyme immobilization and protein adsorption1; Structure and metabolism of "gallotanins"2

Sigma Aldrich - 403040

Packaging
50, 100, 500 g in glass bottle