Tannic acid

Identification

Generic Name
Tannic acid
DrugBank Accession Number
DB09372
Background

Tannic acid is a polyphenolic compound. It is a type of the commercially available tannins. It acts as a weak acid. Tannic acid is found in the nutgalls formed by insects on twigs of certain oak trees (Quercus infectoria and other Quercus species). It is removed and used as medicine. In the old days it was used as antidote against different poisons. Nowadays, tannic acid is applied topically for the treatment of cold sores, diaper rash, fever blisters and poison ivy. Tannic acid is also taken by mouth and applied directly for bleeding, chronic diarrhea, dysentery, bloody urine, painful joints, persistent coughs, and cancer.

Type
Small Molecule
Groups
Approved
Structure
Thumb
Weight
Average: 1701.206
Monoisotopic: 1700.172974194
Chemical Formula
C76H52O46
Synonyms
  • ácido tánico
  • Gallotannic acid
  • Gallotannin
  • Tannic acid

Pharmacology

Indication

Tannic acid is indicated for cold sores, fever blisters, diaper rash, minor burn or sunburn and prickly heat. Vaginally, tannic acid is used as a douche for leukorrhea. It has been also indicated for sore throat, inflamed tonsils, spongy or receding gums, and acute dermatitis.

Pharmacology
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Contraindications & Blackbox Warnings
Contraindications
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Pharmacodynamics

Not Available

Mechanism of action

Pharmaceutical grade tannic acid is generally considered to be pentadigalloylglucose. It has an astringent effect. When used internally, it dehydrates tissues when cause reduction in secretions. Externally, it works through formation of protective layer of harder and constricted cells. Tannic acid is thought to exert antiviral and antibacterial effects.

Absorption

After ingestion it has poor bioavailability, due to large size, high affinity to bound to plasma proteins and low lipid solubility. Its main actions are due to local effects.

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism

Orally administered Tannic acid is hydrolysable tannin which releases gallic acid and other compounds upon decomposition.

Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
Adverseeffects
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Toxicity

LD50 is 2.26 g/Kg in rats.

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
No interactions found.

Products

Products2
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Over the Counter Products
NameDosageStrengthRouteLabellerMarketing StartMarketing EndRegionImage
Zilactin Medicated Gel 7%Gel7 %TopicalZila, Inc.1991-12-311996-09-09Canada flag
Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
4JointzTannic acid (5 g/100g) + Allantoin (0.025 g/100g) + Eucalyptus oil (4 g/100g)CreamTopicalArp(usa) Pty Ltd2017-01-312018-04-05US flag
Blood Stop LiqTannic acid (62.2 mg / mL) + Potassium alum (62.2 mg / mL)LiquidTopicalLaboratoire Romilo1979-12-311999-08-18Canada flag
Extrait De FraisesTannic acid (1.3 g / 100 mL) + Strawberry (2.5 mL / 100 mL)LiquidOralProduits Marc O (1987) Inc., Division Of Technilab Inc.1980-04-022000-08-24Canada flag
Germa TanTannic acid (.4 %) + Triclosan (.01 %)AerosolTopicalMueller Sports Medicine, Inc.1970-12-312002-07-15Canada flag
NitrotanTannic acid (0.015 g/1g) + Benzyl alcohol (0.061 g/1g) + Isopropyl alcohol (0.62 g/1g) + Picric acid (0.002 g/1g)Aerosol, sprayTopicalCramer Products, Inc1992-07-15Not applicableUS flag
Opium Camphre Tanin TabTannic acid (120 mg / tab) + Camphor (60 mg / tab) + Opium (15 mg / tab)TabletOralRougier Pharma Division Of Ratiopharm Inc1951-12-311999-09-27Canada flag
Outgro LiquidTannic acid (23.5 %) + Chlorobutanol (4.7 %)LiquidTopicalWhitehall Robins Inc.1993-12-311997-08-07Canada flag
Tanac LiquidTannic acid (6 %) + Benzalkonium chloride (0.125 %) + Benzocaine (8 %)LiquidTopicalDel Pharmaceuticals Inc.1983-12-312004-04-05Canada flag
Tanac LiquidTannic acid (6 % w/w) + Benzalkonium chloride (0.12 % w/w) + Benzocaine (10 % w/w)LiquidTopicalInsight Pharmaceuticals LLC2004-04-052015-06-24Canada flag
บุษบาTannic acid (0.41 G/100G) + Sulfanilamide (99.3 G/100G)PowderTopicalบริษัท ไบร์วู๊ดฟาร์มาซูติคอล จำกัด1986-12-292019-10-21Thailand flag

Categories

Drug Categories
Classification
Not classified
Affected organisms
  • Humans and other mammals

Chemical Identifiers

UNII
28F9E0DJY6
CAS number
1401-55-4
InChI Key
LRBQNJMCXXYXIU-YIILYMKVSA-N
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
IUPAC Name
(2R,3R,4S,5R)-4,5,6-tris[3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyloxy)benzoyloxy]-2-{[3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyloxy)benzoyloxy]methyl}oxan-3-yl 3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyloxy)benzoate
SMILES
OC1=CC(=CC(O)=C1O)C(=O)OC1=C(O)C(O)=CC(=C1)C(=O)OC[C@H]1OC(OC(=O)C2=CC(OC(=O)C3=CC(O)=C(O)C(O)=C3)=C(O)C(O)=C2)[C@H](OC(=O)C2=CC(OC(=O)C3=CC(O)=C(O)C(O)=C3)=C(O)C(O)=C2)[C@@H](OC(=O)C2=CC(OC(=O)C3=CC(O)=C(O)C(O)=C3)=C(O)C(O)=C2)[C@@H]1OC(=O)C1=CC(OC(=O)C2=CC(O)=C(O)C(O)=C2)=C(O)C(O)=C1

References

General References
  1. article [Link]
  2. Book [Link]
  3. database [Link]
PubChem Substance
347910448
ChemSpider
17288010
RxNav
10328
ChEBI
75211
Wikipedia
Tannic_acid

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
3CompletedTreatmentAbdominal Pain / Dyspepsia / Gastro-esophageal Reflux Disease (GERD) / Intestinal Malabsorption1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
CreamTopical
LiquidOral
AerosolTopical
OintmentNasal
Aerosol, sprayTopical
TabletOral
LiquidTopical
GelTopical7 %
PowderTopical
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.407 mg/mLALOGPS
logP4.73ALOGPS
logP13.51ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)7.61ChemAxon
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count36ChemAxon
Hydrogen Donor Count25ChemAxon
Polar Surface Area777.98 Å2ChemAxon
Rotatable Bond Count31ChemAxon
Refractivity393.57 m3·mol-1ChemAxon
Polarizability152.88 Å3ChemAxon
Number of Rings11ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
Not Available

Drug created on November 30, 2015 19:10 / Updated on February 21, 2021 18:52