Licochalcone A
Also known as (E)-3-(4-hydroxy-2-methoxy-5-(2-methylbut-3-en-2-yl)phenyl)-1-(4-hydroxyphenyl)prop-2-en-1-one, (E)-3-[4-hydroxy-2-methoxy-5-(2-methylbut-3-en-2-yl)phenyl]-1-(4-hydroxyphenyl)prop-2-en-1-one, 3-Dimethylallyl-4,4'-dihydroxy-6-methoxychalcone
Key facts
What buyers check first
- CAS number
- 58749-22-7
- Formula
- C21H22O4
- Molar mass
- 338.40 g/mol
- EC number
- 635-678-2
- HS code
- 291450
- Category
- Flavonoids and polyphenols
What is Licochalcone A?
Plain description, key identifiers and synonyms
Licochalcone A is a member of chalcones.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- (E)-3-[4-hydroxy-2-methoxy-5-(2-methylbut-3-en-2-yl)phenyl]-1-(4-hydroxyphenyl)prop-2-en-1-one
- CAS number
- 58749-22-7 CAS number cross-checkedOther or deprecated CAS: 87080-27-1
- EC number
- 635-678-2
- Molecular formula
- C21H22O4
- UNII
- JTV5467968
- MDL number
- MFCD01417903
- INCI name
- LICOCHALCONE A
- InChIKey
- KAZSKMJFUPEHHW-DHZHZOJOSA-N
- InChI
- InChI=1S/C21H22O4/c1-5-21(2,3)17-12-15(20(25-4)13-19(17)24)8-11-18(23)14-6-9-16(22)10-7-14/h5-13,22,24H,1H2,2-4H3/b11-8+
- Canonical SMILES
- C=CC(C)(C)c1cc(C=CC(=O)c2ccc(O)cc2)c(OC)cc1O
- Isomeric SMILES
- CC(C)(C=C)C1=C(C=C(C(=C1)/C=C/C(=O)C2=CC=C(C=C2)O)OC)O
Synonyms
- (E)-3-(4-hydroxy-2-methoxy-5-(2-methylbut-3-en-2-yl)phenyl)-1-(4-hydroxyphenyl)prop-2-en-1-one
- (E)-3-[4-hydroxy-2-methoxy-5-(2-methylbut-3-en-2-yl)phenyl]-1-(4-hydroxyphenyl)prop-2-en-1-one
- 3-Dimethylallyl-4,4'-dihydroxy-6-methoxychalcone
- 2-Propen-1-one, 3-(5-(1,1-dimethyl-2-propenyl)-4-hydroxy-2-methoxyphenyl)-1-(4-hydroxyphenyl)-, (E)-
- (2E)-3-(5-(1,1-dimethyl-2-propenyl)-4-hydroxy-2-methoxyphenyl)-1-(4-hydroxyphenyl)-2-propen-1-one
- Licochalcone-A
- (2E)-3-[4-hydroxy-2-methoxy-5-(2-methylbut-3-en-2-yl)phenyl]-1-(4-hydroxyphenyl)prop-2-en-1-one
- (E)-3-[5-(1,1-dimethylallyl)-4-hydroxy-2-methoxy-phenyl]-1-(4-hydroxyphenyl)prop-2-en-1-one
- 2-Propen-1-one,3-[5-(1,1-dimethyl-2-propenyl)-4-hydroxy-2-methoxyphenyl]-1-(4-hydroxyphenyl)-, (2E)-
- LicochalconeA
- Licoagrochacone a
- 4??,4-Dihydroxy-3-| cent,| cent-dimethylallyl-6-methoxychalcone
- Licochalcone A [M+H]+
- Licochalcone A (Standard)
- HSCI1_000078
- Licochalcone A, >=96.0% (HPLC)
- Chalcone base + 2O, 1MeO, 1Prenyl or Licochalcone A (Not validated)
- (E)-3-[5-(1,1-Dimethyl-allyl)-4-hydroxy-2-methoxy-phenyl]-1-(4-hydroxy-phenyl)-propenone
- 3-[5-((E)-1,1-Dimethyl-allyl)-4-hydroxy-2-methoxy-phenyl]-1-(4-hydroxy-phenyl)-propenone
- (2E)-3-[5-(1,1-dimethyl-2-propen-1-yl)-4-hydroxy-2-methoxyphenyl]-1-(4-hydroxyphenyl)-2-propen-1-one
- 2-Propen-1-one, 3-(5-(1,1-dimethyl-2-propenyl)-4-hydroxy-2-methoxyphenyl)-1-(4-hydroxyphenyl)-, (2E)-
- 2-Propen-1-one, 3-[5-(1,1-dimethyl-2-propenyl)-4-hydroxy-2-methoxyphenyl]-1-(4-hydroxyphenyl)- (E)-
- 3-(4-hydroxy-2-methoxy-5-(2-methylbut-3-en-2-yl)phenyl)-1-(4-hydroxyphenyl)prop-2-en-1-one
- E)-3-[5-(1,1-Dimethyl-2-propenyl)-4-hydroxy-2-methoxyphenyl]-1-(4-hydroxyphenyl)-2-propen-1
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
No measured properties are recorded for this substance yet. Ask suppliers for a technical data sheet.
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 338.40 g/molcalc.Computed value |
|---|---|
| Exact mass | 338.1518 Dacalc.Computed value |
| LogP (octanol/water) | 4.47calc.Computed value |
| Topological polar surface area | 66.76 Ųcalc.Computed value |
| Hydrogen bond donors | 2calc.Computed value |
| Hydrogen bond acceptors | 4calc.Computed value |
| Rotatable bonds | 6calc.Computed value |
| Heavy atoms | 25calc.Computed value |
| Rings | 2calc.Computed value |
| Aromatic rings | 2calc.Computed value |
| Fraction sp3 carbons | 0.19calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 0calc.Computed value |
| Lipinski rule of five | Passes (0 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
Safety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H302 + H312 + H332Harmful if swallowed. Harmful in contact with skin. Harmful if inhaled.
- H302Harmful if swallowed.
- H312Harmful in contact with skin.
- H332Harmful if inhaled.
Precautionary statements (13)
- P261Avoid breathing dust, fume, gas, mist, vapours or spray.
- P264Wash skin thoroughly after handling.
- P270Do not eat, drink or smoke when using this product.
- P271Use only outdoors or in a well-ventilated area.
- P280Wear protective gloves, protective clothing, eye protection and face protection.
- P301 + P317If swallowed: Get medical help.
- P302 + P352If on skin: Wash with plenty of water.
- P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
- P317Get medical help.
- P321Specific treatment (see supplemental first aid instructions on the label).
- P330Rinse mouth.
- P362 + P364Take off contaminated clothing. And wash it before reuse.
- P501Dispose of contents and container in accordance with local regulations.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidLicochalcone A suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- Italy, VimercateUnclaimed profileLicochalcone AGrade, purity and minimum order on requestPrice on request
- China, ChengduUnclaimed profileLicochalcone AGrade, purity and minimum order on requestPrice on request
- China ManufacturerUnclaimed profileLicochalcone AGrade, purity and minimum order on requestPrice on request
- United States, HaywardUnclaimed profileLicochalcone AGrade, purity and minimum order on requestPrice on request
- United States, Redwood CityUnclaimed profileLicochalcone AGrade, purity and minimum order on requestPrice on request
- GermanyUnclaimed profileLicochalcone AGrade, purity and minimum order on requestPrice on request
- United StatesUnclaimed profileLicochalcone AGrade, purity and minimum order on requestPrice on request
- China, ShangHaiUnclaimed profileLicochalcone AGrade, purity and minimum order on requestPrice on request
- China, ChengduUnclaimed profileLicochalcone AGrade, purity and minimum order on requestPrice on request
- Price on request
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Where suppliers are based
19 suppliers in 5 countries
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Licochalcone A price
Indicative price range per kg from live supplier offers
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Uses and applications
What the substance is used for, by industry and function
Industries and functions
Cosmetic ingredient, INCI name LICOCHALCONE A(humectant, skin protecting)
Cosmetic functions
- Humectant
- Skin protecting
Pharmacology
Licochalcone A is a derivative of the phenol chalconoid, found in and extracted from the roots of Glycyrrhiza species G. glabra and inflata, with potential anti-inflammatory, antibacterial, and anticancer activities. Upon administration, licochalcone A inhibits the phosphatidylinositol-3-kinase/Akt/mammalian target of rapamycin (PI3K/Akt/mTOR) signaling pathway and inhibits the activity of c-Jun N-terminal kinase 1 (JNK-1), a member of the mitogen-activated protein kinase (MAPK) family that plays a role in the MAPK-mediated signaling pathway.
Read more
Inhibition of the PI3K/Akt/mTOR- and MAPK-signaling pathways induces cell cycle arrest and apoptosis, decreases migration and invasion of cancer cells, and inhibits tumor cell proliferation. Licochalcone A also prevents the production of reactive oxygen species (ROS), and reduces oxidative stress through the nuclear factor-erythroid 2-related factor 2 (Nrf2) pathway.
Regulatory status
Inventories, regulations and trade controls that list this substance
Health and food
- EU cosmetic ingredient inventory
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Licochalcone A is traded under.
Ketone-phenols and ketones with other oxygen function
- China50.5%
- India * partner reported11.6%
- United States11.3%
- United States20.8%
- Germany10.0%
- Netherlands8.6%
* Partner reported figures, a lower bound.
The HS code shown for Licochalcone A is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Related chemicals
Parent and salt forms, stereoisomers, similar structures and isomers
Similar structures
Nearest neighbours by Morgan fingerprint Tanimoto similarity
Same formula isomers
Different compounds that share this molecular formula
![4-[(3,7-Dimethyl-2,6-octadien-1-yl)oxy]-7H-furo[3,2-g][1]benzopyran-7-one chemical structure, C21H22O4, CAS 482-46-2](/s/DBMJZOMNXBSRED-UHFFFAOYSA-N.svg)
Frequently asked questions
Quick answers about Licochalcone A, based on the data on this page
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Guides for buyers
Practical guides that help when you source, ship or handle Licochalcone A
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
- Article, SourcingHow to write an RFQ that gets fast and accurate quotesWhat suppliers need to quote quickly and comparably: exact product identity, quantity and packing, delivery terms, documents, samples and payment, with a ready to use template.Read
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