ChemicalBook > CAS DataBase List > LAPACHOL

LAPACHOL

Product Name: LAPACHOL
CAS No.: 84-79-7
Chemical Name: LAPACHOL
Synonyms: Tecomin;CI 75490;LAPACHOL;NSC 11905;nsc-11905;taiguwood;Taigu Wood;Greenharten;Greenhartin;Groenhartin
CBNumber: CB1339480
Molecular Formula: C15H14O3
Formula Weight: 242.27
MOL File: 84-79-7.mol

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LAPACHOL Property

Melting point:: 141-143 °C(lit.)
Boiling point:: 325.09°C (rough estimate)
Density: 1.2077 (rough estimate)
refractive index: 1.5740 (estimate)
storage temp.: Sealed in dry,Room Temperature
solubility: ethanol: soluble10mg/mL, clear, light yellow to yellow
pka: 4.81±0.10(Predicted)
form: Solid
Colour Index: 75490
color: Yellow to Dark Yellow
Merck: 13,5382
InChI: InChI=1S/C15H14O3/c1-9(2)7-8-12-13(16)10-5-3-4-6-11(10)14(17)15(12)18/h3-7,18H,8H2,1-2H3
InChIKey: CIEYTVIYYGTCCI-UHFFFAOYSA-N
SMILES: C1(=O)C2=C(C=CC=C2)C(=O)C(C/C=C(/C)\C)=C1O
LogP: 2.516 (est)
CAS DataBase Reference: 84-79-7

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Safety

Hazard Codes: Xn
Risk Statements: 20/21/22-36/37/38
Safety Statements: 26-36
WGK Germany: 3
RTECS: QL8750000
Toxicity: LD50 in male, female BALB/c mice (g/kg): 0.487; 0.792 orally (Morrison)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word: Warning
Hazard statements: H302Harmful if swallowed

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: PHL89521
Product name: Lapachol
Purity: phyproof? Reference Substance
Packaging: 20mg
Price: $254
Updated: 2025/07/31

Sigma-Aldrich

Product number: 142905
Product name: Lapachol
Purity: 98%
Packaging: 250mg
Price: $111
Updated: 2025/07/31

Cayman Chemical

Product number: 30190
Product name: Lapachol
Packaging: 250mg
Price: $66
Updated: 2024/03/01

Cayman Chemical

Product number: 30190
Product name: Lapachol
Packaging: 500mg
Price: $120
Updated: 2024/03/01

Cayman Chemical

Product number: 30190
Product name: Lapachol
Packaging: 100mg
Price: $36
Updated: 2024/03/01

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LAPACHOL Chemical Properties,Usage,Production

Description

Lapachol, a benzoquinone, is a secondary allergen in teak (Tectona grandis).

Occurrence

Lapacol (CI Natural Yellow 16; CI 75490) (lapachic acid, taiguie acid, tecomin) is a yellow pigment occurring in the wood of trees of the genus Tecoma, native to the West Indies and tropical South America. The shavings of the wood, treated with lime water, give an extract that dyes cotton yellow.

Uses

Lapachol was used in the synthesis of the lapachol metal complexes.

Uses

antineoplastic, antifungal

Uses

It was used in the synthesis of the lapachol metal complexes.

Definition

ChEBI: Lapachol is a hydroxy-1,4-naphthoquinone that is 1,4-naphthoquinone substituted by hydroxy and 3-methylbut-2-en-1-yl groups at positions 2 and 3, respectively. It is a natural compound that exhibits antibacterial and anticancer properties, first isolated in 1882 from the bark of Tabebuia avellanedae. It has a role as a plant metabolite, an antineoplastic agent, an antibacterial agent and an anti-inflammatory agent. It is a hydroxy-1,4-naphthoquinone and an olefinic compound.

General Description

Lapachol is natural naphthoquinone compound derived from Bignoniaceae (Tabebuia sp.).

Contact allergens

Lapachol, a benzoquinone, is a secondary allergen in teak (Tectona grandis L., Verbenaceae family), a wood largely used for various indoor and outdoor applications (doors, windows, etc.) because of its strong durability. It has similar reactivity to deoxylapachol. Seealso Chap. 46

Biochem/physiol Actions

Lapachol has antimicrobial properties against many pathogens. It has anti-inflammatory, analgesic and antibiotic properties. It is inhibitor of epithelial tumors in Drosophila melanogaster heterozygote.

Purification Methods

Crystallise Lapachol from pet ether/EtOH, EtOH or Et2O. [Beilstein 8 H 326, 8 I 644, 8 II 365, 8 III 2720.]

LAPACHOL Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from LAPACHOL manufacturers

Career Henan Chemical Co

Product: LAPACHOL 84-79-7
Price: US $1.00/kg
Min. Order: 1g
Purity: 99%
Supply Ability: 100KG
Release date: 2018-12-24

84-79-7, LAPACHOLRelated Search:

4-PENTENAL Allylbenzene Phenethyl alcohol Hydroxyacetone Allylacetone 1-Phenyl-2-propen-1-one 2-METHYL-3-PHENYL-1-PROPENE 2-METHYLPHENETHYL ALCOHOL trans-2-Pentenal 1,4-Naphthoquinone 3-ETHYL-2-PENTENE LAPACHOL 2-hydroxy-3-methyl-1,4-naphthoquinone Menadione Butyrophenone 2-HYDROXYACETOPHENONE 2-Hydroxy-1,4-naphoquinone 6-Methyl-5-hepten-2-one

LAPACHOL

CI 75490

NATURAL YELLOW 16

2-HYDROXY-3-(3-METHYL-2-BUTENYL)-1,4-NAPHTHOQUINONE

2-HYDROXY-3-(3-METHYLBUT-2-ENYL)-1,4-NAPHTHOQUINONE

1,4-Naphthoquinone, 2-hydroxy-3-(3-methyl-2-butenyl)-

2-Hydroxy-3-(3-methyl-2-butenyl)-1,4-naphthalenedione

2-hydroxy-3-(3-methyl-2-butenyl)-4-naphthoquinone

2-Hydroxy-3-(3-methyl-2-butenyl)naphthoquinone

Bethabarra Wood

bethabarrawood

C.I. Natural Yellow 16

1,4-Naphthalenedione,2-hydroxy-3-(3-methyl-2-buten-1-yl)-

c.i.naturalyellow16

Greenharten

Greenhartin

Ipe-Tobacco Wood

ipe-tobaccowood

Lapachic acid

lapachicacid

Lapachol Wood

Lapachol,CI 75490

lapacholwood

NSC 11905

nsc-11905

Surinam Greenheart Wood

surinamgreenheartwood

Groenhartin

Lapachoic acid

2-hydroxy-3-(3-Methylbut-2-en-1-yl)naphthalene-1,4-dione

2-hydroxy-3-(3-methylbut-2-enyl)naphthalene-1,4-dione

Lapachol 98%

Lapachol, >=99%

Taigu Wood

Taiguic acid

taiguicacid

taiguwood

Tecomin

Zlut prirodni 16

2-Hydroxy-3-(3-methyl-2-butenyl)-1,4-naphthoquinone, Natural Yellow16

Taiquic acid

4-hydroxy-3-(3-methylbut-2-enyl)-1,2-naphthoquinone

4-hydroxy-3-(3-methylbut-2-enyl)naphthalene-1,2-dione

LAPACHOL ISO 9001：2015 REACH

LAPACHOL(RG) 10mg

Lapachol-RM

84-79-7

Ketones

Organic Building Blocks

C15 to C38

Carbonyl Compounds

Building Blocks

C15 to C38

Carbonyl Compounds

Chemical Synthesis

Ketones

Organic Building Blocks