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Skin conditioning agents and actives

beta-Lapachone

Also known as lapachone, Lapachone, beta-, 3,4-Dihydro-2,2-dimethyl-2H-naphtho[1,2-B]pyran-5,6-dione

CAS 4707-32-8Formula C15H14O3Molar mass 242.27 g/mol
12 suppliers listed
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beta-Lapachone chemical structure, C15H14O3, CAS 4707-32-8
2D chemical structure

Key facts

What buyers check first

All properties
CAS number
4707-32-8
Formula
C15H14O3
Molar mass
242.27 g/mol
HS code
293299
Category
Skin conditioning agents and actives

What is beta-Lapachone?

Plain description, key identifiers and synonyms

Beta-lapachone is a benzochromenone that is 3,4-dihydro-2H-benzo[h]chromene-5,6-dione substituted by geminal methyl groups at position 2. Isolated from Tabebuia avellanedae, it exhibits antineoplastic and anti-inflammatory activities. It has a role as an antineoplastic agent, an anti-inflammatory agent and a plant metabolite. It is a member of orthoquinones and a benzochromenone.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
2,2-dimethyl-3,4-dihydrobenzo[h]chromene-5,6-dione
CAS number
4707-32-8 CAS number cross-checked
Molecular formula
C15H14O3
UNII
6N4FA2QQ6A
MDL number
MFCD01712233
INCI name
LAPACHONE
InChIKey
QZPQTZZNNJUOLS-UHFFFAOYSA-N
InChI
InChI=1S/C15H14O3/c1-15(2)8-7-11-13(17)12(16)9-5-3-4-6-10(9)14(11)18-15/h3-6H,7-8H2,1-2H3
SMILES (canonical and isomeric)
CC1(CCC2=C(O1)C3=CC=CC=C3C(=O)C2=O)C

Synonyms

  • lapachone
  • Lapachone, beta-
  • 3,4-Dihydro-2,2-dimethyl-2H-naphtho[1,2-B]pyran-5,6-dione
  • ARQ 501
  • Beta-lap-wj
  • 3,4-Dihydro-2,2-dimethyl-2H-naphtho(1,2-b)pyran-5,6-dione
  • 2,2-dimethyl-3,4-dihydrobenzo[h]chromene-5,6-dione
  • Beta lapachone
  • 2H-Naphtho[1,2-b]pyran-5,6-dione, 3,4-dihydro-2,2-dimethyl-
  • 2H-Naphtho(1,2-b)pyran-5,6-dione, 3,4-dihydro-2,2-dimethyl-
  • 2,2-dimethyl-3,4-dihydrobenzo(h)chromene-5,6-dione
  • 2,2-Dimethyl-3,4-dihydro-2H-benzo[h]chromene-5,6-dione
  • SL 11001
  • ARQ-501 (beta lapachone)
  • 5-17-11-00459 (Beilstein Handbook Reference)
  • ARQ-501, NSC-26326
  • b-Lapachone (90%)
  • 2,2-dimethyl-2H,3H,4H,5H,6H-naphtho[1,2-b]pyran-5,6-dione
  • Lapachone, beta
  • beta-lap
  • b-Lapachone
  • ss-Lapachone
  • cent-Lapachone
  • 3,4-Dihydro-2,2-dimethyl-2H-naphthol[1,2-b]pyran-5,6-dione
  • ?-Lapachone
Show all 32 synonyms
  • beta-Lapachone (>90%)
  • 2005rm01ch01
  • R115 (Reactive Blue 2)
  • beta-Lapachone, >=98% (TLC)
  • Bio2_000026
  • Bio2_000506
  • HSCI1_000182

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
242.27 g/molcalc.
Exact mass
242.0943 Dacalc.
LogP (octanol/water)
2.75calc.
Topological polar surface area
43.37 Ųcalc.
Hydrogen bond donors
0calc.
Hydrogen bond acceptors
3calc.
Rotatable bonds
0calc.
Heavy atoms
18calc.
Rings
3calc.
Aromatic rings
1calc.
Fraction sp3 carbons
0.33calc.
Formal charge
0calc.
Stereocentres
0calc.
Lipinski rule of five
Passes (0 violations)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, O=C1C(=O)c2ccccc2C2=C1CCCO2

O=C1C(=O)c2ccccc2C2=C1CCCO2

3 rings, 16 atoms.

7 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

No GHS hazard classification is recorded for this substance yet. That does not mean it is harmless.

GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.

beta-Lapachone suppliers

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All 12 suppliers
12 of 12 offers

Suppliers marked Unclaimed profile have not claimed their profile yet. They are not verified by CompoundList, their offers are price on request and details may have changed, so please confirm them with the supplier. Company representatives can claim a profile with a business email on the company's own website domain. Our team verifies each claim and sends the result by email.

Where suppliers are based

12 suppliers in 3 countries

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beta-Lapachone 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

Cosmetic ingredient, INCI name LAPACHONE(antimicrobial, skin conditioning - miscellaneous)

Pharmacological actions

  • Anti-Infective Agents
  • Radiation-Sensitizing Agents
  • Reverse Transcriptase Inhibitors

Roles

  • anti-inflammatory agent
  • antineoplastic agent
  • eukaryotic metabolite
  • metabolite
  • pharmaceutical
  • plant metabolite

Cosmetic functions

  • Antimicrobial
  • Skin conditioning - miscellaneous

Pharmacology

Lapachone is a poorly soluble, ortho-naphthoquinone with potential antineoplastic and radiosensitizing activity. Beta-lapachone (b-lap) is bioactivated by NAD(P)H:quinone oxidoreductase-1 (NQO1), creating a futile oxidoreduction that generates high levels of superoxide. In turn, the highly reactive oxygen species (ROS) interact with DNA, thereby causing single-strand DNA breaks and calcium release from endoplasmic reticulum (ER) stores.

Read more

Eventually, the extensive DNA damage causes hyperactivation of poly(ADP-ribose) polymerase-1 (PARP-1), an enzyme facilitating DNA repair, accompanied by rapid depletion of NAD+/ATP nucleotide levels. As a result, a caspase-independent and ER-stress induced mu-calpain-mediated cell death occurs in NQO1-overexpressing tumor cells. NQO1, a flavoprotein and two-electron oxidoreductase, is overexpressed in a variety of tumors.

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 beta-Lapachone is traded under.

HS 2932.99Indicative HS code

Heterocyclic compounds with oxygen hetero-atom(s) only, other

World exports in 2024
$3.81B
+10.3% vs 2023, imports $7.05B
2019 to 2024
Top exporters
  1. China28.9%
  2. Switzerland * partner reported12.7%
  3. Germany7.8%
Top importers
  1. United States49.7%
  2. China11.9%
  3. India * partner reported3.3%

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

The HS code shown for beta-Lapachone is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

Quick answers about beta-Lapachone, based on the data on this page

What is beta-Lapachone?

Beta-lapachone is a benzochromenone that is 3,4-dihydro-2H-benzo[h]chromene-5,6-dione substituted by geminal methyl groups at position 2. Isolated from Tabebuia avellanedae, it exhibits antineoplastic and anti-inflammatory activities.

What is the CAS number of beta-Lapachone?

The CAS registry number of beta-Lapachone is 4707-32-8.

What is the molecular formula and weight of beta-Lapachone?

The molecular formula of beta-Lapachone is C15H14O3 and its molar mass is 242.27 g/mol.

What is beta-Lapachone used for?

Known uses and roles of beta-Lapachone include preservatives in cosmetics and personal care, skin conditioning agents in cosmetics and personal care, anti-inflammatory agent, antineoplastic agent, eukaryotic metabolite and 8 more.

Is beta-Lapachone hazardous?

No GHS hazard classification for beta-Lapachone is recorded on CompoundList yet. That does not prove it is safe. Always read the supplier safety data sheet.

What is the HS code of beta-Lapachone?

beta-Lapachone is usually classified under HS code 293299 (Heterocyclic compounds with oxygen hetero-atom(s) only, other). This is indicative, confirm it with your customs broker before shipping.

Where can I buy beta-Lapachone?

CompoundList lists 12 suppliers of beta-Lapachone in China, United States and Netherlands. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

What is the price of beta-Lapachone?

Suppliers quote beta-Lapachone on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

Practical guides that help when you source, ship or handle beta-Lapachone

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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