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Screening compounds

Masoprocol

Also known as meso-NDGA, meso-Nordihydroguaiaretic acid, Actinex

CAS 27686-84-6Formula C18H22O4Molar mass 302.37 g/molEC 248-606-6
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Masoprocol chemical structure, C18H22O4, CAS 27686-84-6
2D chemical structure

Key facts

What buyers check first

All properties
CAS number
27686-84-6
Formula
C18H22O4
Molar mass
302.37 g/mol
EC number
248-606-6
HS code
290729
Category
Screening compounds

What is Masoprocol?

Plain description, key identifiers and synonyms

Masoprocol is the meso-form of nordihydroguaiaretic acid. An antioxidant found in the creosote bush, Larrea divaricata, it is a potent lipoxygenase inhibitor that interferes with arachidonic acid metabolism. It also inhibits (though to a lesser extent) formyltetrahydrofolate synthetase, carboxylesterase, and cyclooxygenase. It has a role as a metabolite, a hypoglycemic agent, an antineoplastic agent and a lipoxygenase inhibitor.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
4-[(2S,3R)-4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol
CAS number
27686-84-6 CAS number cross-checkedOther or deprecated CAS: 1050512-02-1
EC number
248-606-6
Molecular formula
C18H22O4
UNII
7BO8G1BYQU
InChIKey
HCZKYJDFEPMADG-TXEJJXNPSA-N
InChI
InChI=1S/C18H22O4/c1-11(7-13-3-5-15(19)17(21)9-13)12(2)8-14-4-6-16(20)18(22)10-14/h3-6,9-12,19-22H,7-8H2,1-2H3/t11-,12+
Canonical SMILES
CC(Cc1ccc(O)c(O)c1)C(C)Cc1ccc(O)c(O)c1
Isomeric SMILES
C[C@H](CC1=CC(=C(C=C1)O)O)[C@@H](C)CC2=CC(=C(C=C2)O)O

Synonyms

  • meso-NDGA
  • meso-Nordihydroguaiaretic acid
  • Actinex
  • Masoprocolum
  • CHX 100
  • meso-4,4'-(2,3-Dimethyltetramethylene)dipyrocatechol
  • 1,2-Benzenediol, 4,4'-(2,3-dimethyl-1,4-butanediyl)bis-, (R*,S*)-
  • Oristar nhga
  • 4-[(2S,3R)-4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol
  • INSM-18
  • erythro-nordihydroguaiaretic acid
  • (R*,S*)-4,4'-(2,3-Dimethylbutane-1,4-diyl)bispyrocatechol
  • meso-2,3-bis(3,4-dihydroxyphenylmethyl)butane
  • Dinorguaiaretic acid, dihydro-
  • meso-1,4-bis(3,4-dihydroxyphenyl)-2,3-dimethylbutane
  • meso-4,4'-(2,3-dimethyl-1,4-butanediyl)bis(pyrocatechol)
  • meso-beta,gamma-dimethyl-alpha,delta-bis(3,4-dihydroxyphenyl)butan
  • 1,2-Benzenediol, 4,4'-((2R,3S)-2,3-dimethyl-1,4-butanediyl)bis-, rel-
  • meso-4-[4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol
  • 4-[(2R,3S)-4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol
  • 4-[(2S,3R)-3-[(3,4-dihydroxyphenyl)methyl]-2-methylbutyl]benzene-1,2-diol
  • 4-((2R,3S)-4-(3,4-Dihydroxyphenyl)-2,3-dimethylbutyl)benzene-1,2-diol
  • meso Nordihydroguaiaretic Acid
  • Acid, meso-Nordihydroguaiaretic
  • 1,2-Benzenediol, 4,4'-[(2R,3S)-2,3-dimethyl-1,4-butanediyl]bis-, rel-
Show all 36 synonyms
  • 4-((2S,3R)-4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl)benzene-1,2-diol
  • meso-4-(4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl)benzene-1,2-diol
  • 4-((2S,3R)-3-((3,4-dihydroxyphenyl)methyl)-2-methylbutyl)benzene-1,2-diol
  • NDHGA
  • 4,4'-(2,3-Dimethyl-1,4-butanediyl)bis(1,2-benzenediol)
  • Nordihydroguaiaretic Acid, (R*,S*)-
  • 1,4-bis(3,4-dihydroxyphenyl)-2,3-dimethylbutane
  • Dihydronorguaiaretic Acid
  • INSM18
  • 4,4'-((2R,3S)-2,3-Dimethylbutane-1,4-diyl)bis(benzene-1,2-diol)
  • Nordihydroguaiaretic acid from Larrea divaricata (creosote bush)

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
302.37 g/molcalc.
Exact mass
302.1518 Dacalc.
LogP (octanol/water)
3.57calc.
Topological polar surface area
80.92 Ųcalc.
Hydrogen bond donors
4calc.
Hydrogen bond acceptors
4calc.
Rotatable bonds
5calc.
Heavy atoms
22calc.
Rings
2calc.
Aromatic rings
2calc.
Fraction sp3 carbons
0.33calc.
Formal charge
0calc.
Stereocentres
2calc.
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, c1ccc(CCCCc2ccccc2)cc1

c1ccc(CCCCc2ccccc2)cc1

2 rings, 16 atoms, the 1,4-Diphenylbutane ring system.

174 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.

Masoprocol suppliers

Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings

All 10 suppliers
10 of 10 offers
  • AChemBlock
    United States, HaywardUnclaimed profile
    MasoprocolGrade, purity and minimum order on request
    Price on request
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  • Ambinter
    France, OrleansUnclaimed profile
    MasoprocolGrade, purity and minimum order on request
    Price on request
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  • AvaChem Scientific LLC
    United StatesUnclaimed profile
    MasoprocolGrade, purity and minimum order on request
    Price on request
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  • Bic Biotech
    China, NanjingUnclaimed profile
    MasoprocolGrade, purity and minimum order on request
    Price on request
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  • BioCrick
    China, ChengduUnclaimed profile
    MasoprocolGrade, purity and minimum order on request
    Price on request
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  • ChemShuttle
    United States, BurlingameUnclaimed profile
    MasoprocolGrade, purity and minimum order on request
    Price on request
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  • Clearsynth
    United States, San DiegoUnclaimed profile
    MasoprocolGrade, purity and minimum order on request
    Price on request
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  • Excenen Pharmatech Co., Ltd.
    China, GuangzhouUnclaimed profile
    MasoprocolGrade, purity and minimum order on request
    Price on request
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  • OChem Inc
    United States, West ChicagoUnclaimed profile
    MasoprocolGrade, purity and minimum order on request
    Price on request
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  • Thoreauchem
    China, HongKongUnclaimed profile
    MasoprocolGrade, purity and minimum order on request
    Price on request
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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

10 suppliers in 3 countries

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Masoprocol 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

Pharmacological actions

  • Antioxidants
  • Cyclooxygenase Inhibitors
  • Lipoxygenase Inhibitors

Roles

  • antineoplastic agent
  • enzyme inhibitor
  • hypoglycemic agent
  • lipoxygenase inhibitor
  • metabolite
  • pharmaceutical

Pharmacology

Masoprocol is a naturally occurring antioxidant dicatechol originally derived from the creosote bush Larrea divaricatta with antipromoter, anti-inflammatory, and antineoplastic activities. Masoprocol directly inhibits activation of two receptor tyrosine kinases (RTKs), the insulin-like growth factor receptor (IGF-1R) and the c-erbB2/HER2/neu receptor, resulting in decreased proliferation of susceptible tumor cell populations.

Read more

This agent may induce apoptosis in susceptible tumor cell populations as a result of disruption of the actin cytoskeleton in association with the activation of stress activated protein kinases (SAPKs). In addition, masoprocol inhibits arachidonic acid 5-lipoxygenase (5LOX), resulting in diminished synthesis of inflammatory mediators such as prostaglandins and leukotrienes. It may prevent leukocyte infiltration into tissues and the release of reactive oxygen species.

Regulatory status

Inventories, regulations and trade controls that list this substance

United States

  • TSCA inventory (USA)
    Status: Inactive in US commerce

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code Masoprocol is traded under.

HS 2907.29Indicative HS code

Polyphenols, phenol-alcohols, other

World exports in 2024
$535M
−27.0% vs 2023, imports $565M
2019 to 2024
Top exporters
  1. India * partner reported17.7%
  2. Germany16.5%
  3. Japan15.8%
Top importers
  1. United States13.1%
  2. Japan8.0%
  3. Belgium7.9%

* Partner reported figures, a lower bound.

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

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

Frequently asked questions

Quick answers about Masoprocol, based on the data on this page

What is Masoprocol?

Masoprocol is the meso-form of nordihydroguaiaretic acid. An antioxidant found in the creosote bush, Larrea divaricata, it is a potent lipoxygenase inhibitor that interferes with arachidonic acid metabolism.

What is the CAS number of Masoprocol?

The CAS registry number of Masoprocol is 27686-84-6. Other or deprecated CAS numbers: 1050512-02-1.

What is the molecular formula and weight of Masoprocol?

The molecular formula of Masoprocol is C18H22O4 and its molar mass is 302.37 g/mol.

What is Masoprocol used for?

Known uses and roles of Masoprocol include building blocks in research and laboratory, screening compounds in research and laboratory, antineoplastic agent, enzyme inhibitor, hypoglycemic agent and 6 more.

Is Masoprocol hazardous?

No GHS hazard classification for Masoprocol 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 Masoprocol?

Masoprocol is usually classified under HS code 290729 (Polyphenols, phenol-alcohols, other). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Masoprocol?

CompoundList lists 10 suppliers of Masoprocol in United States, China and France. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

What is the price of Masoprocol?

Suppliers quote Masoprocol 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

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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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