hexachlorophene

CHEBI:5693 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

An organochlorine compound that is diphenylmethane in which each of the phenyl groups is substituted by chlorines at positions 2, 3, and 5, and by a hydroxy group at position 6. An antiseptic that is effective against Gram-positive organisms, it is used in soaps and creams for the treatment of various skin disorders. It is also used in agriculture as an acaricide and fungicide, but is not approved for such use within the European Union. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

Label unavailable CHEBI:26195
Label unavailable CHEBI:27096
bridged diphenyl fungicide CHEBI:87039

Chemical structure

Computed structure properties
Molecular formula	C13H6Cl6O2
Charge	0
Average mass	406.907 Da
Monoisotopic mass	403.8499 Da
Source	ChEBI
InChIKey	ACGUYXCXAPNIKK-UHFFFAOYSA-N

SMILES

Oc1c(Cl)cc(Cl)c(Cl)c1Cc1c(O)c(Cl)cc(Cl)c1Cl

InChI

InChI=1S/C13H6Cl6O2/c14-6-2-8(16)12(20)4(10(6)18)1-5-11(19)7(15)3-9(17)13(5)21/h2-3,20-21H,1H2

Also called

Acigena (BRAND_NAME)— chebi
Almederm (BRAND_NAME)— chebi
Armohex (BRAND_NAME)— chebi
Distodin (BRAND_NAME)— chebi
Esaclorofene (BRAND_NAME)— chebi
Exofene (BRAND_NAME)— chebi
Gamophen (BRAND_NAME)— chebi
Gamophene (BRAND_NAME)— chebi
Germa-medica (BRAND_NAME)— chebi
Hexa-Germ (BRAND_NAME)— chebi
Hexabalm (BRAND_NAME)— chebi
Hexafen (BRAND_NAME)— chebi
Hexascrub (BRAND_NAME)— chebi
Hexide (BRAND_NAME)— chebi
Nabac (BRAND_NAME)— chebi
Phiso-Scrub (BRAND_NAME)— chebi
Phisodan (BRAND_NAME)— chebi
Septi-Soft (BRAND_NAME)— chebi
Septisol (BRAND_NAME)— chebi
Septofen (BRAND_NAME)— chebi
Solu-Heks (BRAND_NAME)— chebi
Soy-Dome (BRAND_NAME)— chebi
Staphene O (BRAND_NAME)— chebi
Ster-Zac (BRAND_NAME)— chebi
Steral (BRAND_NAME)— chebi
Steraskin (BRAND_NAME)— chebi
Surgi-Cen (BRAND_NAME)— chebi
Surgi-cin (BRAND_NAME)— chebi
Surofene (BRAND_NAME)— chebi
Tersaseptic (BRAND_NAME)— chebi
Turgex (BRAND_NAME)— chebi
hexachlorophenum (INN)— chebi
hexachlorophène (INN)— chebi
hexaclorofeno (INN)— chebi
2,2'-methylenebis(3,4,6-trichlorophenol) (EXACT_SYNONYM)— chebi
2,2',3,3',5,5'-hexachloro-6,6'-dihydroxydiphenylmethane (EXACT_SYNONYM)— chebi
2,2'-dihydroxy-3,3',5,5',6,6'-hexachlorodiphenylmethane (EXACT_SYNONYM)— chebi
2,2'-dihydroxy-3,5,6,3',5',6'-hexachlorodiphenylmethane (EXACT_SYNONYM)— chebi
2,2'-methanediylbis(3,4,6-trichlorophenol) (EXACT_SYNONYM)— chebi

Cross-references

Identifiers for this same structure in other resources. An accession that lands on two different structures in this corpus is withheld from both rather than shown here, since it names at most one of them.

Drug registries

Identifiers that name a drug rather than a structure. One of these can cover a parent compound, its salts and its stereoisomers, which this corpus keeps as separate records, so it is not an equivalence of structure.

Patents and articles

Documents about this compound. A patent covers a class and an article covers a topic; neither identifies a structure.

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

fungicide CHEBI:24127
antibacterial agent CHEBI:33282
antifungal agent CHEBI:35718
antifungal agrochemical CHEBI:86328

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
CHEBI	`CHEBI:5693`	hexachlorophene	`antibioticmech:chebi-81e9dce2c3`	2026-08-30

Molecular targets

The molecular entity or process this compound acts on. Each target carries evidence — this is a mechanistic claim, not a classification.

Replicase polyprotein 1a VIRAL_PROTEIN MEASURED_TARGET_ASSOCIATION

BindingDB quantitative measurement in the named target organism; source assay descriptions and identifiers are retained per measurement. Evidence status: PRIMARY_EVIDENCE. Source: BINDINGDB 2026-09 (retrieved 2026-08-31).

Severe acute respiratory syndrome coronavirus NCBITaxon:2901879

Quantitative measurements
Type	Reported value	Assay	BindingDB IDs	Reference
KI	4000 nM	Determination of kinetic parameters and the Ki of effective compounds using the FRET peptide Kinetic parameters were obtained using various concentrations of FRET peptide in the fluorescent assay. The maximal velocity (Vmax) and Michaelis Menten constant (Km) were calculated from the Eadie Hofstee plot. If the type of inhibitionwas found to be competitive using a Lineweaver Burk double reciprocal plot, then the inhibitory constant (Ki) for 3CLpro was estimated using the equation:Ki = IC50/(1+[substrate]/Km).Plots were performed, and kinetic parameters were calculated, using Prism software (Graphpad Software, San Diego, CA).	`RSID 844294` `assay 8809_1` `monomer 31712`	`PMID:15950190`

Organism-specific examples
Protein	Gene	Organism	Entry
Replicase polyprotein 1a `UniProtKB:P0C6U8` BindingDB target chain 1	—	Severe acute respiratory syndrome coronavirus `NCBITaxon:2901879`	REVIEWED

PMID:15950190 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)

Replicase polyprotein 1ab VIRAL_PROTEIN MEASURED_TARGET_ASSOCIATION

Severe acute respiratory syndrome coronavirus 2 NCBITaxon:2697049

Quantitative measurements
Type	Reported value	Assay	BindingDB IDs	Reference
IC50	21520 nM	3CLpro enzyme assay The 3CLpro enzyme assay was developed in 384-well black, medium binding microplates (Greiner Bio-One, Monroe, NC, USA) with a total volume of 20 μL and then miniaturized to 1536-well format. In 384-well plate format, 10 μL enzyme in reaction buffer was added into each well, followed by the addition of 10 μL substrate. Fluorescent intensity was measured at different time points on a PHERAstar FSX plate reader (BMG Labtech, Cary, NC, USA) with Ex=340 nm/Em=460 nm after the addition of substrate. The experiment was conducted at both room temperature (RT) and 37 °C.Steady-state kinetic parameters were evaluated using 50 nM 3CLpro and different concentrations of substrate. In brief, 10 μL/well enzyme was added into 384-well plate. The reaction was then initialized by adding the substrate solutions at different concentrations. The substrate stock solution was serially diluted 1:2 to obtain seven concentrations. The final concentrations used in this test were 160, 80, 40, 20, 10, 5, and 2.5 μM. The fluorescent intensity was measured at 5, 10, 15, and 30 min.	`RSID 844363` `assay 8814_1` `monomer 31712`	`PMID:32803196`

Organism-specific examples
Protein	Gene	Organism	Entry
Replicase polyprotein 1ab `UniProtKB:P0DTD1` BindingDB target chain 1	—	Severe acute respiratory syndrome coronavirus 2 `NCBITaxon:2697049`	REVIEWED

PMID:32803196 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)

Mechanism summary

Clinical status: APPROVED

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
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RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
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RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources
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RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-09-02 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-09-06 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-09-10 · seed_from_sources
Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record (YAML).

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