Validamycin A

Validamycin A	Last updated: 15/05/2026
(Also known as: validamycin; BBF-03433)

Hazard alerts

The following Pesticide Hazard Tricolour (PHT) alerts are based on the data in the tables below. An absence of an alert does not imply the substance has no implications for human health, biodiversity or the environment but just that we do not have the data to form a judgement. The alerts for Highly Hazardous Pesticides (HHPs) are based on applying the FAO/WHO (Type 1) and the PAN (Type II) criteria to PPDB data. Further details on the HHP indicators are given in the tables below. Neither the PHT nor the HHP hazard alerts take account of usage patterns or exposure, thus they do not represent risk.

PHT: Environmental fate	PHT: Ecotoxicity	PHT: Human health	Highly Hazardous Pesticide
Environmental fate Low alert: Potential for particle bound transport: Low Warning: Significant data are missing	Ecotoxicity High alert: Bees acute oral ecotoxicity: High	Human health Moderate alert: Mammals chronic toxicity: Moderate	Highly Hazardous Pesticide (HHP) Type II alert

GENERAL INFORMATION

Description

An antibiotic with fungicide action effective against soil borne diseases and is used for the control of Rhizoctonia solani

Example pests/issues controlled

Sheath blight disease caused by Rhizoctonia species

Example applications

Rice; Potatoes; Vegetables; Soft fruit; Sugar beet; Cotton

Efficacy & activity

Appearance and life cycle

Taxonomic classification

Class: Validamycins

GB regulatory status

GB COPR regulatory status

Not approved

Date COPR inclusion expires

Expired

GB LERAP status

No UK approval for use as a plant protection agent

EC Regulation 1107/2009 (repealing 91/414)

EC Regulation 1107/2009 status

Not approved

Dossier rapporteur/co-rapporteur

Date EC 1107/2009 inclusion expires

Expired

EU Candidate for substitution (CfS)

Listed in EU database

Yes

Approved for use (✓) under EC 1107/2009 in the following EU Member States

ATAustria	BEBelgium	BGBulgaria	CYCyprus	CZCzech Republic	DEGermany	DKDenmark	EEEstonia	ELGreece

ESSpain	FIFinland	FRFrance	HRCroatia	HUHungary	IEIreland	ITItaly	LTLithuania	LULuxembourg

LVLatvia	MTMalta	NLNetherlands	PLPoland	PTPortugal	RORomania	SESweden	SISlovenia	SKSlovakia

Approved for use (✓) under EC 1107/2009 by Mutual Recognition of Authorisation and/or national regulations in the following EEA countries

ISIceland	NONorway

Additional information

Also used in

Japan

Chemical structure

Isomerism

Validamycin A exhibits optical isomerism, owing to its multiple chiral centres within a complex aminocyclitol–glucoside structure. Each chiral carbon contributes to the molecule’s three-dimensional configuration, resulting in a specific stereoisomer that defines its biological activity. The naturally occurring form of validamycin A is a single stereoisomer produced by Streptomyces hygroscopicus, and its precise configuration is critical for its function as a trehalase inhibitor in agricultural fungicide applications.

Chemical formula

C₂₀H₃₅NO₁₃

Canonical SMILES

C1C(C(C(C(C1NC2C=C(C(C(C2O)O)O)CO)O)O)OC3C(C(C(C(O3)CO)O)O)O)CO

Isomeric SMILES

C1[C@@H]([C@H]([C@@H]([C@H]([C@H]1N[C@H]2C=C([C@H]([C@@H]([C@H]2O)O)O)CO)O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)CO

International Chemical Identifier key (InChIKey)

JARYYMUOCXVXNK-CSLFJTBJSA-N

International Chemical Identifier (InChI)

InChI=1S/C20H35NO13/c22-3-6-1-8(12(26)15(29)11(6)25)21-9-2-7(4-23)19(17(31)13(9)27)34-20-18(32)16(30)14(28)10(5-24)33-20/h1,7-32H,2-5H2/t7-,8+,9+,10-,11-,12+,13+,14-,15+,16+,17-,18-,19-,20+/m1/s1

2D structure diagram/image available?

Yes

General status

Biopesticide type

Fungicide; Antibiotic

Substance groups

Micro-organism derived substance

Minimum active substance purity

>95%

Known relevant impurities

Substance origin

Natural

Mode of action

Non-systemic, inhibits the enzyme trehalase, an important enzyme in carbohydrate storage and ultilisation in fungi.

Substance source

Originally isolated from the soil actinomycete Streptomyces hygroscopicus

Uses

Crop protection

Farming system suitability

CAS RN

37248-47-8

EC number

CIPAC number

8353

US EPA chemical code

PubChem CID

443629

Molecular mass (Da)

497.49

PIN (Preferred Identification Name)

IUPAC name

(2R,3R,4S,5S,6R)-2-[(1R,2R,3S,4S,6R)-2,3-dihydroxy-6-(hydroxymethyl)-4-[[(1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl]amino]cyclohexyl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

CAS name

1,5,6-trideoxy-4-O-β-D-glucopyranosyl-5-(hydroxymethyl)-1-[[(1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)-2-cyclohexen-1-yl]amino]-D-chiro-inositol

Global Governance status: Listed (✓) under

UK Poisons List Order 1972	Rotterdam Convention	Montreal Protocol
XNo The Poisons List Order 1972	XNo Rotterdam Convention	XNo Montreal Protocol
Stockholm Convention	OSPAR	EU Water Framework Directive
XNo Stockholm Convention	XNo OSPAR	XNo EU Water Framework Directive

Relevant Environmental Water Quality Standards

Forever chemical

Highly Hazardous Pesticide (HHP)

Type I

Type II

Yes []

Other status information

Herbicide Resistance Class (HRAC MoA class)

Not applicable

Herbicide Resistance Class (WSSA MoA class)

Not applicable

Insecticide Resistance Class (IRAC MoA class)

Not applicable

Fungicide Resistance Class (FRAC MOA class)

BM02

Examples of recorded resistance

Physical state

White powder

Commercial

Property

Value

Availability status

Current

Introduction & key dates

1972, registered Japan

Example manufacturers & suppliers of products using this active now or historically

Takeda
BOC Sciences
Sumitomo Chemical Co.

Example products using this active

Formulation and application details

Usually formulated as a dispersible powder, soluble concentrates and seed treatments

Commercial production

Validamycin A is produced commercially through fermentation using a high-yielding strain of the bacterium Streptomyces hygroscopicus. The selected strain is cultured in large bioreactors, under controlled conditions, using a fermentation medium containing nutrients such as soybean meal, corn steep liquor, and other carbon and nitrogen sources. After the fermentation is complete, the broth is filtered to remove the bacterial cells. The filtrate, which contains validamycin A, is then subjected to extraction using solvents or other methods to isolate the compound. The extract is then purified and formulated.

Impact on climate of production and use

As microbial-based products tend to use fermentation-based production processes rather than chemical synthesis, they typically have a lower fossil fuel input in formulation and active ingredient creation, and also have reduced downstream emissions due to biodegradability and minimal soil disruption, their life-cycle GHG emissions are expected to be low. Whilst hard and precise data is not available, broad estimates suggest that typically emissions are likely to be below 5 kg CO₂e/kg.

ENVIRONMENTAL FATE

Property

Value

Source; quality score; and other information

Interpretation

Solubility - In water at 20 °C at pH 7 (mg l⁻¹)

610000

High

Solubility - In organic solvents at 20 °C (mg l⁻¹)

Ethyl acetate

26.6

Acetone

62300

Methanol

Toluene

Melting point (°C)

125.9

Boiling point (°C)

814

Degradation point (°C)

Flashpoint (°C)

Octanol-water partition coefficient at pH 7, 20 °C

4.79 X 10^-09

Calculated

Log P

-8.32

Low

Fat solubility of residues

Solubility

Data type

Density (g ml⁻¹)

1.4

Dissociation constant pKa) at 25 °C

6.14

Weak acid

Vapour pressure at 20 °C (mPa)

2.60 X 10^-03

Low volatility

Henry's law constant at 25 °C (Pa m³ mol⁻¹)

Volatilisation as max % of applied dose lost

From plant surface

From soil surface

Maximum UV-vis absorption L mol⁻¹ cm⁻¹

Surface tension (mN m⁻¹)

Degradation

Property

Value

Source; quality score; and other information

Interpretation

General biodegradability

Soil degradation (days) (Aerobic conditions)

DT₅₀ (typical)

0.2

Non-persistent

DT₅₀ (lab at 20 °C)

DT₅₀ (field)

DT₉₀ (lab at 20 °C)

DT₉₀ (field)

DT₅₀ modelling endpoint

Note

General literature: DT₅₀ >5hrs rapid microbial degradation

Soil mineralisation

Aerobic (at 20 °C)

Anaerobic (at 20 °C)

Dissipation rate RL₅₀ (days) on plant matrix

Value

Note

Dissipation rate RL₅₀ (days) on and in plant matrix

Value

Note

Aqueous photolysis DT₅₀ (days) at pH 7

Value

Note

Aqueous hydrolysis DT₅₀ (days) at 20 °C and pH 7

Value

Stable

Note

Stable pH 5 to pH 9

Water-sediment DT₅₀ (days)

Water phase only DT₅₀ (days)

Sediment phase only DT₅₀ (days)

Air degradation

As this parameter is not normally measured directly, a surrogate measure is used: ‘Photochemical oxidative DT₅₀’. Where data is available, this can be found in the Fate Indices section below.

Decay in stored produce DT₅₀

Soil adsorption and mobility

Property

Value

Source; quality score; and other information

Interpretation

Linear

K_d (mL g⁻¹)

K_oc (mL g⁻¹)

Notes and range

Freundlich

K_f (mL g⁻¹)

K_foc (mL g⁻¹)

¹/_n

Notes and range

pH sensitivity

Known soil and groundwater metabolites

None

Other known metabolites

Metabolite name and reference

Aliases

Formation medium / Rate

Estimated maximum occurrence fraction

validoxylamine A

None

ECOTOXICOLOGY

Terrestrial ecotoxicology

Property

Value

Source; quality score; and other information

Interpretation

Mammals - Acute oral LD₅₀ (mg kg⁻¹)

> 20000

Rat

Low

Mammals - Short Term Oral NOAEL (mg kg⁻¹ bw d⁻¹)

40.4

Rat

Moderate

Mammals - Long Term (Chronic) Oral NOAEL (mg kg⁻¹ bw d⁻¹)

Birds - Acute LD₅₀ (mg kg⁻¹)

12500

Phasianidae

Low

Birds - Short term dietary LC₅₀ (mg kg⁻¹ bw d⁻¹)

Birds - Chronic 21d NOEL (mg kg⁻¹ bw d⁻¹)

Earthworms - Acute 14 day LC₅₀ (mg kg⁻¹ dw soil)

Earthworms - Chronic NOEC, reproduction (mg kg⁻¹ dw soil)

Soil micro-organisms

Collembola

Acute LC₅₀ (mg kg⁻¹)

Chronic NOEC (mg kg⁻¹)

Non-target plants

Vegetative vigour ER₅₀ (g ha⁻¹)

Seedling emergence ER₅₀ (g ha⁻¹)

Honeybees (Apis spp.)

Contact acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)

Oral acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)

0.15

High

Unknown mode acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)

Chronic

Notes

Bumblebees (Bombus spp.)

Contact acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)

Oral acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)

Mason bees (Osmia spp.)

Contact acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)

Oral acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)

Other bee species (1)

Acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg insect⁻¹)

Mode of exposure

Other bee species (2)

Acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg insect⁻¹)

Mode of exposure

Beneficial insects (Ladybirds)

Beneficial insects (Lacewings)

Beneficial insects (Parasitic wasps)

Beneficial insects (Predatory mites)

Beneficial insects (Ground beetles)

Beneficial insects (Butterflies)

Contact

Notes

Oral

Notes

Aquatic ecotoxicology

Property

Value

Source; quality score; and other information

Interpretation

Temperate Freshwater Fish - Acute 96 hour LC₅₀ (mg l⁻¹)

> 40

Cyprinidae spp.

Moderate

Temperate Freshwater Fish - Chronic 21 day NOEC (mg l⁻¹)

Tropical Freshwater Fish - Acute 96 hour LC₅₀ (mg l⁻¹)

Temperate Freshwater Aquatic invertebrates - Acute 48 hour EC₅₀ (mg l⁻¹)

> 40

Daphnia pulex

Moderate

Temperate Freshwater Aquatic invertebrates - Chronic 21 day NOEC (mg l⁻¹)

Tropical Freshwater Aquatic invertebrates - Acute 48 hour EC₅₀ (mg l⁻¹)

Aquatic crustaceans - Acute 96 hour LC₅₀ (mg l⁻¹)

Sediment dwelling organisms - Acute 96 hour LC₅₀ (mg l⁻¹)

Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l⁻¹)

Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg⁻¹)

Aquatic Plants (free-floating, fonds growth, fresh) - 7 day (mg l⁻¹)

Aquatic plants (rooted, growth rate, fresh) - 14 day (mg l⁻¹)

Algae - Acute (growth rate, fresh; mg l⁻¹)

Algae - Chronic (growth rate, fresh; mg l⁻¹)

Mesocosm study data

NOEAEC mg l⁻¹

Marine bivalves

Regulatory Threshold Levels (RTLs)

Note: These RTLs have been calculated using the regulatory approach used in the European Union and based on ecotoxocity values in the PPDB.

Species group

RTL

Notes

Mammals

8.08

Worst case of acute and chronic mammals

Birds

1250

Worst case of acute and chronic birds

Soil organisms

No data

No data for acute and chronic earthworms

Terrestrial plants

No data

No data for non-target plants vegetative vigour and seedling emergence

Pollinators

0.003

Worst case of contact and oral honeybees

Arthropods

No data

No data for parasitic wasps and predatory mites

Fish

0.4

Worst case of temperate acute and chronic fish

Aquatic invertebrates

0.4

Worst case of temperate acute and chronic aquatic invertebrates

Aquatic plants

No data

No data for free-floating plants, rooted plants, acute and chronic algae

HUMAN HEALTH AND PROTECTION

General

Property

Value

Source; quality score; and other information

Interpretation

Threshold of Toxicological Concern (Cramer Class)

High (class III)

Mammals - Acute oral LD₅₀ (mg kg⁻¹)

> 20000

Rat

Low

Mammals - Short Term Oral NOAEL (mg kg⁻¹ bw d⁻¹)

40.4

Rat

Moderate

Mammals - Long Term (Chronic) Oral NOAEL (mg kg⁻¹ bw d⁻¹)

Mammals - Dermal LD₅₀ (mg kg⁻¹ body weight)

> 5000

Rat

Mammals - Inhalation LC₅₀ (mg l⁻¹)

> 5.0

Rat 4 hr

Other Mammal toxicity endpoints

ADI - Acceptable Daily Intake (mg kg⁻¹ bw day⁻¹)

ARfD - Acute Reference Dose (mg kg⁻¹ bw day⁻¹)

AAOEL - Acute Acceptable Operator Exposure Level (mg kg⁻¹ bw day⁻¹)

AOEL - Acceptable Operator Exposure Level - Systemic (mg kg⁻¹ bw day⁻¹)

Dermal penetration studies (%)

Dangerous Substances Directive 76/464

Exposure Routes

Public

Occupational

Mammalian dose elimination route and rate

Health issues

Specific human health issues (hazard-based)

Carcinogen

Genotoxic

Endocrine disruptor

; ; ; ;

Reproduction / development effects

Acetyl cholinesterase inhibitor

Neurotoxicant

No data found

Respiratory tract irritant

Skin irritant

Skin sensitiser

Eye irritant

Phototoxicant

No data found

General human health issues

Considered practically non-toxic

Handling issues

Property

Value and interpretation

General

No information available

CLP classification 2013

Not classified

WHO Classification

U (Unlikely to present an acute hazard)

UN Number

Waste disposal & packaging

Shelf-life, storage, stability and reactivity

TRANSLATIONS

Language

Name

English

validamycin A

French

validamycine

German

Validamycin

Danish

validamycin

Italian

validamycin

Spanish

validamycin

Greek

Polish

walidamycyna

Swedish

Hungarian

Dutch

Norwegian

Record last updated:	15/05/2026
Contact:	aeru@herts.ac.uk
Please cite as:	Lewis, K.A., Tzilivakis, J., Warner, D. and Green, A. (2016) An international database for pesticide risk assessments and management. Human and Ecological Risk Assessment: An International Journal, 22(4), 1050-1064. DOI: 10.1080/10807039.2015.1133242

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