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Apigenin

Also known as 5,7-Dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one, Versulin, Apigenol

Apigenin chemical structure, C15H10O5, CAS 520-36-5
2D chemical structure

Key facts

What buyers check first

Appearance
Yellow needles from aqueous pyridine
Melting point
345 to 350
Solubility
Soluble in ethanol, pyridine, concentrated sulfuric acid, very soluble in dilute alkalies
HS code
293299
Category
Flavonoids and polyphenols
Illustrative photo, yellow pigment powder in a glass jar on a laboratory bench
Typical packagingIllustrative packaging image, not the actual product

What is Apigenin?

Plain description, key identifiers and synonyms

Apigenin is a trihydroxyflavone that is flavone substituted by hydroxy groups at positions 4', 5 and 7. It induces autophagy in leukaemia cells. It has a role as a metabolite and an antineoplastic agent. It is a conjugate acid of an apigenin-7-olate.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
CAS number
520-36-5 CAS number cross-checked
EC numbers
208-292-3, 628-919-8
Molecular formula
C15H10O5
UNII
7V515PI7F6
MDL number
MFCD00006831
INCI name
APIGENIN, CHAMOMILLA RECUTITA FLOWER OIL, CHAMOMILLA RECUTITA OIL
InChIKey
KZNIFHPLKGYRTM-UHFFFAOYSA-N
InChI
InChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-7,16-18H
SMILES (canonical and isomeric)
C1=CC(=CC=C1C2=CC(=O)C3=C(C=C(C=C3O2)O)O)O

Synonyms

  • 5,7-Dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
  • Versulin
  • Apigenol
  • 4',5,7-Trihydroxyflavone
  • Apigenine
  • Spigenin
  • C.I. Natural Yellow 1
  • 5,7,4'-Trihydroxyflavone
  • 5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
  • Pelargidenon 1449
  • 5,7-Dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
  • 4H-1-Benzopyran-4-one, 5,7-dihydroxy-2-(4-hydroxyphenyl)-
  • 2-(p-Hydroxyphenyl)-5,7-dihydroxychromone
  • 5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-benzopyrone
  • Flavone, 4',5,7-trihydroxy-
  • UCCF-031
  • Chamomile oil, german
  • UCCF 031
  • Apigenin (Standard)
  • 4',5,7-Trihydroxyflavaone
  • 4',5,7-Trihydroxyflavone, Apigenol, C.I. Natural Yellow 1
  • 4&prime, ,5,7-Trihydroxyflavone
  • Pelargidenone,
  • Apigenol,
  • 4der
Show all 37 synonyms
  • 4dgm
  • 4hkk
  • Chamomile Absolute
  • Naringenin, 18
  • 5,7-Dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one, 4',5,7-Trihydroxyflavone, Pelargidenon 1449,
  • Apegenin
  • Apigenin - 94%
  • Apigenin - 97%
  • ACACETIN_met001
  • Tocris-1227
  • 3cf9
  • 4',7-Trihydroxyflavone

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

Appearance
Yellow needles from aqueous pyridineexp.
Melting point
345 to 350exp.
Solubility
Soluble in ethanol, pyridine, concentrated sulfuric acid, very soluble in dilute alkaliesexp.

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
270.24 g/molcalc.
Exact mass
270.0528 Dacalc.
LogP (octanol/water)
2.58calc.
Topological polar surface area
90.9 Ųcalc.
Hydrogen bond donors
3calc.
Hydrogen bond acceptors
5calc.
Rotatable bonds
1calc.
Heavy atoms
20calc.
Rings
3calc.
Aromatic rings
3calc.
Fraction sp3 carbons
0calc.
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=c1cc(-c2ccccc2)oc2ccccc12

O=c1cc(-c2ccccc2)oc2ccccc12

3 rings, 17 atoms, the Flavone ring system.

2,273 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Warning
GHS07: Harmful or irritant
Harmful or irritant

Hazard statements

  • H315Causes skin irritation.
  • H412Harmful to aquatic life with long lasting effects.
Precautionary statements (8)
  • P264Wash skin thoroughly after handling.
  • P273Avoid release to the environment.
  • P280Wear protective gloves, protective clothing, eye protection and face protection.
  • P302 + P352If on skin: Wash with plenty of water.
  • P321Specific treatment (see supplemental first aid instructions on the label).
  • P332 + P317If skin irritation occurs: Get medical help.
  • P362 + P364Take off contaminated clothing. And wash it before reuse.
  • P501Dispose of contents and container in accordance with local regulations.

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

Full safety data and first aid

Apigenin suppliers

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Where suppliers are based

144 suppliers in 21 countries

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Apigenin 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

Used as a research chemical, anti-viral agents, anti-tumor, bowel disease and skin conditions. Active ingredient in chamomile, used for indigestion ...

Has been used to dye chromium mordanted wool yellow. The color is fast to soap.

Direct dye ... limited application as a component of the hair dye extract chamomile.

Apigenin (4',5,7-trihydroxyflavone), a flavone subclass of flavonoid widely distributed in many herbs, fruits, and vegetables is a substantial component of the human diet and has been shown to possess a variety of biological activities including tumor growth inhibition and chemoprevention.

Cosmetic ingredient, INCI name CHAMOMILLA RECUTITA OIL(fragrance, tonic)

Roles

  • antineoplastic agent
  • metabolite
  • pharmaceutical

Functional uses

  • Antioxidant
  • Deodorizer
  • Flavouring and nutrient
  • Fragrance
  • Humectant
  • Softener and conditioner

Cosmetic functions

  • Antioxidant
  • Fragrance
  • Hair conditioning
  • Skin conditioning
  • Tonic

How it is made

The aglucon of apiin and of apigenin-7-glucoside. From apiin by boiling with acids, from apigenin-7-glucoside by enzymatic hydrolysis with emulsion or by boiling with 15% H2SO4

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 Apigenin 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 Apigenin is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

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

What is Apigenin?

Apigenin is a trihydroxyflavone that is flavone substituted by hydroxy groups at positions 4', 5 and 7. It induces autophagy in leukaemia cells. It has a role as a metabolite and an antineoplastic agent. It is a conjugate acid of an apigenin-7-olate.

What is the CAS number of Apigenin?

The CAS registry number of Apigenin is 520-36-5.

What is the molecular formula and weight of Apigenin?

The molecular formula of Apigenin is C15H10O5 and its molar mass is 270.24 g/mol.

What is Apigenin used for?

Used as a research chemical, anti-viral agents, anti-tumor, bowel disease and skin conditions. Active ingredient in chamomile, used for indigestion ... Has been used to dye chromium mordanted wool yellow. The color is fast to soap. Direct dye ... limited application as a component of the hair dye extract chamomile.

Is Apigenin hazardous?

Apigenin carries the GHS signal word "Warning". Main hazards: causes skin irritation, harmful to aquatic life with long lasting effects. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of Apigenin?

Apigenin 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 Apigenin?

CompoundList lists 144 suppliers of Apigenin in China, United States, United Kingdom, Germany and 17 more. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

Where can I buy Apigenin in India?

3 suppliers in India list Apigenin on CompoundList. Filter the suppliers list by country and send a request to compare prices, grades and delivery times.

What is the price of Apigenin?

Suppliers quote Apigenin 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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