CompoundList

Auraptene

Also known as Aurapten, 7-Geranyloxycoumarin, 7-(geranyloxy)coumarin

CAS 495-02-3Formula C19H22O3Molar mass 298.38 g/mol
Auraptene chemical structure, C19H22O3, CAS 495-02-3
2D chemical structure

Key facts

What buyers check first

CAS number
495-02-3
Formula
C19H22O3
Molar mass
298.38 g/mol
HS code
293220
Category
Heterocyclic compounds

What is Auraptene?

Plain description, key identifiers and synonyms

Auraptene is a member of the class of coumarins that is umbelliferone in which the phenolic hydrogen has been replaced by a geranyl group. Ii is isolated from several edible fruits and vegetables and exhibits a variety of therapeutic properties. It has a role as an antioxidant, an antineoplastic agent, an antihypertensive agent, a dopaminergic agent, a gamma-secretase modulator, a matrix metalloproteinase inhibitor, a gastrointestinal drug, a hepatoprotective agent, a neuroprotective agent, an apoptosis inducer, a PPARalpha agonist, a vulnerary, a plant metabolite and an EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor. It is a member of coumarins and a monoterpenoid. It is functionally related to an umbelliferone.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
7-[(2E)-3,7-dimethylocta-2,6-dienoxy]chromen-2-one
CAS number
495-02-3 CAS number cross-checked
Molecular formula
C19H22O3
UNII
F79I1ZEL2E
MDL number
MFCD00075948
InChIKey
RSDDHGSKLOSQFK-RVDMUPIBSA-N
InChI
InChI=1S/C19H22O3/c1-14(2)5-4-6-15(3)11-12-21-17-9-7-16-8-10-19(20)22-18(16)13-17/h5,7-11,13H,4,6,12H2,1-3H3/b15-11+
Canonical SMILES
CC(C)=CCCC(C)=CCOc1ccc2ccc(=O)oc2c1
Isomeric SMILES
CC(=CCC/C(=C/COC1=CC2=C(C=C1)C=CC(=O)O2)/C)C

Synonyms

  • Aurapten
  • 7-Geranyloxycoumarin
  • 7-(geranyloxy)coumarin
  • 7-[(2E)-3,7-dimethylocta-2,6-dienoxy]chromen-2-one
  • 7-{[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-2H-chromen-2-one
  • 7-((2E)-3,7-dimethylocta-2,6-dienoxy)chromen-2-one
  • 7-(((2E)-3,7-dimethylocta-2,6-dien-1-yl)oxy)-2H-chromen-2-one
  • 2H-2-one, 7-(((2E)-3,7-dimethyl-2,6-octadien-1-yl)oxy)-
  • Feronialactone
  • (E)-7-((3,7-Dimethylocta-2,6-dien-1-yl)oxy)-2H-chromen-2-one
  • 2H-1-Benzopyran-2-one, 7-((3,7-dimethyl-2,6-octadienyl)oxy)-, (E)-
  • 7-[[(2E)-3,7-dimethyl-2,6-octadien-1-yl]oxy]-2H-1-benzopyran-2-one
  • 7-(3,7-Dimethyl-octa-2,6-dienyloxy)-chromen-2-one
  • 2H-1-Benzopyran-2-one, 7-[(3,7-dimethyl-2,6-octadienyl)oxy]-, (E)-
  • 7-{[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-2H-1-benzopyran-2-one
  • Feronialactone,
  • (E)-7-[(3,7-Dimethylocta-2,6-dien-1-yl)oxy]-2H-chromen-2-one
  • 7-([(2E)-3,7-Dimethyl-2,6-octadienyl]oxy)-2H-chromen-2-one
  • 7-{[(2E)-3,7-dimethyl-2,6-octadienyl]oxy}-2H-chromen-2-one
  • 2H-1-Benzopyran-2-one, 7-[[(2E)-3,7-dimethyl-2,6-octadien-1-yl]oxy]-
  • 2H-1-Benzopyran-2-one, 7-(((2E)-3,7-dimethyl-2,6-octadien-1-yl)oxy)-
  • Auraptene (Standard)
  • Auraptene [M+H]+
  • O-Geranylumbelliferone,
  • 7-O-geranylumbelliferone
Show all 33 synonyms
  • 7-(3,7-dimethylocta-2,6-dienoxy)-1-benzopyran-2-one
  • Auraptene, >=98% (HPLC)
  • ACon1_000071
  • 7-[(3,7-dimethylocta-2,6-dien-1-yl)oxy]-2H-chromen-2-one
  • 7-[(3,7-Dimethyl-2,6-octadienyl)oxy]-(E)-Coumarin
  • Coumarin, 7-[(3,7-dimethyl-2,6-octadienyl)oxy]-, (E)-
  • 7-([(2E)-3,7-Dimethyl-2,6-octadienyl]oxy)-2H-chromen-2-one #
  • 7-(3,7-Dimethyl-2,6-octadienyl)oxy-2H-1-benzopyran-2-one, 9CI

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
298.38 g/molcalc.
Exact mass
298.1569 Dacalc.
LogP (octanol/water)
4.86calc.
Topological polar surface area
39.44 Ųcalc.
Hydrogen bond donors
0calc.
Hydrogen bond acceptors
3calc.
Rotatable bonds
6calc.
Heavy atoms
22calc.
Rings
2calc.
Aromatic rings
2calc.
Fraction sp3 carbons
0.32calc.
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=c1ccc2ccccc2o1

O=c1ccc2ccccc2o1

2 rings, 11 atoms, the Coumarin ring system.

3,845 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.

Auraptene suppliers

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  • China, Shanghai ManufacturerUnclaimed profile
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  • FranceUnclaimed profile
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  • Singapore, SingaporeUnclaimed profile
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  • United States, San DiegoUnclaimed profile
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  • United States, San DiegoUnclaimed profile
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  • China, WuhanUnclaimed profile
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  • Ukraine, KyivUnclaimed profile
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  • Ukraine, KievUnclaimed profile
    AurapteneGrade, purity and minimum order on request
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  • United States, St. PaulUnclaimed profile
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  • Netherlands, ZoetermeerUnclaimed profile
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Auraptene 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

Roles

  • PPAR modulator
  • PPARalpha agonist
  • agonist
  • antihypertensive agent
  • antineoplastic agent
  • antioxidant
  • apoptosis inducer
  • cardiovascular drug
  • dopaminergic agent
  • effector
  • enzyme inhibitor
  • eukaryotic metabolite
  • gamma-secretase modulator
  • gastrointestinal drug
  • hepatoprotective agent
  • matrix metalloproteinase inhibitor
  • metabolite
  • neuroprotective agent
  • neurotransmitter agent
  • pharmaceutical
  • plant metabolite
  • protective agent
  • protein kinase inhibitor
  • vulnerary

Regulatory status

Inventories, regulations and trade controls that list this substance

No regulatory list memberships are recorded for this substance yet. Always check the rules of the importing and exporting country before trade.

HS code and trade data

Customs classification and reported world trade statistics

Global trade

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

HS 2932.20Indicative HS code

Lactones

World exports in 2024
$1.97B
−4.7% vs 2023, imports $2.07B
2019 to 2024
Top exporters
  1. China56.3%
  2. India * partner reported7.4%
  3. Germany7.3%
Top importers
  1. United States14.2%
  2. India * partner reported13.5%
  3. Brazil8.5%

* Partner reported figures, a lower bound.

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

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

Frequently asked questions

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

What is Auraptene?

Auraptene is a member of the class of coumarins that is umbelliferone in which the phenolic hydrogen has been replaced by a geranyl group. Ii is isolated from several edible fruits and vegetables and exhibits a variety of therapeutic properties.

What is the CAS number of Auraptene?

The CAS registry number of Auraptene is 495-02-3.

What is the molecular formula and weight of Auraptene?

The molecular formula of Auraptene is C19H22O3 and its molar mass is 298.38 g/mol.

What is Auraptene used for?

Known uses and roles of Auraptene include ppar modulator, pparalpha agonist, agonist, antihypertensive agent, antineoplastic agent and 19 more.

Is Auraptene hazardous?

No GHS hazard classification for Auraptene 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 Auraptene?

Auraptene is usually classified under HS code 293220 (Lactones). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Auraptene?

CompoundList lists 12 suppliers of Auraptene in United States, China, Ukraine, France and 3 more. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

What is the price of Auraptene?

Suppliers quote Auraptene 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 Auraptene

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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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