diosphenol
(+/-)-2-hydroxypiperitone
Identification
| Name | diosphenol |
| IUPAC | 2-hydroxy-3-methyl-6-propan-2-ylcyclohex-2-en-1-one |
| CAS Number | 490-03-9 |
| EINECS | 207-704-9 |
| FDA UNII | 4221SIG7EK |
| Molecular Formula | C10 H16 O2 |
| Molecular Weight | 168.23592000 |
| Nikkaji Number | J6.041K |
Regulatory
| JECFA Food Flavoring | 2038 (+/-)-2-hydroxypiperitone |
| DG SANTE Food Flavourings | 07.168 2-hydroxypiperitone |
| FEMA Number | 4143 |
| FDA | No longer provide for the use of these seven synthetic flavoring substances |
| FDA Mainterm (SATF) | 490-03-9 ; (+/-)-2-HYDROXYPIPERITONE |
Physical Properties
| Appearance | colorless to yellow crystalline solid (est) |
| Assay | 98.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Specific Gravity | 0.95240 @ 25.00 °C. |
| Refractive Index | 1.46079 @ 20.00 °C. |
| Melting Point | 82.00 °C. @ 760.00 mm Hg |
| Boiling Point | 233.00 °C. @ 760.00 mm Hg |
| Vapor Pressure | 0.000310 mmHg @ 25.00 °C. (est) |
| Flash Point | > 200.00 °F. TCC ( > 93.33 °C. ) |
| logP (o/w) | 1.072 (est) |
| Soluble in | alcohol |
| Insoluble in | water |
Organoleptic Properties
| Odor Strength | high , |
| Substantivity | 29 hour(s) at 10.00 % in dipropylene glycol |
| Odor Description | at 10.00 % in dipropylene glycol. |
| Odor sample from | Berje Inc. |
| Taste Description | minty cornmint buchu black currant bud phenolic mentholic herbal earthy |
Safety Information
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | flavor and fragrance agents |
| RIFM Fragrance Material Safety Assessment | Search |
| Recommendation for diosphenol usage levels up to | 0.3000 % in the fragrance concentrate. |
| Maximised Survey-derived Daily Intakes (MSDI-EU) | 0.0012 (μg/capita/day) |
| Modified Theoretical Added Maximum Daily Intake (mTAMDI) | 1600 (μg/person/day) |
| Threshold of Concern | 90 (μg/person/day) |
| Structure Class | III |
| baked goods | 5.00000 |
| beverages(nonalcoholic) | - |
| beverages(alcoholic) | - |
| breakfast cereal | 2.00000 |
| cheese | 3.00000 |
| chewing gum | - |
| condiments / relishes | 2.00000 |
| confectionery froastings | 4.00000 |
| egg products | - |
| fats / oils | 2.00000 |
| fish products | 1.00000 |
| frozen dairy | 3.00000 |
| fruit ices | 3.00000 |
| gelatins / puddings | - |
| granulated sugar | - |
| gravies | - |
| hard candy | - |
| imitation dairy | 3.00000 |
| instant coffee / tea | - |
| jams / jellies | - |
| meat products | 1.00000 |
| milk products | 3.00000 |
| nut products | - |
| other grains | - |
| poultry | - |
| processed fruits | 2.00000 |
| processed vegetables | - |
| reconstituted vegetables | - |
| seasonings / flavors | 2.00000 |
| snack foods | 5.00000 |
| soft candy | - |
| soups | 2.00000 |
| sugar substitutes | - |
| sweet sauces | 2.00000 |
| Dairy products, excluding products of category 02.0 (01.0) | 3.00000 |
| Fats and oils, and fat emulsions (type water-in-oil) (02.0) | 2.00000 |
| Edible ices, including sherbet and sorbet (03.0) | 3.00000 |
| Processed fruit (04.1) | 2.00000 |
| Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2) | - |
| Confectionery (05.0) | 4.00000 |
| Chewing gum (05.3) | - |
| Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0) | 2.00000 |
| Bakery wares (07.0) | 5.00000 |
| Meat and meat products, including poultry and game (08.0) | 1.00000 |
| Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0) | 1.00000 |
| Eggs and egg products (10.0) | - |
| Sweeteners, including honey (11.0) | - |
| Salts, spices, soups, sauces, salads, protein products, etc. (12.0) | 2.00000 |
| Foodstuffs intended for particular nutritional uses (13.0) | 3.00000 |
| Non-alcoholic ("soft") beverages, excl. dairy products (14.1) | 2.00000 |
| Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2) | 4.00000 |
| Ready-to-eat savouries (15.0) | 5.00000 |
| Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0) | 2.00000 |
Berje Inc.
Where the world comes to its senses
Where the world comes to its senses - Berjé is a global distributor of Essential Oils and Aromatic Chemicals.
Penta International Corporation
Chemistry innovation
At Penta, our products and services help businesses do business better.
Zanos Ltd.
Distributor of Speciality Chemicals and Natural Ingredients
Sourcing and supplying quality aroma chemicals and prestige natural ingredients for the flavour and fragrance industry.
Potential Uses
Natural Occurrence
Synonyms
barosma camphor
buccocamphor
buchu camphor
2-
cyclohexen-1-one, 2-hydroxy-3-methyl-6-(1-methylethyl)-
diosphenol natural
diosphenol south africa, natural isolated constituent
2-
hydroxy-3-methyl-6-(1-methyl ethyl)-2-cyclohexen-1-one
2-
hydroxy-3-methyl-6-(1-methylethyl)-2-cyclohexen-1-one
2-
hydroxy-3-methyl-6-(propan-2-yl)cyclohex-2-en-1-one
2-
hydroxy-3-methyl-6-propan-2-ylcyclohex-2-en-1-one
2-
hydroxy-6-(isopropyl)-3-methyl cyclohex-2-en-1-one
2-
hydroxy-6-(isopropyl)-3-methylcyclohex-2-en-1-one
2-
hydroxy-6-isopropyl-3-methyl-2-cyclohexen-1-one
2-
hydroxy-6-isopropyl-3-methylcyclohex-2-en-1-one
(+/-)-2-
hydroxypiperitone
(±)-2-
hydroxypiperitone
2-
hydroxypiperitone
1-p-
menthen-2-ol-3-one
1-
methyl-4-isopropyl-1-cyclohexen-2-ol-3-one
PubMed:
In silico exploration of novel phytoligands against probable drug target of Clostridium tetani.
PubMed:
In vitro antitrypanosomal activities of quassinoid compounds from the fruits of a medicinal plant, Brucea javanica.
PubMed:
Antibacterial activities and cytotoxicity of terpenoids isolated from Spirostachys africana.
PubMed:
A diosphenol-based strategy for the total synthesis of (-)-terpestacin.
PubMed:
ent-Beyerane diterpenoids from the heartwood of Excoecaria parvifolia.
PubMed:
Diosphenol-based approach to the a-ring functionalization of advanced Taxol precursors.
PubMed:
Conversion of quassinoids for enhancement of inhibitory effect against Epstein-Barr virus early antigen activation. Introduction of lipophilic side chain and esterification of diosphenol.
PubMed:
Studies directed toward synthesis of quassinoids VII. Conversion of chenodeoxycholic acid to a delta-lactone quassinoid analog and generation of A-ring diosphenol acetate derivatives of deoxycholic acid.
PubMed:
The effect of steroidal diosphenol agents on advanced breast cancer.