Basic information
- CAS
523-80-8- Standard SMILES
C=CCc1cc(OC)c2c(c1OC)OCO2- InChIKey
QQRSPHJOOXUALR-UHFFFAOYSA-N- Molecular formula
- C12H14O4
- Average molar mass
- 222.24 g/mol
- Monoisotopic mass
- 222.08920893
Overview
Apiole is a member of benzodioxoles. It has a role as a metabolite.
Names & identifiers
- Preferred name
- Apiole
- IUPAC
- 4,7-dimethoxy-5-prop-2-enyl-1,3-benzodioxole
- English name
- 4,7-Dimethoxy-5-(2-propanyl)-1,3-benzodioxole
- Molecular formula
- C12H14O4
- Molecular weight
- 222.24
Names & synonyms
ApioleApioline523-80-8ApiolApiole (parsley)5-Allyl-4,7-dimethoxy-1,3-benzodioxole1-Allyl-2,5-dimethoxy-3,4-methylenedioxybenzeneAPIOLUMQQ67504PXO4,7-dimethoxy-5-(prop-2-en-1-yl)-2H-1,3-benzodioxoleNSC-9070DTXSID4041236
Show more names
NSC9070NSC 9070parsleyapiolAPIOLE WITH GCparsleycamphor
4,7-dimethoxy-5-prop-2-enyl-1,3-benzodioxole4,7-Dimethoxy-5-(2-propen-1-yl)-1,3-BenzodioxoleRefChem:57677Apiol 1503DTXCID2021236208-349-2Parsley apioleParsley camphor
Database identifiers
- CAS
523-80-8- PubChem CID
- 10659
- DTXSID
DTXSID4041236- ChEMBL
CHEMBL1560118- ChEBI
CHEBI:70353- UNII
- QQ67504PXO
- EC Number
- 208-349-2
- Nikkaji
- J6.635D
Properties
Computed structural properties
- XLogP
- 2.7
- Topological polar surface area
- 36.9 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 4
- Heavy atoms
- 16
- Formal charge
- 0
- Complexity
- 243
Experimental & physicochemical properties
SpringerMaterials PropertiesBoiling point
Density1.124-1.135
Solubility
Insoluble in water; soluble in ether, acetone and glacial acetic acid
Soluble (in ethanol)
Boiling Point
294.00 to 295.00 °C. @ 760.00 mm Hg
294 °C
Melting Point30 °C
Refractive Index1.536-1.538
Physical Description
Solid
Colourless to yellow or light green liquid; Slight parsley like aroma
Collision Cross Section
146.1 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
154.9 Ų [M+K]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- Melting point
- 29 °C · 29°C
- Boiling point
- 294 °C · 294°C
- Density
- 1.015 · 1.0150
- refractive index
- 20 · nD20 1.536-1.538
- storage temp.
- 2 · 2-8°C
- Odor
- 100 % · at 100.00 %. parsley faint
- Odor Type
- herbal
- Major Application
- food and beveragespharmaceutical
- InChI
- 1S/C12H14O3/c1-4-5-9-6-10(13-3)12-11(8(9)2)14-7-15-12/h4,6H,1,5,7H2,2-3H3
- InChIKey
- RDEQCPAQHKHHHB-UHFFFAOYSA-N
- SMILES
- CC1=C(OCO2)C2=C(C=C1CC=C)OC
- LogP
- 3.481 · 3.481 (est)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 67504 PXO · QQ67504PXO
- EPA Substance Registry System
- 1 · 1,3-Benzodioxole, 4,7-dimethoxy-5-(2-propenyl)- (523-80-8)
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 21 · NA.21
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 26 · 26-36/37/39
- WGK Germany
- 3 · WGK 3
- TSCA
- TSCA listed
- Storage Class
- 11 · 11 - Combustible Solids
Safety & regulation
Safety data
- wgk
- WGK 3
- tsca
- TSCA listed
- risk_code
- 36/37/38
- safety_code
- 26-36/37/39
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Uses & manufacturing
Use ClassificationFlavoring Agents -> JECFA Flavorings Index
General Manufacturing Information1,3-Benzodioxole, 4,7-dimethoxy-5-(2-propen-1-yl)-: ACTIVE
Applications
Usesantipyretic, diuretic, insecticide
UsesApioline is extracted from essential oil from the roots of Illicium Ianceolatum and is known to exhibit antinociceptive and anti-inflammatory properties.
Preparation methods
PreparationApiole is prepared isolation from Parsley seed oil, containing 70-80% Apiole. 2) it is synthesized from 2-Hydroxy-3,4-methy lenedioxy-1-allyl benzene by oxidation followed by methylation.
Suppliers34 total
南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]
江苏艾康生物医药研发有限公司025-025-66113011 15955137747 · [email protected]
武汉众志诚生物技术有限公司13628624121 13628604890 · [email protected]
上海纽雀客生物科技有限公司13916276291 · [email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
安耐吉化学&3A（安徽泽升科技有限公司）021-58432009 400-005-6266 · [email protected]
上海诗丹德标准技术服务有限公司021-021-57127007-6622-6622 17621252073 · [email protected]
成都普思生物科技股份有限公司028-85370565-229 18080489829 · [email protected]
武汉市皇臻生物化工有限公司13795480948 · [email protected]
佛山宝诺生物科技有限公司0757-85921206 18520245316 · [email protected]
上海遐瑞医药科技有限公司+86 21 61551611
上海陶素生化科技有限公司021-33632979 · [email protected]
四川省维克奇生物科技有限公司028-81700200 18116577057 · [email protected]
天津普西唐生物医药科技有限公司010-60605840 · [email protected]
陕西缔都医药化工有限公司029-81024372 17792795018 · [email protected]
武汉天植生物技术有限公司18607101326 15172504745 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
四川精萃天成药物科技有限公司028-87865381 18108190480 · [email protected]
HANGZHOU LEAP CHEM CO., LTD.+86-571-87711850 +86-15355479329 · [email protected]
上海源叶生物科技有限公司13636370518 · [email protected]
Shanghai Acmec Biochemical Technology Co., Ltd.+86-18621343501 · [email protected]
上海吉至生化科技有限公司021-4009004166/18616739031 18616739031 · [email protected]
上海哲研生物科技有限公司18017610038 · [email protected]
南京狄尔格医药科技有限公司025-025-51191215 18013836722 · [email protected]
深圳聚合生化科技有限公司+86-400-002-6226 · [email protected]
深圳博泰尔生物技术有限公司13316949107 13316968096 · [email protected]
TargetMol中国（陶术生物）4008200310 15002144251 · [email protected]
SHANGHAI KEAN TECHNOLOGY CO., LTD.+8613817748580 · [email protected]
上海贝万塔生物科技有限公司021-67187366 19901745723 · [email protected]
上海莫奇生物科技有限公司13341702378 · [email protected]
北京百灵威科技有限公司18210857532 18210857532 · [email protected]
上海智溯科生物科技有限公司021-58056897 15399714481 · [email protected]
上海甄准生物科技有限公司18019219489 18901678489 · [email protected]
上海阿摩尔生物科技有限公司13370042665 18916960931 · [email protected]
Additional notes
DefinitionChEBI: Apiole is a member of benzodioxoles. It has a role as a metabolite.
Related reactions
1 records
Compound notes
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