2-Propenoic acid, 3-(methoxyphenyl)-

HCID 26862

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Basic information

CAS: 6099-03-2
Standard SMILES: COc1ccccc1C=CC(=O)O
InChIKey: FEGVSPGUHMGGBO-UHFFFAOYSA-N
Molecular formula: C10H10O3
Average molar mass: 178.18 g/mol
Monoisotopic mass: 178.06299418

Names & identifiers

Preferred name: 2-Propenoic acid, 3-(methoxyphenyl)-
IUPAC: 3-(2-methoxyphenyl)prop-2-enoic acid
English name: 2-Methoxycinnamic acid
Molecular formula: C10H10O3
Molecular weight: 178.18

Names & synonyms

2-Propenoic acid, 3-(methoxyphenyl)-3-(2-methoxyphenyl)prop-2-enoic acidRefChem:10645673-(2-Methoxy-phenyl)-acrylic acidtrans-O-Methyl-o-coumaric Acid2-Methoxycinnamic acid; AI3-112063-(2-Methoxyphenyl)-2-propenoic acidSpectrum_000358SpecPlus_000703Spectrum2_000453Spectrum3_000257Spectrum4_001552

Show more names

TRANS-2-METHOXYCINNAMIC ACID1533716AI3-11206AKOS BBB/196AURORA 11318AKOS BBS-00007900RARECHEM BK HC T2552-Methoxyciamic acid2-Methoxycinmic acidO-METHOXYCINNAMIC ACID

SCHEMBL79060KBioGR_002044KBioSS_000838DivK1c_006799SPBio_000526orb1222949orb1304679SCHEMBL7384744

Database identifiers

CAS: 6099-03-2
PubChem CID: 26862
DTXSID: DTXSID401350094

Properties

Computed structural properties

XLogP: 1.8
Topological polar surface area: 46.5 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 3
Rotatable bonds: 3
Heavy atoms: 13
Formal charge: 0
Complexity: 198

Physicochemical properties

Melting point: 182 · 182-186 °C
Boiling point: 250.41 °C · 250.41°C (rough estimate)
Density: 1.1479 · 1.1479 (rough estimate)
refractive index: 1.5088 · 1.5088 (estimate)
storage temp.: Sealed in dry,Room Temperature
solubility: Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
form: powder
pka: 1 · pK1:4.462 (25°C)
color: White
BRN: 2209714 · 2209714
InChI: InChI=1S/C10H10O3/c1-13-9-5-3-2-4-8(9)6-7-10(11)12/h2-7H,1H3,(H,11,12)
InChIKey: FEGVSPGUHMGGBO-UHFFFAOYSA-N
SMILES: C(O)(=O)C=CC1=CC=CC=C1OC
LogP: 2.418 · 2.418 (est)
CAS DataBase Reference: 6099 · 6099-03-2(CAS DataBase Reference)
FDA UNII: 77 SK1Y4MY · J77SK1Y4MY
NIST Chemistry Reference: 2 · 2-Propenoic acid, 3-(2-methoxyphenyl)-(6099-03-2)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-37/39-36
WGK Germany: 3 · 3
HazardClass: IRRITANT
HS Code: 29189900 · 29189900
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
hs_code: 29189900
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-37/39-36
hazard_class: IRRITANT
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Applications

Uses(E)-3-(2-Methoxyphenyl)acrylic Acid is a noncompetitive inhibitor of tyrosinase.

Upstream & downstream products

Upstream raw materials

Downstream products

3-(2-Methoxy-phenyl)-propionaldehyde

Suppliers100 total

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]

合肥翰刚医药科技有限公司+8618062405514 · [email protected]

武汉欣扬瑞和化学科技有限公司153-07155313 15307155313 · [email protected]

河北创海生物科技有限公司+86-86-13131129325 · [email protected]

Additional notes · 1 item

DefinitionChEBI: (E)-2-methoxycinnamic acid is a member of the class of cinnamic acids that is trans-cinnamic acid carrying a methoxy substituent at position 2 on the benzene ring. It has a role as a Brassica napus metabolite and an EC 1.14.18.1 (tyrosinase) inhibitor. It is a member of cinnamic acids and a monomethoxybenzene. It is functionally related to a trans-cinnamic acid.