Dihydroferulic Acid

HCID 14340CAS 1135-23-5
Substructure searchFind similar structures

Basic information

Standard SMILES
COc1cc(CCC(=O)O)ccc1O
InChIKey
BOLQJTPHPSDZHR-UHFFFAOYSA-N
Molecular formula
C10H12O4
Average molar mass
196.2 g/mol
Monoisotopic mass
196.07355886

Overview

Dihydroferulic acid is a monocarboxylic acid that is propanoic acid in which one of the hydrogens at position 3 has been replaced by a 4-hydroxy-3-methoxyphenyl group. It has a role as an antioxidant, a mouse metabolite, a plant metabolite and a human xenobiotic metabolite. It is a member of guaiacols, a monocarboxylic acid and a phenylpropanoid. It is functionally related to a propionic acid. It is a conjugate acid of a dihydroferulate.

Names & identifiers

Preferred name
Dihydroferulic Acid
IUPAC
3-(4-hydroxy-3-methoxyphenyl)propanoic acid
English name
3-(4-Hydroxy-3-methoxyphenyl)propionic acid
Molecular formula
C10H12O4
Molecular weight
196.2

Names & synonyms

1135-23-5dihydroferulic acid3-(4-Hydroxy-3-methoxyphenyl)propanoic acid3-(4-Hydroxy-3-methoxyphenyl)propionic acidDihydroconiferylic acidBenzenepropanoic acid, 4-hydroxy-3-methoxy-O01RNC700M3-(4-hydroxy-3-methoxy-phenyl)propanoic acidCHEBI:86612DTXSID90150427RefChem:133817DTXCID2072918
Show more names
Shorbic Acid3-METHOXY-4-HYDROXYHYDROCINNAMIC ACID3-(3-METHOXY-4-HYDROXYPHENYL)-PROPIONIC ACIDBETA-(4-HYDROXY-3-METHOXYPHENYL)PROPIONIC ACIDHYDROFERULIC ACID(RG)Ferulic Acid Impurity 1
214-489-5Hydroferulic acid3-(4-Hydroxymethyl)propionic acidMFCD00016558Dihydro Ferulic Acid4-Hydroxy-3-methoxy-benzenepropanoic acid3-METHOXYPHLORETIC ACID.beta.-(4-Hydroxy-3-methoxyphenyl)propionic acid

Database identifiers

CAS
1135-23-5
PubChem CID
14340
DTXSID
DTXSID90150427
ChEMBL
CHEMBL387842
ChEBI
CHEBI:86612
UNII
O01RNC700M
EC Number
214-489-5
Nikkaji
J203.383F

Properties

Computed structural properties

XLogP
0.7
Topological polar surface area
66.8 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
4
Rotatable bonds
4
Heavy atoms
14

Physicochemical properties

Melting point
87 · 87-93 °C
Boiling point
120 · 120-130 °C(Press: 0.5 Torr)
Density
1.259 · 1.259±0.06 g/cm3(Predicted)
storage temp.
2 · Storage temp. 2-8°C
solubility
Soluble in dimethyl sulfoxide and methanol.
pka
4.73 · 4.73±0.10(Predicted)

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (86.7%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 45 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (86.7%)

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
2
hs_code
29189900
risk_code
22-36/37/38
Signal word
Warning
Symbol(GHS)
GHS07

Chemistry & industry

Pharmacology

Metabolism/MetabolitesDihydroferulic acid has known human metabolites that include 3-[3-Methoxy-4-(sulfooxy)phenyl]propanoic acid.

Applications

Uses3-(4-Hydroxy-3-methoxyphenyl)propionic acid (hydroferulic acid) was used to inhibit prostaglandin E(2) production.

UsesA caffeine metabolite which showed high antioxidant activity. It is a very sensitive biomarker for the consumption of relatively small amount of coffee.

Upstream & downstream products

Downstream products

Suppliers50 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]
天津欣康佑生物科技有限公司19922659386 · [email protected]
湖南韵邦生物科技股份有限公司85561037 15386497078 · [email protected]
成都乐美天医药科技有限公司17308096051 17308096051 · [email protected]

Additional notes

DefinitionChEBI: A monocarboxylic acid that is propanoic acid in which one of the hydrogens at position 3 has been replaced by a 4-hydroxy-3-methoxyphenyl group.

Related reactions

14 records
New reaction record

Linked notes

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