Caffeic acid - CAS 331-39-5

Catalog:	BB021574
Product Name:	Caffeic acid
CAS:	331-39-5
Synonyms:	3-(3,4-Dihydroxyphenyl)-2-propenoic Acid; 3,4-Dihydroxycinnamic Acid; 3,4-Dihydroxybenzeneacrylic Acid; 4-(2-Carboxyethenyl)-1,2-dihydroxybenzene; NSC 57197; NSC 623438; 3-(3,4-Dihydroxy-phenyl)-acrylic acid
Application:	antioxidant activity; antineoplastic activity; anti-HIV activity; hepatotropic activity; choleretic activity

Catalog	Size	Price	Stock	Quantity
BB021574	1 kg	$480	In stock

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Technical Data

Related CAS:	501-16-6 (trans-isomer)
IUPAC Name:	3-(3,4-dihydroxyphenyl)prop-2-enoic acid
Description:	Caffeic acid is a hydroxycinnamic acid, a naturally occurring organic compound. It is an inhibitor of both TRPV1 ion channel and 5-Lipoxygenase (5-LOX).
Molecular Weight:	180.16
Molecular Formula:	C9H8O4
Canonical SMILES:	C1=CC(=C(C=C1C=CC(=O)O)O)O
InChI:	InChI=1S/C9H8O4/c10-7-3-1-6(5-8(7)11)2-4-9(12)13/h1-5,10-11H,(H,12,13)
InChI Key:	QAIPRVGONGVQAS-UHFFFAOYSA-N
Boiling Point:	416.8±35.0°C at 760 mmHg
Melting Point:	225°C (dec.)
Flash Point:	220°C
Purity:	≥98%
Density:	1.478±0.1 g/cm3
Solubility:	Soluble in Aqueous Base (Slightly), DMSO (Slightly, Sonicated), Methanol (Slightly)
Appearance:	Pale Yellow to Beige Solid
Storage:	Store at 2-8°C, under inert atmosphere
Decomposition:	When heated to decomposition it emits acrid smoke and fumes
MDL:	MFCD00004392
LogP:	1.19560
Quality Standard:	Enterprise Standard
Stability:	Stable. Combustible. Incompatible with strong oxidizing agents, strong bases.
Vapor Pressure:	0.00000025 [mmHg]

GHS Hazard Statement:	H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]; H351 (100%): Suspected of causing cancer [Warning Carcinogenicity]
Precautionary Statement:	P203, P264+P265, P280, P305+P351+P338, P318, P337+P317, P405, and P501
Signal Word:	Warning

Publication Number	Title	Priority Date
CN-113499333-A	Application of caffeic acid in preparing medicine for improving myocardial hypertrophy	20210830
AU-2021105675-A4	Treatment of by-products of plant industry	20210816
CN-113501759-A	Method for obtaining chlorogenic acid and isochlorogenic acid from stevia rebaudiana residue	20210816
CN-113429968-A	Carbon quantum dot and preparation method and application thereof	20210810
CN-113484447-A	Method for judging tea fermentation quality based on partial least square method and chromatographic technique	20210810

PMID	Publication Date	Title	Journal
33476690	20210301	Rosmarinic acid attenuates obesity and obesity-related inflammation in human adipocytes	Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association
33493636	20210301	Glucose absorption regulation and mechanism of the compounds in Lilium lancifolium Thunb on Caco-2\xa0cells	Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association
33301711	20210125	Caffeic acid attenuates gastric mucosal damage induced by ethanol in rats via nitric oxide modulation	Chemico-biological interactions
31306686	20191001	Phenolic compounds from coffee by-products modulate adipogenesis-related inflammation, mitochondrial dysfunction, and insulin resistance in adipocytes, via insulin/PI3K/AKT signaling pathways	Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association
31394723	20190807	The Biosynthetic Pathway of Major Avenanthramides in Oat	Metabolites

Complexity:	212
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	0
Defined Bond Stereocenter Count:	1
Exact Mass:	180.04225873
Formal Charge:	0
Heavy Atom Count:	13
Hydrogen Bond Acceptor Count:	4
Hydrogen Bond Donor Count:	3
Isotope Atom Count:	0
Monoisotopic Mass:	180.04225873
Rotatable Bond Count:	2
Topological Polar Surface Area:	77.8
Undefined Atom Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
XLogP3:	1.2