3-Chloro-4-hydroxyphenylacetic acid - CAS 33697-81-3

Catalog:	BB021823
Product Name:	3-Chloro-4-hydroxyphenylacetic acid
CAS:	33697-81-3
Synonyms:	2-(3-chloro-4-hydroxyphenyl)acetic acid

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Computed Properties

IUPAC Name:	2-(3-chloro-4-hydroxyphenyl)acetic acid
Description:	3-Chloro-4-hydroxyphenylacetic acid (CAS# 33697-81-3) is a phytohormone responsible for the inhibition of auxin influx.
Molecular Weight:	186.59
Molecular Formula:	C8H7ClO3
Canonical SMILES:	C1=CC(=C(C=C1CC(=O)O)Cl)O
InChI:	InChI=1S/C8H7ClO3/c9-6-3-5(4-8(11)12)1-2-7(6)10/h1-3,10H,4H2,(H,11,12)
InChI Key:	IYTUKSIOQKTZEG-UHFFFAOYSA-N
Boiling Point:	348.6 ℃ at 760 mmHg
Purity:	95 %
Density:	1.466 g/cm³
MDL:	MFCD00004349
LogP:	1.67270

Publication Number	Title	Priority Date
WO-2021119554-A1	Compositions and methods for potentiating immune activity	20191212
US-2020087331-A1	Chemoselective methylene hydroxylation in aromatic molecules	20180913
US-10961266-B2	Chemoselective methylene hydroxylation in aromatic molecules	20180913
EP-3806635-A1	Agrochemical dispersants	20180614
US-2021169072-A1	Agrochemical dispersants	20180614

PMID	Publication Date	Title	Journal
22316246	20120208	Genome sequence of Desulfitobacterium hafniense DCB-2, a Gram-positive anaerobe capable of dehalogenation and metal reduction	BMC microbiology
21571667	20110701	Tomato root penetration in soil requires a coaction between ethylene and auxin signaling	Plant physiology
21332115	20110324	Natural product-based phenols as novel probes for mycobacterial and fungal carbonic anhydrases	Journal of medicinal chemistry
20595238	20100801	Auxin influx inhibitors 1-NOA, 2-NOA, and CHPAA interfere with membrane dynamics in tobacco cells	Journal of experimental botany
19962903	20100101	Carbonic anhydrase inhibitors. Identification of selective inhibitors of the human mitochondrial isozymes VA and VB over the cytosolic isozymes I and II from a natural product-based phenolic library	Bioorganic & medicinal chemistry

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GHS Hazard Statement:	H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
Precautionary Statement:	P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501
Signal Word:	Warning

Complexity:	172
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	0
Defined Bond Stereocenter Count:	0
Exact Mass:	186.0083718
Formal Charge:	0
Heavy Atom Count:	12
Hydrogen Bond Acceptor Count:	3
Hydrogen Bond Donor Count:	2
Isotope Atom Count:	0
Monoisotopic Mass:	186.0083718
Rotatable Bond Count:	2
Topological Polar Surface Area:	57.5 Å²
Undefined Atom Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
XLogP3:	1.5