Abscisic Acid

HCID 5280896

Basic information

CAS
21293-29-8
Standard SMILES
CC1=CC(=O)CC(C)(C)[C@@]1(O)/C=C/C(C)=C\C(=O)O
InChIKey
JLIDBLDQVAYHNE-YKALOCIXSA-N
Molecular formula
C15H20O4
Average molar mass
264.32 g/mol
Monoisotopic mass
264.13615912

Overview

(+)-abscisic acid is the naturally occurring (1'S)-(+) enantiomer of abscisic acid. It is an important sesquiterpenoid plant hormone which acts as a regulator of plant responses to environmental stresses such as drought and cold. It has a role as a plant hormone and a plant metabolite. It is a conjugate acid of a (+)-abscisate. It is an enantiomer of a (-)-abscisic acid.

Names & identifiers

Preferred name
Abscisic Acid
IUPAC
(2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid
English name
(+)-Abscisic acid
Molecular formula
C15H20O4
Molecular weight
264.32

Names & synonyms

21293-29-8ABSCISIC ACIDAbscisin IIDormin72S9A8J5GWNSC-146877NSC-148832AbscissinsAbscissic Acid2,4-Pentadienoic acid, 5-(1-hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl)-3-methyl-, (S-(Z,E))-RefChem:914905(2Z,4E)-5-(1-hydroxy-2,6,6-trimethyl-4-oxo-1-cyclohex-2-enyl)-3-methylpenta-2,4-dienoic acid
Show more names
S-ABAABK(S)-(+)-ABSCISIC ACID(+)-ABA(+)-abscisinii4-Bromo-5-chloroquinolineABA, ABKABSCISIN
(+-)-(CIS,TRANS)-ABSCISIC ACID244-319-5(2Z,4E)-5-(1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl)-3-methylpenta-2,4-dienoic acid(+)-Abscisic acid(+)-cis,trans-Abscisic Acid(2Z,4E)-5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acidMFCD00066545ABA

Database identifiers

CAS
21293-29-8
PubChem CID
5280896
DTXSID
DTXSID0036766
ChEMBL
CHEMBL288040、CHEMBL379808
ChEBI
CHEBI:2365
UNII
72S9A8J5GW
EC Number
244-319-5
Nikkaji
J9.144H

Properties

Computed structural properties

XLogP
1.6
Topological polar surface area
74.6 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
4
Rotatable bonds
3
Heavy atoms
19

Experimental & physicochemical properties

Collision Cross Section · 2 items

174.4 Ų [M-H]- [CCS Type: DT; Method: stepped-field]

173.8 Ų [M-H]-

Physicochemical properties

Melting point
188 °C · 188 °C
alpha
20 · D20 +411.1° (c = 1 in ethanol); D20 +426.5° (c = 1 in 0.005N methanolic H2SO4)
Boiling point
327.55 °C · 327.55°C (rough estimate)
Density
1.0583 · 1.0583 (rough estimate)
refractive index
410 ° · 410 ° (C=0.2, EtOH)
storage temp.
2 · 2-8°C

Safety & regulation

GHS classification

GHS Classification · 6 items

Warning

H400: Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]

P273, P391, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for 1.4% (2 of 140) of reports.

Warning

H400 (97.9%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]

Hazard information

Regulatory Information · 2 items

Commission Regulation (EU) No 188/2011

Abscisic acid: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Hazard Classes and Categories · 2 items

Aquatic Acute 1 (97.9%)

Aquatic Acute 1

Safety data

F
8
wgk
3
rtecs
RZ2475100
hs_code
29189900
Signal word
Warning
Symbol(GHS)
GHS07

Chemistry & industry

Pharmacology

MeSH Pharmacological Classification · 6 items

Drugs that block nerve conduction when applied locally to nerve tissue in appropriate concentrations. They act on any part of the nervous system and on every type of nerve fiber. In contact with a nerve trunk, these anesthetics can cause both sensory and motor paralysis in the innervated area. Their action is completely reversible. (From Gilman AG, et. al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 8th ed) Nearly all local anesthetics act by reducing the tendency of voltage-dependent sodium channels to activate.

Drugs used to prevent NAUSEA or VOMITING.

Drugs used to induce SLEEP, prevent SLEEPLESSNESS, or treat SLEEP INITIATION AND MAINTENANCE DISORDERS.

Drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine. Included here are the classical antihistaminics that antagonize or prevent the action of histamine mainly in immediate hypersensitivity. They act in the bronchi, capillaries, and some other smooth muscles, and are used to prevent or allay motion sickness, seasonal rhinitis, and allergic dermatitis and to induce somnolence. The effects of blocking central nervous system H1 receptors are not as well understood.

Drugs used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.

Any of the hormones produced naturally in plants and active in controlling growth and other functions. There are three primary classes: auxins, cytokinins, and gibberellins.

Applications · 1 item

Uses(+)-Abscisic acid is the natural isomer of the abscission-accelerating plant hormone and a plant growth regulator that exhibits multiple physiological effects, including inducing plant dormancy, inhibiting seed germination and plant growth, and stimulating stomatal closure.

Suppliers100 total

北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
湖北常奥药业有限公司027-87058617 13419515565

Additional notes

DefinitionChEBI: The naturally occurring (1'S)-(+) enantiomer of abscisic acid. It is an important sesquiterpenoid plant hormone which acts as a regulator of plant responses to environmental stresses such as drought and cold.

Related reactions

2 records

Compound notes

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