LEUCOCIANIDOL

Details

Stereochemistry	EPIMERIC
Molecular Formula	C15H14O7
Molecular Weight	306.2675
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 3
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O[C@H]1C(O)C2=C(O[C@@H]1C3=CC(O)=C(O)C=C3)C=C(O)C=C2O

InChI

InChIKey=SBZWTSHAFILOTE-NOYMGPGASA-N

InChI=1S/C15H14O7/c16-7-4-10(19)12-11(5-7)22-15(14(21)13(12)20)6-1-2-8(17)9(18)3-6/h1-5,13-21H/t13?,14-,15+/m0/s1

HIDE SMILES / InChI

Molecular Formula	C15H14O7
Molecular Weight	306.2675
Charge	0
Count

Stereochemistry	EPIMERIC
Additional Stereochemistry	No
Defined Stereocenters	2 / 3
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.vidal.fr/substances/2079/leucocianidol/ | https://www.baliarda.com.ar/Adjuntos/PdfsProductos/ProctoIkatral.pdf | https://www.ncbi.nlm.nih.gov/pubmed/2116628

Leucocianidol is a vasoprotector. It increases the resistance of vessels and decreases their permeability. Leucocianidol increases the tonicity of the veins. Leucocianidol is used in the management of capillary fragility, hemorrhoids, venolymphatic insufficiency. In combination with lidocaine and hydrocortisone, it is used in the symptomatic treatment of hemorrhoidal crisis. Leucocianidol inhibits 12-lipoxygenase.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
arachidonate 12-lipoxygenase activity 1 Target ID: GO:0004052 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2116628	Inhibitor 8504

PubMed

Title	Date	PubMed
Traditional herbal medicine in far-west Nepal: a pharmacological appraisal.	2010-12-13	21144003
A potential of some medicinal plants as an antiulcer agents.	2010-07	22228953
Phytochemical investigation and antimicrobial activity of Psidium guajava L. leaves.	2010-07	20931082
Ectopic expression of apple F3'H genes contributes to anthocyanin accumulation in the Arabidopsis tt7 mutant grown under nitrogen stress.	2010-06	20357139
Improving NADPH availability for natural product biosynthesis in Escherichia coli by metabolic engineering.	2010-03	19628048
Neighbour identity hardly affects litter-mixture effects on decomposition rates of New Zealand forest species.	2010-02	19756760
Brassica orthologs from BANYULS belong to a small multigene family, which is involved in procyanidin accumulation in the seed.	2009-11	19760260
Molecular cloning and function analysis of an anthocyanidin synthase gene from Ginkgo biloba, and its expression in abiotic stress responses.	2008-12-31	18779661
Arabidopsis R2R3-MYB transcription factor AtMYB60 functions as a transcriptional repressor of anthocyanin biosynthesis in lettuce (Lactuca sativa).	2008-06	18317777
Biotransformation of (+)-catechin into taxifolin by a two-step oxidation: primary stage of (+)-catechin metabolism by a novel (+)-catechin-degrading bacteria, Burkholderia sp. KTC-1, isolated from tropical peat.	2008-02-08	18068670
Early steps in proanthocyanidin biosynthesis in the model legume Medicago truncatula.	2007-11	17885080
Structure and reaction mechanism of basil eugenol synthase.	2007-10-03	17912370
Molecular and biochemical analysis of two cDNA clones encoding dihydroflavonol-4-reductase from Medicago truncatula.	2004-03	14976232
The C-4 stereochemistry of leucocyanidin substrates for anthocyanidin synthase affects product selectivity.	2003-11-03	14552794
The Arabidopsis TDS4 gene encodes leucoanthocyanidin dioxygenase (LDOX) and is essential for proanthocyanidin synthesis and vacuole development.	2003-09	12940955
Expression of anthocyanins and proanthocyanidins after transformation of alfalfa with maize Lc.	2003-07	12857826
Reaction mechanism from leucoanthocyanidin to anthocyanidin 3-glucoside, a key reaction for coloring in anthocyanin biosynthesis.	2001-07-13	11316805
Medicinal and ethnoveterinary remedies of hunters in Trinidad.	2001	11737880
Structure-activity relationships of polymethoxyflavones and other flavonoids as inhibitors of non-enzymic lipid peroxidation.	1990-08-15	2386548
Inhibition of sheep platelet arachidonate metabolism by flavonoids from Spanish and Indian medicinal herbs.	1990-03	2116628
Superoxide scavenging properties of flavonoids in a non-enzymic system.	1990-01-01	2158783
[Leucocyanidol and circulatory pathology in contraception].	1976-06	981868
[Fungicidal activity of leucocyanidol in the presence of copper].	1971-07	5113897
[Synthesis of monomeric leucocyanidol].	1968-11-05	5701227
[Effect of leucocyanidol on auxin catabolism].	1967	5582432
[Action of leucocyanidol on blood serum in vitro].	1958-06-09	13546891

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:23:04 GMT 2025` Edited by `admin` on `Mon Mar 31 18:23:04 GMT 2025`
Record UNII	RAP1D6110C
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

LEUCOCIANIDOL

Official Name

English

LEUCOCYANIDIN

Preferred Name

English

leucocianidol [INN]

Common Name

English

2H-1-BENZOPYRAN-3,4,5,7-TETROL, 2-(3,4-DIHYDROXYPHENYL)-3,4-DIHYDRO-, (2R,3S)-

Systematic Name

English

Leucocianidol [WHO-DD]

Common Name

English

3,3',4,4',5,7-FLAVANHEXOL

Systematic Name

English

LEUCOCYANIDIN [MI]

Common Name

English

FLAVAN

Systematic Name

English

LEUCOCIANIDOL [MART.]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C1745