Compounds > retinyl retinoate
Page last updated: 2024-11-12

retinyl retinoate

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

retinyl retinoate: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID10303376
CHEMBL ID451039
SCHEMBL ID990650
MeSH IDM0522845

Synonyms (19)

Synonym
retinylretinoate
CHEMBL451039
retinyl retinoate
retinoic acid, retin-15-yl ester
5at5x9j439 ,
15498-86-9
ep-reti plus
retinoic acid, ester with retinol
unii-5at5x9j439
retinyl retinoate [inci]
SCHEMBL990650
DTXSID00165764
QNCTWCFXYGJGKU-CHOOPKNISA-N
[(2e,4e,6e,8e)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenyl] (2e,4e,6e,8e)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenoate
Q27261759
(2e,4e,6e,8e)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-yl (2e,4e,6e,8e)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoate
CS-0447208
retinoic acid retin-15-yl ester
retinoic acid ester with retinol

Research Excerpts

Overview

Retinyl retinoate is an ester of all-trans retinoic acid (RA) and all- trans retinol. It has reduced toxicity due to blocking of the carboxyl end group of RA. It also has higher skin regeneration activity than retinOL.

ExcerptReferenceRelevance
"Retinyl retinoate, which is an ester of all-trans retinoic acid (RA) and all-trans retinol, has reduced toxicity due to blocking of the carboxyl end group of RA and higher skin regeneration activity than retinol."( Improvement in skin wrinkles from the use of photostable retinyl retinoate: a randomized controlled trial.
Jung, H; Jung, S; Kim, B; Kim, H; Kim, J; Kim, N; Lee, J; Mun, J; Ryoo, H, 2010)		1.33

Effects

ExcerptReferenceRelevance
"Retinyl retinoate has a potent anti-wrinkle activity, and the PLA-retinyl retinoate microsphere could be a useful cosmeceutical product for anti-aging purposes."( Novel anti-wrinkle effect of cosmeceutical product with new retinyl retinoate microsphere using biodegradable polymer.
Cho, H; Jung, H; Kim, H; Kim, M; Lee, J; Lee, K; Moon, T; Moon, W; Mun, J; Park, N; Quan, Y; Ryoo, H, 2012)		2.06

Treatment

ExcerptReferenceRelevance
"The retinyl retinoate-treated wrinkles improved compared with wrinkles treated with placebo or retinol, as assessed by both the investigators and the subjects. "( Improvement in skin wrinkles from the use of photostable retinyl retinoate: a randomized controlled trial.
Jung, H; Jung, S; Kim, B; Kim, H; Kim, J; Kim, N; Lee, J; Mun, J; Ryoo, H, 2010)		1.16
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (11)

Assay IDTitleYearJournalArticle
AID404768Stability in human fibroblasts assessed as retention time after 2 days2008Bioorganic & medicinal chemistry, Jun-15, Volume: 16, Issue:12
Synthesis and in vitro biological activity of retinyl retinoate, a novel hybrid retinoid derivative.
AID404775Induction of CRABP 2 mRNA expression in human normal fibroblast at 1 uM by Western blot relative to control2008Bioorganic & medicinal chemistry, Jun-15, Volume: 16, Issue:12
Synthesis and in vitro biological activity of retinyl retinoate, a novel hybrid retinoid derivative.
AID404770Thermal stability at 4 degC after 4 weeks2008Bioorganic & medicinal chemistry, Jun-15, Volume: 16, Issue:12
Synthesis and in vitro biological activity of retinyl retinoate, a novel hybrid retinoid derivative.
AID404773Decrease in collagenase expression in Coll-CAT gene transfected human HaCaT cells co-transfected with c-Jun relative to control2008Bioorganic & medicinal chemistry, Jun-15, Volume: 16, Issue:12
Synthesis and in vitro biological activity of retinyl retinoate, a novel hybrid retinoid derivative.
AID404777Induction of collagen biosynthesis in human normal fibroblast2008Bioorganic & medicinal chemistry, Jun-15, Volume: 16, Issue:12
Synthesis and in vitro biological activity of retinyl retinoate, a novel hybrid retinoid derivative.
AID404774Decrease in collagenase expression in Coll-CAT gene transfected human HaCaT cells co-transfected with c-Jun and retinoic acid receptor relative to control2008Bioorganic & medicinal chemistry, Jun-15, Volume: 16, Issue:12
Synthesis and in vitro biological activity of retinyl retinoate, a novel hybrid retinoid derivative.
AID404778Increase in transcriptional activity of RARalpha receptor epressed in human HaCaT cells co-transfected with DR5-tk-CAT reporter plasmid assessed as beta-galactosidase activity by CAT-ELISA2008Bioorganic & medicinal chemistry, Jun-15, Volume: 16, Issue:12
Synthesis and in vitro biological activity of retinyl retinoate, a novel hybrid retinoid derivative.
AID404772Cytotoxicity against human normal fibroblast after 1 day by MTT assay2008Bioorganic & medicinal chemistry, Jun-15, Volume: 16, Issue:12
Synthesis and in vitro biological activity of retinyl retinoate, a novel hybrid retinoid derivative.
AID404769Photostability after UV irradiation2008Bioorganic & medicinal chemistry, Jun-15, Volume: 16, Issue:12
Synthesis and in vitro biological activity of retinyl retinoate, a novel hybrid retinoid derivative.
AID404779Inhibition of AP1 expressed in human HaCaT cells transfected with Coll-CAT reporter gene assessed as collagenase expression by CAT-ELISA2008Bioorganic & medicinal chemistry, Jun-15, Volume: 16, Issue:12
Synthesis and in vitro biological activity of retinyl retinoate, a novel hybrid retinoid derivative.
AID404776Induction of CRABP 2 mRNA expression in human normal fibroblast at 10 uM by Western blot relative to control2008Bioorganic & medicinal chemistry, Jun-15, Volume: 16, Issue:12
Synthesis and in vitro biological activity of retinyl retinoate, a novel hybrid retinoid derivative.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (7)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's1 (14.29)29.6817
2010's6 (85.71)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 30.12

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index30.12 (24.57)
Research Supply Index2.40 (2.92)
Research Growth Index4.59 (4.65)
Search Engine Demand Index65.87 (26.88)
Search Engine Supply Index4.00 (0.95)

This Compound (30.12)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials3 (42.86%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other4 (57.14%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
palmitic acid
Palmitic Acid: A common saturated fatty acid found in fats and waxes including olive oil, palm oil, and body lipids.. hexadecanoic acid : A straight-chain, sixteen-carbon, saturated long-chain fatty acid.		2.0710long-chain fatty acid;
straight-chain saturated fatty acid		algal metabolite;
Daphnia magna metabolite;
EC 1.1.1.189 (prostaglandin-E2 9-reductase) inhibitor;
plant metabolite
pirinixic acid
pirinixic acid: structure		2.0710aryl sulfide;
organochlorine compound;
pyrimidines
tretinoin
Tretinoin: An important regulator of GENE EXPRESSION during growth and development, and in NEOPLASMS. Tretinoin, also known as retinoic acid and derived from maternal VITAMIN A, is essential for normal GROWTH; and EMBRYONIC DEVELOPMENT. An excess of tretinoin can be teratogenic. It is used in the treatment of PSORIASIS; ACNE VULGARIS; and several other SKIN DISEASES. It has also been approved for use in promyelocytic leukemia (LEUKEMIA, PROMYELOCYTIC, ACUTE).. retinoic acid : A retinoid consisting of 3,7-dimethylnona-2,4,6,8-tetraenoic acid substituted at position 9 by a 2,6,6-trimethylcyclohex-1-en-1-yl group (geometry of the four exocyclic double bonds is not specified).. all-trans-retinoic acid : A retinoic acid in which all four exocyclic double bonds have E- (trans-) geometry.		2.4620retinoic acid;
vitamin A		anti-inflammatory agent;
antineoplastic agent;
antioxidant;
AP-1 antagonist;
human metabolite;
keratolytic drug;
retinoic acid receptor agonist;
retinoid X receptor agonist;
signalling molecule
retinol
Vitamin A: Retinol and derivatives of retinol that play an essential role in metabolic functioning of the retina, the growth of and differentiation of epithelial tissue, the growth of bone, reproduction, and the immune response. Dietary vitamin A is derived from a variety of CAROTENOIDS found in plants. It is enriched in the liver, egg yolks, and the fat component of dairy products.. vitamin A : Any member of a group of fat-soluble retinoids produced via metabolism of provitamin A carotenoids that exhibit biological activity against vitamin A deficiency. Vitamin A is involved in immune function, vision, reproduction, and cellular communication.. all-trans-retinol : A retinol in which all four exocyclic double bonds have E- (trans-) geometry.. retinol : A retinoid consisting of 3,7-dimethylnona-2,4,6,8-tetraen-1-ol substituted at position 9 by a 2,6,6-trimethylcyclohex-1-en-1-yl group (geometry of the four exocyclic double bonds is not specified).		3.8421retinol;
vitamin A		human metabolite;
mouse metabolite;
plant metabolite
retinol palmitate
retinol palmitate: RN given refers to parent cpd; structure. retinyl palmitate : A palmitate ester of retinol with undefined geometry about the C=C bonds.. all-trans-retinyl palmitate : An all-trans-retinyl ester obtained by formal condensation of the carboxy group of palmitic (hexadecanoic acid) with the hydroxy group of all-trans-retinol. It is used in cosmetic products to treat various skin disorders such as acne, skin aging, wrinkles, dark spots, and also protect against psoriasis.		2.0410all-trans-retinyl ester;
retinyl palmitate		antioxidant;
Escherichia coli metabolite;
human xenobiotic metabolite
interleukin-8
Interleukin-8: A member of the CXC chemokine family that plays a role in the regulation of the acute inflammatory response. It is secreted by variety of cell types and induces CHEMOTAXIS of NEUTROPHILS and other inflammatory cells.		2.0710
ascorbic acid
Ascorbic Acid: A six carbon compound related to glucose. It is found naturally in citrus fruits and many vegetables. Ascorbic acid is an essential nutrient in human diets, and necessary to maintain connective tissue and bone. Its biologically active form, vitamin C, functions as a reducing agent and coenzyme in several metabolic pathways. Vitamin C is considered an antioxidant.. L-ascorbic acid : The L-enantiomer of ascorbic acid and conjugate acid of L-ascorbate.. L-ascorbate : The L-enantiomer of ascorbate and conjugate base of L-ascorbic acid, arising from selective deprotonation of the 3-hydroxy group. Required for a range of essential metabolic reactions in all animals and plants.. vitamin C : Any member of a group of vitamers that belong to the chemical structural class called butenolides that exhibit biological activity against vitamin C deficiency in animals. The vitamers include L-ascorbic acid and its salt, ionized and oxidized forms.		3.4811ascorbic acid;
vitamin C		coenzyme;
cofactor;
flour treatment agent;
food antioxidant;
food colour retention agent;
geroprotector;
plant metabolite;
skin lightening agent
ConditionIndicatedRelationship StrengthStudiesTrials
Skin Aging
The process of aging due to changes in the structure and elasticity of the skin over time. It may be a part of physiological aging or it may be due to the effects of ultraviolet radiation, usually through exposure to sunlight.		05.4653
Dermatitis
Any inflammation of the skin.		07.0710