14-hydroxy-4,14-retro-retinol profile

## 14-hydroxy-4,14-retro-retinol: A Powerful Antioxidant for Research

14-hydroxy-4,14-retro-retinol is a **synthetic analog of retinol (vitamin A)**. While retinol is crucial for vision and cell growth, this analog boasts an additional hydroxyl group at the 14th carbon position, making it **a potent antioxidant**. This unique feature is key to its importance in research.

**Here's why it's significant:**

* **Strong Anti-inflammatory Properties:** 14-hydroxy-4,14-retro-retinol demonstrates significant anti-inflammatory activity, potentially surpassing retinol itself. This property makes it a promising candidate for treating inflammation-related conditions like **arthritis, skin disorders, and even certain cancers.**
* **Reduced Oxidative Stress:** This analog effectively combats free radical damage, acting as a potent **scavenger of reactive oxygen species (ROS).** Its antioxidant power is crucial for protecting cells from oxidative stress, which is implicated in various diseases including **neurodegenerative disorders, cardiovascular disease, and cancer.**
* **Promising Therapeutic Potential:** Its unique properties make 14-hydroxy-4,14-retro-retinol a valuable tool for researching **new treatments for various health issues.** Scientists are exploring its potential applications in **eye diseases, skin care, and even cancer therapy.**
* **Versatile Research Tool:** This analog's ability to interact with retinoid receptors and exert strong antioxidant effects makes it a valuable **tool for studying retinoid signaling pathways and the role of oxidative stress in various diseases.**

**Research into 14-hydroxy-4,14-retro-retinol is ongoing, aiming to:**

* **Uncover the precise mechanisms of its action.**
* **Determine its safety and efficacy in clinical trials.**
* **Develop new therapeutic strategies leveraging its unique properties.**

Overall, 14-hydroxy-4,14-retro-retinol represents a promising avenue for research, potentially leading to new therapies for various diseases. Its powerful antioxidant and anti-inflammatory properties, combined with its interaction with retinoid signaling pathways, make it a valuable tool in the pursuit of better health outcomes.

14-hydroxy-4,14-retro-retinol: amino acid sequence given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

ID Source	ID
PubMed CID	6438154
CHEMBL ID	191496
MeSH ID	M0195274

Synonym
14-hrr
(14r)-14-hydroxy-4,14-retro-retinol
4,14-retro-retinol, 14-hydroxy-, (14r)-
14(r)-hydroxy-retro-vitamin a
CHEMBL191496
(2r,3e,5e,7e,9e)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-2-en-1-ylidene)nona-3,5,7-triene-1,2-diol
14-hydroxy-4,14-retro-retinol
w4b62b4i6m ,
139257-77-5
unii-w4b62b4i6m
14(r)-hydroxy-retro-retinol
14-hydroxy-retro-retinol, (14r)-
Q27292288
(14r)-14-hydroxy-retro-retinol

Assay ID	Title	Year	Journal	Article
AID250364	Effect (1 uM) on HL-60 cell growth cultured for 72 hours in nonsupplemented serum-free medium	2005	Journal of medicinal chemistry, Jun-30, Volume: 48, Issue:13	Studies on the apoptotic activity of natural and synthetic retinoids: discovery of a new class of synthetic terphenyls that potently support cell growth and inhibit apoptosis in neuronal and HL-60 cells.
AID251333	Effect (1 uM) on HL-60 cell apoptosis cultured for 72 hours in nonsupplemented serum-free medium	2005	Journal of medicinal chemistry, Jun-30, Volume: 48, Issue:13	Studies on the apoptotic activity of natural and synthetic retinoids: discovery of a new class of synthetic terphenyls that potently support cell growth and inhibit apoptosis in neuronal and HL-60 cells.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	8 (61.54)	18.2507
2000's	4 (30.77)	29.6817
2010's	0 (0.00)	24.3611
2020's	1 (7.69)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	13 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
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.	2.39	2	retinoic 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).	3.87	12	retinol; vitamin A	human metabolite; mouse metabolite; plant metabolite
retinaldehyde Retinaldehyde: A diterpene derived from the carotenoid VITAMIN A which functions as the active component of the visual cycle. It is the prosthetic group of RHODOPSIN (i.e., covalently bonded to ROD OPSIN as 11-cis-retinal). When stimulated by visible light, rhodopsin transforms this cis-isomer of retinal to the trans-isomer (11-trans-retinal). This transformation straightens-out the bend of the retinal molecule and causes a change in the shape of rhodopsin triggering the visual process. A series of energy-requiring enzyme-catalyzed reactions convert the 11-trans-retinal back to the cis-isomer.. all-trans-retinal : A retinal in which all four exocyclic double bonds have E- (trans-) geometry.	1.99	1	retinal; vitamin A	gap junctional intercellular communication inhibitor; human metabolite; mouse 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.	2.31	1	all-trans-retinyl ester; retinyl palmitate	antioxidant; Escherichia coli metabolite; human xenobiotic metabolite
anhydrovitamin a anhydrovitamin A: RN given refers to (all-E)-isomer; structure given in first source	2.91	4	sesquiterpenoid
herbimycin herbimycin: herbicidal antibiotic produced by Streptomyces sp.; see also herbimycin B; structure for herbimycin A in second source. herbimycin : A 19-membered macrocyle incorporating a benzoquinone ring and a lactam functionality. It is an ansamycin antibiotic that induces apoptosis and displays antitumour effects.	2	1	1,4-benzoquinones; lactam; macrocycle	antimicrobial agent; apoptosis inducer; herbicide; Hsp90 inhibitor; tyrosine kinase inhibitor
cytochalasin b Cytochalasin B: A cytotoxic member of the CYTOCHALASINS.. cytochalasin B : An organic heterotricyclic compound, that is a mycotoxin which is cell permeable an an inhibitor of cytoplasmic division by blocking the formation of contractile microfilaments.	2	1	cytochalasin; lactam; lactone; organic heterotricyclic compound	actin polymerisation inhibitor; metabolite; mycotoxin; platelet aggregation inhibitor
cysteine Cysteine: A thiol-containing non-essential amino acid that is oxidized to form CYSTINE.. L-cysteinium : The L-enantiomer of cysteinium.. cysteine : A sulfur-containing amino acid that is propanoic acid with an amino group at position 2 and a sulfanyl group at position 3.	2	1	cysteinium	fundamental metabolite
retinyl propionate retinyl propionate: hypermitotic agent	2.31	1
jasplakinolide jasplakinolide: cyclodepsipeptide isolated from marine sponge Jaspis; active against Candida; RN refers to 2S-(2R,4E,6S,8R*)-isomer; structure in first source. jaspamide : A cyclodepsipeptide isolated from Jaspis splendens and has been shown to exhibit antineoplastic activity. It is an actin polymerization and stabilization inducer.	2	1	cyclodepsipeptide; phenols	actin polymerisation inducer; animal metabolite; antifungal agent; antineoplastic agent; apoptosis inducer; marine metabolite; neuroprotective agent

Condition	Relationship Strength	Studies
Germinoblastoma [description not available]	2	1
Lymphoma A general term for various neoplastic diseases of the lymphoid tissue.	2	1
Eye Abnormalities Congenital absence of or defects in structures of the eye; may also be hereditary.	2	1
Abnormalities, Drug-Induced Congenital abnormalities caused by medicinal substances or drugs of abuse given to or taken by the mother, or to which she is inadvertently exposed during the manufacture of such substances. The concept excludes abnormalities resulting from exposure to non-medicinal chemicals in the environment.	2	1
Pregnancy The status during which female mammals carry their developing young (EMBRYOS or FETUSES) in utero before birth, beginning from FERTILIZATION to BIRTH.	2	1

14-hydroxy-4,14-retro-retinol

Description

Cross-References

Synonyms (14)

Bioassays (2)

Research

Studies (13)

Market Indicators

Research Demand Index: 11.58

Study Types