Determine the necessary mass, volume, or concentration for preparing a solution.
Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
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SKU | Size | Availability | Price | Qty |
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C134191-1mg | 1mg | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $35.90 | |
C134191-5mg | 5mg | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $147.90 | |
C134191-10mg | 10mg | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $246.90 |
High affinity, endogenous retinoic acid receptor agonist
Synonyms | Isotretinoin Retinoic acid | Toctino | (2E,4E,6Z,8E)-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)nona-2,4,6,8-tetraenoic acid | [3H]-9-cis-retinoic acid | [3H]9-cis-retinoic acid | 1UA8E65KDZ | LG100057 | LG-100057 | tretinoine (French) (EINECS) | (2E, |
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Specifications & Purity | Moligand™, ≥98%(HPLC) |
Biochemical and Physiological Mechanisms | High affinity, endogenous retinoic acid receptor (RAR) agonist (IC 50 = 14 nM for RARα, RARβ and RARγ). Active metabolite of vitamin A. Acts as a transcription factor to regulate the growth and differentiation of normal and malignant cells |
Storage Temp | Store at -20°C,Argon charged |
Shipped In | Ice chest + Ice pads |
Grade | Moligand™ |
Action Type | AGONIST |
Mechanism of action | Retinoid receptor agonist |
Note | Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details. |
Product Description | 9-cis-Retinoic acid is a vitamin A analog that inhibits cell proliferation and induces cell differentiation. 9-cis-Retinoic acid is an inhibitor of Cox-2 and an activator of RAR α, RAR β, RAR γ and RXR. |
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IUPAC Name | (2E,4E,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenoic acid |
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INCHI | InChI=1S/C20H28O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14H,7,10,13H2,1-5H3,(H,21,22)/b9-6+,12-11+,15-8-,16-14+ |
InChi Key | SHGAZHPCJJPHSC-ZVCIMWCZSA-N |
Canonical SMILES | CC1=C(C(CCC1)(C)C)C=CC(=CC=CC(=CC(=O)O)C)C |
Isomeric SMILES | CC1=C(C(CCC1)(C)C)/C=C/C(=C\C=C\C(=C\C(=O)O)\C)/C |
WGK Germany | 3 |
Alternate CAS | 5300-03-8 |
PubChem CID | 449171 |
NSC Number | 659772 |
MeSH Entry Terms | 9 cis Retinoic Acid;9-cis-retinoic acid;9cRA compound;alitretinoin;BAL4079;Panretin;Toctino |
Molecular Weight | 300.435 |
Enter Lot Number to search for COA:
Find and download the COA for your product by matching the lot number on the packaging.
Lot Number | Certificate Type | Date | Item |
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L2109469 | Certificate of Analysis | Sep 21, 2023 | C134191 |
H2308635 | Certificate of Analysis | Jul 19, 2023 | C134191 |
H2308644 | Certificate of Analysis | Jul 19, 2023 | C134191 |
H2308652 | Certificate of Analysis | Jul 19, 2023 | C134191 |
J2209046 | Certificate of Analysis | Aug 24, 2022 | C134191 |
J2209047 | Certificate of Analysis | Aug 24, 2022 | C134191 |
J2209054 | Certificate of Analysis | Aug 24, 2022 | C134191 |
Solubility | Soluble in chloroform (50 mg/ml), DMSO (~25 mg/ml), ethanol (25 mg/ml), and acetone (25 mg/ml). Insoluble in water. |
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Sensitivity | Moisture & light sensitive. |
Melt Point(°C) | 189-190 °C |
Pictogram(s) | GHS08, GHS07 |
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Signal | Danger |
Hazard Statements | H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation H360:May damage fertility or the unborn child |
Precautionary Statements | P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P271:Use only outdoors or in a well-ventilated area. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P362+P364:Take off contaminated clothing and wash it before reuse. P203:Obtain, read and follow all safety instructions before use. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P318:if exposed or concerned, get medical advice. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. P319:Get medical help if you feel unwell. |
WGK Germany | 3 |
1. Mengying Wei, Yuanyuan Liu, Zifeng Pi, Kexin Yue, Shizhe Li, Mingxin Hu, Zhiqiang Liu, Fengrui Song, Zhongying Liu. (2019) Investigation of plasma metabolomics and neurotransmitter dysfunction in the process of Alzheimer's disease rat induced by amyloid beta 25-35. RSC Advances, 9 (32): (18308-18319). [PMID:35515227] |
1. Zhao H et al.. (2020) Intranasal delivery of 9-cis retinoic acid reduces beta-amyloid deposition via inhibiting astrocyte-mediated inflammation.. Aging (Albany NY), 12 (6): (5469-5478). [PMID:32209731] |
2. Mengying Wei, Yuanyuan Liu, Zifeng Pi, Kexin Yue, Shizhe Li, Mingxin Hu, Zhiqiang Liu, Fengrui Song, Zhongying Liu. (2019) Investigation of plasma metabolomics and neurotransmitter dysfunction in the process of Alzheimer's disease rat induced by amyloid beta 25-35. RSC Advances, 9 (32): (18308-18319). [PMID:35515227] |