R4643

9-cis-Retinoic acid

≥98% (HPLC)

Manufacturer: Sigma Aldrich

CAS Number: 5300-03-8

Synonym(S): 9-cis-Tretinoin, Alitretinoin

Select a Size

Pack Size SKU Availability Price
1 MG R4643-1-MG In Stock ₹ 11,344.60

R4643 - 1 MG

₹ 11,344.60

In Stock

Quantity

1

Base Price: ₹ 11,344.60

GST (18%): ₹ 2,042.028

Total Price: ₹ 13,386.628

biological source

natural

Quality Level

200

Assay

≥98% (HPLC)

form

powder

technique(s)

HPLC: suitable

color

light yellow to yellow-orange

mp

189-190 °C

storage temp.

−20°C

SMILES string

CC1=C(\C=C\C(C)=C/C=C/C(C)=C/C(O)=O)C(C)(C)CCC1

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+

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Description

  • Application: 9-cis-Retinoic acid has been used:as ligand for retinoid X receptor gamma (RXRγ) for inducing oligodendrocyte precursor cells differentiation and remyelination[1]as a medium component to study its effect on UDP-glucuronosyltransferases (UGT) expression in thyroid induced hepatocytes[2]to induce lymphangiogenesis in lymphatic endothelial cell[3]
  • Biochem/physiol Actions: 9-cis-Retinoic acid (9cRA) is an isomer of all-trans-retinoic acid (ATRA), both of which are lipid molecules synthesized from a common precursor, vitamin A.[4] 9cRA is a potent agonist for retinoid X receptor (RXR) and retinoic acid receptor (RAR).[5] It has neurotrophic functionality, promotes neuronal differentiation and may have therapeutic potential in treating stroke.[6] It also regulates cytokine secretion and lymphocyte proliferation.[4] 9cRA favors the dopamine cells survival and induces neuroprotection in neurodegenerative disorder like parkinson′s disease.[7] It elicits anti-inflammatory function and stimulates mast cells and inhibits interleukin 4 and 5 expression levels.[8] 9cRA is in clinical trial phase II for treating refractory cancer.[5]
  • Features and Benefits: This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
  • Packaging: Sealed ampule

SAFETY INFORMATION

Pictograms

GHS08,GHS07

Signal Word

Danger

Hazard Statements

H315,H319,H335,H360

Precautionary Statements

P201 - P302 + P352 - P305 + P351 + P338 - P308 + P313

Hazard Classifications

Eye Irrit. 2 - Repr. 1B - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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biological source:
natural

Quality Level:
200

Assay:
≥98% (HPLC)

form:
powder

technique(s):
HPLC: suitable

color:
light yellow to yellow-orange

mp:
189-190 °C

storage temp.:
−20°C

SMILES string:
CC1=C(\C=C\C(C)=C/C=C/C(C)=C/C(O)=O)C(C)(C)CCC1

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+

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InChI:
1S/C98H174N34O30/c1-48(2)31-60(84(151)120-56(79(100)146)22-17-27-107-96(101)102)124-86(153)62(33-50(5)6)126-88(155)64(35-52(9)10)128-89(156)65(36-53(11)12)127-87(154)63(34-51(7)8)125-85(152)61(32-49(3)4)123-83(150)59(24-19-29-109-98(105)106)122-91(158)67(44-133)119-76(142)42-113-73(139)39-111-72(138)38-112-74(140)40-114-82(149)58(21-15-16-26-99)121-92(159)69(46-135)130-93(160)68(45-134)129-80(147)54(13)116-94(161)71-25-20-30-132(71)95(162)70(47-136)131-90(157)66(37-78(144)145)118-77(143)43-115-81(148)57(23-18-28-108-97(103)104)117-75(141)41-110-55(14)137/h48-54,56-71,133-136H,15-47,99H2,1-14H3,(H2,100,146)(H,110,137)(H,111,138)(H,112,140)(H,113,139)(H,114,149)(H,115,148)(H,116,161)(H,117,141)(H,118,143)(H,119,142)(H,120,151)(H,121,159)(H,122,158)(H,123,150)(H,124,153)(H,125,152)(H,126,155)(H,127,154)(H,128,156)(H,129,147)(H,130,160)(H,131,157)(H,144,145)(H4,101,102,107)(H4,103,104,108)(H4,105,106,109)/t54-,56-,57-,58-,59-,60-,61-,62-,63-,64-,65-,66-,67-,68-,69-,70-,71-/m0/s1

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