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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HCID 5538Erstellt: 26. Oktober 2026

3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid

https://huagongshe.com/de/chemical/5538

Molekülstruktur von 3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid

Identifikatoren & physikalische Daten

SummenformelC20H28O2
Durchschnittliche Molmasse300,4 g/mol
SMILESCC(C=CC1=C(C)CCCC1(C)C)=CC=CC(C)=CC(=O)O
InChIKeySHGAZHPCJJPHSC-UHFFFAOYSA-N
PubChem CID5538
ChEMBLCHEMBL1235644
ChEBICHEBI:26536

Chemische & physikalische Eigenschaften

XLogP6,3
Polarare Oberfläche (TPSA)37,3
H-Brücken-Donoren1
H-Brücken-Akzeptoren2
Frei drehbare Bindungen5
Schwere Atome22
Formalladung0
Komplexität567
LogP (Verteilungskoeffizient)6.3

Sicherheit & Vorschriften

Expositionspfade1-31% (topical)
ToxizitätsübersichtTretinoin binds to alpha, beta, and gamma retinoic acid receptors (RARs). RAR-alpha and RAR-beta have been associated with the development of acute promyelocytic leukemia and squamous cell cancers, respectively. RAR-gamma is associated with retinoid effects on mucocutaneous tissues and bone. Although the exact mechanism of action of tretinoin is unknown, current evidence suggests that the effectiveness of tretinoin in acne is due primarily to its ability to modify abnormal follicular keratinization. Comedones form in follicles with an excess of keratinized epithelial cells. Tretinoin promotes detachment of cornified cells and the enhanced shedding of corneocytes from the follicle. By increasing the mitotic activity of follicular epithelia, tretinoin also increases the turnover rate of thin, loosely-adherent corneocytes. Through these actions, the comedo contents are extruded and the formation of the microcomedo, the precursor lesion of acne vulgaris, is reduced. Tretinoin is not a cytolytic agent but instead induces cytodifferentiation and decreased proliferation of APL cells in culture and in vivo. When Tretinoin is given systemically to APL patients, tretinoin treatment produces an initial maturation of the primitive promyelocytes derived from the leukemic clone, followed by a repopulation of the bone marrow and peripheral blood by normal, polyclonal hematopoietic cells in patients achieving complete remission (CR). The exact mechanism of action of tretinoin in APL is unknown.
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).