Latanoprost acid structure, CAS 41639-83-2

Latanoprost acid

CAS Number41639-83-2

Synonyms(5Z)-7-{(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl}hept-5-enoic acid; Latanoprost acid; latanoprost free acid; LatanoprostAcid; (5Z)-7-{(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl}-5-heptenoic acid

Molecular FormulaC23H34O5

Molecular Weight390.51

Purity≥95 (HPLC)%

Density1.2±0.1 g/cm3

Boiling Point609.1±50.0 °C at 760 mmHg

Melting Point

Flash Point

AppearanceLight yellow oily

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Cat. No.: 2A-9042824 Purity: ≥95 (HPLC)%
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Chemical & Physical Properties
CAS Number41639-83-2
Catalog No.2A-9042824
Chinese Name拉坦前列腺素(游离酸)
Synonyms(5Z)-7-{(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl}hept-5-enoic acid; Latanoprost acid; latanoprost free acid; LatanoprostAcid; (5Z)-7-{(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl}-5-heptenoic acid
Molecular FormulaC23H34O5
Molecular Weight390.51
Purity≥95 (HPLC)
Density1.2±0.1 g/cm3
Boiling Point609.1±50.0 °C at 760 mmHg
AppearanceLight yellow oily
Storage Condition-20°C
ApplicationLatanoprost acid is an analog of prostaglandin (PG) F2α and a selective prostaglandin receptor FP agonist. FP can specifically activate the FP-PG receptor. Latanoprost acid inhibits RANKL-induced oste
PubChem ID24724524
MDL NumberMFCD08056084
SMILESO[C@H](CC[C@H]1[C@H](O)C[C@H](O)[C@@H]1C\C=C/CCCC(O)=O)CCc2ccccc2
InChI1S/C23H34O5/c24-18(13-12-17-8-4-3-5-9-17)14-15-20-19(21(25)16-22(20)26)10-6-1-2-7-11-23(27)28/h1,3-6,8-9,18-22,24-26H,2,7,10-16H2,(H,27,28)/b6-1-/t18-,19+,20+,21-,22+/m0/s1
InChI KeyHNPFPERDNWXAGS-NFVOFSAMSA-N
NACRES CodeNA.77
UNSPSC12352106
Hazard Symbolstransportation
MSDSmsds/42824_1_41639_83_2.pdf
BioactivityLatanoprost acid, an analog of prostaglandin (PG) F2α, is an selective prostanoid receptor (FP) agonist that specifically activates the FP-PG receptor[1]. Latanoprost acid inhibits RANKL-induced osteoclastgenesis and function by inhibiting ERK, AKT, JNK, and p38 cascade, following by the c-fos/NFATc1 pathway. Latanoprost acid is a medication which works to lower pressure inside the eyes[2]. Related Catalog Signaling Pathways >> GPCR/G Protein >> Prostaglandin Receptor Research Areas >> Inflammation/Immunology Target FP In Vitro Latanoprost acid (10-20 μM;24 hours) reduces he protein expressions of c-fos and NFATc1[1]. Latanoprost acid (10μM with 50ng/ml RANKL) significantly inhibits ERK, p38, AKT and JNK[1]. Latanoprost acid (10 μM, 20 μM) significantly inhibits the mature osteoclast formation[1]. Western Blot Analysis[1] Cell Line: Bone marrow-derived macrophages cells (BMMs) Concentration: 10 μM, 20 μM Incubation Time: 24 hours Result: Reduced he protein expressions of c-fos and NFATc1. In Vivo Latanoprost acid (i.p.; 20 mg/kg; once a day for 7 days) notably prevents LPS-induced bone destruction at a dose of 20mg/kg[1]. Animal Model: 8-week-old C57BL/6J mice[1] Dosage: 20 mg/kg Administration: Intraperitoneally injected; once a day for 7 days Result: Notably prevented LPS-induced bone destruction at a dose of 20mg/kg. References [1]. Weinreb RN, et al. Effects of prostaglandins on the aqueous humor outflow pathways. Surv Ophthalmol. 2002 Aug;47 Suppl 1:S53-64. [2]. Xu X, et al. The prevention of latanoprost on osteoclastgenesis in vitro and lipopolysaccharide-induced murine calvaria osteolysis in vivo. J Cell Biochem. 2018 Jun;119(6):4680-4691. Chemical & Physical Properties Density 1.2±0.1 g/cm3 Boiling Point 609.1±50.0 °C at 760 mmHg Molecular Formula C23H34O5 Molecular Weight 390.513 Flash Point 336.2±26.6 °C Exact Mass 390.240631 PSA 97.99000 LogP 2.22 Vapour Pressure 0.0±1.8 mmHg at 25°C Index of Refraction 1.564 InChIKey HNPFPERDNWXAGS-UHFFFAOYSA-N SMILES O=C(O)CCCC=CCC1C(O)CC(O)C1CCC(O)CCc1ccccc1 Storage condition -20°C
Use ofProperties Name latanoprost free acid Synonym More Synonyms LatanoprostAcid Biological Activity Related Catalog Signaling Pathways >> GPCR/G Protein >> Prostaglandin Receptor Research Areas >> Inflammation/Immunology In Vitro Latanoprost acid (10-20 μM;24 hours) reduces he protein expressions of c-fos and NFATc1[1]. Latanoprost acid (10μM with 50ng/ml RANKL) significantly inhibits ERK, p38, AKT and JNK[1]. Latanoprost acid (10 μM, 20 μM) significantly inhibits the mature osteoclast formation[1]. Western Blot Analysis[1] Cell Line: Bone marrow-derived macrophages cells (BMMs) Concentration: 10 μM, 20 μM Incubation Time: 24 hours Result: Reduced he protein expressions of c-fos and NFATc1. References [1]. Weinreb RN, et al. Effects of prostaglandins on the aqueous humor outflow pathways. Surv Ophthalmol. 2002 Aug;47 Suppl 1:S53-64. [2]. Xu X, et al. The prevention of latanoprost on osteoclastgenesis in vitro and lipopolysaccharide-induced murine calvaria osteolysis in vivo. J Cell Biochem. 2018 Jun;119(6):4680-4691. Chemical & Physical Properties Molecular Formula C23H34O5 Exact Mass 390.240631 PSA 97.99000 Index of Refraction 1.564 InChIKey HNPFPERDNWXAGS-UHFFFAOYSA-N
Transport InfoProduct name: Purity: 98.0%
MSDS Transport InfoModule 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available See reverse side of invoice or packing slip.
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