16,16-Dimethyl prostaglandin E2

Modify Date: 2024-02-03 18:28:02

16,16-Dimethyl prostaglandin E2 Structure
16,16-Dimethyl prostaglandin E2 structure
Common Name 16,16-Dimethyl prostaglandin E2
CAS Number 39746-25-3 Molecular Weight 380.518
Density 1.1±0.1 g/cm3 Boiling Point 541.3±50.0 °C at 760 mmHg
Molecular Formula C22H36O5 Melting Point -85.6ºC
MSDS Chinese USA Flash Point 295.2±26.6 °C
Symbol GHS02 GHS07
GHS02, GHS07
Signal Word Danger

 Use of 16,16-Dimethyl prostaglandin E2


16,16-Dimethyl prostaglandin E2 (16,16-dimethyl PGE2) is an orally active vertebrate Hematopoietic stem cells (HSCs) homeostasis critical regulator. 16,16-Dimethyl prostaglandin E2 can act through EP2/EP4 and has an interaction with the Wnt pathway[1][2].

 Names

Name 16,16-Dimethylprostaglandin E2
Synonym More Synonyms

 16,16-Dimethyl prostaglandin E2 Biological Activity

Description 16,16-Dimethyl prostaglandin E2 (16,16-dimethyl PGE2) is an orally active vertebrate Hematopoietic stem cells (HSCs) homeostasis critical regulator. 16,16-Dimethyl prostaglandin E2 can act through EP2/EP4 and has an interaction with the Wnt pathway[1][2].
Related Catalog
Target

EP2

EP4

In Vivo 16,16-Dimethyl prostaglandin E2 (16,16-dimethyl PGE2; 10 µg/kg; i.p.; every 12 hours; for 8 days) rescues the exacerbated DSS colitis phenotype of Tpl2IMF-KO mice and restores epithelial proliferation and structure[2]. Animal Model: Tpl2IMF-KO mice[2] Dosage: 10 µg/kg Administration: IP; every 12 hours; for 8 days Result: Rescued the exacerbated DSS colitis phenotype and restores epithelial proliferation and structure.
References

[1]. Hagedorn EJ, et al. Getting more for your marrow: boosting hematopoietic stem cell numbers with PGE2. xp Cell Res. 2014 Dec 10;329(2):220-6.

[2]. Roulis M, et al. Intestinal myofibroblast-specific Tpl2-Cox-2-PGE2 pathway links innate sensing to epithelial homeostasis. Proc Natl Acad Sci U S A. 2014 Oct 28;111(43):E4658-67.

 Chemical & Physical Properties

Density 1.1±0.1 g/cm3
Boiling Point 541.3±50.0 °C at 760 mmHg
Melting Point -85.6ºC
Molecular Formula C22H36O5
Molecular Weight 380.518
Flash Point 295.2±26.6 °C
Exact Mass 380.256287
PSA 94.83000
LogP 2.57
Vapour Pressure 0.0±3.3 mmHg at 25°C
Index of Refraction 1.551

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UK7894000
CHEMICAL NAME :
Prosta-5,13-dien-1-oic acid, 11,15-dihydroxy-16,16-dimethyl-9-oxo-, (5Z,11-alpha,13E,15R)-
CAS REGISTRY NUMBER :
39746-25-3
LAST UPDATED :
199612
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C22-H36-O5
MOLECULAR WEIGHT :
380.58

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
4 ug/kg
SEX/DURATION :
female 34 week(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - abortion Reproductive - Effects on Embryo or Fetus - fetal death
REFERENCE :
PRGLBA Prostaglandins. (Geron-X, Inc., P.O. Box 1108, Los Altos, CA 94022) V.1- 1972- Volume(issue)/page/year: 6,349,1974
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intravaginal
DOSE :
64 ug/kg
SEX/DURATION :
female 6 week(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - abortion
REFERENCE :
CCPTAY Contraception. (Geron-X, Inc., POB 1108, Los Altos, CA 94022) V.1- 1970- Volume(issue)/page/year: 16,167,1977

 Safety Information

Symbol GHS02 GHS07
GHS02, GHS07
Signal Word Danger
Hazard Statements H225-H319-H336
Supplemental HS Repeated exposure may cause skin dryness or cracking.
Precautionary Statements P210-P280-P304 + P340 + P312-P305 + P351 + P338-P337 + P313-P403 + P235
Personal Protective Equipment Eyeshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter
Hazard Codes F,Xn,Xi
Risk Phrases 11-20/21/22-36/37/38-67-66-36
Safety Phrases 16-26-36
RIDADR UN 1231 3/PG 2

 Synthetic Route

~%

16,16-Dimethyl prostaglandin E2 Structure

16,16-Dimethyl ...

CAS#:39746-25-3

Literature: Rodriguez, Ana; Nomen, Miguel; Spur, Bernd W.; Godfroid, Jean-Jacques Archiv der Pharmazie, 1998 , vol. 331, # 9 p. 279 - 282

~%

16,16-Dimethyl prostaglandin E2 Structure

16,16-Dimethyl ...

CAS#:39746-25-3

Literature: Rodriguez, Ana; Nomen, Miguel; Spur, Bernd W.; Godfroid, Jean-Jacques Archiv der Pharmazie, 1998 , vol. 331, # 9 p. 279 - 282

~%

16,16-Dimethyl prostaglandin E2 Structure

16,16-Dimethyl ...

CAS#:39746-25-3

Literature: Rodriguez, Ana; Nomen, Miguel; Spur, Bernd W.; Godfroid, Jean-Jacques Archiv der Pharmazie, 1998 , vol. 331, # 9 p. 279 - 282

~%

16,16-Dimethyl prostaglandin E2 Structure

16,16-Dimethyl ...

CAS#:39746-25-3

Literature: Rodriguez, Ana; Nomen, Miguel; Spur, Bernd W.; Godfroid, Jean-Jacques Archiv der Pharmazie, 1998 , vol. 331, # 9 p. 279 - 282

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 Synonyms

(5Z,11α,13E,15R)-11,15-Dihydroxy-16,16-dimethyl-9-oxoprosta-5,13-dien-1-oic acid
Prosta-5,13-dien-1-oic acid, 11,15-dihydroxy-16,16-dimethyl-9-oxo-, (5Z,11α,13E,15R)-
16,16-Dimethyl Prostaglandin E2,(5Z,11α,13E,15R)-11,15-Dihydroxy-16,16-dimethyl-9-oxo-prosta-5,13-dien-1oicacid
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