MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 413080 | Name: Isocarbacyclin

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Isocarbacyclin is a valuable synthetic analogue of prostacyclin with potential neuroprotective effects for the treatment of ischemic stroke.

Chemical Structure

Isocarbacyclin
Isocarbacyclin
CAS#88911-35-7

Theoretical Analysis

MedKoo Cat#: 413080

Name: Isocarbacyclin

CAS#: 88911-35-7

Chemical Formula: C21H34O4

Exact Mass: 350.2457

Molecular Weight: 350.49

Elemental Analysis: C, 71.96; H, 9.78; O, 18.26

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
Bulk Inquiry
Related CAS #
No Data
Synonym
Isocarbacyclin; TEI7165; TEI 7165; TEI-7165
IUPAC/Chemical Name
2-Pentalenepentanoic acid, 1,3a,4,5,6,6a-hexahydro-5-hydroxy-6-(3-hydroxy-1-octenyl)-, (3aS-(3a-alpha,5-beta,6-alpha(1E,3R*),6a-alpha))-
InChi Key
JANVYOZZTKSZGN-WCAFQOMDSA-N
InChi Code
InChI=1S/C21H34O4/c1-2-3-4-8-17(22)10-11-18-19-13-15(7-5-6-9-21(24)25)12-16(19)14-20(18)23/h10-12,16-20,22-23H,2-9,13-14H2,1H3,(H,24,25)/b11-10+/t16-,17-,18+,19-,20+/m0/s1
SMILES Code
O=C(O)CCCCC1=C[C@@]2([H])C[C@@H](O)[C@H](/C=C/[C@@H](O)CCCCC)[C@@]2([H])C1
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 350.49 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Abu Deiab GI, Croatt MP. Synthetic approaches to isocarbacyclin and analogues as potential neuroprotective agents against ischemic stroke. Bioorg Med Chem. 2019 Jan 15;27(2):338-342. doi: 10.1016/j.bmc.2018.12.010. Epub 2018 Dec 6. PMID: 30545734. 2: Minagawa T, Kohno Y, Suwa T, Tsuji A. Species differences in hydrolysis of isocarbacyclin methyl ester (TEI-9090) by blood esterases. Biochem Pharmacol. 1995 May 17;49(10):1361-5. doi: 10.1016/0006-2952(95)00071-7. PMID: 7763277. 3: Minagawa T, Kohno Y, Suwa T, Tsuji A. Determination of protein binding of a highly lipophilic drug, isocarbacyclin methyl ester (TEI-9090), using a polydimethylsiloxane-coated glass beads assay. J Pharm Pharmacol. 1994 Oct;46(10):838-43. doi: 10.1111/j.2042-7158.1994.tb03740.x. PMID: 7699573. 4: Murakami T, Sawada K, Taneda K, Hayashi M, Katsuura Y, Tanabe H, Kiyoki M, Araki H. Effect of isocarbacyclin methyl ester incorporated in lipid microspheres on experimental models of peripheral obstructive disease. Arzneimittelforschung. 1995 Sep;45(9):991-4. PMID: 7488320. 5: Yamashita K, Kataoka Y, Nakashima MN, Yamashita YS, Tanabe H, Araki H, Niwa M, Taniyama K. Neuroprotective effect of TTC-909, an isocarbacyclin methyl ester incorporated in lipid microspheres, on hippocampal delayed neuronal death of stroke-prone spontaneously hypertensive rats. Jpn J Pharmacol. 1996 Aug;71(4):351-5. doi: 10.1254/jjp.71.351. PMID: 8886935. 6: Yashiro Y, Ohhashi T. Effects of cilostazol, a selective cyclic AMP phosphodiesterase inhibitor on isolated rabbit spinal arterioles. Jpn J Physiol. 2002 Oct;52(5):471-7. doi: 10.2170/jjphysiol.52.471. PMID: 12533252. 7: Takechi H, Matsumura K, Watanabe Y, Kato K, Noyori R, Suzuki M, Watanabe Y. A novel subtype of the prostacyclin receptor expressed in the central nervous system. J Biol Chem. 1996 Mar 8;271(10):5901-6. doi: 10.1074/jbc.271.10.5901. PMID: 8621463. 8: Sheddan NA, Mulzer J. Access to isocarbacyclin derivatives via substrate- controlled enolate formation: total synthesis of 15-deoxy-16-(m-tolyl)- 17,18,19,20-tetranorisocarbacyclin. Org Lett. 2005 Nov 10;7(23):5115-8. doi: 10.1021/ol0515762. PMID: 16268516. 9: Ishikawa T, Ishii H, Shimizu K, Nakao H, Urano J, Kudo T, Saito S. Diastereoselective total synthesis of isocarbacyclin from L-ascorbic acid. J Org Chem. 2004 Nov 12;69(23):8133-5. doi: 10.1021/jo048738c. PMID: 15527306. 10: Aoki Y, Inoue K, Kitahara S, Kiyoki M, Araki H. Exhibition of anti-platelet effect of isocarbacyclin methyl ester and its free acid via an increase in cAMP in platelets. Arzneimittelforschung. 1995 Sep;45(9):970-4. PMID: 7488315.