WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 464399
CAS#: 55812-46-9
Description: Pyrindolol is a bacterial metabolite that has been found in S. alboverticillatus. It inhibits neutral β-galactosidase by 50% under acidic, but not neutral, conditions when used at a concentration of 2 µg/ml. It is selective for β-galactosidase isolated from bovine liver over β-galactosidases isolated from human, bovine, pig, and rat tissues and sialidases isolated from C. perfringens, Streptomyces, and the H3N2 strain of influenza virus (IC50s = >250 µg/ml for all).
MedKoo Cat#: 464399
Name: Pyridindolol
CAS#: 55812-46-9
Chemical Formula: C14H14N2O3
Exact Mass: 258.1004
Molecular Weight: 258.277
Elemental Analysis: C, 65.11; H, 5.46; N, 10.85; O, 18.58
Synonym: Pyridindolol; NSC 266530; NSC266530 NSC-266530;
IUPAC/Chemical Name: (R)-1-(3-(hydroxymethyl)-9H-pyrido[3,4-b]indol-1-yl)ethane-1,2-diol
InChi Key: VAKXHGQDPLEUTH-LBPRGKRZSA-N
InChi Code: InChI=1S/C14H14N2O3/c17-6-8-5-10-9-3-1-2-4-11(9)16-13(10)14(15-8)12(19)7-18/h1-5,12,16-19H,6-7H2/t12-/m0/s1
SMILES Code: OC[C@H](O)C1=C2C(C3=CC=CC=C3N2)=CC(CO)=N1
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: To be determined
Shelf Life: >2 years if stored properly
Drug Formulation: To be determined
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
The following data is based on the product molecular weight 258.277 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.
| 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: Iorio M, Davatgarbenam S, Serina S, Criscenzo P, Zdouc MM, Simone M, Maffioli SI, Ebright RH, Donadio S, Sosio M. Blocks in the pseudouridimycin pathway unlock hidden metabolites in the Streptomyces producer strain. Sci Rep. 2021 Mar 12;11(1):5827. doi: 10.1038/s41598-021-84833-2. PMID: 33712632; PMCID: PMC7955054.
2: Kanekiyo N, Kuwada T, Choshi T, Nobuhiro J, Hibino S. Total syntheses of beta-carboline alkaloids, (R)-(-)-pyridindolol K1, (R)-(-)-pyridindolol K2, and (R)-(-)-pyridindolol. J Org Chem. 2001 Dec 28;66(26):8793-8. doi: 10.1021/jo0105585. PMID: 11749608.
3: Kim YP, Takamatsu S, Hayashi M, Komiyama K, Omura S. Pyridindolols K1 and K2, new alkaloids from Streptomyces sp. K93-0711. J Antibiot (Tokyo). 1997 Mar;50(3):189-93. PMID: 9439688.
4: Kim YP, Takamatsu S, Hayashi M, Komiyama K, Omura S. Pyridindolols K1 and K2, new alkaloids from Streptomyces sp. K93-0711. J Antibiot (Tokyo). 1997 Mar;50(3):189-93. PMID: 9127188.
5: Hagmann L, Keller-Schierlein W, Wahl B, Zähner H. Metabolites of microorganisms. 242 pyridindolol glucosides from Streptomyces parvulus. J Antibiot (Tokyo). 1988 Mar;41(3):289-95. doi: 10.7164/antibiotics.41.289. PMID: 3366687.
6: Kumagai M, Aoyagi T, Umezawa H. Inhibitory activity of pyridindolol on beta- galactosidase. J Antibiot (Tokyo). 1976 Jul;29(7):696-703. doi: 10.7164/antibiotics.29.696. PMID: 8415.
7: Kumagai M, Naganawa H, Aoyagi T, Umezawa H. Structure of pyridindolol, inhibitor of beta-galactosidase. J Antibiot (Tokyo). 1975 Nov;28(11):876-80. doi: 10.7164/antibiotics.28.876. PMID: 1201971.
8: Aoyagi T, Kumagai M, Hazato T, Hamada M, Takeuchi T. Pyridindolol, a new beta-galactosidase inhibitor produced by actinomycetes. J Antibiot (Tokyo). 1975 Jul;28(7):555-7. doi: 10.7164/antibiotics.28.555. PMID: 1150547.
