Pyridindolol
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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).

Chemical Structure

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Pyridindolol
CAS# 55812-46-9
Instruction

Theoretical Analysis

MedKoo Cat#: 464399
Name: Pyridindolol
CAS#: 55812-46-9
Chemical Formula: C14H14N2O3
Exact Mass: 258.10
Molecular Weight: 258.277
Elemental Analysis: C, 65.11; H, 5.46; N, 10.85; O, 18.58

Price and Availability

Size Price Availability Quantity
10mg USD -2 2 Weeks
25mg USD -2 2 Weeks
50mg USD -2 2 Weeks
100mg USD -2 2 Weeks
200mg USD -2 2 Weeks
500mg USD -2 2 Weeks
2g USD -2 2 Weeks
5g USD -2 2 Weeks
1mg USD 830 2 Weeks
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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

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 258.28 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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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.