GKK1032B | CAS# 358375-11-8 | Fungal Metabolite

MedKoo Cat#: 574030 | Name: GKK1032B

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Description:

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

GKK1032B is a fungal metabolite that has antiproliferative and antibacterial activities. GKK1032B inhibits the growth of HeLa S3 cervical and MCF-7 breast cancer cells and Vero cells. It also inhibits the growth of B. subtilis and M. tuberculosis.

Chemical Structure

GKK1032B

CAS#358375-11-8

Theoretical Analysis

MedKoo Cat#: 574030

Name: GKK1032B

CAS#: 358375-11-8

Chemical Formula: C32H39NO4

Exact Mass: 501.2879

Molecular Weight: 501.67

Elemental Analysis: C, 76.61; H, 7.84; N, 2.79; O, 12.76

Price and Availability

Size	Price	Availability	Quantity
1mg	USD 550.00	2 Weeks

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Synonym

GKK1032B; GKK 1032B; GKK-1032B;

IUPAC/Chemical Name

(3aR,9aR,9bS,10R,12S,13aR,13bR,13cR,16R,16aS,17aS)-rel-(+)-16-ethenyl-3a,9b,10,11,12,13,13a,13b,13c,16,16a,17a-dodecahydro-10,12,13a,14,16-pentamethyl-5,8-ethenofluoreno[9',1':2,3,4]oxacyclododecino[6,7-c]pyrrole-1,3,17(2H,4H,9aH)-trione

InChi Key

GAPPHVJLWSRLAC-ZABYPXOYSA-N

InChi Code

InChI=1S/C32H39NO4/c1-7-31(5)15-18(4)24-23-26(31)27(34)22-21(29(35)33-30(22)36)13-19-8-10-20(11-9-19)37-28(23)25-17(3)12-16(2)14-32(24,25)6/h7-11,15-17,21-26,28H,1,12-14H2,2-6H3,(H,33,35,36)/t16-,17+,21+,22-,23+,24-,25+,26+,28+,31+,32+/m1/s1

SMILES Code

C[C@@H]1C[C@H](C)[C@]2([H])[C@@]([C@@](C(C)=C[C@@](C=C)(C)[C@]3([H])C4=O)([H])[C@]3([H])[C@]2([H])OC5=CC=C(C[C@@]6([H])[C@@]4([H])C(NC6=O)=O)C=C5)(C)C1

Appearance

Solid powder

Purity

>70% (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

>3 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

Product Data

Product Data

Instruction

View handling instruction

Biological target:

GKK1032B can induce the apoptosis of human osteosarcoma MG63 cells through caspase pathway activation.

In vitro activity:

Among them, GKK1032B showed significant cytotoxicity against human osteosarcoma cell line MG63 with an IC50 value of 3.49 μmol·L-1, and a primary mechanistic study revealed that it induced the apoptosis of MG63 cellsvia caspase pathway activation. Reference: Chin J Nat Med. 2022 Jan;20(1):67-73. https://pubmed.ncbi.nlm.nih.gov/35101251/

In vivo activity:

TBD

Preparing Stock Solutions

The following data is based on the product molecular weight 501.67 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

Formulation protocol:

1. Liu N, Song MN, Zhang QQ, Wu C, Zhu KK, Sun YL, Li MR, Yang FY, Feng RL, Zhang YY, Zhang H. GKK1032B from endophytic Penicillium citrinum induces the apoptosis of human osteosarcoma MG63 cells through caspase pathway activation. Chin J Nat Med. 2022 Jan;20(1):67-73. doi: 10.1016/S1875-5364(21)60108-5. PMID: 35101251.

In vitro protocol:

In vivo protocol:

TBD

1. Li, X.-W., Ear, A., and Nay, B. Hirsutellones and beyond: Figuring out the biological and synthetic logics toward chemical complexity in fungal PKS-NRPS compounds. Nat. Prod. Rep. 30(6), 765-782 (2013). 2. Rukachaisirikul, V., Satpradit, S., Klaiklay, S., et al. Polyketide anthraquinone, diphenyl ether, and xanthone derivatives from the soil fungus Penicillium sp. PSU-RSPG99. Tetrahedron 70(34), 5148-5152 (2014).