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MedKoo Cat#: 112120 | Name: Aspochalasin D
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Description:

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

Aspochalasin D has antibacterial activity against Gram-positive and Gram-negative bacteria.

Chemical Structure

Aspochalasin D
Aspochalasin D
CAS#71968-02-0

Theoretical Analysis

MedKoo Cat#: 112120

Name: Aspochalasin D

CAS#: 71968-02-0

Chemical Formula: C24H35NO4

Exact Mass: 401.2566

Molecular Weight: 401.55

Elemental Analysis: C, 71.79; H, 8.79; N, 3.49; O, 15.94

Price and Availability

Size Price Availability Quantity
1mg USD 400.00 2 Weeks
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Related CAS #
No Data
Synonym
Aspochalasin D
IUPAC/Chemical Name
(3S,3aR,4S,6aS,7E,11R,12S,13E,15aS)-11,12-dihydroxy-3-isobutyl-4,5,8-trimethyl-3,3a,4,6a,9,10,11,12-octahydro-1H-cycloundeca[d]isoindole-1,15(2H)-dione
InChi Key
GCIKKGSNXSCKCP-WBEGXGIOSA-N
InChi Code
InChI=1S/C24H35NO4/c1-13(2)10-18-22-16(5)15(4)12-17-11-14(3)6-7-19(26)20(27)8-9-21(28)24(17,22)23(29)25-18/h8-9,11-13,16-20,22,26-27H,6-7,10H2,1-5H3,(H,25,29)/b9-8+,14-11+/t16-,17+,18+,19-,20+,22+,24-/m1/s1
SMILES Code
C/C1=C\[C@@]2([C@]3([C@@]([H])([C@@H](C(C)=C2)C)[C@@H](NC3=O)CC(C)C)C(/C=C/[C@@H]([C@@H](CC1)O)O)=O)[H]
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

Preparing Stock Solutions

The following data is based on the product molecular weight 401.55 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: Yang Z, Liu H, Su Z, Xu H, Yuan Z, Rao Y. Enhanced production of aspochalasin D through genetic engineering of Aspergillus flavipes. Appl Microbiol Biotechnol. 2023 May;107(9):2911-2920. doi: 10.1007/s00253-023-12501-8. Epub 2023 Apr 1. PMID: 37004567. 2: Gebhardt K, Schimana J, Höltzel A, Dettner K, Draeger S, Beil W, Rheinheimer J, Fiedler HP. Aspochalamins A-D and aspochalasin Z produced by the endosymbiotic Fungus aspergillus niveus LU 9575. I. Taxonomy, fermentation, isolation and biological activities. J Antibiot (Tokyo). 2004 Nov;57(11):707-14. doi: 10.7164/antibiotics.57.707. PMID: 15712664. 3: Tomikawa T, Shin-Ya K, Kinoshita T, Miyajima A, Seto H, Hayakawa Y. Selective cytotoxicity and stereochemistry of aspochalasin D. J Antibiot (Tokyo). 2001 Apr;54(4):379-81. doi: 10.7164/antibiotics.54.379. PMID: 11426663. 4: Reyes JR, Winter N, Spessert L, Trauner D. Biomimetic Synthesis of (+)-Aspergillin PZ. Angew Chem Int Ed Engl. 2018 Nov 19;57(47):15587-15591. doi: 10.1002/anie.201809703. Epub 2018 Nov 2. PMID: 30239081; PMCID: PMC6417427. 5: Ding G, Wang H, Li L, Song B, Chen H, Zhang H, Liu X, Zou Z. Trichodermone, a spiro-cytochalasan with a tetracyclic nucleus (7/5/6/5) skeleton from the plant endophytic fungus Trichoderma gamsii. J Nat Prod. 2014 Jan 24;77(1):164-7. doi: 10.1021/np4007487. Epub 2014 Jan 14. PMID: 24422592. 6: Ding G, Chen L, Chen A, Tian X, Chen X, Zhang H, Chen H, Liu XZ, Zhang Y, Zou ZM. Trichalasins C and D from the plant endophytic fungus Trichoderma gamsii. Fitoterapia. 2012 Apr;83(3):541-4. doi: 10.1016/j.fitote.2011.12.021. Epub 2012 Jan 8. PMID: 22245082. 7: Wu H, Ding Y, Hu K, Long X, Qu C, Puno PT, Deng J. Bioinspired Network Analysis Enabled Divergent Syntheses and Structure Revision of Pentacyclic Cytochalasans. Angew Chem Int Ed Engl. 2021 Jul 12;60(29):15963-15971. doi: 10.1002/anie.202102831. Epub 2021 Jun 17. PMID: 33860618. 8: Yahara I, Harada F, Sekita S, Yoshihira K, Natori S. Correlation between effects of 24 different cytochalasins on cellular structures and cellular events and those on actin in vitro. J Cell Biol. 1982 Jan;92(1):69-78. doi: 10.1083/jcb.92.1.69. PMID: 7199054; PMCID: PMC2112011.