| Identification | Back Directory | [Name]
Aspterric acid | [CAS]
67309-95-9 | [Synonyms]
Aspterric acid
(3R,4R,6aS,9aS)-Octahydro-4-hydroxy-7-(1-methylethylidene)-1H-3,9a-methanocyclopent[c]oxocin-4-carboxylic acid
1H-3,9a-Methanocyclopent[c]oxocin-4-carboxylic acid, octahydro-4-hydroxy-7-(1-methylethylidene)-, (3R,4R,6aS,9aS)- | [Molecular Formula]
C15H22O4 | [MDL Number]
MFCD24849293 | [MOL File]
67309-95-9.mol | [Molecular Weight]
266.33 |
| Chemical Properties | Back Directory | [Boiling point ]
452.8±45.0 °C(Predicted) | [density ]
1.25±0.1 g/cm3(Predicted) | [storage temp. ]
-20°C | [solubility ]
Soluble in DMSO | [form ]
solid | [pka]
3.42±0.20(Predicted) | [color ]
White | [Stability:]
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months. | [Major Application]
metabolomics
vitamins, nutraceuticals, and natural products | [InChI]
1S/C15H22O4/c1-9(2)10-5-6-15-7-13(18-8-15)11(14(16)19-17)3-4-12(10)15/h11-13,17H,3-8H2,1-2H3/t11-,12+,13-,15?/m1/s1 | [InChIKey]
AMVWWAIZPPESMM-WORDMNGFSA-N | [SMILES]
O1[C@H]2[C@@H](CC[C@@H]3C(C1)(C2)CCC3=C(C)C)C(=O)OO |
| Hazard Information | Back Directory | [Description]
Aspterric acid is a carotene-type sesquiterpene, plant growth regulator, and inhibitor of pollen development originally isolated from the fungus A. terreus. It inhibits pollen development, reduces stem length at first flowering, and increases the time to bolting and first flowering in A. thaliana when used at a concentration of 38 μM. Aspterric acid exerts its effects on reproductive growth in A. thaliana without inhibiting biosynthesis and transport of the plant growth regulator indole-3-acetic acid . | [Uses]
Aspterric acid is an antibiotic compound. | [General Description]
Natural product derived from fungal source. | [storage]
+4°C | [References]
1) Tsuda et al. (1978), Aspterric acid, a new sesquiterpenoid of the carotene group, a metabolite from Aspergillus terreus IFO-6123. X-Ray crystal and molecular structure of its p-bromobenzoate; J. Chem. Soc. Chem. Commun., 4 161
2) Yan et al. (2018), Resistance-gene-directed discovery of a natural-product herbicide with a new mode of action; Nature., 559 415
3) Shimada et al. (2002), Aspterric acid and 6-hydroxymellein, inhibitors of pollen development in Arabidopsis thaliana, produced by Aspergillus terreus; Z. Naturforsch. C., 57 459 |
|
| Company Name: |
Sigma-Aldrich
|
| Telephone: |
021-61415566 800-8193336 |
| Website: |
https://www.sigmaaldrich.cn |
|