8075-98-7

Basic information

• Product Name: ASCORBIGEN
• Synonyms: ASCORBIGEN;ASCORBIGEN, GRADE B
• CAS NO: 8075-98-7
• Molecular Formula: C15H15NO6
• Molecular Weight: 305.28
• Product Categories: Miscellaneous Natural Products
• Mol File: 8075-98-7.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 644.5 °C at 760 mmHg
• Flash Point: 343.6 °C
• Appearance: /
• Density: 1.73 g/cm³
• Refractive Index: 1.795
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 10.04±0.60(Predicted)
• Stability: Moisture Sensitive
• CAS DataBase Reference: ASCORBIGEN(CAS DataBase Reference)
• NIST Chemistry Reference: ASCORBIGEN(8075-98-7)
• EPA Substance Registry System: ASCORBIGEN(8075-98-7)

Safety Data

• Hazardous Substances Data: 8075-98-7(Hazardous Substances Data)

Usage

Description

ASCORBIGEN is an indolyl carbohydrate that consists of (3aS,6S,6aR)-3,3a,6-trihydroxy-3-tetrahydrofuro[3,2-b]furan-2-one in which position 3 is substituted by an indol-3-ylmethyl group. It is formed from indole-3-carbinol and ascorbic acid in brassica vegetables.

Uses

Used in Pharmaceutical Industry:
ASCORBIGEN is used as a pharmaceutical agent for its potential health benefits. It has been found to have antioxidant properties, which can help protect the body from damage caused by free radicals.
Used in Cosmetic Industry:
ASCORBIGEN is used as an active ingredient in cosmetic products for its skin brightening and anti-aging effects. It can help improve skin texture and reduce the appearance of fine lines and wrinkles.
Used in Food Industry:
ASCORBIGEN is used as a natural food additive for its health-promoting properties. It can be added to various food products to enhance their nutritional value and provide additional health benefits.
Used in Agricultural Industry:
ASCORBIGEN can be used in agricultural applications as a natural pesticide or growth promoter for plants. Its antioxidant properties can help protect plants from environmental stress and promote healthy growth.

InChI:InChI=1/C15H15NO6/c17-11-7-21-15(20)12(11)22-13(18)14(15,19)5-8-6-16-10-4-2-1-3-9(8)10/h1-4,6,11-12,16-17,19-20H,5,7H2/t11?,12-,14+,15+/m1/s1

Upstream product

• 120-72-9 indole 
• 50-00-0 formaldehyd 
• 50-81-7 ascorbic acid 
• 700-06-1 indole-3-carbinol 

Relevant articles and documents

Modulation of cytochrome P4501A1 activity by ascorbigen in murine hepatoma cells

Modulation of cytochrome P4501A1 (CYP1A1) activity is a mechanism whereby indoles present in cruciferous vegetables could affect the metabolism of xenobiotics. Ascorbigen (ASG) is the predominant indole formed during the degradation of glucobrassicin, although the mechanism by which ASG modulates CYP1A1 activity is not known. The major focus of this study was to examine the mechanism of CYP induction by ASG using a murine hepatoma-derived cell line (Hepa 1c1c7). ASG was shown to induce the activity of 7-ethoxyresorufin O-deethylase, a marker for CYP1A1, in a concentration-responsive manner with a maximum induction at 700 μM. Maximum ASG induction after 24-hr treatment was 7% of maximal CYP1A1 activity induced by the well-known potent CYP1A1 inducer, indolo[3,2-b]carbazole (ICZ) (1 μM), and the EC50 values differed by 2-fold. The CYP1A1 activity increased continuously up to 72 hr, where ASG showed an induction efficiency in the same range as for the positive control (1 μM ICZ) after 24 hr, whereas the CYP1A1 protein level, measured by Western blot analysis, was maximally induced after 24 hr. ASG significantly inhibited CYP1A1 activity in whole cells at concentrations above 1 μM. ASG increased the chloramphenicol acetyl transferase (CAT) activity via a CAT reporter construct containing a dioxin-responsive element in Hepa 1c1c7 cells, indicating involvement of the aryl hydrocarbon receptor. ASG was shown to be transformed into ICZ, or a compound with the same chromatographic mobility as ICZ, in the medium. Taken together, the results indicate that ASG inhibits CYP1A1 activity at low concentrations, but induces the same activity at higher concentrations. Copyright (C) 1999 Elsevier Science Inc.