Verrucarin A, 7'-deoxo-7'-(1-hydroxyethyl)-

Base Information

• Chemical Name: Verrucarin A, 7'-deoxo-7'-(1-hydroxyethyl)-
• CAS No.: 14729-29-4
• Molecular Formula: C29H40 O9
• Molecular Weight: 532.631
• Metabolomics Workbench ID: 131454
• NSC Number: 200737
• Mol file: 14729-29-4.mol

Synonyms:roridin A;roridin C

Chemical Property of Verrucarin A, 7'-deoxo-7'-(1-hydroxyethyl)-

Chemical Property:

• Appearance/Colour: powder
• Vapor Pressure: 3.92E-26mmHg at 25°C
• Melting Point: 198-204 °C
• Boiling Point: 752.4 °C at 760 mmHg
• PKA: 12.83±0.70(Predicted)
• Flash Point: 246 °C
• PSA: 124.05000
• Density: 1.29g/cm³
• LogP: 2.39340
• Storage Temp.: −20°C
• Solubility.: chloroform: ≥10 mg/mL, clear, colorless
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 1
• Exact Mass: 532.26723285
• Heavy Atom Count: 38
• Complexity: 1040

Purity/Quality:

99%, ^*data from raw suppliers

RORIDIN A 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T+
• Hazard Codes: T+
• Statements: 28
• Safety Statements: 28-36/37-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCOC(C=CC=CC(=O)OC2CC3C4(C2(C5(CCC(=CC5O3)C)COC(=O)C1O)C)CO4)C(C)O
• Isomeric SMILES: C[C@@H]1CCOC(/C=C/C=C\C(=O)O[C@@H]2C[C@@H]3[C@]4([C@]2([C@]5(CCC(=C[C@H]5O3)C)COC(=O)[C@H]1O)C)CO4)C(C)O

Technology Process of Verrucarin A, 7'-deoxo-7'-(1-hydroxyethyl)-

There total 3 articles about Verrucarin A, 7'-deoxo-7'-(1-hydroxyethyl)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

trichoverrin B (76685-82-0,76739-70-3,145512-55-6,145512-56-7) → verrucarin A (3148-09-2) + isororidin E (16891-85-3,64726-84-7,89576-78-3) + roridin A (14729-29-4,84773-08-0) + verrucarin B (2290-11-1,92283-11-9,92283-12-0)

Guidance literature:

With M_. verrucaria; Product distribution; other trichoverrin;

DOI:10.1021/ja00392a044

Reference yield:

trichoverrin A (76739-70-3) → verrucarin A (3148-09-2) + roridin A (14729-29-4) + verrucarin J (4643-58-7) + Verrucarin B (2290-11-1,92283-11-9,92283-12-0)

Guidance literature:

In water; for 168h; Further byproducts given; mycelium of Myrothecium verrucaria;

DOI:10.1021/jo00345a044

Reference yield:

trichoverrin B (76685-82-0) → verrucarin A (3148-09-2) + roridin A (14729-29-4) + verrucarin J (4643-58-7) + Verrucarin B (2290-11-1,92283-11-9,92283-12-0)

Guidance literature:

In water; for 168h; Further byproducts given; mycelium of Myrothecium verrucaria;

DOI:10.1021/jo00345a044

upstream raw materials:

trichoverrin A

trichoverrin B

trichoverrin B

Refernces

• 1、 Jarvis, Bruce B.,Pavanasasivam, Gowsala,Holmlund, C. E.,DeSilva, Tuley,Stahly, G. Patrick,Mazzola, Eugene P.. "Biosynthetic Intermediates to the Macrocyclic Trichothecenes". . p. 472 - 474. Retrieved 2007/10/02.