Ent-7alpha-hydroxykaurenoic acid

Base Information

• Chemical Name: Ent-7alpha-hydroxykaurenoic acid
• CAS No.: 21435-01-8
• Molecular Formula: C20H30O3
• Molecular Weight: 318.456
• Mol file: 21435-01-8.mol

Synonyms:ent-7alpha-hydroxykaurenoic acid;LMPR0104540005

Chemical Property of Ent-7alpha-hydroxykaurenoic acid

Chemical Property:

• Vapor Pressure: 1.07E-10mmHg at 25°C
• Boiling Point: 467.4°Cat760mmHg
• Flash Point: 250.6°C
• PSA: 57.53000
• Density: 1.16g/cm³
• LogP: 4.01090
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 318.21949481
• Heavy Atom Count: 23
• Complexity: 569

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCCC(C1CC(C34C2CCC(C3)C(=C)C4)O)(C)C(=O)O
• Isomeric SMILES: C[C@@]12CCC[C@@]([C@H]1C[C@@H]([C@]34[C@H]2CC[C@@H](C3)C(=C)C4)O)(C)C(=O)O

Technology Process of Ent-7alpha-hydroxykaurenoic acid

There total 6 articles about Ent-7alpha-hydroxykaurenoic acid 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:

D,L-mevalonic acid (150-97-0,690-72-2,17817-88-8,32451-23-3) → kaurene (469-85-2,469-86-3,562-28-7,10178-84-4,13850-19-6,20070-61-5,87759-99-7) + 7β-hydroxy-(-)-kaur-16-en-19-oic acid (21435-01-8) + kaurenoic acid (5095-09-0,6730-83-2,14046-76-5,19941-50-5,20316-84-1,34426-48-7,98523-71-8) + ent-kaura-6,16-dien-19-oic acid (77280-78-5)

Guidance literature:

With cell-free system of Phaseolus coccineus; K-Pi buffer; NADPH; bovine serum albumin; at 28 - 30 ℃; for 2h; Further byproducts given;

Reference yield:

β-D-glucopyranosyl ent-7α-hydroxykaur-16-en-19-oate (1152595-54-4) → D-gulose (4205-23-6) + 7β-hydroxy-(-)-kaur-16-en-19-oic acid (21435-01-8)

Guidance literature:

With hesperidinase from Aspergillus niger; water; at 37 ℃; for 72h;

DOI:10.1021/np900101t

Reference yield:

C22H32O4 (51847-59-7,126737-42-6) → Sventenic acid (18493-13-5,21435-01-8,126778-79-8)

Guidance literature:

With potassium hydroxide; In methanol; for 24h; Ambient temperature;

DOI:10.1016/0031-9422(90)85122-V

upstream raw materials:

D,L-mevalonic acid

β-D-glucopyranosyl ent-7α-hydroxykaur-16-en-19-oate

C₂₂H₃₂O₄

Epicandicandiol 7β-monoacetate

Downstream raw materials:

7β-acetoxy (-)-kaur-16-en-19-oic acid

gibberellin A₁₅

ent-6α,7α-dihydroxy-kaurenoic acid

kaurenolide thiobenzoate