Falcarindiol

Base Information

• Chemical Name: Falcarindiol
• CAS No.: 55297-87-5
• Molecular Formula: C₁₇H₂₄O₂
• Molecular Weight: 260.376
• ChEMBL ID: CHEMBL69018
• DSSTox Substance ID: DTXSID701030449
• Metabolomics Workbench ID: 70155
• Wikidata: Q5431681
• Wikipedia: Falcarindiol
• Mol file: 55297-87-5.mol

Synonyms:falcalindiol;falcarindiol;heptadeca-1,9-diene-4,6-diyne-3,8-diol

Chemical Property of Falcarindiol

Chemical Property:

• Vapor Pressure: 2.29E-08mmHg at 25°C
• Refractive Index: 1.523
• Boiling Point: 408.2 °C at 760 mmHg
• PKA: 11.65±0.20(Predicted)
• Flash Point: 184.8 °C
• PSA: 40.46000
• Density: 1 g/cm³
• LogP: 2.81770
• Storage Temp.: 2-8°C
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 9
• Exact Mass: 260.177630004
• Heavy Atom Count: 19
• Complexity: 394

Purity/Quality:

≥98% ^*data from raw suppliers

Falcarindiol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCC=CC(C#CC#CC(C=C)O)O
• Isomeric SMILES: CCCCCCC/C=C\[C@@H](C#CC#C[C@@H](C=C)O)O
• Uses: (3S,8S)-Falcarindiol functions as inhibitors of breast cancer resistance protein(BCRP/ABCG2).

Technology Process of Falcarindiol

There total 5 articles about Falcarindiol 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:

1-penten-4-yne-3-ol (14304-27-9) → falcarindiol (30779-95-4,55297-87-5)

Guidance literature:

Multi-step reaction with 3 steps

1: aq. NaOH, Br₂ / diethyl ether

2: (i) CuCl, NH₂OH*HCl, aq. EtNH₂, (ii) aq. KCN, (iii) aq. H₂SO₄

3: (i) Li, Et₂O, (ii) /BRN= 1855121/

With sodium hydroxide; bromine; In diethyl ether;

Reference yield:

Octanal (124-13-0) → falcarindiol (30779-95-4,55297-87-5)

Guidance literature:

Multi-step reaction with 3 steps

1: Py / Heating

2: (i) Br₂, CS₂, (ii) Py

3: (i) Li, Et₂O, (ii) /BRN= 1855121/

With pyridine;

Reference yield:

dec-2-enoic acid (334-49-6,15790-91-7,3913-85-7) → falcarindiol (30779-95-4,55297-87-5)

Guidance literature:

Multi-step reaction with 2 steps

1: (i) Br₂, CS₂, (ii) Py

2: (i) Li, Et₂O, (ii) /BRN= 1855121/

upstream raw materials:

(Z)-1-bromonon-1-ene

6-hydroxy-oct-7-ene-2,4-diynal

1-penten-4-yne-3-ol

Octanal

Downstream raw materials:

8-hydroxy-heptadeca-1,9c-diene-4,6-diyn-3-one

heptadeca-1,9c-diene-4,6-diyne-3,8-dione