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12-Hydroxyisobakuchiol

CAS# 178765-55-4

12-Hydroxyisobakuchiol

2D Structure

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Quality Control of 12-Hydroxyisobakuchiol

3D structure

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12-Hydroxyisobakuchiol

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Chemical Properties of 12-Hydroxyisobakuchiol

Cas No. 178765-55-4 SDF Download SDF
PubChem ID 71349843 Appearance Oil
Formula C18H24O2 M.Wt 272.4
Type of Compound Phenols Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 4-[(3S)-3-ethenyl-6-hydroxy-3,7-dimethylocta-1,7-dienyl]phenol
SMILES CC(=C)C(CCC(C)(C=C)C=CC1=CC=C(C=C1)O)O
Standard InChIKey GWTVXRIOJRNDCM-ZVAWYAOSSA-N
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of 12-Hydroxyisobakuchiol

The herbs of Psoralea corylifolia Linn.

Biological Activity of 12-Hydroxyisobakuchiol

DescriptionStandard reference
In vitro

Antiphytopathogenic activity of Psoralea glandulosa (Fabaceae) against Botrytis cinerea and Phytophthora cinnamomi.[Pubmed: 25184663]

Nat Prod Res. 2015;29(6):586-8.


METHODS AND RESULTS:
The resinous exudate, three meroterpenes, namely bakuchiol (1), 3-hydroxybakuchiol (2), 12-Hydroxyisobakuchiol (3), and one furanocoumarin, psoralen (4), were isolated from the leaves of culen (Psoralea glandulosa). In addition to these, two semi-synthetic derivatives, bakuchiol acetate (5) and bakuchiol methyl eter (6), were obtained from 1, and were subsequently evaluated in vitro for the inhibitory effect of resin and compounds on the mycelial growth of Botrytis cinerea Pers.: Fr. and Phytophthora cinnamomi Rands. The resinous exudate inhibited the mycelial growth of both the pathogens, while bakuchiol (1) exhibited an inhibitory effect on the mycelial growth of B. cinerea up to 94% at a concentration of 150 mg/L and psoralen (4) reduced the mycelial growth of P. cinnamomi up to 80% at a concentration of 150 mg/L.
CONCLUSIONS:
These compounds have the ability of blocking the development of mycelial growth and may be used as a potential biopesticide in the agricultural sector once the in vivo test results have been validated.

Protocol of 12-Hydroxyisobakuchiol

Structure Identification
Chinese Pharmaceutical Journal, 2003 , 55 (1) :77-81.

Meroterpenes and C-glucosylflavonoids from the aerial parts of Plumbago zeylanica[Reference: WebLink]


METHODS AND RESULTS:
Two meroterpenes bakuchiol and 12-Hydroxyisobakuchiol, and three C-glucosylflavonoids, saponaretin, isoorientin and isoaffinetin together with other constituents plumbagin, isoshinanolone, xanthyletin, xanthoxyletin, psoralen, plumbagic acid, plumbagic acid butyl ester, β-sitosterol and β-sitosteryl glucoside have been isolated from the aerial part of Plumbago zeylanica.
CONCLUSIONS:
This is the first report of isolation of meroterpenes and C-glucosylflavonoids from Plumbago species.

12-Hydroxyisobakuchiol Dilution Calculator

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12-Hydroxyisobakuchiol Molarity Calculator

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Preparing Stock Solutions of 12-Hydroxyisobakuchiol

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.6711 mL 18.3554 mL 36.7107 mL 73.4214 mL 91.7768 mL
5 mM 0.7342 mL 3.6711 mL 7.3421 mL 14.6843 mL 18.3554 mL
10 mM 0.3671 mL 1.8355 mL 3.6711 mL 7.3421 mL 9.1777 mL
50 mM 0.0734 mL 0.3671 mL 0.7342 mL 1.4684 mL 1.8355 mL
100 mM 0.0367 mL 0.1836 mL 0.3671 mL 0.7342 mL 0.9178 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on 12-Hydroxyisobakuchiol

Antiphytopathogenic activity of Psoralea glandulosa (Fabaceae) against Botrytis cinerea and Phytophthora cinnamomi.[Pubmed:25184663]

Nat Prod Res. 2015;29(6):586-8.

The resinous exudate, three meroterpenes, namely bakuchiol (1), 3-hydroxybakuchiol (2), 12-Hydroxyisobakuchiol (3), and one furanocoumarin, psoralen (4), were isolated from the leaves of culen (Psoralea glandulosa). In addition to these, two semi-synthetic derivatives, bakuchiol acetate (5) and bakuchiol methyl eter (6), were obtained from 1, and were subsequently evaluated in vitro for the inhibitory effect of resin and compounds on the mycelial growth of Botrytis cinerea Pers.: Fr. and Phytophthora cinnamomi Rands. The resinous exudate inhibited the mycelial growth of both the pathogens, while bakuchiol (1) exhibited an inhibitory effect on the mycelial growth of B. cinerea up to 94% at a concentration of 150 mg/L and psoralen (4) reduced the mycelial growth of P. cinnamomi up to 80% at a concentration of 150 mg/L. These compounds have the ability of blocking the development of mycelial growth and may be used as a potential biopesticide in the agricultural sector once the in vivo test results have been validated.

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