Available from stock

Lupeol

SKU: L0128

Category: Phytochemicals

Synonyms: β-Viscol , 20(29)-Lupen-3β-ol , 3β-Hydroxy-20(29)-lupene , Clerodol , Fagarasterol , Lupenol , Monogynol B , NSC 90487; 545-47-1
CAS-Number: C₃₀H₅₀O
Molecular Formula: 426.72
Molecular Weight

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥97% (HPLC)
Appearance: White Powder
Identity: 1H-NMR

Properties

Solvents: DMSO (1 mg/ml), DMF (1 mg/ml), ethanol (1 mg/ml), water (insoluble)
Melting Point: 206-210°C
Boiling Point: ~488.1° C at 760 mmHg (Predicted)
Optical Activity: a20/D +28.40°, c = 0.25 in chloroform
Refractive Index: n20D 1.52 (Predicted)
Density: ~1.0 g/cm3 (Predicted)

Documentation

Safety Data Sheet (SDS): CDX L0128 MSDS.pdf

Shipping: AMBIENT
Short Term Storage: +4°C
Long Term Storage: +4°C
Handling Advice: Protect from light and moisture.
Use / Stability: Stable for at least 2 years after receipt when stored at +4°C.

Transportation: Not dangerous goods

Description: Lupeol, is a dietary triterpene found in certain fruits, vegetables, and medicinal plants. Lupeol has been shown tohave a broad range of activities, including antioxidant, anti-inflammatory, anticancer, antihyperglycemic, antidyslipidemic, antimutagenic, anti-diabetic, anti-asthma, antiprotozoal, antimicrobial, cardioprotective, hepatoprotective, nephroprotective and neuroprotective properties. It is a multi-target agent targeting proteins such as α-glucosidase, α-amylase, protein tyrosine phosphatase 1B (PTP 1B) and TCA cycle enzymes and targeting pathways such as IL-1 receptor-associated kinase-mediated toll-like receptor 4 (IRAK-TLR4), Bcl-2 family, nuclear factor kappa B (NF-kB), phosphatidylinositol-3-kinase (PI3-K)/Akt and Wnt/β-catenin signaling pathways.
Smiles: C[C@@]12CC[C@@]3(C)[C@]4(C)CC[C@@]5([H])C(C)(C)[C@@H](O)CC[C@]5(C)[C@@]4([H])CC[C@]3([H])[C@@]1([H])[C@H](C(C)=C)CC2
InChi Key: MQYXUWHLBZFQQO-QGTGJCAVSA-N
References: (1) S. Sunitha, et al., Fitoterapia 72, 516 (2001) , (2) M.A. Fernandez, et al., J. Pharm. Pharmacol. 53, 1533 (2001) , (3) Y.J. You, et al., Phytother. Res. 17, 341 (2003) , (4) M. Saleem, e al., Oncogene 23, 5203 (2004) , (5) J. Fotie, et al., J. Nat. Prod. 69, 62 (2006) , (6) M. Saleem, et al., Clin. Cancer Res. 14, 2119 (2008) , (7) M. Saleem, et al., Carcinogenesis 30, 808 (2009) , (8) K. Papi Reddy, et al., Bioorg. Med. Chem. Lett. 19, 4463 (2009) , (9) R.S. Tarapore, et al., Carcinogenesis 31, 1844 (2010) , (10) H.R. Siddique, et al., Clin. Cancer Res. 17, 5379 (2011) , (11) H.R. Siddique & M. Saleem, Life Sci. 88, 285 (2011) (Review) , (12) F.S. Tsai, et al., Adv. Exp. Med. Biol. 929, 145 (2016) (Review) , (13) V.R. Machado, et al., Nat. Prod. Res. 32, 275 (2018) , (14) A. Malik, et al., Drug Des. Devel. Ther. 13, 1501 (2019)
InChi: InChI=1S/C30H50O/c1-19(2)20-11-14-27(5)17-18-29(7)21(25(20)27)9-10-23-28(6)15-13-24(31)26(3,4)22(28)12-16-30(23,29)8/h20-25,31H,1,9-18H2,2-8H3/t20-,21+,22-,23+,24-,25+,27+,28-,29+,30+/m0/s1

Lupeol, is a dietary triterpene found in certain fruits, vegetables, and medicinal plants. Lupeol has been shown tohave a broad range of activities, including antioxidant, anti-inflammatory, anticancer, antihyperglycemic, antidyslipidemic, antimutagenic, anti-diabetic, anti-asthma, antiprotozoal, antimicrobial, cardioprotective, hepatoprotective, nephroprotective and neuroprotective properties. It is a multi-target agent targeting proteins such as α-glucosidase, α-amylase, protein tyrosine phosphatase 1B (PTP 1B) and TCA cycle enzymes and targeting pathways such as IL-1 receptor-associated kinase-mediated toll-like receptor 4 (IRAK-TLR4), Bcl-2 family, nuclear factor kappa B (NF-kB), phosphatidylinositol-3-kinase (PI3-K)/Akt and Wnt/β-catenin signaling pathways.

SKU: L0128 Category: Phytochemicals

Additional information

Additional information

Synonyms	β-Viscol, 20(29)-Lupen-3β-ol, 3β-Hydroxy-20(29)-lupene, Clerodol, Fagarasterol, Lupenol, Monogynol B, NSC 90487
Purity	≥97% (HPLC)
Appearance	White Powder
CAS-Number	545-47-1
Molecular Formula	C30H50O
Molecular Weight	426.72
Identity	1H-NMR
Solvents	DMSO (1 mg/ml), DMF (1 mg/ml), ethanol (1 mg/ml), water (insoluble)
Melting Point	206-210°C
Boiling Point	~488.1° C at 760 mmHg (Predicted)
Optical Activity	a20/D +28.40°, c = 0.25 in chloroform
Refractive Index	n20D 1.52 (Predicted)
Density	~1.0 g/cm3 (Predicted)
Smiles	C[C@@]12CC[C@@]3(C)[C@]4(C)CC[C@@]5([H])C(C)(C)[C@@H](O)CC[C@]5(C)[C@@]4([H])CC[C@]3([H])[C@@]1([H])[C@H](C(C)=C)CC2
InChi Key	MQYXUWHLBZFQQO-QGTGJCAVSA-N
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	+4°C
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at +4°C.
Transportation	Not dangerous goods
References	(1) S. Sunitha, et al., Fitoterapia 72, 516 (2001), (2) M.A. Fernandez, et al., J. Pharm. Pharmacol. 53, 1533 (2001), (3) Y.J. You, et al., Phytother. Res. 17, 341 (2003), (4) M. Saleem, e al., Oncogene 23, 5203 (2004), (5) J. Fotie, et al., J. Nat. Prod. 69, 62 (2006), (6) M. Saleem, et al., Clin. Cancer Res. 14, 2119 (2008), (7) M. Saleem, et al., Carcinogenesis 30, 808 (2009), (8) K. Papi Reddy, et al., Bioorg. Med. Chem. Lett. 19, 4463 (2009), (9) R.S. Tarapore, et al., Carcinogenesis 31, 1844 (2010), (10) H.R. Siddique, et al., Clin. Cancer Res. 17, 5379 (2011), (11) H.R. Siddique & M. Saleem, Life Sci. 88, 285 (2011) (Review), (12) F.S. Tsai, et al., Adv. Exp. Med. Biol. 929, 145 (2016) (Review), (13) V.R. Machado, et al., Nat. Prod. Res. 32, 275 (2018), (14) A. Malik, et al., Drug Des. Devel. Ther. 13, 1501 (2019)
InChi	InChI=1S/C30H50O/c1-19(2)20-11-14-27(5)17-18-29(7)21(25(20)27)9-10-23-28(6)15-13-24(31)26(3,4)22(28)12-16-30(23,29)8/h20-25,31H,1,9-18H2,2-8H3/t20-,21+,22-,23+,24-,25+,27+,28-,29+,30+/m0/s1
Quantity	25 mg, 100 mg, Bulk