40817-07-0|Hemigossypol|Hemigossypol|-范德生物科技公司

Hemigossypol

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names：
Hemigossypol
CAS号：
40817-07-0
MDL Number：
MF(分子式)： C15H16O4 MW(分子量)： 260.289
EINECS: Reaxys Number:
Pubchem ID: Brand:BIOFOUNT

Hemigossypol是棉酚的生物合成前体。

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询价

中文别名	Hemigossypol
英文别名	Hemigossypol; Isohemigossypol;
CAS号	40817-07-0
Inchi	InChI=1S/C15H16O4/c1-7(2)12-9-4-8(3)5-11(17)13(9)10(6-16)14(18)15(12)19/h4-7,17-19H,1-3H3
InchiKey	WWHRTLINNBKCGL-UHFFFAOYSA-N
分子式 Formula	C15H16O4
分子量 Molecular Weight	260.289
溶解度Solubility
性状	Solid powder
储藏条件 Storage conditions	Dry, dark and store at 0-4℃ for short term (days to weeks) or -20℃ for long term (Store correctly 2-3years).

产品说明	Hemigossypol(:40817-07-0):是棉酚的生物合成前体
Introduction	Hemigossypol (40817-07-0)is the biosynthetic precursor of gossypol.
Application1
Application2
Application3

警示图
危险性	Warning
危险性警示
安全声明
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备注

[1]Nichols GA, Koro CE, Chan W, Bowlin SJ, Sprecher DL. The association between fibrate use, change in high-density lipoprotein cholesterol, and the risk of cardiovascular disease: a retrospective chart review involving up to 8 years of follow-up. Clin Ther. 2006 Feb;28(2):243-50. PubMed PMID: 16678645.

[2]Yang CC, Jick SS, Testa MA. Discontinuation and switching of therapy after initiation of lipid-lowering drugs: the effects of comorbidities and patient characteristics. Br J Clin Pharmacol. 2003 Jul;56(1):84-91. PubMed PMID: 12848779; PubMed Central PMCID: PMC1884321.

[3] Balfour JA, McTavish D, Heel RC. Fenofibrate. A review of its pharmacodynamic and pharmacokinetic properties and therapeutic use in dyslipidaemia. Drugs. 1990 Aug;40(2):260-90. Review. PubMed PMID: 2226216.

[4]Effenberger I, Harport M, Pfannstiel J, Klaiber I, Schaller A. Expression in Pichia pastoris and characterization of two novel dirigent proteins for atropselective formation of gossypol. Appl Microbiol Biotechnol. 2017 Mar;101(5):2021-2032. doi: 10.1007/s00253-016-7997-3. Epub 2016 Nov 17. PubMed PMID: 27858135.

[5] Effenberger I, Zhang B, Li L, Wang Q, Liu Y, Klaiber I, Pfannstiel J, Wang Q, Schaller A. Dirigent Proteins from Cotton (Gossypium sp.) for the Atropselective Synthesis of Gossypol. Angew Chem Int Ed Engl. 2015 Dec 1;54(49):14660-3. doi: 10.1002/anie.201507543. Epub 2015 Oct 13. PubMed PMID: 26460165.

3: Wagner TA, Liu J, Puckhaber LS, Bell AA, Williams H, Stipanovic RD. RNAi construct of a cytochrome P450 gene CYP82D109 blocks an early step in the biosynthesis of hemigossypolone and gossypol in transgenic cotton plants. Phytochemistry. 2015 Jul;11

1: Nichols GA, Koro CE, Chan W, Bowlin SJ, Sprecher DL. The association between fibrate use, change in high-density lipoprotein cholesterol, and the risk of cardiovascular disease: a retrospective chart review involving up to 8 years of follow-up. Clin Ther. 2006 Feb;28(2):243-50. PubMed PMID: 16678645. 2: Yang CC, Jick SS, Testa MA. Discontinuation and switching of therapy after initiation of lipid-lowering drugs: the effects of comorbidities and patient characteristics. Br J Clin Pharmacol. 2003 Jul;56(1):84-91. PubMed PMID: 12848779; PubMed Central PMCID: PMC1884321. 3: Balfour JA, McTavish D, Heel RC. Fenofibrate. A review of its pharmacodynamic and pharmacokinetic properties and therapeutic use in dyslipidaemia. Drugs. 1990 Aug;40(2):260-90. Review. PubMed PMID: 2226216. 1: Effenberger I, Harport M, Pfannstiel J, Klaiber I, Schaller A. Expression in Pichia pastoris and characterization of two novel dirigent proteins for atropselective formation of gossypol. Appl Microbiol Biotechnol. 2017 Mar;101(5):2021-2032. doi: 10.1007/s00253-016-7997-3. Epub 2016 Nov 17. PubMed PMID: 27858135.

2: Effenberger I, Zhang B, Li L, Wang Q, Liu Y, Klaiber I, Pfannstiel J, Wang Q, Schaller A. Dirigent Proteins from Cotton (Gossypium sp.) for the Atropselective Synthesis of Gossypol. Angew Chem Int Ed Engl. 2015 Dec 1;54(49):14660-3. doi: 10.1002/anie.201507543. Epub 2015 Oct 13. PubMed PMID: 26460165.

4: Megnassan E, Keita M, Bieri C, Esmel A, Frecer V, Miertus S. Design of novel dihydroxynaphthoic acid inhibitors of Plasmodium falciparum lactate dehydrogenase. Med Chem. 2012 Sep;8(5):970-84. PubMed PMID: 22741776.

5: Wagner TA, Liu J, Stipanovic RD, Puckhaber LS, Bell AA. Hemigossypol, a constituent in developing glanded cottonseed (Gossypium hirsutum). J Agric Food Chem. 2012 Mar 14;60(10):2594-8. doi: 10.1021/jf2051366. Epub 2012 Mar 6. PubMed PMID: 22369216.

6: Wei J, Vander Jagt DL, Royer RE, Deck LM. Synthesis of Hemigossypol and its Derivatives. Tetrahedron Lett. 2010 Oct 3;51(44):5757-5760. Epub 2010 Aug 30. PubMed PMID: 22837586; PubMed Central PMCID: PMC3403735.

7: Howell CR, Hanson LE, Stipanovic RD, Puckhaber LS. Induction of Terpenoid Synthesis in Cotton Roots and Control of Rhizoctonia solani by Seed Treatment with Trichoderma virens. Phytopathology. 2000 Mar;90(3):248-52. doi: 10.1094/PHYTO.2000.90.3.248. PubMed PMID: 18944616.

8: Liu J, Stipanovic RD, Bell AA, Puckhaber LS, Magill CW. Stereoselective coupling of hemigossypol to form (+)-gossypol in moco cotton is mediated by a dirigent protein. Phytochemistry. 2008 Dec;69(18):3038-42. doi: 10.1016/j.phytochem.2008.06.007. Epub 2008 Jul 17. PubMed PMID: 18639908.

9: Benedict CR, Liu J, Stipanovic RD. The peroxidative coupling of hemigossypol to (+)- and (-)-gossypol in cottonseed extracts. Phytochemistry. 2006 Feb;67(4):356-61. Epub 2006 Jan 5. PubMed PMID: 16403543.

10: Wang YH, Davila-Huerta G, Essenberg M. 8-Hydroxy-(+)-delta-cadinene is a precursor to hemigossypol in Gossypium hirsutum. Phytochemistry. 2003 Sep;64(1):219-25. PubMed PMID: 12946420.

11: Benedict CR, Lu JL, Pettigrew DW, Liu J, Stipanovic RD, Williams HJ. The cyclization of farnesyl diphosphate and nerolidyl diphosphate by a purified recombinant delta-cadinene synthase. Plant Physiol. 2001 Apr;125(4):1754-65. PubMed PMID: 11299356; PubMed Central PMCID: PMC88832.

12: Wang X, Plhak LC. Production, characterization, and application of anti-gossypol polyclonal antibodies. J Agric Food Chem. 2000 Nov;48(11):5109-16. PubMed PMID: 11087445.

13: Bianchini GM, Stipanovic RD, Bell AA. Induction of delta-cadinene synthase and sesquiterpenoid phytoalexins in cotton by Verticillium dahliae. J Agric Food Chem. 1999 Oct;47(10):4403-6. PubMed PMID: 10552825.

14: Liu J, Benedict CR, Stipanovic RD, Bell AA. Purification and Characterization of S-Adenosyl-L-Methionine: Desoxyhemigossypol-6-O-Methyltransferase from Cotton Plants. An Enzyme Capable of Methylating the Defense Terpenoids of Cotton. Plant Physiol. 1999 Nov;121(3):1017-1024. PubMed PMID: 10557251; PubMed Central PMCID: PMC59466.

15: Manmade A, Herlihy P, Quick J, Duffley RP, Burgos M, Hoffer AP. Gossypol. Synthesis and in vitro spermicidal activity of isomeric hemigossypol derivatives. Experientia. 1983 Nov 15;39(11):1276-7. PubMed PMID: 6641903.

16: Veech JA, McClure MA. Terpenoid aldehydes in cotton roots susceptible and resistant to the root-knot nematode, Meloidogyne incognita. J Nematol. 1977 Jul;9(3):225-9. PubMed PMID: 19305600; PubMed Central PMCID: PMC2620247.

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