111025-83-3|Vinigrol|(1S,2R,5S,6S,9S,10R,13S,14S)-12-(hydroxymethyl)-2,9-dimethyl-6-propan-2-yltricyclo[8.4.0.05,14]tetradec-11-ene-1,13-diol|-范德生物科技公司

Vinigrol

NMR下载 COA and HPLC MSDS下载
names：
(1S,2R,5S,6S,9S,10R,13S,14S)-12-(hydroxymethyl)-2,9-dimethyl-6-propan-2-yltricyclo[8.4.0.05,14]tetradec-11-ene-1,13-diol
CAS号：
111025-83-3
MDL Number：
MF(分子式)： C20H34O3 MW(分子量)： 322.489
EINECS: Reaxys Number:
Pubchem ID: Brand:BIOFOUNT

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中文别名	(1S,2R,5S,6S,9S,10R,13S,14S)-12-(hydroxymethyl)-2,9-dimethyl-6-propan-2-yltricyclo[8.4.0.05,14]tetradec-11-ene-1,13-diol
英文别名	Vinigrol; Antibiotic FR 900478
CAS号	111025-83-3
Inchi	InChI=1S/C20H34O3/c1-11(2)15-7-5-12(3)17-9-14(10-21)19(22)18-16(15)8-6-13(4)20(17,18)23/h9,11-13,15-19,21-23H,5-8,10H2,1-4H3/t12-,13+,15-,16-,17-,18-,19+,20-/m0/s1
InchiKey	UADXIAKXDDMQEN-VGZBWQSVSA-N
分子式 Formula	C20H34O3
分子量 Molecular Weight	322.489
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	Vinigrol(CAS:111025-83-3):仅限应用于工业或者科学研究过程中非医疗目的，不应用于人类或动物的临床诊断以及治过程疗，该产品非药用，非食用。
Introduction	Vinigrol is an antihypertensive and platelet aggregation inhibitory agent produced by a fungus, Virgaria nigra. II.
Application1
Application2
Application3

警示图
危险性	Warning
危险性警示
安全声明
安全防护
备注

[1]Draghici C, Njardarson JT. Synthetic Approaches and Total Syntheses of Vinigrol, a Unique Diterpenoid. Tetrahedron. 2015 Jun 10;71(23):3775-3793. PubMed PMID: 26034329; PubMed Central PMCID: PMC4447714.

[2]Yu X, Xiao L, Wang Z, Luo T. Scalable Total Synthesis of (-)-Vinigrol. J Am Chem Soc. 2019 Feb 27;141(8):3440-3443. doi: 10.1021/jacs.9b00621. Epub 2019 Feb 18. PubMed PMID: 30767520.

[3] Min L, Lin X, Li CC. Asymmetric Total Synthesis of (-)-Vinigrol. J Am Chem Soc. 2019 Oct 9;141(40):15773-15778. doi: 10.1021/jacs.9b08983. Epub 2019 Sep 30. PubMed PMID: 31545036.

[4] Ando T, Yoshida K, Okuhara M. Vinigrol, a novel antihypertensive and platelet aggregation inhibitory agent produced by a fungus, Virgaria nigra. II. Pharmacological characteristics. J Antibiot (Tokyo). 1988 Jan;41(1):31-5. PubMed PMID: 2831182.

[5] Betkekar VV, Sayyad AA, Kaliappan KP. A domino enyne/IMDA approach to the core structure of (-) vinigrol. Org Lett. 2014 Nov 7;16(21):5540-3. doi: 10.1021/ol502497n. Epub 2014 Oct 13. PubMed PMID: 25310274.

6: Morton JG, Draghici C, Kwon LD, Njardarson JT. Rapid assembly of vinigrol's unique carbocyclic skeleton. Org Lett. 2009 Oct 15;11(20):4492-5. doi: 10.1021/ol901519k. PubMed PMID: 19728692; PubMed Central PMCID: PMC2759413.7: Paquette LA, Efremov I. Exploratory studies aimed at a synthesis of vinigrol. 3. Evaluation of a lactone bridge as a conformational lock. J Org Chem. 2005 Jan 21;70(2):510-3. PubMed PMID: 15651794.8: Yang Q, Njardarson JT, Draghici C, Li F. Total synthesis of vinigrol. Angew Chem Int Ed Engl. 2013 Aug 12;52(33):8648-51. doi: 10.1002/anie.201304624. Epub 2013 Jul 1. PubMed PMID: 23818094; PubMed Central PMCID: PMC3805134.9: Yang Q, Draghici C, Njardarson JT, Li F, Smith BR, Das P. Evolution of an oxidative dearomatization enabled total synthesis of vinigrol. Org Biomol Chem. 2014 Jan 14;12(2):330-44. doi: 10.1039/c3ob42191k. PubMed PMID: 24258093; PubMed Central PMCID: PMC3901359.10: Maimone TJ, Shi J, Ashida S, Baran PS. Total synthesis of vinigrol. J Am Chem Soc. 2009 Dec 2;131(47):17066-7. doi: 10.1021/ja908194b. PubMed PMID: 19877628; PubMed Central PMCID: PMC2787793.1

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