Labdane F2

  • CAT Number: I030415
  • CAS Number: 89900-49-2
  • Molecular Formula: C20H34O
  • Molecular Weight: 290.49
  • Purity: 98%
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Labdane F2 is a thromboxane B2 and leukotriene B4 antagonist isolated from the Spanish herb Sideritis javalambrensis.

Catalog Number I030415
CAS Number 89900-49-2
Molecular Formula

C20H34O

Purity 98
Solubility Soluble in DMSO
Storage Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
IUPAC Name (1R,2S,4aR,8aR)-2,5,5,8a-tetramethyl-1-(3-methylenepent-4-en-1-yl)decahydronaphthalen-2-ol
InChI InChI=1S/C20H34O/c1-7-15(2)9-10-17-19(5)13-8-12-18(3,4)16(19)11-14-20(17,6)21/h7,16-17,21H,1-2,8-14H2,3-6H3/t16-,17-,19-,20+/m1/s1
InChIKey JTWQQJDENGGSBJ-LFGUQSLTSA-N
SMILES O[C@]1(C)[C@H](CCC(C=C)=C)[C@]2(C)CCCC(C)(C)[C@@]2([H])CC1
Reference

1: Pang L, de las Heras B, Hoult JR. A novel diterpenoid labdane from Sideritis javalambrensis inhibits eicosanoid generation from stimulated macrophages but enhances arachidonate release. Biochem Pharmacol. 1996 Mar 22;51(6):863-8. PubMed PMID: 8602884.
2: Roengsumran S, Petsom A, Kuptiyanuwat N, Vilaivan T, Ngamrojnavanich N, Chaichantipyuth C, Phuthong S. Cytotoxic labdane diterpenoids from Croton oblongifolius. Phytochemistry. 2001 Jan;56(1):103-7. PubMed PMID: 11198816.
3: Kalpoutzakis E, Aligiannis N, Mitaku S, Chinou I, Harvala C, Skaltsounis AL. New semisynthetic antimicrobial labdane-type diterpenoids derived from the resin "ladano" of Cistus creticus. Z Naturforsch C. 2001 Jan-Feb;56(1-2):49-52. PubMed PMID: 11302213.
4: de las Heras B, Villar A, Vivas JM, Hoult JR. Novel anti-inflammatory plant labdanes: comparison of in vitro properties with aspirin and indomethacin. Agents Actions. 1994 Mar;41(1-2):114-7. PubMed PMID: 8079815.
5: Ono M, Yamamoto M, Yanaka T, Ito Y, Nohara T. Ten new labdane-type diterpenes from the fruit of Vitex rotundifolia. Chem Pharm Bull (Tokyo). 2001 Jan;49(1):82-6. PubMed PMID: 11201231.
6: de las Heras B, Hoult JR. Non-cytotoxic inhibition of macrophage eicosanoid biosynthesis and effects on leukocyte functions and reactive oxygen species of two novel anti-inflammatory plant diterpenoids. Planta Med. 1994 Dec;60(6):501-6. PubMed PMID: 7809200.

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