Structure via PubChem · Public domain (PubChem)
dammarane
Sign in to saveDammarane is a tetracyclic triterpene found in sapogenins (forming triterpenoid saponins) like those of ginseng (ginsenosides: panaxatriol and protopanaxadiol). Compounds of the series were first isolated from and named after dammar resin, a natural resin from the tropical trees of the dipterocarp family.
Chemical data
- Formula
- C30H54
- Molecular weight
- 414.7 g/mol
- IUPAC name
- (5S,8R,9R,10S,13R,14R,17R)-4,4,8,10,14-pentamethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene
- SMILES
- C[C@H](CCCC(C)C)[C@H]1CC[C@@]2([C@@H]1CC[C@H]3[C@]2(CC[C@@H]4[C@@]3(CCCC4(C)C)C)C)C
- InChIKey
- OORMXZNMRWBSTK-LGFJJATJSA-N
- XLogP
- 12.1
- Polar surface area
- 0 Ų
- H-bond donors
- 0
- H-bond acceptors
- 0
- Formal charge
- 0
via PubChem
Research
720 papers- Dammarane triterpenoid glycosides in Bacopa monnieri: A review on chemical diversity and bioactivity.Phytochemistry · 2020
- Dammarane-type leads panaxadiol and protopanaxadiol for drug discovery: Biological activity and structural modification.European journal of medicinal chemistry · 2020
- Dammarane triterpenoids for pharmaceutical use: a patent review (2005 - 2014).Expert opinion on therapeutic patents · 2015
- Drug Metabolism and Pharmacokinetics of Dammarane Triterpenoids.Current drug metabolism · 2016
- Triterpenoids.Natural product reports · 2018
via PubMed
Wikidata facts
- Mass
- 414.422552
Show 3 more facts
- chemical formula
- C₃₀H₅₄
- isomeric SMILES
- C[C@H](CCCC(C)C)[C@H]1CC[C@@]2([C@@H]1CC[C@H]3[C@]2(CC[C@@H]4[C@@]3(CCCC4(C)C)C)C)C
- canonical SMILES
- CC(C)CCCC(C)C1CCC2(C1CCC3C2(CCC4C3(CCCC4(C)C)C)C)C
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- References
- External links
Dammarane is a tetracyclic triterpene found in sapogenins (forming triterpenoid saponins) like those of ginseng (ginsenosides: panaxatriol and protopanaxadiol). Compounds of the series were first isolated from and named after dammar resin, a natural resin from the tropical trees of the dipterocarp family.
==References==
Excerpted from Wikipedia’s “dammarane” article, available under the CC BY-SA 4.0 licence.