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cucurbitane
Sign in to saveCucurbitane is a tetracyclic chemical compound with formula . It is a polycyclic hydrocarbon, specifically triterpene. It is also an isomer of lanostane (specifically 19(10→9β)-abeolanostane), from which it differs by the formal shift of a methyl group (carbon number 19) from the 10 to the 9β position in the standard steroid numbering scheme.
Chemical data
- Formula
- C30H54
- Molecular weight
- 414.7 g/mol
- IUPAC name
- (8R,9S,10R,13R,14S,17R)-4,4,9,13,14-pentamethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,5,6,7,8,10,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene
- SMILES
- C[C@H](CCCC(C)C)[C@H]1CC[C@@]2([C@@]1(CC[C@@]3([C@H]2CCC4[C@H]3CCCC4(C)C)C)C)C
- InChIKey
- ZYZJWAJOTPNVPI-ZVBSCDOUSA-N
- XLogP
- 12.1
- Polar surface area
- 0 Ų
- H-bond donors
- 0
- H-bond acceptors
- 0
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 414.422551728
Show 3 more facts
- isomeric SMILES
- CC(C)CCC[C@@H](C)[C@H]1CC[C@@]2(C)[C@@H]3CCC4[C@@H](CCCC4(C)C)[C@]3(C)CC[C@]12C
- chemical formula
- C₃₀H₅₄
- canonical SMILES
- CC(C)CCCC(C)C1CCC2(C)C3CCC4C(CCCC4(C)C)C3(C)CCC12C
Sources (1)
via Wikidata · CC0
~5 min read
Encyclopedic overview
6 sectionsContents
- Derivatives
- Natural compounds
- Named
- Unnamed
- See also
- References
Cucurbitane is a tetracyclic chemical compound with formula . It is a polycyclic hydrocarbon, specifically triterpene. It is also an isomer of lanostane (specifically 19(10→9β)-abeolanostane), from which it differs by the formal shift of a methyl group (carbon number 19) from the 10 to the 9β position in the standard steroid numbering scheme.
The name is applied to two stereoisomers, distinguished by the prefixes 5α- and 5β-, which differ by the handedness of the bonds at a particular carbon atom (number 5 in the standard steroid numbering scheme).
Excerpted from Wikipedia’s “cucurbitane” article, available under the CC BY-SA 4.0 licence.