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Lucidenic acid LM1

CAT: 0931-TN1884Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0931-TN1884Size:10 mg
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CAS Number
364622-33-3
Target
Endogenous Metabolite, Others
Related Pathways
Others, Metabolism
Bioactivity
Lucidenic acid SP1 is a natural product
Smiles
C[C@]12C3=C([C@]4(C)[C@@](C[C@@H]3O)(C(C)(C)[C@@H](O)CC4)[H])C(=O)C[C@]1(C)[C@@]([C@@H](CCC(O)=O)C)(CC2=O)[H]
Molecular Formula
C27H40O6
Molecular Weight
460.6
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Lucidenic Acid N

Lucidenic acid N is a tetracyclic triterpenoid that is 25,26,27-trinorlanost-8-en-24-oic acid substituted by hydroxy groups at positions 3 and 7 and oxo groups at positions 11 and 15 respectively (the 3beta,5alpha,7beta stereoisomer). Isolated from the fruiting bodies of Ganoderma lucidum, it exhibits cytotoxicity against tumour cells. It has a role as a metabolite, an antineoplastic agent and an EC 3.1.1.8 (cholinesterase) inhibitor. It is a tetracyclic triterpenoid, a secondary alcohol, a dioxo monocarboxylic acid and a cyclic terpene ketone.

CAS Number364622-33-3
PubChem CID21592283
IUPAC Name(4R)-4-[(3S,5R,7S,10S,13R,14R,17R)-3,7-dihydroxy-4,4,10,13,14-pentamethyl-11,15-dioxo-2,3,5,6,7,12,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid
Molecular FormulaC27H40O6
Molecular Weight460.6
XLogP2.4
Topological Polar Surface Area112
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count6
Rotatable Bond Count4
Heavy Atom Count33
Formal Charge0
Complexity933
SMILES
C[C@H](CCC(=O)O)[C@H]1CC(=O)[C@@]2([C@@]1(CC(=O)C3=C2[C@H](C[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O)C)O)C)C
InChI
InChI=1S/C27H40O6/c1-14(7-8-21(32)33)15-11-20(31)27(6)23-16(28)12-18-24(2,3)19(30)9-10-25(18,4)22(23)17(29)13-26(15,27)5/h14-16,18-19,28,30H,7-13H2,1-6H3,(H,32,33)/t14-,15-,16+,18+,19+,25+,26-,27+/m1/s1
InChIKey
YBGBNHHXOJXFNM-UQCMLMITSA-N
Chemical Structure
2D Structure
2D structure of Lucidenic Acid N
CAS: 364622-33-3
CID: 21592283
Formula: C27H40O6
MW: 460.6
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight460.6
XLogP32.4
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count6
Rotatable Bond Count4
Exact Mass460.28248899
Monoisotopic Mass460.28248899
Topological Polar Surface Area112 Ų
Heavy Atom Count33
Formal Charge0
Complexity933
Isotope Atom Count0
Defined Atom Stereocenter Count8
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes