Structure Database (LMSD)

Common Name
Meliasanine A
Systematic Name
(5R,9R,10R,13S,14S,16S,17S,20S)-3,6-dione-16-hydroxy-tirucalla-7,24-diene
Synonyms
LM ID
LMPR0106090003
Formula
C30H46O3
Exact Mass
Calculate m/z
454.344695
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Level 4 Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C30 isoprenoids (triterpenes) [PR0106]
Tirucallane/euphane triterpenoids [PR010609]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Melia azedarach var. toosendan (#71608)
Magnoliopsida (#3398)
Meliasanines A-L, tirucallane-type triterpenoids from Melia toosendan with anti-inflammatory properties via NF-κB signaling pathway.,
Phytochemistry, 2024
Pubmed ID: 38901624

String Representations

InChiKey (Click to copy)
BRSGKOMBROMDAC-NNNHFFOLSA-N
InChi (Click to copy)
InChI=1S/C30H46O3/c1-18(2)10-9-11-19(3)25-23(32)17-30(8)21-16-22(31)26-27(4,5)24(33)13-14-28(26,6)20(21)12-15-29(25,30)7/h10,16,19-20,23,25-26,32H,9,11-15,17H2,1-8H3/t19-,20-,23-,25+,26-,28+,29-,30+/m0/s1
SMILES (Click to copy)
C1C[C@]2(C)[C@@]3([H])CC[C@@]4(C)[C@]([H])([C@@]([H])(C)CC/C=C(\C)/C)[C@@H](O)C[C@]4(C)C3=CC(=O)[C@@]2([H])C(C)(C)C1=O

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 4
Aromatic Rings
Rotatable Bonds 4
Van der Waals Molecular Volume 493.93
Topological Polar Surface Area 54.37
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 6.98
Molar Refractivity 134.10

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Created at
26th Jun 2024
Updated at
26th Jun 2024