Structure Database (LMSD)

HO H H H O O O O OH H
Common Name
Norquandrangularic acid D
Systematic Name
7β-acetoxy,3β-hydroxy-24-oxo-25,26,27-trinor--9β,19-cyclo-lanostan-29-oic acid
Synonyms
  • 7beta-acetoxy,3beta-hydroxy-24-oxo-25,26,27-trinor-cycloartan-29-oic acid
LM ID
LMST01100039
Formula
C29H44O6
Exact Mass
Calculate m/z
488.31379
Sum Composition
ST 29:4;O6
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cycloartanols and derivatives [ST0110]

String Representations

InChiKey (Click to copy)
OGWHAYQMALTEDL-RSSCTEPDSA-N
InChi (Click to copy)
InChI=1S/C29H44O6/c1-17(7-6-14-30)19-8-10-26(4)23-20(35-18(2)31)15-21-27(5,24(33)34)22(32)9-11-28(21)16-29(23,28)13-12-25(19,26)3/h14,17,19-23,32H,6-13,15-16H2,1-5H3,(H,33,34)/t17-,19-,20+,21+,22+,23+,25-,26+,27+,28-,29+/m1/s1
SMILES (Click to copy)
C1C[C@@]23C[C@]42CC[C@H](O)[C@@](C)(C(O)=O)[C@]4([H])C[C@H](OC(=O)C)[C@@]3([H])[C@]2(C)CC[C@]([H])([C@@](C)([H])CCC=O)[C@@]12C

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Combretum (#99434)
Magnoliopsida (#3398)
Norquandrangularic acid D, a new trinorcycloartane isolated from the leaves of Combretum quadrangulare.,
J Asian Nat Prod Res, 2021
Pubmed ID: 34319176

Other Databases

PubChem CID
171120723

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 5
Aromatic Rings
Rotatable Bonds 7
Van der Waals Molecular Volume 493.28
Topological Polar Surface Area 100.90
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 6
logP 5.58
Molar Refractivity 131.28

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Created at
30th Jul 2021
Updated at
30th Jul 2021