Structure Database (LMSD)

Common Name
23-Hydroxytubocapsanolide A
Systematic Name
5β,6β:16α,17α-diepoxy-4β,23S-dihydroxy-1-oxo-witha-2,24-dienolide
Synonyms
LM ID
LMST01160086
Formula
C28H36O7
Exact Mass
Calculate m/z
484.246105
Sum Composition
ST 28:7;O7
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Withanolides and derivatives [ST0116]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Tubocapsicum anomalum (#180580)
Magnoliopsida (#3398)
Cytotoxic withanolides from Tubocapsicum anomalum.,
J Nat Prod, 2007
Pubmed ID: 17417907

String Representations

InChiKey (Click to copy)
ZTDAKBMARSMGBP-FVMAOMGMSA-N
InChi (Click to copy)
InChI=1S/C28H36O7/c1-12-13(2)24(32)33-23(22(12)31)14(3)27-21(34-27)11-17-15-10-20-28(35-20)19(30)7-6-18(29)26(28,5)16(15)8-9-25(17,27)4/h6-7,14-17,19-23,30-31H,8-11H2,1-5H3/t14-,15-,16+,17+,19+,20-,21-,22+,23+,25+,26+,27-,28-/m1/s1
SMILES (Click to copy)
C1C(=O)[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]5(O[C@@H]5C[C@@]4([H])[C@]3([H])C[C@H]3O[C@@]23[C@@H](O)C=1)[C@@H]([C@]1([H])OC(=O)C(C)=C(C)[C@@H]1O)C

Other Databases

CHEBI ID
66327
PubChem CID
16680371

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 7
Aromatic Rings
Rotatable Bonds 2
Van der Waals Molecular Volume 457.41
Topological Polar Surface Area 110.96
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 7
logP 4.49
Molar Refractivity 127.52

Admin

Created at
6th Dec 2023
Updated at
6th Dec 2023