Structure Database (LMSD)

Common Name
20-Hydroxytubocapsanolide A
Systematic Name
5β,6β:16α,17α-diepoxy-4β,20-dihydroxy-1-oxo-witha-2,24-dienolide
Synonyms
LM ID
LMST01160085
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)
ONOYEGAYNUISOH-QTRSZHGFSA-N
InChi (Click to copy)
InChI=1S/C28H36O7/c1-13-10-20(33-23(31)14(13)2)26(5,32)28-22(35-28)12-17-15-11-21-27(34-21)19(30)7-6-18(29)25(27,4)16(15)8-9-24(17,28)3/h6-7,15-17,19-22,30,32H,8-12H2,1-5H3/t15-,16+,17+,19+,20-,21-,22-,24+,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@@](O)([C@]1([H])OC(=O)C(C)=C(C)C1)C

Other Databases

CHEBI ID
66326
PubChem CID
16680370

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 4.63
Molar Refractivity 127.59

Admin

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