Structure Database (LMSD)

OH HO HO O O O H H OH OH
Systematic Name
2β,3β,6,20R,25-pentahydroxy-14β-furosta-5,8(9)-dien-7,15-dione
Synonyms
LM ID
LMST01070028
Formula
C27H38O8
Exact Mass
Calculate m/z
490.25667
Sum Composition
ST 27:5;O8
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Furostanols and derivatives [ST0107]

String Representations

InChiKey (Click to copy)
QZOGBGQNBPWOFP-JMRLAJGASA-N
InChi (Click to copy)
InChI=1S/C27H38O8/c1-24(2,33)8-7-16-27(5,34)23-22(35-16)21(32)18-17-12(6-9-25(18,23)3)26(4)11-15(29)14(28)10-13(26)19(30)20(17)31/h14-16,18,22-23,28-30,33-34H,6-11H2,1-5H3/t14-,15+,16+,18+,22?,23+,25+,26-,27+/m1/s1
SMILES (Click to copy)
C1[C@H](O)[C@H](O)CC2=C(O)C(=O)C3[C@@]4([H])C(=O)C5O[C@@H](CCC(O)(C)C)[C@@](O)(C)[C@]5([H])[C@@]4(C)CCC=3[C@@]12C

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Cyanotis arachnoidea (#1503182)
Magnoliopsida (#3398)
Highly Oxidized Ecdysteroids from a Commercial Cyanotis arachnoidea Root Extract as Potent Blood-Brain Barrier Protective Agents.,
J Nat Prod, 2023
Pubmed ID: 36825873

Other Databases

PubChem CID
171116456

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 5
Aromatic Rings
Rotatable Bonds 3
Van der Waals Molecular Volume 473.62
Topological Polar Surface Area 146.59
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 8
logP 3.60
Molar Refractivity 128.26

Admin

Created at
5th May 2023
Updated at
5th May 2023