Structure Database (LMSD)

Systematic Name
2β,3β,6,9α,15α,20R,22R,25-octahydroxycholesta-5,8(14)-dien-7-one
Synonyms
LM ID
LMST01010530
Formula
C27H42O9
Exact Mass
Calculate m/z
510.282885
Sum Composition
ST 27:3;O9
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cholesterol and derivatives [ST0101]

String Representations

InChiKey (Click to copy)
INTWDRYUEZFZCT-XVWZTPFFSA-N
InChi (Click to copy)
InChI=1S/C27H42O9/c1-23(2,34)7-6-18(31)26(5,35)17-11-15(29)19-20-22(33)21(32)13-10-14(28)16(30)12-25(13,4)27(20,36)9-8-24(17,19)3/h14-18,28-32,34-36H,6-12H2,1-5H3/t14-,15+,16+,17+,18-,24-,25+,26-,27-/m1/s1
SMILES (Click to copy)
C1[C@H](O)[C@H](O)CC2=C(O)C(=O)C3=C4[C@@H](O)C[C@]([H])([C@](O)(C)[C@H](O)CCC(O)(C)C)[C@@]4(C)CC[C@]3(O)[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
171116432

Calculated Physicochemical Properties

Heavy Atoms 36
Rings 4
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 497.41
Topological Polar Surface Area 178.91
Hydrogen Bond Donors 8
Hydrogen Bond Acceptors 9
logP 2.78
Molar Refractivity 133.19

Admin

Created at
5th May 2023
Updated at
16th Jul 2023