Structure Database (LMSD)

OH H OH OH OH O HO HO H H
Common Name
24-hydroxy-Ecdysone
Systematic Name
2β,3β,14α,22R,24S,25-hexahydroxy-5β-cholest-7-en-6-one
Synonyms
LM ID
LMST01010589
Formula
C27H44O7
Exact Mass
Calculate m/z
480.308705
Sum Composition
ST 27:2;O7
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)
ITNNTRGXSFEUIE-AQWZIJQYSA-N
InChi (Click to copy)
InChI=1S/C27H44O7/c1-14(19(28)12-23(32)24(2,3)33)15-7-9-27(34)17-10-20(29)18-11-21(30)22(31)13-25(18,4)16(17)6-8-26(15,27)5/h10,14-16,18-19,21-23,28,30-34H,6-9,11-13H2,1-5H3/t14-,15+,16-,18-,19+,21+,22-,23-,25+,26+,27+/m0/s1
SMILES (Click to copy)
C12=CC([C@]3([H])C[C@@H](O)[C@@H](O)C[C@]3(C)[C@@]1([H])CC[C@@]1(C)[C@@]2(O)CC[C@@]1([C@H](C)[C@H](O)C[C@H](O)C(O)(C)C)[H])=O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Polypodium vulgare (#58048)
Polypodiopsida (#241806)
New ecdysteroids from Polypodium vulgare,
Tetrahedron, 1994

Other Databases

PubChem CID
102004056

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 4
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 482.47
Topological Polar Surface Area 138.45
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 7
logP 3.43
Molar Refractivity 129.60

Admin

Created at
4th Oct 2023
Updated at
4th Oct 2023