Structure Database (LMSD)

Common Name
24-oxo-23,24-dehydro-20-hydroxyecdysone
Systematic Name
2β,3β,14α,20R,25,pentahydroxy-cholesta-7,22-dien-6,24-dione
Synonyms
LM ID
LMST01010571
Formula
C27H40O7
Exact Mass
Calculate m/z
476.277405
Sum Composition
ST 27:4;O7
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Paris polyphylla var. yunnanensis (#221260)
Magnoliopsida (#3398)
Ecdysteroids and spirosterane steroids from the traditional Chinese medicine Paris polyphylla var. yunnanensis,
Phytochem Letts, 2021

String Representations

InChiKey (Click to copy)
KXOXJMJIPRGULB-JTOJEZJDSA-N
InChi (Click to copy)
InChI=1S/C27H40O7/c1-23(2,32)22(31)8-10-26(5,33)21-7-11-27(34)16-12-18(28)17-13-19(29)20(30)14-24(17,3)15(16)6-9-25(21,27)4/h8,10,12,15,17,19-21,29-30,32-34H,6-7,9,11,13-14H2,1-5H3/b10-8+/t15-,17-,19+,20-,21-,24+,25+,26-,27+/m0/s1
SMILES (Click to copy)
C1[C@H](O)[C@H](O)C[C@@]2([H])C(=O)C=C3[C@]([H])(CC[C@]4([C@@]3(O)CC[C@]4([H])[C@](O)(C)/C=C/C(=O)C(O)(C)C)C)[C@]21C

Other Databases

PubChem CID
171116436

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 4
Aromatic Rings
Rotatable Bonds 4
Van der Waals Molecular Volume 477.19
Topological Polar Surface Area 135.29
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 7
logP 3.27
Molar Refractivity 128.07

Admin

Created at
2nd Jun 2023
Updated at
2nd Jun 2023