Structure Database (LMSD)

O H H O OH H OH HO P HO OH O
Common Name
2,22-dideoxy-23-hydroxyecdysone phosphate
Systematic Name
14α,23S,25-trihydroxy-6-oxo-5β-cholest-7-en-3β-yl dihydrogen phosphate
Synonyms
LM ID
LMST01010601
Formula
C27H45O8P
Exact Mass
Calculate m/z
528.285208
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)
MBPDADAZJVRECC-SKYCAMSBSA-N
InChi (Click to copy)
InChI=1S/C27H45O8P/c1-16(12-17(28)15-24(2,3)30)19-8-11-27(31)21-14-23(29)22-13-18(35-36(32,33)34)6-9-25(22,4)20(21)7-10-26(19,27)5/h14,16-20,22,28,30-31H,6-13,15H2,1-5H3,(H2,32,33,34)/t16-,17+,18+,19-,20+,22+,25-,26-,27-/m1/s1
SMILES (Click to copy)
C1C[C@H](OP(=O)(O)O)C[C@@]2([H])C(=O)C=C3[C@@](CC[C@]4([C@@]3(O)CC[C@]4([H])[C@H](C)C[C@H](O)CC(O)(C)C)C)([H])[C@]21C

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Bombyx mori (#7091)
Insecta (#50557)
2,22-Dideoxy-23-Hydroxyecdysone and its 3-Phosphate from Ovaries of the Silkworm, Bombyx mori,
Nat Prod Letts, 2000

Other Databases

PubChem CID
171117806

Calculated Physicochemical Properties

Heavy Atoms 36
Rings 4
Aromatic Rings
Rotatable Bonds 7
Van der Waals Molecular Volume 511.09
Topological Polar Surface Area 144.52
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 8
logP 5.37
Molar Refractivity 136.44

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Created at
10th Oct 2023
Updated at
10th Oct 2023