Structure Database (LMSD)

Common Name
2-deoxyecdysone 22-phosphate
Systematic Name
(22R)-3β,14,25-trihydroxy-6-oxo-5β-cholest-7-en-22-yl dihydrogen phosphate
Synonyms
  • 2-Deoxyecdysone-22-phosphate
LM ID
LMST01010183
Formula
C27H45O8P
Exact Mass
Calculate m/z
528.285208
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
Schistocerca gregaria (#7010)
Insecta (#50557)
Identification of the 22-phosphate esters of ecdysone, 2-deoxyecdysone, 20-hydroxyecdysone and 2-deoxy-20-hydroxyecdysone from newly laid eggs of the desert locust, Schistocerca gregaria.,
Biochem J, 1983
Pubmed ID: 6684423

String Representations

InChiKey (Click to copy)
AOKIBCRWTSJHIE-XNSSJAPWSA-N
InChi (Click to copy)
InChI=1S/C27H45O8P/c1-16(23(35-36(32,33)34)9-10-24(2,3)30)18-8-13-27(31)20-15-22(29)21-14-17(28)6-11-25(21,4)19(20)7-12-26(18,27)5/h15-19,21,23,28,30-31H,6-14H2,1-5H3,(H2,32,33,34)/t16-,17-,18+,19-,21-,23+,25+,26+,27+/m0/s1
SMILES (Click to copy)
C12=CC([C@]3([H])C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@@]1(C)[C@@]2(O)CC[C@@]1([C@H](C)[C@H](OP(=O)(O)O)CCC(O)(C)C)[H])=O

Other Databases

CHEBI ID
19567
PubChem CID
21121820

Calculated Physicochemical Properties

Heavy Atoms 36
Rings 4
Aromatic Rings 0
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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Updated at
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