Structure Database (LMSD)

Common Name
20-hydroxyecdysone 22-phosphate
Systematic Name
(22R)-2β,3β,14,20,25-pentahydroxy-6-oxo-5β-cholest-7-en-22-yl dihydrogen phosphate
Synonyms
  • 20-Hydroxyecdysone-22-phosphate
LM ID
LMST01010185
Formula
C27H45O10P
Exact Mass
Calculate m/z
560.275038
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)
VQMWDPXOYFYYKP-YPVLXUMRSA-N
InChi (Click to copy)
InChI=1S/C27H45O10P/c1-23(2,31)9-8-22(37-38(34,35)36)26(5,32)21-7-11-27(33)16-12-18(28)17-13-19(29)20(30)14-24(17,3)15(16)6-10-25(21,27)4/h12,15,17,19-22,29-33H,6-11,13-14H2,1-5H3,(H2,34,35,36)/t15-,17-,19+,20-,21-,22+,24+,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@](O)(C)[C@H](OP(=O)(O)O)CCC(O)(C)C)[H])=O

Other Databases

CHEBI ID
19799
PubChem CID
21122089

Calculated Physicochemical Properties

Heavy Atoms 38
Rings 4
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 528.67
Topological Polar Surface Area 184.98
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 10
logP 4.03
Molar Refractivity 140.31

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Updated at
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