Structure Database (LMSD)

Common Name
12alpha,20-dihydroxyecdysone
Systematic Name
2β,3β,12α,14α,20R22R,25-heptahydroxy-cholesta-7-en-6-one
Synonyms
LM ID
LMST01010572
Formula
C27H44O8
Exact Mass
Calculate m/z
496.30362
Sum Composition
ST 27:2;O8
Status
Curated
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)
YBADLLABDWLXQY-IDWNKQRJSA-N
InChi (Click to copy)
InChI=1S/C27H44O8/c1-23(2,33)8-7-21(31)26(5,34)20-6-9-27(35)15-10-17(28)16-11-18(29)19(30)13-24(16,3)14(15)12-22(32)25(20,27)4/h10,14,16,18-22,29-35H,6-9,11-13H2,1-5H3/t14-,16-,18+,19-,20-,21+,22-,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])(C[C@H](O)[C@]4([C@@]3(O)CC[C@]4([H])[C@](O)(C)[C@H](O)CCC(O)(C)C)C)[C@]21C

Other Databases

PubChem CID
171116437

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 4
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 491.26
Topological Polar Surface Area 158.68
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 8
logP 2.83
Molar Refractivity 131.58

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