Structure Database (LMSD)

Common Name
Venustone
Systematic Name
22-O-[(3R)-3-hydroxybutanoyl]-2β,3β,14α,20,22R,25-hexahydroxy-5β-cholest-7-en-6-one
Synonyms
  • 22-O-[(3R)-3-hydroxybutanoyl]-20-hydroxyecdysone
LM ID
LMST01010431
Formula
C31H50O9
Exact Mass
Calculate m/z
566.345485
Sum Composition
ST 31:3;O9
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
Penstemon venustus (#265172)
Magnoliopsida (#3398)
Ecdysteroids from Penstemon venustus,
Phytochemistry, 1995

String Representations

InChiKey (Click to copy)
FCKMDUFNBYPSNI-RTYUKWHMSA-N
InChi (Click to copy)
InChI=1S/C31H50O9/c1-17(32)13-26(36)40-25(9-10-27(2,3)37)30(6,38)24-8-12-31(39)19-14-21(33)20-15-22(34)23(35)16-28(20,4)18(19)7-11-29(24,31)5/h14,17-18,20,22-25,32,34-35,37-39H,7-13,15-16H2,1-6H3/t17-,18+,20+,22-,23+,24+,25-,28-,29-,30-,31-/m1/s1
SMILES (Click to copy)
C1[C@H](O)[C@H](O)C[C@@]2([H])C(=O)C=C3[C@@](CC[C@]4([C@@]3(O)CC[C@]4([H])[C@](O)(C)[C@H](OC(C[C@H](O)C)=O)CCC(O)(C)C)C)([H])[C@]21C

Other Databases

PubChem CID
162901339

Calculated Physicochemical Properties

Heavy Atoms 40
Rings 4
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 566.61
Topological Polar Surface Area 164.75
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 9
logP 4.18
Molar Refractivity 150.36

Admin

Created at
30th Nov 2020
Updated at
30th Nov 2020