Structure Database (LMSD)

H OH O OH OH H H OH HO HO O HO O H
Common Name
Tenuifolioside B
Systematic Name
3-O-(β-D-allopyranosyl)-3β,14α,20R,22R-tetrahydroxy-5α-cholest-6-one
Synonyms
  • 3beta,14alpha,20R,22R-tetrahydroxy- 5alpha-cholestan-6-one 3-O-beta-D-allopyranoside
LM ID
LMST01010559
Formula
C33H56O10
Exact Mass
Calculate m/z
612.38735
Sum Composition
ST 27:1;O5;Hex
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)
KTYXGLHTBUYJCL-OEFXEBJNSA-N
InChi (Click to copy)
InChI=1S/C33H56O10/c1-17(2)6-7-25(36)32(5,40)24-10-13-33(41)20-15-22(35)21-14-18(8-11-30(21,3)19(20)9-12-31(24,33)4)42-29-28(39)27(38)26(37)23(16-34)43-29/h17-21,23-29,34,36-41H,6-16H2,1-5H3/t18-,19-,20+,21+,23+,24-,25+,26+,27+,28+,29+,30+,31+,32+,33+/m0/s1
SMILES (Click to copy)
C1[C@@]2(C)[C@@]([H])(C(=O)C[C@]3([H])[C@]2([H])CC[C@@]2(C)[C@@]3(O)CC[C@]2([H])[C@@](O)([C@H](O)CCC(C)C)C)C[C@@H](O[C@H]2[C@H](O)[C@H](O)[C@H](O)[C@@H](CO)O2)C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Lilium tenuifolium (#1218746)
Magnoliopsida (#3398)
Lipid and steroidal constituents of Lilium auratum var. Platyphyllum AND L. tenuifolium,
Phytochemistry, 1989

Other Databases

PubChem CID
14542295

Calculated Physicochemical Properties

Heavy Atoms 43
Rings 5
Aromatic Rings
Rotatable Bonds 8
Van der Waals Molecular Volume 602.92
Topological Polar Surface Area 179.21
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 10
logP 4.53
Molar Refractivity 161.51

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Created at
16th May 2023
Updated at
16th May 2023