Structure Database (LMSD)

H HO OH HO H O H H
Common Name
16-Oxolycoclavanol
Systematic Name
3α,21β,24-trihydroxy-14-serraten-16-one
Synonyms
LM ID
LMPR0106230003
Formula
C30H48O4
Exact Mass
Calculate m/z
472.35526
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Level 4 Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C30 isoprenoids (triterpenes) [PR0106]
Serratane and onocerane triterpenoids [PR010623]

String Representations

InChiKey (Click to copy)
QLFHDTVFRVKLCZ-ANGLHQKGSA-N
InChi (Click to copy)
InChI=1S/C30H48O4/c1-26(2)23(33)10-13-28(4)19-7-8-21-27(3,16-18(19)15-20(32)25(26)28)12-9-22-29(21,5)14-11-24(34)30(22,6)17-31/h15,19,21-25,31,33-34H,7-14,16-17H2,1-6H3/t19-,21-,22+,23+,24+,25-,27-,28+,29+,30+/m0/s1
SMILES (Click to copy)
C1C[C@]2(C)[C@@]3([H])CC[C@]4([H])[C@@]5(C)CC[C@@H](O)C(C)(C)[C@]5([H])C(=O)C=C4C[C@]3(C)CC[C@@]2([H])[C@@](C)(CO)[C@@H]1O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Lycopodium clavatum (#3252)
Lycopodiopsida (#1521260)
16- Oxoserratriol and 16- Oxolycoclavanol : Lycopodium Triterpenoids,
J. Chem. Soc. D, 1970

Other Databases

PubChem CID
10863674

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 5
Aromatic Rings 0
Rotatable Bonds 1
Van der Waals Molecular Volume 495.64
Topological Polar Surface Area 77.76
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 6.15
Molar Refractivity 135.43

Admin

Created at
-
Updated at
15th Sep 2021