Structure Database (LMSD)

H O O H HO HO H H
Common Name
Chlorogenin
Systematic Name
(25R)-5α-spirostan-3β,6α-diol
Synonyms
LM ID
LMST01080086
Formula
C27H44O4
Exact Mass
Calculate m/z
432.32396
Sum Composition
ST 28:1;O4
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Spirostanols and derivatives [ST0108]

String Representations

InChiKey (Click to copy)
PZNPHSFXILSZTM-JUGSJECZSA-N
InChi (Click to copy)
InChI=1S/C27H44O4/c1-15-5-10-27(30-14-15)16(2)24-23(31-27)13-20-18-12-22(29)21-11-17(28)6-8-25(21,3)19(18)7-9-26(20,24)4/h15-24,28-29H,5-14H2,1-4H3/t15-,16+,17+,18-,19+,20+,21-,22+,23+,24+,25-,26+,27-/m1/s1
SMILES (Click to copy)
O[C@@H]1C[C@]2([H])[C@@H](O)C[C@@]3([H])[C@]4([H])C[C@@H]5O[C@]6([C@@H](C)[C@@H]5[C@@]4(C)CC[C@]3([H])[C@@]2(C)CC1)OC[C@H](C)CC6

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Agave (#39509)
Magnoliopsida (#3398)
A spirostanol glycoside from Agave cantala,
Phytochemistry, 1982

Other Databases

CHEBI ID
188325
PubChem CID
52931478

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 6
Aromatic Rings 0
Rotatable Bonds 0
Van der Waals Molecular Volume 436.66
Topological Polar Surface Area 63.06
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 6.19
Molar Refractivity 121.65

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Created at
-
Updated at
3rd Sep 2021