Structure Database (LMSD)

OH O HO H H 2 N OH OH O OH H H H O
Common Name
Jurubine
Systematic Name
3β-amino-26-O-[β-D-glucopyranosyl]-25R-furostan-22α,26-diol
Synonyms
LM ID
LMST01070002
Formula
C33H57NO8
Exact Mass
Calculate m/z
595.408419
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Furostanols and derivatives [ST0107]

String Representations

InChiKey (Click to copy)
YEWUMIMAJWFDQG-WILLDVSMSA-N
InChi (Click to copy)
InChI=1S/C33H57NO8/c1-17(16-40-30-29(38)28(37)27(36)25(15-35)41-30)7-12-33(39)18(2)26-24(42-33)14-23-21-6-5-19-13-20(34)8-10-31(19,3)22(21)9-11-32(23,26)4/h17-30,35-39H,5-16,34H2,1-4H3/t17-,18+,19+,20+,21-,22+,23+,24+,25-,26+,27-,28+,29-,30-,31+,32+,33-/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@H]5[C@H](C)[C@@](O)(CC[C@@H](C)CO[C@H]6[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O6)O[C@H]5C[C@@]4([H])[C@]3([H])CC[C@@]2([H])C[C@@H](N)C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Solanum paniculatum (#329794)
Magnoliopsida (#3398)
Steroid saponins,
Phytochemistry, 1982

Other Databases

PubChem CID
52931419

Calculated Physicochemical Properties

Heavy Atoms 42
Rings 6
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 586.62
Topological Polar Surface Area 159.00
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 9
logP 5.40
Molar Refractivity 160.76

Admin

Created at
-
Updated at
4th May 2021