LIPID MAPS

Structure Database (LMSD)

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Common Name

Progenin II

Systematic Name

3-O-(Rhaa1-4Glcb)-26-O-(Glcb)-(25R)-spirost-5-en-3β-ol

Synonyms

3-O-(alpha-l-rhamnopyranosyl-(1-4)-beta-D-glucopyranosyl)-26-O-(beta-D-glucopyranosyl)-(25R)-spirost-5-en-3beta-ol
Prosapogenin-B

LM ID

LMST01080055

Formula

C₃₉H₆₂O₁₂

Exact Mass

Calculate m/z

722.42413

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Main

Classification

String Representations

InChiKey (Click to copy)

ZUMDKMTZYHACBK-HCTICQNOSA-N

InChi (Click to copy)

InChI=1S/C39H62O12/c1-18-8-13-39(46-17-18)19(2)28-26(51-39)15-25-23-7-6-21-14-22(9-11-37(21,4)24(23)10-12-38(25,28)5)48-36-33(45)31(43)34(27(16-40)49-36)50-35-32(44)30(42)29(41)20(3)47-35/h6,18-20,22-36,40-45H,7-17H2,1-5H3/t18-,19+,20+,22+,23-,24+,25+,26+,27-,28+,29+,30-,31-,32-,33-,34-,35+,36-,37+,38+,39-/m1/s1

SMILES (Click to copy)

[C@]12(CC=C3C[C@@H](O[C@H]4[C@H](O)[C@@H](O)[C@H](O[C@H]5[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O5)[C@@H](CO)O4)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@H]3[C@@H]([C@]4(OC[C@H](C)CC4)O[C@H]3C[C@@]21[H])C)[H]

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Dioscorea (#4672)

Magnoliopsida (#3398)

The Dioscorea genus: a review of bioactive steroid saponins,
J Nat Med, 2007

DOI: 10.1007/s11418-006-0126-3

Other Databases

PubChem CID

52931451

Calculated Physicochemical Properties

Heavy Atoms 51

Rings 8

Aromatic Rings 0

Rotatable Bonds 5

Van der Waals Molecular Volume 687.22

Topological Polar Surface Area 185.04

Hydrogen Bond Donors 6

Hydrogen Bond Acceptors 12

logP 6.68

Molar Refractivity 189.19

Admin

Created at

Updated at

3rd Sep 2021