LIPID MAPS

Structure Database (LMSD)

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Systematic Name

3-O-(Rhaa1-2Glcb)-26-O-(Glcb)-(25R)-furosta-5,20(22)-dien-3β,26-diol

Synonyms

26-O-beta-D-glucopyranosyl-3beta,26-dihydroxy-25(R)-furosta-5,20(22)-dien-3-O-alpha-L-rhamnopyranosyl(1-2)-beta-D-glucopyranoside

LM ID

LMST01070008

Formula

C₄₅H₇₂O₁₇

Exact Mass

Calculate m/z

884.476955

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Main

Classification

String Representations

InChiKey (Click to copy)

BCJUWEDZWVPSML-YRAVHJRXSA-N

InChi (Click to copy)

InChI=1S/C45H72O17/c1-19(18-56-41-38(54)36(52)33(49)29(16-46)60-41)6-9-27-20(2)31-28(59-27)15-26-24-8-7-22-14-23(10-12-44(22,4)25(24)11-13-45(26,31)5)58-43-40(37(53)34(50)30(17-47)61-43)62-42-39(55)35(51)32(48)21(3)57-42/h7,19,21,23-26,28-43,46-55H,6,8-18H2,1-5H3/t19-,21+,23+,24-,25+,26+,28+,29-,30-,31+,32+,33-,34-,35-,36+,37+,38-,39-,40-,41-,42+,43-,44+,45+/m1/s1

SMILES (Click to copy)

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

52931425

Calculated Physicochemical Properties

Heavy Atoms 62

Rings 8

Aromatic Rings 0

Rotatable Bonds 12

Van der Waals Molecular Volume 832.33

Topological Polar Surface Area 275.19

Hydrogen Bond Donors 10

Hydrogen Bond Acceptors 17

logP 5.84

Molar Refractivity 226.30

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Created at

Updated at

13th Sep 2021