Structure Database (LMSD)

Common Name
Dioscoreside E
Systematic Name
3-O-(Glcb1-3(Rhaa1-2)Glcb)-26-O-(Glcb)-23S-methoxy-(25R)-furosta-5,20(22)-dien-3β,26-diol
Synonyms
  • 26-O-beta-D-glucopyranosyl-3beta,26-dihydroxy-23(S)-methoxy-25(R)-furosta-5,20(22)-dien-3-O-alpha-L-rhamnopyranosyl(1-2)-[beta-D-glucopyranosyl(1-3)]-beta-D-glucopyranoside
LM ID
LMST01070006
Status
Active
Exact Mass
Calculate m/z
1076.540345
Formula


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MDLMOL SDF CSV TSV
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Main

Classification

String Representations

InChiKey (Click to copy)
WSWNKHNNDHPGMZ-OXNGKDHZSA-N
InChi (Click to copy)
InChI=1S/C52H84O23/c1-20(19-67-47-41(63)39(61)35(57)30(16-53)71-47)13-29(66-6)44-21(2)33-28(70-44)15-27-25-8-7-23-14-24(9-11-51(23,4)26(25)10-12-52(27,33)5)69-50-46(75-48-42(64)38(60)34(56)22(3)68-48)45(37(59)32(18-55)73-50)74-49-43(65)40(62)36(58)31(17-54)72-49/h7,20,22,24-43,45-50,53-65H,8-19H2,1-6H3/t20-,22+,24+,25-,26+,27+,28+,29+,30-,31-,32-,33+,34+,35-,36-,37-,38-,39+,40+,41-,42-,43-,45+,46-,47-,48+,49+,50-,51+,52+/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]5[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O5)[C@H](O)[C@@H](CO)O4)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@H]3C(=C([C@@H](OC)C[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

Reference
The Dioscorea genus: a review of bioactive steroid saponins
Marc Sautour, Anne-Claire Mitaine-Offer and Marie-Aleth Lacaille-Dubois
J Nat Med (2007) 61:91-101

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Dioscorea futschauensis (#374971)
Magnoliopsida (#3398)
The Dioscorea genus: a review of bioactive steroid saponins,
J Nat Med, 2007

Other Databases

PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 75
Rings 9
Aromatic Rings 0
Rotatable Bonds 16
Van der Waals Molecular Volume 993.81
Topological Polar Surface Area 365.64
Hydrogen Bond Donors 13
Hydrogen Bond Acceptors 23
logP 5.29
Molar Refractivity 268.68

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Created at
-
Updated at
13th Sep 2021