Structure Database (LMSD)

Common Name
Parrisaponin
Systematic Name
3-O-(Rhaa1-4Rhaa1-4(Rhaa1-2)Glcb)-(25R)-spirost-5-en-3β-ol
Synonyms
  • (25R)-spirost-5-en-3beta-ol 3-O-alpha-L-rhamnopyranosyl-(1-4)-alpha-L-rhamnopyranosyl-(1-4)-[alpha-L-rhamnopyranosyl-(1-2)]-beta-D-glucopyranoside
LM ID
LMST01080058
Status
Active
Exact Mass
Calculate m/z
1014.53995
Formula


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MDLMOL SDF CSV TSV
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Main

Classification

String Representations

InChiKey (Click to copy)
OZIHYFWYFUSXIS-HDDFSWBLSA-N
InChi (Click to copy)
InChI=1S/C51H82O20/c1-20-10-15-51(62-19-20)21(2)32-30(71-51)17-29-27-9-8-25-16-26(11-13-49(25,6)28(27)12-14-50(29,32)7)66-48-44(70-46-39(59)36(56)34(54)23(4)64-46)41(61)43(31(18-52)67-48)69-47-40(60)37(57)42(24(5)65-47)68-45-38(58)35(55)33(53)22(3)63-45/h8,20-24,26-48,52-61H,9-19H2,1-7H3/t20-,21+,22+,23+,24+,26+,27-,28+,29+,30+,31-,32+,33+,34+,35-,36-,37+,38-,39-,40-,41+,42+,43-,44-,45+,46+,47+,48-,49+,50+,51-/m1/s1
SMILES (Click to copy)
[C@]12(CC=C3C[C@@H](O[C@H]4[C@H](O[C@@H]5O[C@H]([C@@H]([C@H]([C@H]5O)O)O)C)[C@@H](O)[C@H](O[C@@H]5O[C@H]([C@@H]([C@H]([C@H]5O)O)O[C@@H]5O[C@H]([C@@H]([C@H]([C@H]5O)O)O)C)C)[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

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 cayenensis (#29710)
Magnoliopsida (#3398)
The Dioscorea genus: a review of bioactive steroid saponins,
J Nat Med, 2007

Other Databases

PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 71
Rings 10
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 940.42
Topological Polar Surface Area 307.02
Hydrogen Bond Donors 10
Hydrogen Bond Acceptors 20
logP 7.25
Molar Refractivity 256.75

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Created at
-
Updated at
3rd Sep 2021