Structure Database (LMSD)

Common Name
Taccalonolide B
Systematic Name
Synonyms
LM ID
LMST01160035
Formula
C34H44O13
Exact Mass
Calculate m/z
660.278195
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Withanolides and derivatives [ST0116]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Tacca plantaginea (#44982)
Magnoliopsida (#3398)
Steroidal bitter principles from tacca plantaginea structures of taccalonolide A and B,
Tetrahedron Letts, 1987

String Representations

InChiKey (Click to copy)
FFQOXBQSZPYHSA-MPOUNFKCSA-N
InChi (Click to copy)
InChI=1S/C34H44O13/c1-11-9-17-33(7,34(8,42)30(41)47-17)22-19(11)32(6)20(25(22)40)18-21(27(43-12(2)35)29(32)45-14(4)37)31(5)15(23(38)24(18)39)10-16-26(46-16)28(31)44-13(3)36/h9,11,15-16,18-22,24-29,39-40,42H,10H2,1-8H3/t11-,15-,16+,18+,19+,20-,21-,22+,24-,25-,26+,27+,28+,29+,31+,32-,33+,34-/m1/s1
SMILES (Click to copy)
O1[C@H]2C[C@]3([H])C([C@@H]([C@]4([H])[C@]([H])([C@@H]([C@@H]([C@@]5([C@@]6([H])[C@H](C)C=C7[C@]([C@]6([H])[C@H](O)[C@]54[H])(C)[C@@](C)(C(=O)O7)O)C)OC(=O)C)OC(C)=O)[C@@]3(C)[C@H]([C@@H]12)OC(C)=O)O)=O

Other Databases

PubChem CID
56662029

Calculated Physicochemical Properties

Heavy Atoms 47
Rings 7
Aromatic Rings
Rotatable Bonds 6
Van der Waals Molecular Volume 608.67
Topological Polar Surface Area 197.56
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 13
logP 3.13
Molar Refractivity 160.28

Admin

Created at
10th Jul 2021
Updated at
10th Jul 2021