Structure Database (LMSD)

Common Name
Fibraurecdyside A
Systematic Name
3-O-(β-D-glucopyranosyl)-2β,3β,14α,20,22R,25-hexahydroxy-24R-methyl-5β-cholest-7-en-6-one
Synonyms
LM ID
LMST01010430
Formula
C34H56O12
Exact Mass
Calculate m/z
656.377181
Sum Composition
ST 28:2;O7;Hex
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View NP-MRD ID(NMR) spectrum

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cholesterol and derivatives [ST0101]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Fibraurea tinctoria (#461588)
Magnoliopsida (#3398)
Cytochrome P3A4 inhibitors and other constituents of Fibraurea tinctoria.,
J Nat Prod, 2007
Pubmed ID: 17994701

String Representations

InChiKey (Click to copy)
MQWJGLSZBHVGLN-VBSSPFTJSA-N
InChi (Click to copy)
InChI=1S/C34H56O12/c1-16(30(2,3)42)11-25(38)33(6,43)24-8-10-34(44)18-12-20(36)19-13-22(45-29-28(41)27(40)26(39)23(15-35)46-29)21(37)14-31(19,4)17(18)7-9-32(24,34)5/h12,16-17,19,21-29,35,37-44H,7-11,13-15H2,1-6H3/t16-,17+,19+,21+,22-,23-,24+,25-,26-,27+,28-,29-,31-,32-,33-,34-/m1/s1
SMILES (Click to copy)
C1[C@H](O)[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O2)C[C@@]2([H])C(=O)C=C3[C@@](CC[C@]4([C@@]3(O)CC[C@]4([H])[C@](O)(C)[C@H](O)C[C@@H](C)C(C)(C)O)C)([H])[C@]21C

Other Databases

PubChem CID
44445723

Calculated Physicochemical Properties

Heavy Atoms 46
Rings 5
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 635.16
Topological Polar Surface Area 219.67
Hydrogen Bond Donors 9
Hydrogen Bond Acceptors 12
logP 3.36
Molar Refractivity 169.90

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Created at
30th Nov 2020
Updated at
30th Nov 2020