Structure Database (LMSD)

Common Name
Pilosanol C
Systematic Name
(1S)-8aβ-[(β-D-Glucopyranosyloxy)methyl]-1,2,3,4,4aα,5,6,8a-octahydro-4α-[(Z)-5-hydroxy-3-hydroxymethyl-3-pentenyl]-3β,4,8-trimethylnaphthalen-1β-ol
Synonyms
LM ID
LMPK12020073
Formula
C28H30O10
Exact Mass
Calculate m/z
526.183901
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Polyketides [PK]
Flavonoids [PK12]
Flavans, Flavanols and Leucoanthocyanidins [PK1202]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Viridiplantae (#33090)
Flavonoid imported from http://metabolomics.jp/
Agrimonia pilosa (#74656)
Magnoliopsida (#3398)
Antimicrobial catechin derivatives of Agrimonia pilosa,
Phytochemistry, 1992

String Representations

InChiKey (Click to copy)
UYBMYSLWGHMDRE-WXVAWEFUSA-N
InChi (Click to copy)
InChI=1S/C28H30O10/c1-4-5-18(30)23-25(36)16(24(35)12(2)26(23)37-3)9-14-19(31)11-20(32)15-10-22(34)27(38-28(14)15)13-6-7-17(29)21(33)8-13/h6-8,11,22,27,29,31-36H,4-5,9-10H2,1-3H3/t22-,27+/m0/s1
SMILES (Click to copy)
C1(O)=C(CC2C(O)=C(C(CCC)=O)C(OC)=C(C)C=2O)C2O[C@H](C3C=C(O)C(O)=CC=3)[C@@H](O)CC=2C(O)=C1

Other Databases

METABOLOMICS ID
FL63ACNC0004
PubChem CID
44257098

Calculated Physicochemical Properties

Heavy Atoms 38
Rings 4
Aromatic Rings 3
Rotatable Bonds 7
Van der Waals Molecular Volume 472.32
Topological Polar Surface Area 179.21
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 10
logP 4.13
Molar Refractivity 136.24

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Created at
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Updated at
7th May 2025