Structure Database (LMSD)

Common Name
Pilosanol A
Systematic Name
(1S)-1,2,3,4,4aα,5,6,8a-Octahydro-4α-[(Z)-5-hydroxy-3-hydroxymethyl-3-pentenyl]-8aβ-hydroxymethyl-3β,4,8-trimethylnaphthalen-1β-ol
Synonyms
LM ID
LMPK12020071
Formula
C29H32O10
Exact Mass
Calculate m/z
540.199551
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)
AXODAJZSINDBPB-WAUBUFGSSA-N
InChi (Click to copy)
InChI=1S/C29H32O10/c1-5-12(2)24(35)23-26(37)17(25(36)13(3)27(23)38-4)9-15-19(31)11-20(32)16-10-22(34)28(39-29(15)16)14-6-7-18(30)21(33)8-14/h6-8,11-12,22,28,30-34,36-37H,5,9-10H2,1-4H3/t12?,22-,28+/m0/s1
SMILES (Click to copy)
C1(O)=C(CC2C(O)=C(C(C(C)CC)=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

CHEBI ID
185982
METABOLOMICS ID
FL63ACNC0002
PubChem CID
44257096

Calculated Physicochemical Properties

Heavy Atoms 39
Rings 4
Aromatic Rings 3
Rotatable Bonds 7
Van der Waals Molecular Volume 489.62
Topological Polar Surface Area 179.21
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 10
logP 4.38
Molar Refractivity 140.79

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Created at
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Updated at
1st May 2025