Structure Database (LMSD)

Common Name
Ephedrannin A
Systematic Name
3,4',5,7-Tetrahydroxyflavan(2->7,4->8)-3,4',5,7-tetrahydroxyflavone
Synonyms
  • Ent-Epiafzelechin(2a->O-7,4a->8)kaempferol
LM ID
LMPK12030017
Formula
C30H20O11
Exact Mass
Calculate m/z
556.100565
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Polyketides [PK]
Flavonoids [PK12]
Proanthocyanidins [PK1203]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Ephedra sinica (#33152)
Gnetopsida (#3372)
Dimeric proanthocyanidins from the roots of Ephedra sinica.,
Planta Med, 2008
Pubmed ID: 18975262

String Representations

InChiKey (Click to copy)
GPBSBBVDERLESN-QZFRTWIZSA-N
InChi (Click to copy)
InChI=1S/C30H20O11/c31-14-5-1-12(2-6-14)27-26(37)25(36)22-18(35)11-20-23(28(22)39-27)24-21-17(34)9-16(33)10-19(21)40-30(41-20,29(24)38)13-3-7-15(32)8-4-13/h1-11,24,29,31-35,37-38H/t24-,29-,30+/m0/s1
SMILES (Click to copy)
C1(O)=CC2O[C@@]3(OC4C=C(O)C5C(=O)C(O)=C(C6=CC=C(O)C=C6)OC=5C=4[C@@H]([C@@H]3O)C=2C(O)=C1)C1C=CC(O)=CC=1

Other Databases

CHEBI ID
178150
PubChem CID
21676348

Calculated Physicochemical Properties

Heavy Atoms 41
Rings 7
Aromatic Rings 5
Rotatable Bonds 2
Van der Waals Molecular Volume 446.27
Topological Polar Surface Area 194.42
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 11
logP 5.01
Molar Refractivity 142.20

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Created at
21st Mar 2024
Updated at
21st Mar 2024