Structure Database (LMSD)

Common Name
Pfaffiaglycoside A
Systematic Name
3β,16β-dihydroxyolean-12,20(30)-dien-28-oyl-β-D-glucopyranose
Synonyms
LM ID
LMPR0106150061
Formula
C35H54O9
Exact Mass
Calculate m/z
618.376785
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Level 4 Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C30 isoprenoids (triterpenes) [PR0106]
Oleanane triterpenoids [PR010615]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Pfaffia glomerata (#221785)
Magnoliopsida (#3398)
Brazilian natural medicines. IV. New noroleanane-type triterpene and ecdysterone-type sterol glycosides and melanogenesis inhibitors from the roots of Pfaffia glomerata.,
Chem Pharm Bull (Tokyo), 2010
Pubmed ID: 20460798

String Representations

InChiKey (Click to copy)
DTTMCCVFOHHSSH-QDAMGARXSA-N
InChi (Click to copy)
InChI=1S/C35H54O9/c1-18-9-14-35(30(42)44-29-28(41)27(40)26(39)21(17-36)43-29)20(15-18)19-7-8-23-32(4)12-11-24(37)31(2,3)22(32)10-13-33(23,5)34(19,6)16-25(35)38/h7,20-29,36-41H,1,8-17H2,2-6H3/t20-,21+,22-,23+,24-,25-,26+,27-,28+,29-,32-,33+,34+,35+/m0/s1
SMILES (Click to copy)
C1C[C@]2(C)[C@@]3([H])CC=C4[C@]5([H])CC(=C)CC[C@]5(C(O[C@H]5[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O5)=O)[C@@H](O)C[C@@]4(C)[C@]3(C)CC[C@@]2([H])C(C)(C)[C@H]1O

Other Databases

PubChem CID
46211311

Calculated Physicochemical Properties

Heavy Atoms 44
Rings 6
Aromatic Rings
Rotatable Bonds 4
Van der Waals Molecular Volume 611.09
Topological Polar Surface Area 158.98
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 9
logP 5.28
Molar Refractivity 165.73

Admin

Created at
9th Jan 2024
Updated at
9th Jan 2024