Structure Database (LMSD)

Common Name
20(R)-Protopanaxatriol
Systematic Name
(20R)-Dammar-24-ene-3β,6α,12β,20-tetrol
Synonyms
LM ID
LMPR0106080021
Formula
C30H52O4
Exact Mass
Calculate m/z
476.38656
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]
Dammarane triterpenoids [PR010608]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Panax notoginseng (#44586)
Magnoliopsida (#3398)
The Cyt P450 enzyme CYP716A47 catalyzes the formation of protopanaxadiol from dammarenediol-II during ginsenoside biosynthesis in Panax ginseng.,
Plant Cell Physiol, 2011
Pubmed ID: 22039120

String Representations

InChiKey (Click to copy)
SHCBCKBYTHZQGZ-DLHMIPLTSA-N
InChi (Click to copy)
InChI=1S/C30H52O4/c1-18(2)10-9-13-30(8,34)19-11-15-28(6)24(19)20(31)16-22-27(5)14-12-23(33)26(3,4)25(27)21(32)17-29(22,28)7/h10,19-25,31-34H,9,11-17H2,1-8H3/t19-,20+,21-,22+,23-,24-,25-,27+,28+,29+,30+/m0/s1
SMILES (Click to copy)
C1C[C@]2(C)[C@@]3([H])C[C@@H](O)[C@]4([H])[C@@]([H])([C@](O)(CC/C=C(\C)/C)C)CC[C@@]4(C)[C@]3(C)C[C@H](O)[C@@]2([H])C(C)(C)[C@H]1O

Other Databases

PubChem CID
9847853
PDB ID
97I

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 4
Aromatic Rings
Rotatable Bonds 4
Van der Waals Molecular Volume 510.64
Topological Polar Surface Area 80.92
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 4
logP 6.62
Molar Refractivity 139.12

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Created at
9th Dec 2022
Updated at
9th Dec 2022