Structure Database (LMSD)

O O OH O HO H
Systematic Name
(2R,5R,8R,9S,10R)-2β-hydroxy-cleroda-3,13-dien-16,15-olide-18-oic acid
Synonyms
LM ID
LMPR0104040005
Formula
C20H28O5
Exact Mass
Calculate m/z
348.193675
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Level 4 Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C20 isoprenoids (diterpenes) [PR0104]
Colensane and clerodane diterpenoids [PR010404]

String Representations

InChiKey (Click to copy)
IVBXOAXVGAFCGB-DSPNZHBSSA-N
InChi (Click to copy)
InChI=1S/C20H28O5/c1-12-4-6-20(3)15(18(23)24)9-14(21)10-16(20)19(12,2)7-5-13-8-17(22)25-11-13/h8-9,12,14,16,21H,4-7,10-11H2,1-3H3,(H,23,24)/t12-,14-,16-,19+,20+/m1/s1
SMILES (Click to copy)
[C@]12([H])[C@@](C)(CC[C@@H](C)[C@]1(C)CCC1COC(=O)C=1)C(C(O)=O)=C[C@@H](O)C2

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Salvia deserta (#342061)
Magnoliopsida (#3398)
Six undescribed clerodane diterpenoids and five known analogues were isolated from Salvia deserta. Moderate immunosuppressive activity was observed for several compounds Clerodane diterpenoids from the Uygur medicine Salvia deserta with immunosuppressive activity,
Phytochemistry, 2023
Pubmed ID: 37579813

Other Databases

PubChem CID
171117847

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 3
Aromatic Rings
Rotatable Bonds 4
Van der Waals Molecular Volume 350.87
Topological Polar Surface Area 85.90
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 3.66
Molar Refractivity 93.72

Admin

Created at
17th Aug 2023
Updated at
17th Aug 2023