Structure Database (LMSD)

Common Name
Stelleracin B
Systematic Name
12-O-benzoylphorbol 13-(4Z,7Z)decadienoate
Synonyms
LM ID
LMPR0104330012
Status
Active
Exact Mass
Calculate m/z
618.31927
Formula
C37H46O8
Show lipids differing only in stereochemistry/bond geometry
Download as...
MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

Category
Main Class
Sub Class
Level 4 Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C20 isoprenoids (diterpenes) [PR0104]
Tigliane and ingenane diterpenoids [PR010433]

String Representations

InChiKey (Click to copy)
HCPYBGDUUHWAPM-SKMAVYCASA-N
InChi (Click to copy)
InChI=1S/C37H46O8/c1-6-7-8-9-10-11-15-18-29(39)45-37-30(34(37,4)5)27-20-25(22-38)21-35(42)28(19-23(2)31(35)40)36(27,43)24(3)32(37)44-33(41)26-16-13-12-14-17-26/h7-8,10-14,16-17,19-20,24,27-28,30,32,38,42-43H,6,9,15,18,21-22H2,1-5H3/b8-7-,11-10-/t24-,27+,28-,30-,32-,35-,36-,37-/m1/s1
SMILES (Click to copy)
C1=C(CO)C[C@]2(O)C(C(C)=C[C@@]2([H])[C@@]2(O)[C@@H]([C@@H](OC(C3=CC=CC=C3)=O)[C@@]3(OC(CC/C=C\C/C=C\CC)=O)C(C)(C)[C@@]3([H])[C@@]21[H])C)=O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Stellera chamaejasme (#142738)
Magnoliopsida (#3398)
Isolation, structure determination, and anti-HIV evaluation of tigliane-type diterpenes and biflavonoid from Stellera chamaejasme.,
J Nat Prod, 2013
Pubmed ID: 23611151

Other Databases

PubChem CID
71712508

Calculated Physicochemical Properties

Heavy Atoms 45
Rings 5
Aromatic Rings 1
Rotatable Bonds 12
Van der Waals Molecular Volume 619.88
Topological Polar Surface Area 130.36
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 8
logP 6.47
Molar Refractivity 171.29

Admin

Created at
12th Nov 2020
Updated at
12th Nov 2020