Structure Database (LMSD)

Common Name
Siphonein
Systematic Name
(3R,3'R,6'R)-19-Dodecanoyloxy-3,3'-dihydroxy-7,8,-dihydro-β,ε-caroten-8-one
Synonyms
LM ID
LMPR01070952
Formula
C52H78O5
Exact Mass
Calculate m/z
782.584925
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C40 isoprenoids (tetraterpenes) [PR0107]

References

Comments
Imported from http://carotenoiddb.jp/

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Codium fragile (#3133)
Ulvophyceae (#33103)
The structures of siphonein and siphonaxanthin from Codium fragile,
Phytochemistry, 1971

String Representations

InChiKey (Click to copy)
IGIZEJMGIZMFNB-XCIBEMBJSA-N
InChi (Click to copy)
InChI=1S/C52H78O5/c1-11-12-13-14-15-16-17-18-19-30-50(56)57-38-44(49(55)35-48-43(6)34-46(54)37-52(48,9)10)29-23-28-40(3)25-21-20-24-39(2)26-22-27-41(4)31-32-47-42(5)33-45(53)36-51(47,7)8/h20-29,31-33,45-47,53-54H,11-19,30,34-38H2,1-10H3/b21-20+,26-22+,28-23+,32-31+,39-24+,40-25+,41-27+,44-29+/t45-,46+,47-/m0/s1
SMILES (Click to copy)
C1C(C)(C)C(CC(=O)/C(/COC(=O)CCCCCCCCCCC)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/[C@H]2C(C)=C[C@H](O)CC2(C)C)=C(C)C[C@H]1O

Other Databases

PubChem CID
163094368
Carotenoid ID
CA00667

Calculated Physicochemical Properties

Heavy Atoms 57
Rings 2
Aromatic Rings 0
Rotatable Bonds 24
Van der Waals Molecular Volume 895.71
Topological Polar Surface Area 83.83
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 14.11
Molar Refractivity 243.23

Admin

Created at
17th Nov 2021
Updated at
5th Jan 2022