Structure Database (LMSD)

Common Name
Taraxien
Systematic Name
(3S,5R,6S,3'R,6'R)-5,6-Epoxy-3,3'-dihexadecanoyloxy-5,6-dihydro-β,ε-carotene
Synonyms
LM ID
LMPR01070927
Formula
C72H116O5
Exact Mass
Calculate m/z
1060.882275
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
Taraxacum officinale (#50225)
Magnoliopsida (#3398)
Taraxien, the carotenoid ester in dandelion flowers,
Phytochemistry, 1964

String Representations

InChiKey (Click to copy)
SGMOAWIYDVJCSH-COGYJENXSA-N
InChi (Click to copy)
InChI=1S/C72H116O5/c1-13-15-17-19-21-23-25-27-29-31-33-35-37-49-67(73)75-64-55-63(7)66(69(8,9)56-64)52-51-61(5)47-41-45-59(3)43-39-40-44-60(4)46-42-48-62(6)53-54-72-70(10,11)57-65(58-71(72,12)77-72)76-68(74)50-38-36-34-32-30-28-26-24-22-20-18-16-14-2/h39-48,51-55,64-66H,13-38,49-50,56-58H2,1-12H3/b40-39+,45-41+,46-42+,52-51+,54-53+,59-43+,60-44+,61-47+,62-48+/t64-,65-,66-,71+,72-/m0/s1
SMILES (Click to copy)
C1C(C)(C)[C@@]2(O[C@]2(C)C[C@H]1OC(=O)CCCCCCCCCCCCCCC)/C=C/C(/C)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/[C@H]1C(C)=C[C@H](OC(=O)CCCCCCCCCCCCCCC)CC1(C)C

Other Databases

PubChem CID
163057383
Carotenoid ID
CA00632

Calculated Physicochemical Properties

Heavy Atoms 77
Rings 3
Aromatic Rings 0
Rotatable Bonds 42
Van der Waals Molecular Volume 1229.35
Topological Polar Surface Area 65.13
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 5
logP 22.82
Molar Refractivity 334.04

Admin

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