Structure Database (LMSD)

Common Name
Uriolide
Systematic Name
(3S,5R,6S,3'R,6'R)-5,6-Epoxy-3,3'-dihydroxy-5,6,7',8'-tetrahydro-β,ε-caroten-19',11'-olide
Synonyms
LM ID
LMPR01070203
Formula
C40H54O5
Exact Mass
Calculate m/z
614.397125
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]

String Representations

InChiKey (Click to copy)
JVBLPSSXRSHBAY-OQINAPANSA-N
InChi (Click to copy)
InChI=1S/C40H54O5/c1-27(15-12-16-28(2)19-20-40-38(7,8)25-33(42)26-39(40,9)45-40)13-10-11-14-29(3)21-34-23-31(36(43)44-34)17-18-35-30(4)22-32(41)24-37(35,5)6/h10-16,19-23,32-33,35,41-42H,17-18,24-26H2,1-9H3/b11-10+,15-12+,20-19+,27-13+,28-16+,29-14+,34-21-/t32-,33-,35-,39+,40-/m0/s1
SMILES (Click to copy)
[C@]12(O[C@]1(C)C[C@@H](O)C[C@@]2(C)C)/C=C/C(/C)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C1\OC(=O)C(CC[C@H]2C(C)=C[C@H](O)C[C@@]2(C)C)=C\1

Other Databases

LIPIDBANK ID
VCA1121
PubChem CID
16061302
Carotenoid ID
CA00673

Calculated Physicochemical Properties

Heavy Atoms 45
Rings 4
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 668.67
Topological Polar Surface Area 81.36
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 9.85
Molar Refractivity 185.13

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Created at
-
Updated at
15th Mar 2023