Structure Database (LMSD)

Common Name
caffeoyl-CoA
Systematic Name
3'-phosphoadenosine 5'-{3-[(3R)-4-{[3-({2-[(3,4-dihydroxyphenylprop-2-enoyl)sulfanyl]ethyl}amino)-3-oxopropyl]amino}-3-hydroxy-2,2-dimethyl-4-oxobutyl] dihydrogen diphosphate}
Synonyms
  • 3,4-dihydroxyacryloyl-CoA
LM ID
LMFA07050293
Formula
C30H42N7O19P3S
Exact Mass
Calculate m/z
929.146914
Sum Composition
CoA 9:5;O2
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty esters [FA07]
Fatty acyl CoAs [FA0705]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Branched fatty acids [FA0102]
Hydroxy fatty acids [FA0105]
Amino fatty acids [FA0110]
Carbocyclic fatty acids [FA0114]

Reactions

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ⓘ Reactions are shown if the E.C. number of the enzyme catalysing it is annotated in the UniProt database for a species belonging to the selected taxonomic class.
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Reactions graph legend

String Representations

InChiKey (Click to copy)
QHRGJMIMHCLHRG-FUEUKBNZSA-N
InChi (Click to copy)
InChI=1S/C30H42N7O19P3S/c1-30(2,25(43)28(44)33-8-7-20(40)32-9-10-60-21(41)6-4-16-3-5-17(38)18(39)11-16)13-53-59(50,51)56-58(48,49)52-12-19-24(55-57(45,46)47)23(42)29(54-19)37-15-36-22-26(31)34-14-35-27(22)37/h3-6,11,14-15,19,23-25,29,38-39,42-43H,7-10,12-13H2,1-2H3,(H,32,40)(H,33,44)(H,48,49)(H,50,51)(H2,31,34,35)(H2,45,46,47)/t19-,23-,24-,25+,29-/m1/s1
SMILES (Click to copy)
[C@@H]1([C@H](O)[C@H](OP(=O)(O)O)[C@@H](COP(O)(=O)OP(O)(=O)OCC(C)([C@@H](O)C(=O)NCCC(=O)NCCSC(C=C([H])C2C=C(O)C(O)=CC=2)=O)C)O1)N1C=NC2C(N)=NC=NC1=2

Other Databases

CHEBI ID
15518
PubChem CID
11966126

Calculated Physicochemical Properties

Heavy Atoms 60
Rings 4
Aromatic Rings 3
Rotatable Bonds 22
Van der Waals Molecular Volume 738.39
Topological Polar Surface Area 406.16
Hydrogen Bond Donors 11
Hydrogen Bond Acceptors 23
logP 3.04
Molar Refractivity 209.85

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Created at
-
Updated at
25th Apr 2022