Structure Database (LMSD)

Common Name
Lutein 3'-pyropheophorbide A ester
Systematic Name
(3S,3'S,6'R)-3'-[(3S,4S)-9-ethenyl-14-ethyl-4,8,13,18-tetramethyl-20-oxo-3-phorbinepropanoate]-β,ε-Carotene-3,3'-diol
Synonyms
LM ID
LMPR01070956
Formula
C73H88N4O4
Exact Mass
Calculate m/z
1084.680556
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]

Biological Context

References

Comments
Imported from http://carotenoiddb.jp/

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Haliotis diversicolor aquatilis (#37770)
Gastropoda (#6448)
Novel carotenoid pyropheophorbide A esters from abalone,
Tetrahedron Letts, 2011

String Representations

InChiKey (Click to copy)
XCDISUIPMIQCFL-VZGLNNHXSA-N
InChi (Click to copy)
InChI=1S/C73H88N4O4/c1-17-55-49(9)61-38-63-51(11)57(70(76-63)58-37-67(79)69-52(12)64(77-71(58)69)40-66-56(18-2)50(10)62(75-66)39-65(55)74-61)31-34-68(80)81-54-36-48(8)60(73(15,16)42-54)33-30-46(6)28-22-26-44(4)24-20-19-23-43(3)25-21-27-45(5)29-32-59-47(7)35-53(78)41-72(59,13)14/h17,19-30,32-33,36,38-40,51,53-54,57,60,74,77-78H,1,18,31,34-35,37,41-42H2,2-16H3/b20-19+,25-21+,26-22+,32-29+,33-30+,43-23+,44-24+,45-27+,46-28+,61-38-,62-39-,63-38-,64-40-,65-39-,66-40-,70-58-/t51-,53+,54-,57-,60-/m0/s1
SMILES (Click to copy)
C=Cc1c(C)/c/2=C/C\3=N/C(=C\4/CC(=O)c5c(C)c(C=C\6/C(=C(C)/C(=N6)C=c\1/[nH]2)CC)[nH]c45)/[C@@H](CCC(=O)O[C@H]1C=C(C)[C@H](/C=C/C(=C/C=C/C(=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C2=C(C)C[C@H](CC2(C)C)O)/C)/C)C(C)(C)C1)[C@@H]3C

Other Databases

PubChem CID
136731679
Carotenoid ID
CA00670

Calculated Physicochemical Properties

Heavy Atoms 81
Rings 8
Aromatic Rings 1
Rotatable Bonds 17
Van der Waals Molecular Volume 1177.48
Topological Polar Surface Area 116.14
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 8
logP 17.90
Molar Refractivity 340.25

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Created at
17th Nov 2021
Updated at
6th Jan 2022