Structure Database (LMSD)

Common Name
Fucoxanthin pyropheophorbide A ester
Systematic Name
(3S,5R,6S,3'S,5'R,6'R)-3'-[(3S,4S)-9-ethenyl-14-ethyl-4,8,13,18-tetramethyl-20-oxo-3-phorbinepropanoate]-5,6-Epoxy-3'-ethanoyloxy-3,5'-dihydroxy-6',7'-didehydro-5,6,7,8,5',6'-hexahydro-β,β-caroten-8-one
Synonyms
LM ID
LMPR01070854
Formula
C75H90N4O8
Exact Mass
Calculate m/z
1174.675866
Status
Active
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
Haliotis diversicolor aquatilis (#37770)
Gastropoda (#6448)
Novel carotenoid pyropheophorbide A esters from abalone,
Tetrahedron Letts, 2011

String Representations

InChiKey (Click to copy)
IVBGVRUUVNIYEJ-ABNJTJASSA-N
InChi (Click to copy)
InChI=1S/C75H90N4O8/c1-18-54-47(7)58-35-60-49(9)56(69(78-60)57-34-64(81)68-50(10)61(79-70(57)68)37-63-55(19-2)48(8)59(77-63)36-62(54)76-58)31-33-67(83)86-53-39-72(14,15)75(74(17,41-53)87-75)42-65(82)46(6)29-23-28-44(4)25-21-20-24-43(3)26-22-27-45(5)30-32-66-71(12,13)38-52(85-51(11)80)40-73(66,16)84/h18,20-30,35-37,49,52-53,56,76,79,84H,1,19,31,33-34,38-42H2,2-17H3/b21-20+,26-22+,28-23+,43-24+,44-25+,45-27+,46-29+,58-35-,59-36-,60-35-,61-37-,62-36-,63-37-,69-57-/t32-,49-,52-,53-,56-,73+,74+,75-/m0/s1
SMILES (Click to copy)
C(=O)(C[C@@]12O[C@]1(C)C[C@@H](OC(=O)CC[C@@H]1C3N=C(C=C4C(C)=C(C=C)C(=CC5=NC(C(CC)=C5C)=CC5NC6C=3CC(=O)C=6C=5C)N4)[C@H]1C)CC2(C)C)/C(/C)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=[C@@]=C1[C@](C)(O)C[C@@H](OC(=O)C)CC1(C)C

Other Databases

PubChem CID
135753437
Carotenoid ID
CA00539

Calculated Physicochemical Properties

Heavy Atoms 87
Rings 9
Aromatic Rings 1
Rotatable Bonds 19
Van der Waals Molecular Volume 1234.88
Topological Polar Surface Area 172.04
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 12
logP 17.05
Molar Refractivity 351.79

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Created at
17th Nov 2021
Updated at
17th Dec 2021