Structure Database (LMSD)

O HO OH OH OH
Common Name
(3R,3'R,5S)-3,3',5,19'-tetrahydroxy-7',8'-didehydro-gamma,epsilon-carotene-8-one
Systematic Name
(3R,3'R,5S)-3,3',5,19'-tetrahydroxy-7',8'-didehydro-γ,ε-carotene-8-one
Synonyms
LM ID
LMPR01070983
Formula
C40H56O5
Exact Mass
Calculate m/z
616.412775
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C40 isoprenoids (tetraterpenes) [PR0107]

String Representations

InChiKey (Click to copy)
WLCAZVWWKHIZSH-VJKOIMPYSA-N
InChi (Click to copy)
InChI=1S/C40H56O5/c1-28(16-12-18-30(3)36(44)23-37-39(7,8)25-34(43)26-40(37,9)45)14-10-11-15-29(2)17-13-19-32(27-41)20-21-35-31(4)22-33(42)24-38(35,5)6/h10-19,22,33-35,37,41-43,45H,23-27H2,1-9H3/b11-10+,16-12+,17-13+,28-14+,29-15+,30-18+,32-19-/t33-,34+,35?,37?,40+/m0/s1
SMILES (Click to copy)
C1C(C)(C)C(CC(=O)/C(/C)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(\CO)/C#CC2C(C)=C[C@H](O)CC2(C)C)[C@@](O)(C)C[C@@H]1O

References

Comments
Imported from http://carotenoiddb.jp/

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
unclassified Haliclona (#2600287)
Demospongiae (#6042)
A cytotoxic carotenoid from the marine sponge Prianos osiros.,
J Nat Prod, 2005
Pubmed ID: 15787458

Other Databases

PubChem CID
171118716
Carotenoid ID
CA01089

Calculated Physicochemical Properties

Heavy Atoms 45
Rings 2
Aromatic Rings
Rotatable Bonds 10
Van der Waals Molecular Volume 690.75
Topological Polar Surface Area 97.99
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 8.42
Molar Refractivity 188.07

Admin

Created at
17th Nov 2021
Updated at
10th Jan 2022