Structure Database (LMSD)

Common Name
FR901463
Systematic Name
6-[(1E,3E)-5-(5-{[(2Z)-4-(acetyloxy)pent-2-enoyl]amino}-3,6-dimethyltetrahydro-2H-pyran-2-yl)-3-methylpenta-1,3-dien-1-yl]-4-C-(chloromethyl)-1,3-dideoxy-α-D-erythro-hex-2-ulopyranose
Synonyms
  • (3Z)-5-[(6-{(2E,4E)-5-[(3R,4S,6S)-4-(chloromethyl)-3,4,6-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl]-3-methylpenta-2,4-dien-1-yl}-2,5-dimethyltetrahydro-2H-pyran-3-yl)amino]-5-oxopent-3-en-2-yl acetate
LM ID
LMFA08020176
Formula
C27H42NO8Cl
Exact Mass
Calculate m/z
543.259897
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty amides [FA08]
N-acyl amines [FA0802]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Branched fatty acids [FA0102]
Hydroxy fatty acids [FA0105]
Halogenated fatty acids [FA0109]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Pseudomonas sp. (#306)
Gammaproteobacteria (#1236)
New antitumor substances, FR901463, FR901464 and FR901465. I. Taxonomy, fermentation, isolation, physico-chemical properties and biological activities.,
J Antibiot (Tokyo), 1996
Pubmed ID: 9031664

String Representations

InChiKey (Click to copy)
RONUKPQOBQKEHX-FOUIGEGESA-N
InChi (Click to copy)
InChI=1S/C27H42ClNO8/c1-16(8-11-23-25(32)27(34,15-28)14-26(6,33)37-23)7-10-22-17(2)13-21(19(4)36-22)29-24(31)12-9-18(3)35-20(5)30/h7-9,11-12,17-19,21-23,25,32-34H,10,13-15H2,1-6H3,(H,29,31)/b11-8+,12-9-,16-7+/t17?,18?,19?,21?,22?,23?,25-,26+,27-/m1/s1
SMILES (Click to copy)
C(Cl)[C@@]1(C[C@](OC([C@H]1O)/C=C/C(/C)=C/CC1OC(C(NC(=O)/C=C\C(OC(C)=O)C)CC1C)C)(O)C)O

Other Databases

CHEBI ID
65914
PubChem CID
70678766

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 2
Aromatic Rings 0
Rotatable Bonds 10
Van der Waals Molecular Volume 534.27
Topological Polar Surface Area 138.69
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 9
logP 5.09
Molar Refractivity 144.31

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Updated at
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