Structure Database (LMSD)

Common Name
1-deoxy-11beta-hydroxypentalenic acid
Systematic Name
1-deoxy-11β-hydroxypentalenic acid
Synonyms
LM ID
LMPR0103890002
Formula
C15H22O3
Exact Mass
Calculate m/z
250.156895
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Level 4 Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C15 isoprenoids (sesquiterpenes) [PR0103]
Other sesquiterpenoids [PR010389]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Streptomyces avermitilis (#33903)
Actinomycetes (#1760)
Pentalenolactone biosynthesis. Molecular cloning and assignment of biochemical function to PtlI, a cytochrome P450 of Streptomyces avermitilis.,
J Am Chem Soc, 2006
Pubmed ID: 17017767

String Representations

InChiKey (Click to copy)
IZHNAGBQRXWHMT-QLLAZOAUSA-N
InChi (Click to copy)
InChI=1S/C15H22O3/c1-8-12(16)5-11-10(13(17)18)4-9-6-14(2,3)7-15(8,9)11/h4,8-9,11-12,16H,5-7H2,1-3H3,(H,17,18)/t8-,9-,11+,12-,15-/m1/s1
SMILES (Click to copy)
C1=C(C(O)=O)[C@]2([H])C[C@@H](O)[C@@H](C)[C@@]32[C@@]1([H])CC(C)(C)C3

Other Databases

CHEBI ID
70796
PubChem CID
70679016

Calculated Physicochemical Properties

Heavy Atoms 18
Rings 3
Aromatic Rings 0
Rotatable Bonds 1
Van der Waals Molecular Volume 252.07
Topological Polar Surface Area 57.53
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 2.74
Molar Refractivity 68.45

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Created at
-
Updated at
23rd Jul 2021