Structure Database (LMSD)

Common Name
Cephalosporin P1
Systematic Name
6α,16β-diacetoxy-3α,7β-dihydroxyfusida-17(20)Z,24-diene-21-oic acid
Synonyms
  • Acremonic acid
LM ID
LMPR0106040009
Formula
C33H50O8
Exact Mass
Calculate m/z
574.35057
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Level 4 Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C30 isoprenoids (triterpenes) [PR0106]
Prostostane and fusidane triterpenoids [PR010604]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Hapsidospora chrysogena (#5044)
Sordariomycetes (#147550)
The chemistry of steroid acids from Cephalosporium acremonium,
Tetrahedron, 1969

String Representations

InChiKey (Click to copy)
YJJWILCYIMMPAS-VALXSNPUSA-N
InChi (Click to copy)
InChI=1S/C33H50O8/c1-17(2)10-9-11-21(30(38)39)26-22-12-13-25-31(6)15-14-23(36)18(3)27(31)28(41-20(5)35)29(37)33(25,8)32(22,7)16-24(26)40-19(4)34/h10,18,22-25,27-29,36-37H,9,11-16H2,1-8H3,(H,38,39)/b26-21-/t18-,22+,23-,24+,25+,27-,28-,29+,31-,32+,33-/m1/s1
SMILES (Click to copy)
C1C[C@]2(C)[C@]3([H])CC[C@@]4([H])/C(=C(\CC/C=C(\C)/C)/C(=O)O)/[C@@H](OC(C)=O)C[C@]4(C)[C@@]3(C)[C@@H](O)[C@H](OC(C)=O)[C@@]2([H])[C@H](C)[C@@H]1O

Other Databases

PubChem CID
3037114

Calculated Physicochemical Properties

Heavy Atoms 41
Rings 4
Aromatic Rings
Rotatable Bonds 8
Van der Waals Molecular Volume 587.14
Topological Polar Surface Area 130.36
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 8
logP 6.35
Molar Refractivity 155.54

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Created at
22nd Jul 2024
Updated at
22nd Jul 2024