LIPID MAPS

Structure Database (LMSD)

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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

Main

Classification

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

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Acremonium chrysogenum (#5044)

Sordariomycetes (#147550)

The chemistry of steroid acids from Cephalosporium acremonium,
Tetrahedron, 1969

DOI: 10.1016/S0040-4020(01)82867-2

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

Admin

Created at

22nd Jul 2024

Updated at