Structure database (LMSD)

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LM IDLMST01031169
Common NamePenicisteroid H
Systematic Name16β-acetoxy-5α-ergosta-22E-en-3β,,6β,7β,triol
Synonyms16β-acetoxy-3β,,6β,7β-trihydroxy-5α-ergost-22E-ene
Exact Mass
490.3658 (neutral)    Calculate m/z:
FormulaC30H50O5
CategorySterol Lipids [ST]
Main ClassSterols [ST01]
Sub ClassErgosterols and C24-methyl derivatives [ST0103]
AbbrevST 30:2;O5
PubChem CID146682904
InChIKeyXGCBEJNSJGKYKN-WIJDSFKRSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C30H50O5/c1-16(2)17(3)8-9-18(4)26-24(35-19(5)31)15-22-25-21(11-13-30(22,26)7)29(6)12-10-20(32)14-23(29)27(33)28(25)34/h8-9,16-18,20-28,32-34H,10-15H2,1-7H3/b9-8+/t17-,18+,20-,21-,22-,23+,24-,25+,26-,27-,28+,29+,30-/m0/s1
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SMILES
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])([C@]([H])(C)/C=C/[C@H](C)C(C)C)[C@@H](OC(C)=O)C[C@@]4([H])[C@]3([H])[C@@H](O)[C@@H](O)[C@@]2([H])C[C@@H](O)C1
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StatusActive
ReferencesSteroids from the Deep-Sea-Derived Fungus Penicillium granulatum MCCC 3A00475 Induced Apoptosis via Retinoid X Receptor (RXR)-α Pathway.
Mar Drugs, 2019
DOI: 10.3390/md17030178
PMID: 30893778
Calculated physicochemical properties (?):
 Heavy Atoms35Rings4Aromatic Rings0Rotatable Bonds6
 van der Waals
Molecular Volume
516.79Topological Polar
Surface Area
86.99Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
5
 logP6.12Molar
Refractivity
139.29