LIPID MAPS

Structure Database (LMSD)

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Common Name

Penicildione D

Systematic Name

9β,11β-epoxy-9α,11β,17α,21-tetrahydroxy-16α-methylpregn-4-ene-3,20-dione

Synonyms

LM ID

LMST02030241

Formula

C₂₂H₃₂O₆

Exact Mass

Calculate m/z

392.21989

Sum Composition

ST 22:3;O6

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Main

Classification

String Representations

InChiKey (Click to copy)

KPHGRQINQWTBGR-CXSFZGCWSA-N

InChi (Click to copy)

InChI=1S/C22H32O6/c1-12-8-16-15-5-4-13-9-14(24)6-7-19(13,2)22(15,28)17(25)10-20(16,3)21(12,27)18(26)11-23/h9,12,15-17,23,25,27-28H,4-8,10-11H2,1-3H3/t12-,15+,16+,17+,19+,20+,21+,22+/m1/s1

SMILES (Click to copy)

C1CC2[C@@](C)([C@@]3(O)[C@@H](O)C[C@@]4([C@](O)([C@H](C)C[C@@]4([H])[C@]13[H])C(=O)CO)C)CCC(=O)C=2

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Penicillium sp. (#5081)

Eurotiomycetes (#147545)

Four new steroids from the marine soft coral-derived fungus Penicillium sp. SCSIO41201.,
Chin J Nat Med, 2020

Pubmed ID: 32402400

Other Databases

PubChem CID

170989026

Calculated Physicochemical Properties

Heavy Atoms 28

Rings 4

Aromatic Rings 0

Rotatable Bonds 2

Van der Waals Molecular Volume 384.54

Topological Polar Surface Area 115.06

Hydrogen Bond Donors 4

Hydrogen Bond Acceptors 6

logP 2.29

Molar Refractivity 103.18

Admin

Created at

20th Apr 2021

Updated at