Structure Database (LMSD)

Common Name
Trichilone
Systematic Name
15-methoxy-3β,4α-dihydroxy-5α-pregn-14-en-16-one
Synonyms
LM ID
LMST02030330
Formula
C22H34O4
Exact Mass
Calculate m/z
362.24571
Sum Composition
ST 22:2;O4
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Steroids [ST02]
C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives [ST0203]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Heynea trijuga (#1495524)
Magnoliopsida (#3398)
Trichilone, a new C21 steroid from Trichilia connaroides.,
Nat Prod Commun, 2012
Pubmed ID: 23156985

String Representations

InChiKey (Click to copy)
MEBUAEOSVNAPMT-XEQOUDDLSA-N
InChi (Click to copy)
InChI=1S/C22H34O4/c1-5-13-19(25)20(26-4)17-12-6-7-15-18(24)16(23)9-11-21(15,2)14(12)8-10-22(13,17)3/h12-16,18,23-24H,5-11H2,1-4H3/t12-,13+,14+,15+,16+,18+,21-,22-/m1/s1
SMILES (Click to copy)
C1C[C@H](O)[C@@H](O)[C@]2([H])CC[C@@]3([H])C4=C(OC)C(=O)[C@H](CC)[C@@]4(C)CC[C@]3([H])[C@@]12C

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 4
Aromatic Rings
Rotatable Bonds 2
Van der Waals Molecular Volume 369.60
Topological Polar Surface Area 66.76
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 4.03
Molar Refractivity 100.25

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Created at
9th Apr 2024
Updated at
9th Apr 2024