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SCS-C006790

3,15-dihydroxyl-(22E,24R)-ergosta-5,8(14),22-trien-7-one

Pathway: Terpenoids Superclass: Steroids Class: Ergostane steroids
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Chemical Structure

Structure of 3,15-dihydroxyl-(22E,24R)-ergosta-5,8(14),22-trien-7-one
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Download: SDF SMILES

Source Information

Pestalotiopsis sp. (coral-associated fungus)
Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Amphisphaeriales Family Sporocadaceae Genus Pestalotiopsis Species NA
South China Sea
DOI: 10.3390/md20110711  · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight
426.6 Da
Threshold ≤ 500
ALogP
5.62
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:
C28H42O3
Molecular Weight:
426.6410 Da
SMILES:
CC(C)[C@@H](C)/C=C/[C@@H](C)C1C[C@@H](O)C2=C3C(=O)C=C4C[C@@H](O)CC[C@]4(C)C3CC[C@@]21C
InChIKey:
KFZWTDMJABGTQG-FBSMMNJASA-N
InChI:
InChI=1S/C28H42O3/c1-16(2)17(3)7-8-18(4)22-15-24(31)26-25-21(10-12-28(22,26)6)27(5)11-9-20(29)13-19(27)14-23(25)30/h7-8,14,16-18,20-22,24,29,31H,9-13,15H2,1-6H3/b8-7+/t17-,18+,20-,21?,22?,24+,27-,28+/m0/s1
Calculated Properties
ALogP:
5.625 lipophilicity
TPSA:
57.53 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
3
Rotatable Bonds:
4
Ring Count:
4 (0 aromatic)
Chiral Centers:
8
Fsp³:
0.7500 fraction sp³ carbon

Database Information

Compound ID:
SCS-C006790
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Steroids
NPClassifier Class:
Ergostane steroids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
PubChem ChemSpider ChEMBL
Natural product databases
COCONUT NP Atlas

Biological Activity Data

Activity values are displayed only when a quantitative or clearly reported result is available. Tested organisms, cell lines and molecular targets are shown under Target / model.
Activity Assay Target / model Result Reference
Antitumor IC50 four human cancer cell lines — Structured numeric value is not available in this record; see the primary reference. 10.3390/md20110711 Marine Drugs
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Structure enlarged