1. Home
  2. Compounds
  3. (22E,24S)-3β-hydroxymacroergosta-5,22-dien-7-one

SCS-C002188

(22E,24S)-3β-hydroxymacroergosta-5,22-dien-7-one

Pathway: Terpenoids Superclass: Steroids Class: Cholestane steroids | Ergostane steroids
Back to List

Chemical Structure

Structure of (22E,24S)-3β-hydroxymacroergosta-5,22-dien-7-one
Loading 3D structure...
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

Echinogorgia sassapo (gorgonian)
Original source name: Echinogorgia sassapo reticulata
Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Plexauridae Genus Echinogorgia Species Echinogorgia sassapo
Weizhou Island
2014.

Drug-likeness (Lipinski Ro5)

Molecular Weight
412.7 Da
Threshold ≤ 500
ALogP
6.59
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
2
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:
C28H44O2
Molecular Weight:
412.6580 Da
SMILES:
CC(C)[C@@H](C)/C=C/[C@@H](C)C1CCC2C3C(=O)C=C4C[C@@H](O)CC[C@]4(C)C3CC[C@@]21C
InChIKey:
XVPOQMASFXVKPP-GAMXRWHWSA-N
InChI:
InChI=1S/C28H44O2/c1-17(2)18(3)7-8-19(4)22-9-10-23-26-24(12-14-28(22,23)6)27(5)13-11-21(29)15-20(27)16-25(26)30/h7-8,16-19,21-24,26,29H,9-15H2,1-6H3/b8-7+/t18-,19+,21-,22?,23?,24?,26?,27-,28+/m0/s1
Calculated Properties
ALogP:
6.590 lipophilicity
TPSA:
37.30 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
2
Rotatable Bonds:
4
Ring Count:
4 (0 aromatic)
Chiral Centers:
9
Fsp³:
0.8214 fraction sp³ carbon

Database Information

Compound ID:
SCS-C002188
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Steroids
NPClassifier Class:
Cholestane steroids 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 inhibition_percent K562, HL-60, HeLa tumor cell lines 5.63 % —
Back to Compounds
Structure enlarged