SCS-C006485
lanosta-7,9(11)-dien-3β-acetyloxy-24,25-diol
Pathway: Terpenoids
Superclass: Triterpenoids
Class: Lanostane, Tirucallane and Euphane triterpenoids
Chemical Structure
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Ganoderma luteomarginatum
(NA)
Original source name: Ganoderma luteomarginatum | G. luteomarginatum
Kingdom
Fungi
Phylum
Basidiomycota
Class
Agaricomycetes
Order
Polyporales
Family
Polyporaceae
Genus
Ganoderma
Species
Ganoderma luteomarginatum
South China Sea
DOI:
10.3390/molecules27206989
· Molecules
Drug-likeness (Lipinski Ro5)
Molecular Weight
500.8 Da
Threshold ≤ 500
ALogP
6.99
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C32H52O4
Molecular Weight:
500.7640 Da
SMILES:
CC(=O)O[C@H]1CC[C@]2(C)C3=CC[C@]4(C)[C@@H]([C@H](C)CCC(O)C(C)(C)O)CC[C@@]4(C)C3=CC[C@H]2C1(C)C
InChIKey:
XLSSNOGPDBTMBM-TZWMCHAUSA-N
InChI:
InChI=1S/C32H52O4/c1-20(10-13-26(34)29(5,6)35)22-14-18-32(9)24-11-12-25-28(3,4)27(36-21(2)33)16-17-30(25,7)23(24)15-19-31(22,32)8/h11,15,20,22,25-27,34-35H,10,12-14,16-19H2,1-9H3/t20-,22-,25+,26?,27+,30-,31-,32+/m1/s1
Calculated Properties
ALogP:
6.992 lipophilicity
TPSA:
66.76 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
4
Rotatable Bonds:
6
Ring Count:
4
(0 aromatic)
Chiral Centers:
8
Fsp³:
0.8438 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006485
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Triterpenoids
NPClassifier Class:
Lanostane, Tirucallane and Euphane triterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
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 | K562 human cancer cell line | 8.59 μg/mL | 10.3390/molecules27206989 Molecules |
| Antitumor | IC50 | BEL-7402 human cancer cell line | > 50.0 μg/mL | 10.3390/molecules27206989 Molecules |
| Antitumor | IC50 | SGC-7901 human cancer cell line | > 50.0 μg/mL | 10.3390/molecules27206989 Molecules |