SCS-C006493
lanosta-7,9(11)-dien-3β-acetyloxy-24,26-dihydroxy-25-methoxy
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
530.8 Da
Threshold ≤ 500
ALogP
6.62
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C33H54O5
Molecular Weight:
530.7900 Da
SMILES:
COC(C)(CO)C(O)CC[C@@H](C)[C@H]1CC[C@@]2(C)C3=CC[C@H]4C(C)(C)[C@@H](OC(C)=O)CC[C@]4(C)C3=CC[C@]12C
InChIKey:
XBPRUSXYIYANFN-IKXQAHDVSA-N
InChI:
InChI=1S/C33H54O5/c1-21(10-13-27(36)33(8,20-34)37-9)23-14-18-32(7)25-11-12-26-29(3,4)28(38-22(2)35)16-17-30(26,5)24(25)15-19-31(23,32)6/h11,15,21,23,26-28,34,36H,10,12-14,16-20H2,1-9H3/t21-,23-,26+,27?,28+,30-,31-,32+,33?/m1/s1
Calculated Properties
ALogP:
6.618 lipophilicity
TPSA:
75.99 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
5
Rotatable Bonds:
8
Ring Count:
4
(0 aromatic)
Chiral Centers:
9
Fsp³:
0.8485 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006493
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
No bioactivity data available for this compound.