SCS-C005187
(22R,23R,24R)-5α,8α-epidioxy-22,23-methylene-24-methylcholest-6-en-3β-ol
Pathway: Terpenoids
Superclass: Steroids
Class: Cholestane steroids
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
Sinularia sp.
(soft coral)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Sinulariidae
Genus
Sinularia
Species
NA
Nanwan, Pingtung
DOI:
10.1021/np9903954
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
442.7 Da
Threshold ≤ 500
ALogP
6.55
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C29H46O3
Molecular Weight:
442.6840 Da
SMILES:
CC(C)[C@@H](C)[C@H]1C[C@@H]1[C@@H](C)C1CCC2[C@]1(C)CCC1[C@]23C=C[C@]2(C[C@@H](O)CC[C@]12C)OO3
InChIKey:
FYNMKNFAKCHMLL-UJWDJHSBSA-N
InChI:
InChI=1S/C29H46O3/c1-17(2)18(3)21-15-22(21)19(4)23-7-8-24-26(23,5)11-10-25-27(6)12-9-20(30)16-28(27)13-14-29(24,25)32-31-28/h13-14,17-25,30H,7-12,15-16H2,1-6H3/t18-,19-,20+,21-,22-,23?,24?,25?,26-,27-,28-,29+/m1/s1
Calculated Properties
ALogP:
6.553 lipophilicity
TPSA:
38.69 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
3
Rotatable Bonds:
4
Ring Count:
7
(0 aromatic)
Chiral Centers:
12
Fsp³:
0.9310 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005187
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Steroids
NPClassifier Class:
Cholestane steroids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.