SCS-C004262
caerulsteroid A
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
Anthogorgia caerulea
(gorgonian)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Anthogorgiidae
Genus
Anthogorgia
Species
Anthogorgia caerulea
Weizhou Island
DOI:
10.1080/14786419.2012.717287
· Natural Product Research
Drug-likeness (Lipinski Ro5)
Molecular Weight
476.7 Da
Threshold ≤ 500
ALogP
4.87
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C29H48O5
Molecular Weight:
476.6980 Da
SMILES:
CC(=O)O[C@H]1CC[C@]2(C)[C@@H]3[C@@H](C[C@@H](O)[C@@]2(O)C1)[C@@H]1CC[C@H]([C@H](C)/C=C/CC(C)C)[C@@]1(C)C[C@H]3O
InChIKey:
YTZNMHGTJZDBQX-JRWYVCINSA-N
InChI:
InChI=1S/C29H48O5/c1-17(2)8-7-9-18(3)22-10-11-23-21-14-25(32)29(33)15-20(34-19(4)30)12-13-28(29,6)26(21)24(31)16-27(22,23)5/h7,9,17-18,20-26,31-33H,8,10-16H2,1-6H3/b9-7+/t18-,20+,21+,22-,23+,24-,25-,26-,27-,28-,29+/m1/s1
Calculated Properties
ALogP:
4.872 lipophilicity
TPSA:
86.99 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
5
Rotatable Bonds:
5
Ring Count:
4
(0 aromatic)
Chiral Centers:
11
Fsp³:
0.8966 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004262
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.