SCS-C003621
(5R,10R,13R,17R)-17-[(2R,3E,5R)-5,6-dimethylhepta-3,6-dien-2-yl]-5-hydroxy-10,13-dimethyl-6,7,11,12,16,17-hexahydro-4H-cyclopenta[a]phenanthren-3-one
Pathway: Terpenoids
Superclass: Steroids
Class: Ergostane steroids
Chemical Structure
![Structure of (5R,10R,13R,17R)-17-[(2R,3E,5R)-5,6-dimethylhepta-3,6-dien-2-yl]-5-hydroxy-10,13-dimethyl-6,7,11,12,16,17-hexahydro-4H-cyclopenta[a]phenanthren-3-one](/scsmarinenp/static/images/structures/SCS-C003621.png)
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Axinella sp.
(NA)
Kingdom
Metazoa
Phylum
Porifera
Class
Demospongiae
Order
Axinellida
Family
Axinellidae
Genus
Axinella
Species
NA
Sanya
DOI:
10.1080/10286020903367136
· Journal of Asian Natural Products Research
Drug-likeness (Lipinski Ro5)
Molecular Weight
406.6 Da
Threshold ≤ 500
ALogP
6.49
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
2
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C28H38O2
Molecular Weight:
406.6100 Da
SMILES:
C=C(C)[C@H](C)/C=C/[C@@H](C)[C@H]1CC=C2C3=C(CC[C@@]21C)[C@@]1(C)C=CC(=O)C[C@]1(O)CC3
InChIKey:
BYHFABYNKZJALV-RLJVVLQOSA-N
InChI:
InChI=1S/C28H38O2/c1-18(2)19(3)7-8-20(4)23-9-10-24-22-12-16-28(30)17-21(29)11-15-27(28,6)25(22)13-14-26(23,24)5/h7-8,10-11,15,19-20,23,30H,1,9,12-14,16-17H2,2-6H3/b8-7+/t19-,20-,23-,26-,27-,28-/m1/s1
Calculated Properties
ALogP:
6.494 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:
6
Fsp³:
0.6071 fraction sp³ carbon
Database Information
Compound ID:
SCS-C003621
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Steroids
NPClassifier Class:
Ergostane steroids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.