SCS-C003029
(1R,2S,6R,9R,12S,16S)-16-hydroxy-6,13-dimethyl-6-[(2R,3R)-2,3,4-trimethylpentyl]-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icosa-4,18-dien-8-one
Pathway: Terpenoids
Superclass: Steroids
Class: Ergostane steroids
Chemical Structure
![Structure of (1R,2S,6R,9R,12S,16S)-16-hydroxy-6,13-dimethyl-6-[(2R,3R)-2,3,4-trimethylpentyl]-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icosa-4,18-dien-8-one](/scsmarinenp/static/images/structures/SCS-C003029.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
Sinularia dissecta
(NA)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Sinulariidae
Genus
Sinularia
Species
Sinularia dissecta
Hainan Island
DOI:
10.1039/b603047p
· Natural Product Reports
Drug-likeness (Lipinski Ro5)
Molecular Weight
440.7 Da
Threshold ≤ 500
ALogP
6.46
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C29H44O3
Molecular Weight:
440.6680 Da
SMILES:
CC(C)[C@@H](C)[C@H](C)C[C@@]1(C)OC(=O)[C@]23CC[C@H]4[C@@H](CC=C5C[C@@H](O)CCC54C)[C@@H]2CC=C31
InChIKey:
HKPIFQLVEYXPAF-VKZIQNBPSA-N
InChI:
InChI=1S/C29H44O3/c1-17(2)19(4)18(3)16-28(6)25-10-9-24-22-8-7-20-15-21(30)11-13-27(20,5)23(22)12-14-29(24,25)26(31)32-28/h7,10,17-19,21-24,30H,8-9,11-16H2,1-6H3/t18-,19-,21+,22-,23+,24+,27?,28-,29-/m1/s1
Calculated Properties
ALogP:
6.460 lipophilicity
TPSA:
46.53 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
3
Rotatable Bonds:
4
Ring Count:
5
(0 aromatic)
Chiral Centers:
9
Fsp³:
0.8276 fraction sp³ carbon
Database Information
Compound ID:
SCS-C003029
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.