SCS-C002564
(1S,4R,5R,9R,13R,14R)-14-hydroxy-14-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.01,10.04,9]hexadec-10-en-6-one
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Norkaurane diterpenoids | Tetracyclic diterpenoids
Chemical Structure
![Structure of (1S,4R,5R,9R,13R,14R)-14-hydroxy-14-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.01,10.04,9]hexadec-10-en-6-one](/scsmarinenp/static/images/structures/SCS-C002564.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
Bruguiera rhynchopetala
(NA)
Kingdom
Viridiplantae
Phylum
Streptophyta
Class
Magnoliopsida
Order
Malpighiales
Family
Rhizophoraceae
Genus
Bruguiera
Species
Bruguiera rhynchopetala
Haikou
DOI:
10.1016/j.bmc.2005.05.057
· Bioorganic & Medicinal Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
304.4 Da
Threshold ≤ 500
ALogP
2.85
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C19H28O3
Molecular Weight:
304.4300 Da
SMILES:
C[C@H]1C(=O)CC[C@@]2(C)C3=CC[C@@H]4C[C@@]3(CC[C@H]12)C[C@]4(O)CO
InChIKey:
JSFDLFQEJVSSBD-XFRGTPKLSA-N
InChI:
InChI=1S/C19H28O3/c1-12-14-5-8-18-9-13(19(22,10-18)11-20)3-4-16(18)17(14,2)7-6-15(12)21/h4,12-14,20,22H,3,5-11H2,1-2H3/t12-,13-,14-,17-,18+,19+/m1/s1
Calculated Properties
ALogP:
2.852 lipophilicity
TPSA:
57.53 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
3
Rotatable Bonds:
1
Ring Count:
4
(0 aromatic)
Chiral Centers:
6
Fsp³:
0.8421 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002564
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
Norkaurane diterpenoids
Tetracyclic diterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.