1. Home
  2. Compounds
  3. 8-butyryl-litophynol A

SCS-C006372

8-butyryl-litophynol A

Pathway: Terpenoids Superclass: Diterpenoids Class: Eunicellane diterpenoids
Back to List

Chemical Structure

Structure of 8-butyryl-litophynol A
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Download: SDF SMILES

Source Information

Cladiella krempfi (soft coral)
Original source name: Cladiella krempfi (identified as C. krempfin in specimen text)
Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Cladiellidae Genus Cladiella Species Cladiella krempfi
Beibu Gulf  · 15 m  · east longitude 109°22′5.9″, northern latitude 17°10′49.7″
DOI: 10.3390/md20060381  · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight
476.7 Da
Threshold ≤ 500
ALogP
5.13
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:
C28H44O6
Molecular Weight:
476.6540 Da
SMILES:
C=C1CC[C@H](C(C)C)[C@@H]2[C@H]1[C@@H]1O[C@H]2[C@](C)(OC(=O)CCC)CC[C@@H](O)C(=C)[C@H]1OC(=O)CCC
InChIKey:
PEVVCFMGFZIYKJ-PNZLHGOBSA-N
InChI:
InChI=1S/C28H44O6/c1-8-10-21(30)32-25-18(6)20(29)14-15-28(7,34-22(31)11-9-2)27-24-19(16(3)4)13-12-17(5)23(24)26(25)33-27/h16,19-20,23-27,29H,5-6,8-15H2,1-4,7H3/t19-,20-,23+,24-,25-,26+,27-,28-/m1/s1
Calculated Properties
ALogP:
5.133 lipophilicity
TPSA:
82.06 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
6
Rotatable Bonds:
7
Ring Count:
3 (0 aromatic)
Chiral Centers:
8
Fsp³:
0.7857 fraction sp³ carbon

Database Information

Compound ID:
SCS-C006372
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
Eunicellane diterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
PubChem ChemSpider ChEMBL
Natural product databases
COCONUT NP Atlas

Biological Activity Data

Activity values are displayed only when a quantitative or clearly reported result is available. Tested organisms, cell lines and molecular targets are shown under Target / model.
Activity Assay Target / model Result Reference
Antitumor IC50 A549 human lung cancer tumor cells > 20.0 μM 10.3390/md20060381 Marine Drugs
Receptor / Signaling modulation IC50 epidermal growth factor receptor (EGFR) > 20.0 μM 10.3390/md20060381 Marine Drugs
Back to Compounds
Structure enlarged