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  3. [(1R,2R,4S,6R,7R,8R,9R)-4-hydroxy-9-methyl-3,13-dimethylidene-12-oxo-6-propan-2-yl-15-oxatricyclo[6.6.1.02,7]pentadecan-9-yl] butanoate

SCS-C002397

[(1R,2R,4S,6R,7R,8R,9R)-4-hydroxy-9-methyl-3,13-dimethylidene-12-oxo-6-propan-2-yl-15-oxatricyclo[6.6.1.02,7]pentadecan-9-yl] butanoate

Pathway: Terpenoids Superclass: Diterpenoids Class: Eunicellane diterpenoids
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Chemical Structure

Structure of [(1R,2R,4S,6R,7R,8R,9R)-4-hydroxy-9-methyl-3,13-dimethylidene-12-oxo-6-propan-2-yl-15-oxatricyclo[6.6.1.02,7]pentadecan-9-yl] butanoate
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Download: SDF SMILES

Source Information

Litophyton brassicum (soft coral)
Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Nephtheidae Genus Litophyton Species Litophyton brassicum
Ganquan Island  · -12 m
Wang K. Study on the chemical constituents and biological activities of the soft coral Litophyton brassicum from Xisha, South China Sea. Ningbo University, 2023.

Drug-likeness (Lipinski Ro5)

Molecular Weight
404.5 Da
Threshold ≤ 500
ALogP
3.99
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:
C24H36O5
Molecular Weight:
404.5470 Da
SMILES:
C=C1C[C@H]2O[C@H]([C@H]3[C@@H]2C(=C)[C@@H](O)C[C@@H]3C(C)C)[C@](C)(OC(=O)CCC)CCC1=O
InChIKey:
AJCPGLDOXUHRAU-ZWSIHPRLSA-N
InChI:
InChI=1S/C24H36O5/c1-7-8-20(27)29-24(6)10-9-17(25)14(4)11-19-21-15(5)18(26)12-16(13(2)3)22(21)23(24)28-19/h13,16,18-19,21-23,26H,4-5,7-12H2,1-3,6H3/t16-,18+,19-,21-,22-,23-,24-/m1/s1
Calculated Properties
ALogP:
3.990 lipophilicity
TPSA:
72.83 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
5
Rotatable Bonds:
4
Ring Count:
3 (0 aromatic)
Chiral Centers:
7
Fsp³:
0.7500 fraction sp³ carbon

Database Information

Compound ID:
SCS-C002397
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
Inactive / negative — — — Structured numeric value is not available in this record; see the primary reference. —
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Structure enlarged