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  3. (13S)-cembra-1,3,7,11-tetraen-13-ol

SCS-C001864

(13S)-cembra-1,3,7,11-tetraen-13-ol

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

Structure of (13S)-cembra-1,3,7,11-tetraen-13-ol
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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.
Download: SDF SMILES

Source Information

Sarcophyton ehrenbergi (soft coral)
Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Alcyoniidae Genus Sarcophyton Species Sarcophyton ehrenbergi
Weizhou Island  · -10 m
DOI: 10.1016/j.bioorg.2020.103993  · Bioorganic Chemistry
Sarcophyton infundibuliforme (soft coral)
Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Alcyoniidae Genus Sarcophyton Species Sarcophyton infundibuliforme
South China Sea
DOI: 10.1177/1934578x1000500803  · Natural Product Communications

Drug-likeness (Lipinski Ro5)

Molecular Weight
288.5 Da
Threshold ≤ 500
ALogP
5.73
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
1
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:
C20H32O
Molecular Weight:
288.4750 Da
SMILES:
C/C1=C\C=C(\C(C)C)C[C@H](O)/C(C)=C/CC/C(C)=C/CC1
InChIKey:
WWOAMOYJEBXIJS-NKZBHWJZSA-N
InChI:
InChI=1S/C20H32O/c1-15(2)19-13-12-17(4)9-6-8-16(3)10-7-11-18(5)20(21)14-19/h8,11-13,15,20-21H,6-7,9-10,14H2,1-5H3/b16-8+,17-12+,18-11+,19-13+/t20-/m0/s1
Calculated Properties
ALogP:
5.733 lipophilicity
TPSA:
20.23 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
1
Rotatable Bonds:
1
Ring Count:
1 (0 aromatic)
Chiral Centers:
1
Fsp³:
0.6000 fraction sp³ carbon

Database Information

Compound ID:
SCS-C001864
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
Cembrane 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
Anti-inflammatory IC50 TNF-α 9.1 μM 10.1016/j.bioorg.2020.103993 Bioorganic Chemistry
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Structure enlarged