SCS-C006869

Bistrochelide K

Pathway: Terpenoids Superclass: Diterpenoids Class: Cembrane diterpenoids

Chemical Structure

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Source Information

Sarcophyton serenei Tixier-Durivault, 1958 (Alcyoniidae (soft coral)

Original source name: Sarcophyton serenei Tixier-Durivault, 1958 (Alcyoniidae)

Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Alcyoniidae Genus Sarcophyton Species Sarcophyton serenei

Xisha Islands · 17 m · 16°30′28″N, 111°35′10″E

DOI: 10.1016/j.phytochem.2022.113438 · Phytochemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

690.9 Da

Threshold ≤ 500

ALogP

7.99

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

2 violations (MW, ALogP) — not drug-like by Ro5

Chemical Properties

Molecular Formula:

C42H58O8

Molecular Weight:

690.9180 Da

SMILES:

C=C1CC/C=C(\C)C[C@H](OC(C)=O)[C@@H](C(C)C)[C@@H]2OC(=O)[C@@]3(CC(=O)C1)C1/C=C(\C)CCC(O)[C@@]4(C)CCC=C(CCC1=C(C)C[C@@H]23)C(=O)O4

InChIKey:

                        KHNGWPQCPBWXHZ-PMNRXWBUSA-N
                        
                    

InChI:

InChI=1S/C42H58O8/c1-24(2)37-35(48-29(7)43)21-26(4)12-9-11-25(3)19-31(44)23-42-33-20-27(5)14-17-36(45)41(8)18-10-13-30(39(46)50-41)15-16-32(33)28(6)22-34(42)38(37)49-40(42)47/h12-13,20,24,33-38,45H,3,9-11,14-19,21-23H2,1-2,4-8H3/b26-12+,27-20+/t33?,34-,35-,36?,37+,38+,41+,42-/m0/s1

Calculated Properties

ALogP:

7.994 lipophilicity

TPSA:

116.20 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (0 aromatic)

Chiral Centers:

Fsp³:

0.6667 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006869

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Diterpenoids

NPClassifier Class:

Cembrane diterpenoids

Glycoside:

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
Antibacterial	MIC	Vibrio harveyi	32.0–64.0 μg/mL	10.1016/j.phytochem.2022.113438 Phytochemistry

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