SCS-C006870

Bistrochelide L

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

706.9 Da

Threshold ≤ 500

ALogP

7.11

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:

C42H58O9

Molecular Weight:

706.9170 Da

SMILES:

CC(=O)O[C@H]1C/C(C)=C/C/C=C(/C)CC(=O)C[C@@]23C(=O)O[C@@H]([C@@H]1C(C)C)[C@@H]2CC(C)=C1CCC2=CCC[C@@](C)(OC2=O)C(O)CC/C(C)=C/C13O

InChIKey:

                        YAJCXQTYTGCCNZ-AYJQUEQVSA-N
                        
                    

InChI:

InChI=1S/C42H58O9/c1-24(2)36-34(49-29(7)43)20-26(4)12-9-11-25(3)19-31(44)23-41-33(37(36)50-39(41)47)21-28(6)32-16-15-30-13-10-18-40(8,51-38(30)46)35(45)17-14-27(5)22-42(32,41)48/h11-13,22,24,33-37,45,48H,9-10,14-21,23H2,1-8H3/b25-11-,26-12+,27-22+/t33-,34-,35?,36+,37+,40+,41-,42?/m0/s1

Calculated Properties

ALogP:

7.109 lipophilicity

TPSA:

136.43 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-C006870

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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