SCS-C001161

avermectin B1c

Pathway: Polyketides Superclass: Macrolides Class: Avermectins Glycoside

Chemical Structure

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Source Information

Anthogorgia caerulea (gorgonian)

Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Anthogorgiidae Genus Anthogorgia Species Anthogorgia caerulea

Beibu Gulf

DOI: 10.1002/cbdv.201300265 · Chemistry & Biodiversity

Drug-likeness (Lipinski Ro5)

Molecular Weight

887.1 Da

Threshold ≤ 500

ALogP

5.77

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

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

Chemical Properties

Molecular Formula:

C49H74O14

Molecular Weight:

887.1170 Da

SMILES:

CCC[C@H](C)[C@H]1O[C@]2(C=C[C@@H]1C)C[C@@H]1C[C@@H](C/C=C(\C)[C@@H](O[C@H]3C[C@H](OC)[C@@H](O[C@H]4C[C@H](OC)[C@@H](O)[C@H](C)O4)[C@H](C)O3)[C@@H](C)/C=C/C=C3\CO[C@@H]4[C@H](O)C(C)=C[C@@H](C(=O)O1)[C@]34O)O2

InChIKey:

                        UIYGIUPXYLWDLQ-NXHOCWKCSA-N
                        
                    

InChI:

InChI=1S/C49H74O14/c1-11-13-26(2)44-29(5)18-19-48(63-44)24-35-21-34(62-48)17-16-28(4)43(27(3)14-12-15-33-25-56-46-41(50)30(6)20-36(47(52)59-35)49(33,46)53)60-40-23-38(55-10)45(32(8)58-40)61-39-22-37(54-9)42(51)31(7)57-39/h12,14-16,18-20,26-27,29,31-32,34-46,50-51,53H,11,13,17,21-25H2,1-10H3/b14-12+,28-16+,33-15+/t26-,27-,29-,31-,32-,34+,35-,36-,37-,38-,39-,40-,41+,42-,43-,44+,45-,46+,48+,49+/m0/s1

Calculated Properties

ALogP:

5.768 lipophilicity

TPSA:

170.06 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

7 (0 aromatic)

Chiral Centers:

Fsp³:

0.7755 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001161

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Macrolides

NPClassifier Class:

Avermectins

Glycoside:

Yes

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
Antifouling	ED50	larval settlement of Balanus amphitrite	15.8 μg/mL	10.1002/cbdv.201300265 Chemistry & Biodiversity

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