SCS-C005991

holothurin B

Pathway: Terpenoids Superclass: Triterpenoids Class: Lanostane, Tirucallane and Euphane triterpenoids Glycoside

Chemical Structure

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Source Information

Stichopus variegates Semper (sea cucumber)

Kingdom Metazoa Phylum Echinodermata Class Holothuroidea Order Aspidochirotida Family Stichopodidae Genus Stichopus Species Stichopus horrens

South China Sea

DOI: 10.3390/md12042004 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

765.0 Da

Threshold ≤ 500

ALogP

2.64

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

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

Chemical Properties

Molecular Formula:

C41H64O13

Molecular Weight:

764.9500 Da

SMILES:

C[C@H]1O[C@@H](O[C@H]2[C@H](O[C@H]3CC[C@]4(C)C5=CC[C@]67C(=O)O[C@@](C)([C@@H]8CCC(C)(C)O8)[C@@]6(O)CC[C@@]7(C)C5CCC4C3(C)C)OC[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O

InChIKey:

                        AEGYESNTQRBAOT-CTSGSDCDSA-N
                        
                    

InChI:

InChI=1S/C41H64O13/c1-20-27(43)29(45)30(46)32(50-20)52-31-28(44)23(42)19-49-33(31)51-25-13-15-37(6)21-11-16-40-34(47)54-39(8,26-12-14-35(2,3)53-26)41(40,48)18-17-38(40,7)22(21)9-10-24(37)36(25,4)5/h11,20,22-33,42-46,48H,9-10,12-19H2,1-8H3/t20-,22?,23-,24?,25+,26+,27-,28+,29+,30-,31-,32+,33+,37-,38+,39+,40-,41+/m1/s1

Calculated Properties

ALogP:

2.636 lipophilicity

TPSA:

193.83 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

8 (0 aromatic)

Chiral Centers:

Fsp³:

0.9268 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005991

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Triterpenoids

NPClassifier Class:

Lanostane, Tirucallane and Euphane triterpenoids

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
Antifungal	MC80	in vitro assay against six fungal strains	— Structured numeric value is not available in this record; see the primary reference.	10.3390/md12042004 Marine Drugs

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