SCS-C007502

holothurin B?

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

Chemical Structure

Loading 3D structure...

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

Holothuria leucospilota (sea cucumber)

Kingdom Metazoa Phylum Echinodermata Class Holothuroidea Order Aspidochirotida Family Holothuriidae Genus Holothuria Species Holothuria leucospilota

South China Sea

DOI: 10.1002/cbdv.200900094 · Chemistry & Biodiversity

Drug-likeness (Lipinski Ro5)

Molecular Weight

885.0 Da

Threshold ≤ 500

ALogP

-2.07

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:

C41H65NaO17S

Molecular Weight:

885.0110 Da

SMILES:

CC(C)CCC(O)[C@]1(C)OC(=O)[C@]23[C@@H](O)C=C4[C@@H](CC[C@H]5C(C)(C)[C@@H](O[C@@H]6OC[C@@H](OS(=O)(=O)[O-])[C@H](O)[C@H]6O[C@@H]6O[C@H](C)[C@@H](O)[C@H](O)[C@H]6O)CC[C@]45C)[C@]2(C)CC[C@@]31O.[Na+]

InChIKey:

                        YYTQEGATMJLHSO-BDXRHIAXSA-M
                        
                    

InChI:

InChI=1S/C41H66O17S.Na/c1-19(2)9-12-25(42)39(8)40(49)16-15-38(7)21-10-11-24-36(4,5)27(13-14-37(24,6)22(21)17-26(43)41(38,40)35(48)57-39)55-34-32(29(45)23(18-53-34)58-59(50,51)52)56-33-31(47)30(46)28(44)20(3)54-33;/h17,19-21,23-34,42-47,49H,9-16,18H2,1-8H3,(H,50,51,52);/q;+1/p-1/t20-,21-,23-,24+,25?,26+,27+,28-,29+,30+,31-,32-,33+,34+,37-,38+,39+,40+,41-;/m1./s1

Calculated Properties

ALogP:

-2.066 lipophilicity

TPSA:

271.26 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

7 (0 aromatic)

Chiral Centers:

Fsp³:

0.9268 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007502

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

No bioactivity data available for this compound.

Back to Compounds