SCS-C005644

griseaside A

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

Chemical Structure

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Source Information

Holothuria grisea (NA)

Original source name: Holothuria (Halodeima) grisea

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

Guangzhou

DOI: 10.1002/hlca.200890158 · Natural Product Reports

Drug-likeness (Lipinski Ro5)

Molecular Weight

1267.4 Da

Threshold ≤ 500

ALogP

-3.54

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:

C60H98O28

Molecular Weight:

1267.4160 Da

SMILES:

CO[C@@H]1[C@@H](O)[C@H](O[C@@H]2[C@@H](O)[C@H](O[C@H]3[C@H](O)[C@@H](O)[C@H](O[C@H]4[C@H](O[C@H]5CC[C@]6(C)C7=C[C@H](O)[C@]89C(=O)O[C@@](C)(C(O)CCC(C)C)[C@H]8CC[C@@]9(C)[C@@H]7CC[C@H]6C5(C)C)OC[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)[C@@H]4O)O[C@@H]3C)O[C@H](CO)[C@H]2O)O[C@H](CO)[C@H]1O

InChIKey:

                        WONZYERHRPLGDA-FSONUDCGSA-N
                        
                    

InChI:

InChI=1S/C60H98O28/c1-23(2)10-13-33(64)59(8)32-14-17-58(7)25-11-12-31-56(4,5)35(15-16-57(31,6)26(25)18-34(65)60(32,58)55(76)88-59)84-54-49(39(69)30(22-78-54)83-51-42(72)40(70)36(66)27(19-61)80-51)87-50-43(73)41(71)46(24(3)79-50)85-53-45(75)48(38(68)29(21-63)82-53)86-52-44(74)47(77-9)37(67)28(20-62)81-52/h18,23-25,27-54,61-75H,10-17,19-22H2,1-9H3/t24-,25-,27-,28-,29-,30-,31+,32-,33?,34+,35+,36-,37-,38-,39+,40+,41-,42-,43-,44-,45-,46-,47+,48+,49-,50+,51+,52+,53+,54+,57-,58+,59-,60+/m1/s1

Calculated Properties

ALogP:

-3.542 lipophilicity

TPSA:

431.28 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

10 (0 aromatic)

Chiral Centers:

Fsp³:

0.9500 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005644

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 CMNPD: CMNPD18509

Biological Activity Data

No bioactivity data available for this compound.

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