SCS-C006326

ilekudinoside B

Pathway: Terpenoids Superclass: Triterpenoids Class: Oleanane triterpenoids | Ursane and Taraxastane triterpenoids Glycoside

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Chemical Structure

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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

Avicennia marina (mangrove fruit)

Kingdom Viridiplantae Phylum Streptophyta Class Magnoliopsida Order Lamiales Family Acanthaceae Genus Avicennia Species Avicennia marina

South China Sea

DOI: 10.1007/s13659-018-0167-9 · Natural Products and Bioprospecting

Drug-likeness (Lipinski Ro5)

Molecular Weight

811.0 Da

Threshold ≤ 500

ALogP

1.38

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:

C42H66O15

Molecular Weight:

810.9750 Da

SMILES:

C[C@@H]1CC[C@]2(C(=O)O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)CC[C@]3(C)C(=CCC4[C@@]5(C)CCC(O[C@@H]6O[C@H](C(=O)O)[C@@H](O)C(O)[C@H]6O)C(C)(C)C5CC[C@]43C)C2[C@]1(C)O

InChIKey:

                        HCFFYRGPTPKLPK-VAVCAZTISA-N
                        
                    

InChI:

InChI=1S/C42H66O15/c1-19-10-15-42(36(52)57-34-29(48)26(45)25(44)21(18-43)54-34)17-16-39(5)20(32(42)41(19,7)53)8-9-23-38(4)13-12-24(37(2,3)22(38)11-14-40(23,39)6)55-35-30(49)27(46)28(47)31(56-35)33(50)51/h8,19,21-32,34-35,43-49,53H,9-18H2,1-7H3,(H,50,51)/t19-,21-,22?,23?,24?,25-,26+,27?,28+,29-,30-,31+,32?,34+,35-,38+,39-,40-,41-,42+/m1/s1

Calculated Properties

ALogP:

1.379 lipophilicity

TPSA:

253.13 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

7 (0 aromatic)

Chiral Centers:

Fsp³:

0.9048 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006326

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Triterpenoids

NPClassifier Class:

Oleanane triterpenoids Ursane and Taraxastane 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.

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