SCS-C007059

hainanxylogranin W

Pathway: Terpenoids Superclass: Triterpenoids Class: Apotirucallane triterpenoids | Limonoids

Chemical Structure

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Source Information

Xylocarpus granatum (Mangrove)

Kingdom Viridiplantae Phylum Streptophyta Class Magnoliopsida Order Sapindales Family Meliaceae Genus Xylocarpus Species Xylocarpus granatum

South China Sea

DOI: 10.1016/j.bioorg.2020.103903 · Bioorganic Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

470.6 Da

Threshold ≤ 500

ALogP

4.01

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C28H38O6

Molecular Weight:

470.6060 Da

SMILES:

CC(=O)O[C@@H]1C[C@H]2C(C)(C)C(=O)C=C[C@]2(C)[C@H]2[C@@H](O)C[C@]3(C)C(=CC[C@H]3[C@H]3COC(=O)C3)[C@@]21C

InChIKey:

                        UCKCUSZVJXVNDR-INVPUWAXSA-N
                        
                    

InChI:

InChI=1S/C28H38O6/c1-15(29)34-22-12-20-25(2,3)21(31)9-10-26(20,4)24-18(30)13-27(5)17(16-11-23(32)33-14-16)7-8-19(27)28(22,24)6/h8-10,16-18,20,22,24,30H,7,11-14H2,1-6H3/t16-,17+,18+,20+,22-,24-,26+,27+,28-/m1/s1

Calculated Properties

ALogP:

4.012 lipophilicity

TPSA:

89.90 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (0 aromatic)

Chiral Centers:

Fsp³:

0.7500 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007059

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Triterpenoids

NPClassifier Class:

Apotirucallane triterpenoids Limonoids

Glycoside:

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
Enzyme inhibition	inhibition rate	human carboxylesterase 2 (CES2)	— Structured numeric value is not available in this record; see the primary reference.	10.1016/j.bioorg.2020.103903 Bioorganic Chemistry

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