SCS-C002813

xylogranatin A

Pathway: Terpenoids Superclass: Triterpenoids Class: Limonoids Glycoside

Chemical Structure

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Download: SDF SMILES

Source Information

Xylocarpus granatum (Mangrove)

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

Hainan Island

DOI: 10.1021/ol062101t · Organic Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

642.7 Da

Threshold ≤ 500

ALogP

3.97

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

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

Chemical Properties

Molecular Formula:

C34H42O12

Molecular Weight:

642.6980 Da

SMILES:

C/C=C(\C)C(=O)O[C@@H]1[C@H]2C(=C(C)[C@@H](CC(=O)OC)C1(C)C)O[C@]1(O)CC[C@]3(C)C(=CC(=O)O[C@H]3c3ccoc3)[C@@]1(O)[C@@H]2OC(C)=O

InChIKey:

                        PERCWOXLOHUPKZ-CLMWQHSRSA-N
                        
                    

InChI:

InChI=1S/C34H42O12/c1-9-17(2)30(38)45-28-25-26(18(3)21(31(28,5)6)14-23(36)41-8)46-33(39)12-11-32(7)22(34(33,40)29(25)43-19(4)35)15-24(37)44-27(32)20-10-13-42-16-20/h9-10,13,15-16,21,25,27-29,39-40H,11-12,14H2,1-8H3/b17-9+/t21-,25-,27+,28-,29-,32-,33-,34-/m1/s1

Calculated Properties

ALogP:

3.973 lipophilicity

TPSA:

168.03 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (1 aromatic)

Chiral Centers:

Fsp³:

0.5882 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002813

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Triterpenoids

NPClassifier Class:

Limonoids

Glycoside:

Yes

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD16513

Biological Activity Data

No bioactivity data available for this compound.

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