SCS-C002936

xylogranatin B

Pathway: Terpenoids Superclass: Triterpenoids Class: 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

Hainan Island

DOI: 10.1021/ol062101t · Organic Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

642.7 Da

Threshold ≤ 500

ALogP

3.75

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]([C@@H](OC(C)=O)[C@@]2(O)C(=O)CC[C@]3(C)C2=CC(=O)O[C@H]3c2ccoc2)C(=O)[C@H](C)[C@@H](CC(=O)OC)C1(C)C

InChIKey:

                        FOIBRFBSPKGPOD-MKNWTFHLSA-N
                        
                    

InChI:

InChI=1S/C34H42O12/c1-9-17(2)31(40)46-29-26(27(39)18(3)21(32(29,5)6)14-24(37)42-8)30(44-19(4)35)34(41)22-15-25(38)45-28(20-11-13-43-16-20)33(22,7)12-10-23(34)36/h9,11,13,15-16,18,21,26,28-30,41H,10,12,14H2,1-8H3/b17-9+/t18-,21-,26-,28+,29-,30-,33-,34+/m1/s1

Calculated Properties

ALogP:

3.754 lipophilicity

TPSA:

172.71 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (1 aromatic)

Chiral Centers:

Fsp³:

0.5882 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002936

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Triterpenoids

NPClassifier Class:

Limonoids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD16514

Biological Activity Data

No bioactivity data available for this compound.

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