SCS-C003205

xylocarpin F

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/np060622j · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

586.6 Da

Threshold ≤ 500

ALogP

3.40

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:

C31H38O11

Molecular Weight:

586.6340 Da

SMILES:

COC(=O)C[C@H]1C(C)(C)[C@H](OC(C)=O)[C@H]2[C@@H](OC(C)=O)[C@@]34O[C@]2(O)[C@]1(C)[C@H]3CC[C@]1(C)C4=CC(=O)O[C@H]1c1ccoc1

InChIKey:

                        AOUYWWJPLUTFAB-KPZOYZNSSA-N
                        
                    

InChI:

InChI=1S/C31H38O11/c1-15(32)39-25-23-26(40-16(2)33)30-18(29(6,31(23,36)42-30)19(27(25,3)4)12-21(34)37-7)8-10-28(5)20(30)13-22(35)41-24(28)17-9-11-38-14-17/h9,11,13-14,18-19,23-26,36H,8,10,12H2,1-7H3/t18-,19+,23+,24+,25-,26-,28-,29-,30-,31+/m1/s1

Calculated Properties

ALogP:

3.396 lipophilicity

TPSA:

147.80 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

6 (1 aromatic)

Chiral Centers:

Fsp³:

0.6774 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003205

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: CMNPD17512

Biological Activity Data

No bioactivity data available for this compound.

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