SCS-C003216

xylogranatin D

Pathway: Terpenoids Superclass: Triterpenoids Class: Limonoids Glycoside

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: 10.1248/cpb.54.1582 · Chemical and Pharmaceutical Bulletin

Drug-likeness (Lipinski Ro5)

Molecular Weight

614.7 Da

Threshold ≤ 500

ALogP

4.03

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:

C33H42O11

Molecular Weight:

614.6880 Da

SMILES:

COC(=O)C[C@H]1C(C)(C)[C@H](OC(=O)C(C)C)[C@H]2[C@@H](OC(C)=O)[C@@]34OC2(O)[C@]1(C)[C@H]3CC[C@]1(C)C4=CC(=O)O[C@H]1c1ccoc1

InChIKey:

                        DXCUZFJHGRUAHO-MPHXVLOVSA-N
                        
                    

InChI:

InChI=1S/C33H42O11/c1-16(2)28(37)43-26-24-27(41-17(3)34)32-19(31(7,33(24,38)44-32)20(29(26,4)5)13-22(35)39-8)9-11-30(6)21(32)14-23(36)42-25(30)18-10-12-40-15-18/h10,12,14-16,19-20,24-27,38H,9,11,13H2,1-8H3/t19-,20+,24+,25+,26-,27-,30-,31-,32-,33?/m1/s1

Calculated Properties

ALogP:

4.032 lipophilicity

TPSA:

147.80 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

6 (1 aromatic)

Chiral Centers:

Fsp³:

0.6970 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003216

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: CMNPD16512

Biological Activity Data

No bioactivity data available for this compound.

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