SCS-C004461

praelolide

Pathway: Terpenoids Superclass: Diterpenoids Class: Briarane diterpenoids

Chemical Structure

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Download: SDF SMILES

Source Information

Dichotella gemmacea (gorgonian)

Original source name: Dichotella gemmacea|Junceella fragilis|Junceella juncea|Plexaureides praelonga

Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Scleralcyonacea Family Ellisellidae Genus Dichotella Species Dichotella gemmacea

South China Sea

DOI: 10.1039/np9840100551 · Natural Product Reports

Junceella fragilis (sea whip gorgonian coral)

Original source name: Dichotella gemmacea|Junceella fragilis|Junceella juncea|Plexaureides praelonga

Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Scleralcyonacea Family Ellisellidae Genus Junceella Species Junceella fragilis

South China Sea

DOI: 10.1039/np9840100551 · Natural Product Reports

Junceella juncea (gorgonian coral)

Original source name: Dichotella gemmacea|Junceella fragilis|Junceella juncea|Plexaureides praelonga

Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Scleralcyonacea Family Ellisellidae Genus Junceella Species Junceella juncea

South China Sea

DOI: 10.1039/np9840100551 · Natural Product Reports

Plexaureides praelonga (NA)

Original source name: Dichotella gemmacea|Junceella fragilis|Junceella juncea|Plexaureides praelonga

Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Plexauridae Genus Plexaureides Species Plexaureides praelonga

South China Sea

DOI: 10.1039/np9840100551 · Natural Product Reports

Drug-likeness (Lipinski Ro5)

Molecular Weight

599.0 Da

Threshold ≤ 500

ALogP

1.77

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:

C28H35ClO12

Molecular Weight:

599.0290 Da

SMILES:

C=C1[C@H]2O[C@]3([C@@H](C)C(=O)O[C@H]3[C@H]1Cl)[C@@H](OC(C)=O)[C@H]1[C@]3(CC[C@H](OC(C)=O)[C@]1(C)[C@@H](OC(C)=O)[C@@H]2OC(C)=O)CO3

InChIKey:

                        VPXKDKFGKRSWEO-GKPKSCKFSA-N
                        
                    

InChI:

InChI=1S/C28H35ClO12/c1-11-18(29)22-28(12(2)25(34)40-22)24(39-16(6)33)21-26(7,17(36-13(3)30)8-9-27(21)10-35-27)23(38-15(5)32)20(19(11)41-28)37-14(4)31/h12,17-24H,1,8-10H2,2-7H3/t12-,17-,18-,19+,20+,21+,22-,23-,24-,26-,27-,28-/m0/s1

Calculated Properties

ALogP:

1.775 lipophilicity

TPSA:

153.26 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-C004461

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Diterpenoids

NPClassifier Class:

Briarane diterpenoids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD1491

Biological Activity Data

No bioactivity data available for this compound.

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