SCS-C002840

pestaliopens A

Pathway: Terpenoids Superclass: Sesquiterpenoids Class: Drimane sesquiterpenoids

Chemical Structure

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Source Information

Pestalotiopsis sp. (coral-associated fungus)

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Amphisphaeriales Family Sporocadaceae Genus Pestalotiopsis Species NA

Hainan Island

DOI: 10.1002/chem.201302204 · Chemistry – A European Journal

Drug-likeness (Lipinski Ro5)

Molecular Weight

553.0 Da

Threshold ≤ 500

ALogP

3.98

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C27H33ClO10

Molecular Weight:

553.0040 Da

SMILES:

COc1c(CO[C@]2(C)C[C@@H]3O[C@@]34C(C)(C)[C@@H](Cl)CC[C@]4(C)[C@H]2C(=O)O)c(O)c(C=O)c2c1C(=O)O[C@@H]2OC

InChIKey:

                        QCCLTKDRMPDYRK-RLXGJTQQSA-N
                        
                    

InChI:

InChI=1S/C27H33ClO10/c1-24(2)14(28)7-8-25(3)20(21(31)32)26(4,9-15-27(24,25)38-15)36-11-13-18(30)12(10-29)16-17(19(13)34-5)22(33)37-23(16)35-6/h10,14-15,20,23,30H,7-9,11H2,1-6H3,(H,31,32)/t14-,15-,20+,23-,25+,26+,27+/m0/s1

Calculated Properties

ALogP:

3.980 lipophilicity

TPSA:

141.12 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (1 aromatic)

Chiral Centers:

Fsp³:

0.6667 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002840

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Sesquiterpenoids

NPClassifier Class:

Drimane sesquiterpenoids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD23595

Biological Activity Data

No bioactivity data available for this compound.

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