SCS-C001770

Asperterpenoid A

Pathway: Terpenoids Superclass: Diterpenoids Class: Verrucosane diterpenoids

Chemical Structure

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Source Information

Aspergillus sp. 16-5c (coral-derived fungus)

Original source name: Aspergillus sp. (16-5c)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Aspergillus Species NA

South China Sea

DOI: 10.1021/ol303549c · Organic Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

386.6 Da

Threshold ≤ 500

ALogP

5.28

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C25H38O3

Molecular Weight:

386.6000 Da

SMILES:

CC(C)[C@H]1CC[C@@]2(C)CC[C@]3(CO)CC4=C(C(=O)O)CC[C@H]4[C@]4(C)C[C@@H]4[C@H]3[C@H]12

InChIKey:

                        IVOQOKYIPJPDKP-LQAIXYHKSA-N
                        
                    

InChI:

InChI=1S/C25H38O3/c1-14(2)15-7-8-23(3)9-10-25(13-26)11-17-16(22(27)28)5-6-18(17)24(4)12-19(24)21(25)20(15)23/h14-15,18-21,26H,5-13H2,1-4H3,(H,27,28)/t15-,18-,19-,20+,21+,23+,24+,25-/m1/s1

Calculated Properties

ALogP:

5.285 lipophilicity

TPSA:

57.53 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (0 aromatic)

Chiral Centers:

Fsp³:

0.8800 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001770

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Diterpenoids

NPClassifier Class:

Verrucosane diterpenoids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

Biological Activity Data

Activity values are displayed only when a quantitative or clearly reported result is available. Tested organisms, cell lines and molecular targets are shown under Target / model.

Activity	Assay	Target / model	Result	Reference
Antimycobacterial	IC50	M. tuberculosis protein tyrosine phosphatase B	2.2 μM	10.1021/ol303549c Organic Letters

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