SCS-C006907

aspertermeroterpene C

Pathway: Polyketides | Terpenoids Superclass: Meroterpenoids Class: Tetraketide meroterpenoids

Chemical Structure

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Source Information

Aspergillus terreus GZU-31-1 (mangrove endophytic fungus)

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

South China Sea

DOI: 10.1016/j.phytochem.2024.113983 · Phytochemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

544.6 Da

Threshold ≤ 500

ALogP

1.57

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:

C28H32O11

Molecular Weight:

544.5530 Da

SMILES:

C=C1[C@@H](OC(C)=O)[C@H]2[C@@]3(C)C(=C(O)C(=O)[C@]2(C)[C@]2(C(=O)OC)C(=O)[C@@H](C)OC(=O)[C@]12C)C(C)(C)C(=O)[C@H]1O[C@H]13

InChIKey:

                        VWTZLSOTERZGDI-NFGMDQBASA-N
                        
                    

InChI:

InChI=1S/C28H32O11/c1-10-14(38-12(3)29)17-25(6)16(24(4,5)20(33)15-21(25)39-15)13(30)19(32)27(17,8)28(23(35)36-9)18(31)11(2)37-22(34)26(10,28)7/h11,14-15,17,21,30H,1H2,2-9H3/t11-,14-,15-,17+,21-,25-,26+,27-,28+/m1/s1

Calculated Properties

ALogP:

1.568 lipophilicity

TPSA:

162.87 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (0 aromatic)

Chiral Centers:

Fsp³:

0.6429 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006907

NPClassifier Pathway:

Polyketides Terpenoids

NPClassifier Superclass:

Meroterpenoids

NPClassifier Class:

Tetraketide meroterpenoids

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
Antifibrotic / Organ protection	inhibition	α-SMA mRNA expression	— Structured numeric value is not available in this record; see the primary reference.	10.1016/j.phytochem.2024.113983 Phytochemistry

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