SCS-C006906
aspertermeroterpene B
Pathway: Polyketides | Terpenoids
Superclass: Meroterpenoids
Class: Tetraketide meroterpenoids
Chemical Structure
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
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
546.6 Da
Threshold ≤ 500
ALogP
1.55
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
11
Threshold ≤ 10
2 violations (MW, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C28H34O11
Molecular Weight:
546.5690 Da
SMILES:
C=C1[C@@H](OC(C)=O)[C@@H]2[C@](C)(C(=O)C(O)=C3C(C)(C)C(=O)C[C@@H](O)[C@]32C)[C@@H]2C(=O)O[C@](C)(C(=O)OC)C(=O)[C@]12C
InChIKey:
ZPXCFBOSNCXUIR-CVWIJHFLSA-N
InChI:
InChI=1S/C28H34O11/c1-11-16(38-12(2)29)18-26(6)14(31)10-13(30)24(3,4)17(26)15(32)20(33)27(18,7)19-21(34)39-28(8,23(36)37-9)22(35)25(11,19)5/h14,16,18-19,31-32H,1,10H2,2-9H3/t14-,16-,18+,19-,25-,26-,27+,28+/m1/s1
Calculated Properties
ALogP:
1.552 lipophilicity
TPSA:
170.57 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
11
Rotatable Bonds:
2
Ring Count:
4
(0 aromatic)
Chiral Centers:
8
Fsp³:
0.6429 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006906
NPClassifier Pathway:
Polyketides
Terpenoids
NPClassifier Superclass:
Meroterpenoids
NPClassifier Class:
Tetraketide meroterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
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 |