SCS-C006912
aspermeroterpene D
Pathway: Polyketides | Terpenoids
Superclass: Meroterpenoids
Class: Tetraketide meroterpenoids
Glycoside
Chemical Structure
Loading 3D structure...
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
528.6 Da
Threshold ≤ 500
ALogP
2.15
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
10
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C28H32O10
Molecular Weight:
528.5540 Da
SMILES:
C=C1[C@@H](OC(C)=O)[C@H]2[C@]3(C)C=CC(=O)C(C)(C)[C@@H]3C(=O)[C@]3(O)OC4=C(C)OC(=O)[C@@]1(C)[C@]4(C(=O)OC)[C@]23C
InChIKey:
LAYVKBDNIVXOTP-VPHXTWCXSA-N
InChI:
InChI=1S/C28H32O10/c1-12-16(37-14(3)29)17-24(6)11-10-15(30)23(4,5)18(24)19(31)28(34)26(17,8)27(22(33)35-9)20(38-28)13(2)36-21(32)25(12,27)7/h10-11,16-18,34H,1H2,2-9H3/t16-,17+,18+,24+,25+,26+,27+,28+/m1/s1
Calculated Properties
ALogP:
2.154 lipophilicity
TPSA:
142.50 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
10
Rotatable Bonds:
2
Ring Count:
5
(0 aromatic)
Chiral Centers:
8
Fsp³:
0.6071 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006912
NPClassifier Pathway:
Polyketides
Terpenoids
NPClassifier Superclass:
Meroterpenoids
NPClassifier Class:
Tetraketide meroterpenoids
Glycoside:
Yes
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 of α-SMA mRNA expression | α-SMA | the others showed weak inhibitory effect on the mRNA levels of α-SMA at the concentration of 10 μM | 10.1016/j.phytochem.2024.113983 Phytochemistry |