SCS-C000047
Alterporriol L
Pathway: Polyketides
Superclass: Polycyclic aromatic polyketides
Class: Anthraquinones and anthrones
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
Alternaria sp. ZJ9-6B
(mangrove endophytic fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Dothideomycetes
Order
Pleosporales
Family
Pleosporaceae
Genus
Alternaria
Species
NA
Zhanjiang Mangrove
DOI:
10.3390/md9050832
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
602.5 Da
Threshold ≤ 500
ALogP
2.12
Threshold ≤ 5
H-Bond Donors
6
Threshold ≤ 5
H-Bond Acceptors
12
Threshold ≤ 10
3 violations (MW, HBD, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C32H26O12
Molecular Weight:
602.5000 Da
SMILES:
COc1c(-c2cc(O)c3c(c2OC)C(=O)c2cc(O)c(C)cc2C3=O)cc(O)c2c1C(=O)C1=C(C[C@@H](O)[C@](C)(O)[C@H]1O)C2=O
InChIKey:
HMIMHGZMSJACHB-YYAADSQRSA-N
InChI:
InChI=1S/C32H26O12/c1-10-5-11-12(6-16(10)33)26(38)23-21(25(11)37)17(34)7-13(29(23)43-3)14-8-18(35)22-24(30(14)44-4)28(40)20-15(27(22)39)9-19(36)32(2,42)31(20)41/h5-8,19,31,33-36,41-42H,9H2,1-4H3/t19-,31+,32+/m1/s1
Calculated Properties
ALogP:
2.123 lipophilicity
TPSA:
208.12 Ų polar surface area
H-Bond Donors:
6
H-Bond Acceptors:
12
Rotatable Bonds:
3
Ring Count:
6
(3 aromatic)
Chiral Centers:
3
Fsp³:
0.2500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000047
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Polycyclic aromatic polyketides
NPClassifier Class:
Anthraquinones and anthrones
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 |
|---|---|---|---|---|
| Antitumor | IC50 | MDA-MB-435 | 13.11 μM | 10.3390/md9050832 Marine Drugs |
| Antitumor | IC50 | MCF-7 | 20.04 μM | 10.3390/md9050832 Marine Drugs |