SCS-C007485
crinemodin-rhodoptilometrin bianthrone
Pathway: Polyketides
Superclass: Polycyclic aromatic polyketides
Class: Anthraquinones and anthrones
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
Himerometra magnipinna
(NA)
Kingdom
Metazoa
Phylum
Echinodermata
Class
Crinoidea
Order
Comatulida
Family
Himerometridae
Genus
Himerometra
Species
Himerometra magnipinna
South China Sea
· 8 m
DOI:
10.1021/np060601p
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
582.6 Da
Threshold ≤ 500
ALogP
5.37
Threshold ≤ 5
H-Bond Donors
7
Threshold ≤ 5
H-Bond Acceptors
9
Threshold ≤ 10
3 violations (MW, ALogP, HBD) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C34H30O9
Molecular Weight:
582.6050 Da
SMILES:
CCCc1cc(O)c2c(c1)C(C1c3cc(O)cc(O)c3C(=O)c3c(O)cc(C(O)CC)cc31)c1cc(O)cc(O)c1C2=O
InChIKey:
HNVAUIAUYIAJAJ-UHFFFAOYSA-N
InChI:
InChI=1S/C34H30O9/c1-3-5-14-6-18-27(20-10-16(35)12-25(40)31(20)33(42)29(18)23(38)7-14)28-19-8-15(22(37)4-2)9-24(39)30(19)34(43)32-21(28)11-17(36)13-26(32)41/h6-13,22,27-28,35-41H,3-5H2,1-2H3
Calculated Properties
ALogP:
5.369 lipophilicity
TPSA:
175.75 Ų polar surface area
H-Bond Donors:
7
H-Bond Acceptors:
9
Rotatable Bonds:
5
Ring Count:
6
(4 aromatic)
Chiral Centers:
3
Fsp³:
0.2353 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007485
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 |
|---|---|---|---|---|
| Antibacterial | inhibition zone | Streptomyces 85E HFI assay | 11.0 mm | 10.1021/np060601p Journal of Natural Products |