SCS-C000435
alterporriol O
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
Alternaria sp. ZJ-2008003
(mangrove endophytic fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Dothideomycetes
Order
Pleosporales
Family
Pleosporaceae
Genus
Alternaria
Species
NA
South China Sea
DOI:
10.1021/np200766d
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
638.6 Da
Threshold ≤ 500
ALogP
-0.63
Threshold ≤ 5
H-Bond Donors
8
Threshold ≤ 5
H-Bond Acceptors
14
Threshold ≤ 10
3 violations (MW, HBD, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C32H30O14
Molecular Weight:
638.6000 Da
SMILES:
COc1cc(O)c2c(c1)C(=O)C1=C(C2=O)[C@@H]([C@@H]2C3=C(C(=O)c4cc(OC)cc(O)c4C3=O)[C@@H](O)[C@](C)(O)[C@@H]2O)[C@@H](O)[C@@](C)(O)[C@@H]1O
InChIKey:
WWOFACZMDGHQHR-VGKOLKNKSA-N
InChI:
InChI=1S/C32H30O14/c1-31(43)27(39)19(17-21(29(31)41)23(35)11-5-9(45-3)7-13(33)15(11)25(17)37)20-18-22(30(42)32(2,44)28(20)40)24(36)12-6-10(46-4)8-14(34)16(12)26(18)38/h5-8,19-20,27-30,33-34,39-44H,1-4H3/t19-,20-,27+,28+,29+,30+,31+,32+/m0/s1
Calculated Properties
ALogP:
-0.628 lipophilicity
TPSA:
248.58 Ų polar surface area
H-Bond Donors:
8
H-Bond Acceptors:
14
Rotatable Bonds:
3
Ring Count:
6
(2 aromatic)
Chiral Centers:
8
Fsp³:
0.3750 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000435
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
No bioactivity data available for this compound.