SCS-C001639
Aspergilol-A
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
Penicillium verruculosum
(marine sponge)
Original source name: Penicillium verruculosum (from Spongia officinalis)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium verruculosum
Xidao Island
· 18°23.18'N, 109°36.71'E
DOI:
10.3389/fmicb.2023.1216928
· Frontiers in Microbiology
Drug-likeness (Lipinski Ro5)
Molecular Weight
584.6 Da
Threshold ≤ 500
ALogP
6.82
Threshold ≤ 5
H-Bond Donors
6
Threshold ≤ 5
H-Bond Acceptors
9
Threshold ≤ 10
3 violations (MW, ALogP, HBD) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C34H32O9
Molecular Weight:
584.6000 Da
SMILES:
CCCCC[C@@H](c1c(C)cc(Oc2cc(C)cc(O)c2)cc1O)c1c(O)cc2c(c1O)C(=O)c1c(O)cc(O)cc1C2=O
InChIKey:
PBHGSIRHKIBKSJ-QFIPXVFZSA-N
InChI:
InChI=1S/C34H32O9/c1-4-5-6-7-22(28-17(3)10-21(14-26(28)38)43-20-9-16(2)8-18(35)11-20)29-27(39)15-24-31(33(29)41)34(42)30-23(32(24)40)12-19(36)13-25(30)37/h8-15,22,35-39,41H,4-7H2,1-3H3/t22-/m0/s1
Calculated Properties
ALogP:
6.817 lipophilicity
TPSA:
164.75 Ų polar surface area
H-Bond Donors:
6
H-Bond Acceptors:
9
Rotatable Bonds:
8
Ring Count:
5
(4 aromatic)
Chiral Centers:
1
Fsp³:
0.2353 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001639
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.