SCS-C003299
18-hydroxydecaturin B
Pathway: Polyketides | Terpenoids
Superclass: Meroterpenoids
Class: Triketide 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
Penicillium oxalicum
(deep-sea fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium oxalicum
Hainan Island
DOI:
10.1016/j.phytol.2015.06.009
· Phytochemistry Letters
Drug-likeness (Lipinski Ro5)
Molecular Weight
521.6 Da
Threshold ≤ 500
ALogP
3.74
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
8
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C30H35NO7
Molecular Weight:
521.6100 Da
SMILES:
CC1=C[C@H](O)[C@@H]2[C@]34CC[C@](O)(OC3)C(C)(C)[C@@H]4CC[C@@]2(C)[C@@]12Oc1cc(-c3cccnc3)oc(=O)c1[C@@H]2O
InChIKey:
OLQHVBYCENIOKB-ANBDSNBWSA-N
InChI:
InChI=1S/C30H35NO7/c1-16-12-18(32)23-27(4,8-7-21-26(2,3)29(35)10-9-28(21,23)15-36-29)30(16)24(33)22-20(38-30)13-19(37-25(22)34)17-6-5-11-31-14-17/h5-6,11-14,18,21,23-24,32-33,35H,7-10,15H2,1-4H3/t18-,21-,23-,24-,27+,28+,29-,30+/m0/s1
Calculated Properties
ALogP:
3.745 lipophilicity
TPSA:
122.25 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
8
Rotatable Bonds:
1
Ring Count:
8
(2 aromatic)
Chiral Centers:
8
Fsp³:
0.6000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C003299
NPClassifier Pathway:
Polyketides
Terpenoids
NPClassifier Superclass:
Meroterpenoids
NPClassifier Class:
Triketide meroterpenoids
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.