SCS-C001818
bipolarinone
Pathway: Polyketides
Superclass: Chromanes
Class: Chromones
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
Cochliobolus lunatus SCSIO 41401
(gorgonian-derived fungus)
Original source name: Cochliobolus lunatus SCSIO41401
Kingdom
Fungi
Phylum
Ascomycota
Class
Dothideomycetes
Order
Pleosporales
Family
Pleosporaceae
Genus
Curvularia
Species
Cochliobolus lunatus
Yongxing Island
DOI:
10.3390/md18110547
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
670.6 Da
Threshold ≤ 500
ALogP
2.09
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
15
Threshold ≤ 10
2 violations (MW, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C33H34O15
Molecular Weight:
670.6200 Da
SMILES:
COC(=O)CC[C@H](O)[C@]1(C(=O)OC)CC(=O)c2c(cc(C)c(-c3ccc(O)c4c3O[C@@](C(=O)OC)([C@H]3OC(=O)C[C@@H]3C)CC4=O)c2O)O1
InChIKey:
ZYDAJGMARJSACC-IUKZMMAMSA-N
InChI:
InChI=1S/C33H34O15/c1-14-10-20-26(19(36)12-32(47-20,30(41)44-4)21(37)8-9-22(38)43-3)27(40)24(14)16-6-7-17(34)25-18(35)13-33(31(42)45-5,48-28(16)25)29-15(2)11-23(39)46-29/h6-7,10,15,21,29,34,37,40H,8-9,11-13H2,1-5H3/t15-,21-,29-,32-,33+/m0/s1
Calculated Properties
ALogP:
2.093 lipophilicity
TPSA:
218.49 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
15
Rotatable Bonds:
8
Ring Count:
5
(2 aromatic)
Chiral Centers:
5
Fsp³:
0.4545 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001818
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Chromanes
NPClassifier Class:
Chromones
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.