SCS-C007682
bisvertinolone
Pathway: Polyketides
Superclass: Aromatic polyketides
Class: Sorbicilinoids
Glycoside
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
Penicillium sp. SCSIO sof101
(soft coral-derived fungus)
Original source name: Penicillium sp. sof101
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium sp. SCSIO SOF101
South China Sea
· 2448 m | 2248 m
DOI:
10.1002/cbdv.202402685
· Chemistry & Biodiversity
Drug-likeness (Lipinski Ro5)
Molecular Weight
512.6 Da
Threshold ≤ 500
ALogP
3.29
Threshold ≤ 5
H-Bond Donors
5
Threshold ≤ 5
H-Bond Acceptors
9
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C28H32O9
Molecular Weight:
512.5550 Da
SMILES:
C/C=C/C=C/C(O)=C1/C(=O)[C@](C)(O)[C@@]2(O)O[C@]3(C)C(O)=C(C)C(=O)/C(=C(O)/C=C/C=C/C)[C@@H]3[C@]2(C)C1=O
InChIKey:
DZSIQVIZFPZAMV-TZCGFCPBSA-N
InChI:
InChI=1S/C28H32O9/c1-7-9-11-13-16(29)18-20(31)15(3)22(32)26(5)21(18)25(4)23(33)19(17(30)14-12-10-8-2)24(34)27(6,35)28(25,36)37-26/h7-14,21,29-30,32,35-36H,1-6H3/b9-7+,10-8+,13-11+,14-12+,18-16+,19-17-/t21-,25-,26+,27+,28+/m1/s1
Calculated Properties
ALogP:
3.293 lipophilicity
TPSA:
161.59 Ų polar surface area
H-Bond Donors:
5
H-Bond Acceptors:
9
Rotatable Bonds:
4
Ring Count:
3
(0 aromatic)
Chiral Centers:
5
Fsp³:
0.3929 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007682
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Aromatic polyketides
NPClassifier Class:
Sorbicilinoids
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.