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SCS-C000297

24,25-dehydro-10,11-dihydro-20-hydroxyaflavinin

Pathway: Terpenoids Superclass: Meroterpenoids Class: Miscellaneous meroterpenoids
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Chemical Structure

Structure of 24,25-dehydro-10,11-dihydro-20-hydroxyaflavinin
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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.
Download: SDF SMILES

Source Information

Pseudallescheria boydii (NA)
Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Microascales Family Microascaceae Genus Pseudallescheria Species Pseudallescheria boydii
South China Sea
DOI: 10.1039/c6ra06661e  · RSC Advances

Drug-likeness (Lipinski Ro5)

Molecular Weight
421.6 Da
Threshold ≤ 500
ALogP
6.17
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
2
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:
C28H39NO2
Molecular Weight:
421.6250 Da
SMILES:
CC(C)C1=C(c2c[nH]c3ccccc23)[C@@H]2[C@H](C)C[C@@H](O)[C@@]3(C)[C@H](C)CC[C@H](O)C23CC1
InChIKey:
GVGMWTZTHQRHRE-QTAYBEDVSA-N
InChI:
InChI=1S/C28H39NO2/c1-16(2)19-12-13-28-23(30)11-10-18(4)27(28,5)24(31)14-17(3)26(28)25(19)21-15-29-22-9-7-6-8-20(21)22/h6-9,15-18,23-24,26,29-31H,10-14H2,1-5H3/t17-,18-,23+,24-,26+,27-,28?/m1/s1
Calculated Properties
ALogP:
6.172 lipophilicity
TPSA:
56.25 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
2
Rotatable Bonds:
2
Ring Count:
5 (2 aromatic)
Chiral Centers:
7
Fsp³:
0.6429 fraction sp³ carbon

Database Information

Compound ID:
SCS-C000297
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Meroterpenoids
NPClassifier Class:
Miscellaneous meroterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
PubChem ChemSpider ChEMBL
Natural product databases
COCONUT NP Atlas

Biological Activity Data

Activity values are displayed only when a quantitative or clearly reported result is available. Tested organisms, cell lines and molecular targets are shown under Target / model.
Activity Assay Target / model Result Reference
Antitumor IC50 Sf9 cells 0.5 μM 10.1039/c6ra06661e RSC Advances
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Structure enlarged