SCS-C005388
stachybonoid D
Pathway: Terpenoids
Superclass: Meroterpenoids | Sesquiterpenoids
Class: Drimane sesquiterpenoids | Spriromeroterpenoids
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
Stachybotrys chartarum
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Hypocreales
Family
Stachybotryaceae
Genus
Stachybotrys
Species
Stachybotrys chartarum
Zhanjiang
DOI:
10.1039/c7ra09859f
· RSC Advances
Drug-likeness (Lipinski Ro5)
Molecular Weight
488.6 Da
Threshold ≤ 500
ALogP
3.72
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
8
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C27H36O8
Molecular Weight:
488.5800 Da
SMILES:
CC(=O)O[C@H]1C[C@@]2(C)[C@@H](CC[C@@H](C)[C@]23Cc2c(O)cc(CO)c(C=O)c2O3)C(C)(C)[C@@H]1OC(C)=O
InChIKey:
JGIPDQRYFPEIGH-NWBKZMJHSA-N
InChI:
InChI=1S/C27H36O8/c1-14-7-8-22-25(4,5)24(34-16(3)31)21(33-15(2)30)11-26(22,6)27(14)10-18-20(32)9-17(12-28)19(13-29)23(18)35-27/h9,13-14,21-22,24,28,32H,7-8,10-12H2,1-6H3/t14-,21+,22+,24-,26+,27-/m1/s1
Calculated Properties
ALogP:
3.716 lipophilicity
TPSA:
119.36 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
8
Rotatable Bonds:
4
Ring Count:
4
(1 aromatic)
Chiral Centers:
6
Fsp³:
0.6667 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005388
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Meroterpenoids
Sesquiterpenoids
NPClassifier Class:
Drimane sesquiterpenoids
Spriromeroterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.