SCS-C003967
stachybotrin D
Pathway: Terpenoids
Superclass: Meroterpenoids | Sesquiterpenoids
Class: Drimane sesquiterpenoids | Spriromeroterpenoids | Tetraketide meroterpenoids
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
Xisha Islands
DOI:
10.1021/np400683h
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
441.6 Da
Threshold ≤ 500
ALogP
3.84
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C26H35NO5
Molecular Weight:
441.5680 Da
SMILES:
CC(=O)CN1Cc2c(cc(O)c3c2O[C@]2(C3)[C@H](C)CC[C@H]3C(C)(C)[C@H](O)CC[C@@]32C)C1=O
InChIKey:
UDHWNQLFPSBGMZ-CNXQJNQVSA-N
InChI:
InChI=1S/C26H35NO5/c1-14-6-7-20-24(3,4)21(30)8-9-25(20,5)26(14)11-17-19(29)10-16-18(22(17)32-26)13-27(23(16)31)12-15(2)28/h10,14,20-21,29-30H,6-9,11-13H2,1-5H3/t14-,20+,21-,25+,26-/m1/s1
Calculated Properties
ALogP:
3.844 lipophilicity
TPSA:
87.07 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
5
Rotatable Bonds:
2
Ring Count:
5
(1 aromatic)
Chiral Centers:
5
Fsp³:
0.6923 fraction sp³ carbon
Database Information
Compound ID:
SCS-C003967
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Meroterpenoids
Sesquiterpenoids
NPClassifier Class:
Drimane sesquiterpenoids
Spriromeroterpenoids
Tetraketide meroterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.