SCS-C004073
stachyboside A
Pathway: Terpenoids
Superclass: Meroterpenoids | Sesquiterpenoids
Class: Drimane sesquiterpenoids | Spriromeroterpenoids
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
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
550.6 Da
Threshold ≤ 500
ALogP
1.43
Threshold ≤ 5
H-Bond Donors
6
Threshold ≤ 5
H-Bond Acceptors
10
Threshold ≤ 10
2 violations (MW, HBD) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C29H42O10
Molecular Weight:
550.6450 Da
SMILES:
C[C@@H]1CC[C@H]2C(C)(C)[C@H](O)CC[C@]2(C)[C@@]12Cc1c(O)cc(CO[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c(C=O)c1O2
InChIKey:
YONWINSHTLCLLR-QJDZWADPSA-N
InChI:
InChI=1S/C29H42O10/c1-14-5-6-20-27(2,3)21(33)7-8-28(20,4)29(14)10-16-18(32)9-15(17(11-30)25(16)39-29)13-37-26-24(36)23(35)22(34)19(12-31)38-26/h9,11,14,19-24,26,31-36H,5-8,10,12-13H2,1-4H3/t14-,19-,20+,21-,22-,23+,24-,26+,28+,29-/m1/s1
Calculated Properties
ALogP:
1.428 lipophilicity
TPSA:
166.14 Ų polar surface area
H-Bond Donors:
6
H-Bond Acceptors:
10
Rotatable Bonds:
5
Ring Count:
5
(1 aromatic)
Chiral Centers:
10
Fsp³:
0.7586 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004073
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Meroterpenoids
Sesquiterpenoids
NPClassifier Class:
Drimane sesquiterpenoids
Spriromeroterpenoids
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.