SCS-C002843
pestaliopens B
Pathway: Terpenoids
Superclass: Sesquiterpenoids
Class: Drimane sesquiterpenoids
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
Pestalotiopsis sp.
(coral-associated fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Amphisphaeriales
Family
Sporocadaceae
Genus
Pestalotiopsis
Species
NA
Hainan Island
DOI:
10.1002/chem.201302204
· Chemistry – A European Journal
Drug-likeness (Lipinski Ro5)
Molecular Weight
697.2 Da
Threshold ≤ 500
ALogP
4.92
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
12
Threshold ≤ 10
2 violations (MW, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C34H45ClO13
Molecular Weight:
697.1740 Da
SMILES:
COC(=O)C[C@@H]1C[C@H](C)O[C@H](c2c(O)c(CO[C@]3(C)C[C@@H]4O[C@@]45C(C)(C)[C@@H](Cl)CC[C@]5(C)[C@H]3C(=O)O)c(OC)c3c2[C@@H](OC)OC3=O)O1
InChIKey:
GRTLMVCOFHTXMV-SDYRXQIXSA-N
InChI:
InChI=1S/C34H45ClO13/c1-15-11-16(12-20(36)41-6)46-30(45-15)22-21-23(28(40)47-29(21)43-8)25(42-7)17(24(22)37)14-44-33(5)13-19-34(48-19)31(2,3)18(35)9-10-32(34,4)26(33)27(38)39/h15-16,18-19,26,29-30,37H,9-14H2,1-8H3,(H,38,39)/t15-,16-,18-,19-,26+,29-,30-,32+,33+,34+/m0/s1
Calculated Properties
ALogP:
4.923 lipophilicity
TPSA:
168.81 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
12
Rotatable Bonds:
9
Ring Count:
6
(1 aromatic)
Chiral Centers:
10
Fsp³:
0.7353 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002843
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesquiterpenoids
NPClassifier Class:
Drimane sesquiterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.