SCS-C001025
brasilianoid H
Pathway: Terpenoids
Superclass: Meroterpenoids | Triterpenoids
Class: Cycloartane triterpenoids | Tetraketide meroterpenoids
Chemical Structure
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Penicillium brasilianum
(fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
Penicillium brasilianum
Beibu Gulf
DOI:
10.1016/j.tet.2019.02.037
· Tetrahedron
Drug-likeness (Lipinski Ro5)
Molecular Weight
444.5 Da
Threshold ≤ 500
ALogP
2.49
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C25H32O7
Molecular Weight:
444.5000 Da
SMILES:
C=C1[C@@]2(C)C[C@@H]3[C@](C)(CC[C@@]4(CCC(=O)OC4(C)C)[C@]34CO4)[C@@]13C(=O)O[C@@H](C)[C@@]3(O)C2=O
InChIKey:
OKSYTVPAEJFCAV-IQWFBRNSSA-N
InChI:
InChI=1S/C25H32O7/c1-13-20(5)11-15-21(6,24(13)18(28)31-14(2)25(24,29)17(20)27)9-10-22(23(15)12-30-23)8-7-16(26)32-19(22,3)4/h14-15,29H,1,7-12H2,2-6H3/t14-,15+,20+,21-,22+,23-,24-,25+/m0/s1
Calculated Properties
ALogP:
2.485 lipophilicity
TPSA:
102.43 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
7
Rotatable Bonds:
0
Ring Count:
6
(0 aromatic)
Chiral Centers:
8
Fsp³:
0.8000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001025
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Meroterpenoids
Triterpenoids
NPClassifier Class:
Cycloartane triterpenoids
Tetraketide meroterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.