SCS-C004275
(12E,18R,20E)-8-hydroxyvariabilin
Pathway: Terpenoids
Superclass: Sesterterpenoids
Class: Linear sesterterpenoids
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
Biemna fortis
(NA)
Kingdom
Metazoa
Phylum
Porifera
Class
Demospongiae
Order
Biemnida
Family
Biemnidae
Genus
Biemna
Species
Biemna fortis
Weizhou Island
DOI:
10.1016/j.bse.2018.07.005
· Biochemical Systematics and Ecology
Drug-likeness (Lipinski Ro5)
Molecular Weight
416.6 Da
Threshold ≤ 500
ALogP
6.16
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C25H36O5
Molecular Weight:
416.5580 Da
SMILES:
CC1=C(O)/C(=C\[C@H](C)CCC/C(C)=C/CCC(C)(O)CCCc2ccoc2)OC1=O
InChIKey:
QFBUNOKEKXMSCV-ZGLRAALHSA-N
InChI:
InChI=1S/C25H36O5/c1-18(8-5-9-19(2)16-22-23(26)20(3)24(27)30-22)10-6-13-25(4,28)14-7-11-21-12-15-29-17-21/h10,12,15-17,19,26,28H,5-9,11,13-14H2,1-4H3/b18-10+,22-16+/t19-,25?/m1/s1
Calculated Properties
ALogP:
6.159 lipophilicity
TPSA:
79.90 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
5
Rotatable Bonds:
12
Ring Count:
2
(1 aromatic)
Chiral Centers:
2
Fsp³:
0.5600 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004275
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesterterpenoids
NPClassifier Class:
Linear sesterterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.