SCS-C005179
excavatolide U
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Briarane diterpenoids
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
Briareum stechei
(NA)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Scleralcyonacea
Family
Briareidae
Genus
Briareum
Species
Briareum stechei
Nanwan, Pingtung
DOI:
10.1021/np990302i
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
650.7 Da
Threshold ≤ 500
ALogP
3.28
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
13
Threshold ≤ 10
2 violations (MW, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C33H46O13
Molecular Weight:
650.7180 Da
SMILES:
CCCC(=O)O[C@H]1C/C(C)=C\[C@@H]2OC(=O)[C@]3(C)O[C@]23[C@H](OC(C)=O)[C@H]2[C@@H](C)[C@@H](OC(=O)CC)C[C@H](OC(C)=O)[C@]2(C)[C@@H]1OC(C)=O
InChIKey:
JBXMZEVTKGJBHH-ZHKNHZDBSA-N
InChI:
InChI=1S/C33H46O13/c1-10-12-26(38)44-22-13-16(3)14-24-33(32(9,46-33)30(39)45-24)29(42-20(7)36)27-17(4)21(43-25(37)11-2)15-23(40-18(5)34)31(27,8)28(22)41-19(6)35/h14,17,21-24,27-29H,10-13,15H2,1-9H3/b16-14-/t17-,21-,22-,23-,24-,27+,28+,29+,31-,32-,33-/m0/s1
Calculated Properties
ALogP:
3.281 lipophilicity
TPSA:
170.33 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
13
Rotatable Bonds:
8
Ring Count:
4
(0 aromatic)
Chiral Centers:
11
Fsp³:
0.7576 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005179
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
Briarane diterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.