SCS-C000937
6-keto-litophynol B
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Eunicellane 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
Cladiella krempfi
(soft coral)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Cladiellidae
Genus
Cladiella
Species
Cladiella krempfi
Weizhou Island
DOI:
10.1016/j.fitote.2018.10.012
· Fitoterapia
Drug-likeness (Lipinski Ro5)
Molecular Weight
656.8 Da
Threshold ≤ 500
ALogP
-0.09
Threshold ≤ 5
H-Bond Donors
7
Threshold ≤ 5
H-Bond Acceptors
13
Threshold ≤ 10
3 violations (MW, HBD, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C33H52O13
Molecular Weight:
656.7660 Da
SMILES:
C=C1CC[C@H](C(C)C)[C@@H]2[C@H]1[C@@H]1O[C@@H]2[C@@](O)([C@@H](O)[C@@H](O)C(C)=O)[C@@](C)(OC(=O)CCCC)CC[C@](O)([C@@H](O)[C@@H](O)C(C)=O)C(=O)[C@H]1O
InChIKey:
LPMFPNIJRCVKSQ-BRIAPMNKSA-N
InChI:
InChI=1S/C33H52O13/c1-8-9-10-20(36)46-31(7)13-14-32(43,27(40)23(37)17(5)34)28(41)25(39)26-21-16(4)11-12-19(15(2)3)22(21)30(45-26)33(31,44)29(42)24(38)18(6)35/h15,19,21-27,29-30,37-40,42-44H,4,8-14H2,1-3,5-7H3/t19-,21+,22-,23+,24+,25+,26+,27+,29+,30+,31+,32+,33+/m1/s1
Calculated Properties
ALogP:
-0.092 lipophilicity
TPSA:
228.35 Ų polar surface area
H-Bond Donors:
7
H-Bond Acceptors:
13
Rotatable Bonds:
11
Ring Count:
3
(0 aromatic)
Chiral Centers:
13
Fsp³:
0.8182 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000937
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
Eunicellane diterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
Activity values are displayed only when a quantitative or clearly reported result is available.
Tested organisms, cell lines and molecular targets are shown under Target / model.
| Activity | Assay | Target / model | Result | Reference |
|---|---|---|---|---|
| Anti-inflammatory | — | TNF-α | 19.9 μM | 10.1016/j.fitote.2018.10.012 Fitoterapia |