SCS-C001802
verrucellol D
Pathway: Terpenoids
Superclass: Steroids
Class: Ergostane steroids
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
Verrucella umbraculum
(gorgonian)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Scleralcyonacea
Family
Ellisellidae
Genus
Verrucella
Species
Verrucella umbraculum
Yongxing Island
DOI:
10.1021/acs.jnatprod.1c00200
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
442.6 Da
Threshold ≤ 500
ALogP
5.21
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C28H42O4
Molecular Weight:
442.6400 Da
SMILES:
Cc1ccc(O)cc1CC[C@@]1(O)CCC(=O)[C@H]2[C@H]1[C@@H](O)C[C@]2(C)[C@H](C)/C=C/[C@H](C)C(C)C
InChIKey:
PPWHWSABYYUZDD-HLCVWWPNSA-N
InChI:
InChI=1S/C28H42O4/c1-17(2)18(3)7-9-20(5)27(6)16-24(31)26-25(27)23(30)12-14-28(26,32)13-11-21-15-22(29)10-8-19(21)4/h7-10,15,17-18,20,24-26,29,31-32H,11-14,16H2,1-6H3/b9-7+/t18-,20+,24-,25-,26+,27+,28+/m0/s1
Calculated Properties
ALogP:
5.215 lipophilicity
TPSA:
77.76 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
4
Rotatable Bonds:
7
Ring Count:
3
(1 aromatic)
Chiral Centers:
7
Fsp³:
0.6786 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001802
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Steroids
NPClassifier Class:
Ergostane steroids
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 |
|---|---|---|---|---|
| Inactive / negative | — | CD4+ T cell proliferation | — Structured numeric value is not available in this record; see the primary reference. | 10.1021/acs.jnatprod.1c00200 Journal of Natural Products |