SCS-C003750
(1S,2S,3E,7S,8S,11Z)-7-ethoxy-11-(hydroxymethyl)-1,7-dimethyl-4-propan-2-ylcyclotetradeca-3,11-diene-1,2,8-triol
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Cembrane diterpenoids
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
Sinularia rigida
(NA)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Sinulariidae
Genus
Sinularia
Species
Sinularia rigida
Sanya Bay
DOI:
10.1039/c4np00144c
· Natural Product Reports
Drug-likeness (Lipinski Ro5)
Molecular Weight
384.6 Da
Threshold ≤ 500
ALogP
3.11
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C22H40O5
Molecular Weight:
384.5570 Da
SMILES:
CCO[C@@]1(C)CC/C(C(C)C)=C\[C@H](O)[C@@](C)(O)CC/C=C(\CO)CC[C@@H]1O
InChIKey:
VPDZUMODCUBCQJ-ALEBWBBCSA-N
InChI:
InChI=1S/C22H40O5/c1-6-27-22(5)13-11-18(16(2)3)14-20(25)21(4,26)12-7-8-17(15-23)9-10-19(22)24/h8,14,16,19-20,23-26H,6-7,9-13,15H2,1-5H3/b17-8-,18-14+/t19-,20-,21-,22-/m0/s1
Calculated Properties
ALogP:
3.110 lipophilicity
TPSA:
90.15 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
5
Rotatable Bonds:
4
Ring Count:
1
(0 aromatic)
Chiral Centers:
4
Fsp³:
0.8182 fraction sp³ carbon
Database Information
Compound ID:
SCS-C003750
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
Cembrane diterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.