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  3. 4,7,15,18-tetramethyl-11-[(E)-3-phenylprop-2-enoxy]-3,5,14,16-tetraoxapentacyclo[11.7.0.02,10.04,8.015,19]icosa-1,10,12-triene

SCS-C000076

4,7,15,18-tetramethyl-11-[(E)-3-phenylprop-2-enoxy]-3,5,14,16-tetraoxapentacyclo[11.7.0.02,10.04,8.015,19]icosa-1,10,12-triene

Pathway: Polyketides Superclass: Cyclic polyketides Class: Fungal cyclic polyketides (Miscellaneous)
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Chemical Structure

Structure of 4,7,15,18-tetramethyl-11-[(E)-3-phenylprop-2-enoxy]-3,5,14,16-tetraoxapentacyclo[11.7.0.02,10.04,8.015,19]icosa-1,10,12-triene
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Source Information

N/A
South China Sea
DOI: 10.3390/md8041094  · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight
462.6 Da
Threshold ≤ 500
ALogP
5.65
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:
C29H34O5
Molecular Weight:
462.5860 Da
SMILES:
CC1COC2(C)Oc3cc(OC/C=C/c4ccccc4)c4c(c3CC12)OC1(C)OCC(C)C1C4
InChIKey:
OERIIBXQUANQFF-DHZHZOJOSA-N
InChI:
InChI=1S/C29H34O5/c1-18-16-31-28(3)23(18)14-22-26(33-28)15-25(30-12-8-11-20-9-6-5-7-10-20)21-13-24-19(2)17-32-29(24,4)34-27(21)22/h5-11,15,18-19,23-24H,12-14,16-17H2,1-4H3/b11-8+
Calculated Properties
ALogP:
5.646 lipophilicity
TPSA:
46.15 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
5
Rotatable Bonds:
4
Ring Count:
6 (2 aromatic)
Chiral Centers:
6
Fsp³:
0.5172 fraction sp³ carbon

Database Information

Compound ID:
SCS-C000076
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Cyclic polyketides
NPClassifier Class:
Fungal cyclic polyketides (Miscellaneous)
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
PubChem ChemSpider ChEMBL
Natural product databases
COCONUT NP Atlas

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
Antitumor IC50 KB, KBv200, MCF-7, MCF-7/adr, A549 > 50.0 μM 10.3390/md8041094 Marine Drugs
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Structure enlarged