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SCS-C003471

methyl sarcotroate R

Pathway: Terpenoids Superclass: Diterpenoids Class: Cembrane diterpenoids
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Chemical Structure

Structure of methyl sarcotroate R
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Download: SDF SMILES

Source Information

Sarcophyton trocheliophorum (NA)
Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Alcyoniidae Genus Sarcophyton Species Sarcophyton trocheliophorum
Yalong Bay
DOI: 10.1039/c4np00144c  · Natural Product Reports
Sarcophyton trocheliophorum (NA)
Original source name: Sarcophyton trocheliophorum Marenzeller
Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Alcyoniidae Genus Sarcophyton Species Sarcophyton trocheliophorum
South China Sea  · -20 m
DOI: 10.1016/j.bmc.2013.06.043  · Bioorganic & Medicinal Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight
374.5 Da
Threshold ≤ 500
ALogP
4.08
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:
C22H30O5
Molecular Weight:
374.4770 Da
SMILES:
CC(=O)O[C@@H]1C/C(C)=C/C/C=C(/C)CC(=O)CC2=C[C@@H](OC2=O)[C@@H]1C(C)C
InChIKey:
WYZRLZZDCWHGLN-GNDBRSTBSA-N
InChI:
InChI=1S/C22H30O5/c1-13(2)21-19(26-16(5)23)10-15(4)8-6-7-14(3)9-18(24)11-17-12-20(21)27-22(17)25/h7-8,12-13,19-21H,6,9-11H2,1-5H3/b14-7-,15-8+/t19-,20-,21-/m1/s1
Calculated Properties
ALogP:
4.078 lipophilicity
TPSA:
69.67 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
5
Rotatable Bonds:
2
Ring Count:
2 (0 aromatic)
Chiral Centers:
3
Fsp³:
0.5909 fraction sp³ carbon

Database Information

Compound ID:
SCS-C003471
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
Cembrane diterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
PubChem ChemSpider ChEMBL
Natural product databases
COCONUT NP Atlas CMNPD: CMNPD24048

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
Enzyme inhibition IC50 human protein tyrosine phosphatase 1B (PTP1B) >= 20.0 μg/mL 10.1016/j.bmc.2013.06.043 Bioorganic & Medicinal Chemistry
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Structure enlarged