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SCS-C001539

13-hydroxyglucopiericidin A (13-OH-GPA)

Pathway: Polyketides Superclass: Linear polyketides Class: Open-chain polyketides Glycoside
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Chemical Structure

Structure of 13-hydroxyglucopiericidin A (13-OH-GPA)
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

marine-derived actinomycete strains (NA)
Original source name: Streptomyces iakyrus SCSIO NS104; Streptomyces psammoticus SCSIO NS128; marine-derived actinomycete strains
Kingdom Bacillati Phylum Actinomycetota Class Actinomycetes Order NA Family NA Genus NA Species NA
South China Sea
DOI: 10.1016/s1875-5364(25)60866-1  · Chinese Journal of Natural Medicines
Streptomyces iakyrus SCSIO NS104 (NA)
Original source name: Streptomyces iakyrus SCSIO NS104; Streptomyces psammoticus SCSIO NS128; marine-derived actinomycete strains
Kingdom Bacillati Phylum Actinomycetota Class Actinomycetes Order Kitasatosporales Family Streptomycetaceae Genus Streptomyces Species Streptomyces iakyrus
South China Sea
DOI: 10.1016/s1875-5364(25)60866-1  · Chinese Journal of Natural Medicines
Streptomyces psammoticus SCSIO NS128 (Streptomyces)
Original source name: Streptomyces iakyrus SCSIO NS104; Streptomyces psammoticus SCSIO NS128; marine-derived actinomycete strains
Kingdom Bacillati Phylum Actinomycetota Class Actinomycetes Order Kitasatosporales Family Streptomycetaceae Genus Streptomyces Species Streptomyces psammoticus
South China Sea
DOI: 10.1016/s1875-5364(25)60866-1  · Chinese Journal of Natural Medicines

Drug-likeness (Lipinski Ro5)

Molecular Weight
665.8 Da
Threshold ≤ 500
ALogP
2.51
Threshold ≤ 5
H-Bond Donors
7
Threshold ≤ 5
H-Bond Acceptors
12
Threshold ≤ 10
3 violations (MW, HBD, HBA) — not drug-like by Ro5

Chemical Properties

Molecular Formula:
C34H51NO12
Molecular Weight:
665.7770 Da
SMILES:
COc1nc([C@@H](C)/C=C(C)/C=C/C=C(\C)[C@@H](O)[C@@H](C)/C=C(\C)[C@@H](O[C@@H]2OC(CO)[C@@H](O)C(O)C2O)[C@@H](C)C(=O)O)c(C)c(O)c1OC
InChIKey:
QMFKOTPFNSXFNM-AVQVJXGZSA-N
InChI:
InChI=1S/C34H51NO12/c1-16(13-18(3)24-21(6)26(38)31(44-8)32(35-24)45-9)11-10-12-17(2)25(37)19(4)14-20(5)30(22(7)33(42)43)47-34-29(41)28(40)27(39)23(15-36)46-34/h10-14,18-19,22-23,25,27-30,34,36-37,39-41H,15H2,1-9H3,(H,35,38)(H,42,43)/b11-10+,16-13+,17-12+,20-14+/t18-,19-,22+,23?,25+,27+,28?,29?,30+,34-/m0/s1
Calculated Properties
ALogP:
2.514 lipophilicity
TPSA:
208.49 Ų polar surface area
H-Bond Donors:
7
H-Bond Acceptors:
12
Rotatable Bonds:
15
Ring Count:
2 (1 aromatic)
Chiral Centers:
10
Fsp³:
0.5882 fraction sp³ carbon

Database Information

Compound ID:
SCS-C001539
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Linear polyketides
NPClassifier Class:
Open-chain polyketides
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
PubChem ChemSpider ChEMBL
Natural product databases
COCONUT NP Atlas

Biological Activity Data

No bioactivity data available for this compound.

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Structure enlarged