Preferred name
GARCINONE D
Synonyms
P&D ID
PD118430
CAS
107390-08-9
Tags
available
drug candidate
Drug indication
Discovery agent
SMILES
COc1c(O)cc2oc3cc(O)c(CC=C(C)C)c(O)c3c(=O)c2c1CCC(C)(C)O
InChI
InChI=1S/C24H28O7/c1-12(2)6-7-13-15(25)10-18-20(21(13)27)22(28)19-14(8-9-24(3,4)29)23(30-5)16(26)11-17(19)31-18/h6,10-11,25-27,29H,7-9H2,1-5H3
InChIkey
TYALNCRUIKOKGP-UHFFFAOYSA-N
MOL
GARCINONE D
RDKit 2D
31 33 0 0 0 0 0 0 0 0999 V2000
3.7500 -1.2990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
1.5000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.7500 -1.2990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.5000 -2.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-0.7500 -1.2990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.5000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-3.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-3.7500 1.2990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-5.2500 1.2990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-6.0000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-7.5000 2.5981 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-5.2500 3.8971 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-6.0000 5.1962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-5.2500 6.4952 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-6.0000 7.7942 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-5.2500 9.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-7.5000 7.7942 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-3.7500 3.8971 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-3.0000 5.1962 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-3.0000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-0.7500 3.8971 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-0.7500 1.2990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.7500 1.2990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.0000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.7500 3.8971 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.4510 4.6471 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
5.0490 3.1471 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
4.5000 5.1962 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
1 2 1 0
2 3 1 0
3 4 2 0
4 5 1 0
4 6 1 0
6 7 2 0
7 8 1 0
8 9 1 0
9 10 2 0
10 11 1 0
11 12 1 0
11 13 2 0
13 14 1 0
14 15 1 0
15 16 2 3
16 17 1 0
16 18 1 0
13 19 1 0
19 20 1 0
19 21 2 0
21 22 1 0
22 23 2 0
22 24 1 0
24 25 2 0
25 26 1 0
26 27 1 0
27 28 1 0
28 29 1 0
28 30 1 0
28 31 1 0
25 3 1 0
24 7 1 0
21 9 1 0
M END
> <ID>
PD118430
> <Name>
GARCINONE D
3
5.5
RELA Transcription factor p65
BIOCHEM 1.7x
26
1
5.36
NANH Sialidase
0
1
5.28
CYP19A1 Aromatase
3
1
29
Activation of NF-kappaB in B cells
RELA
CD209 (DC-SIGN) signaling
RELA
CLEC7A (Dectin-1) signaling
RELA
CLEC7A/inflammasome pathway
RELA
Dectin-1 mediated noncanonical NF-kB signaling
RELA
Defective CYP19A1 causes AEXS
CYP19A1
DEx/H-box helicases activate type I IFN and inflammatory cytokines production
RELA
Downstream TCR signaling
RELA
Endogenous sterols
CYP19A1
Estrogen biosynthesis
CYP19A1
FCERI mediated NF-kB activation
RELA
IkBA variant leads to EDA-ID
RELA
Interleukin-1 processing
RELA
Interleukin-1 signaling
RELA
NF-kB is activated and signals survival
RELA
PKMTs methylate histone lysines
RELA
Purinergic signaling in leishmaniasis infection
RELA
Regulated proteolysis of p75NTR
RELA
Regulation of NFE2L2 gene expression
RELA
RIP-mediated NFkB activation via ZBP1
RELA
SARS-CoV-1 activates/modulates innate immune responses
RELA
Senescence-Associated Secretory Phenotype (SASP)
RELA
SUMOylation of immune response proteins
RELA
TAK1-dependent IKK and NF-kappa-B activation
RELA
The NLRP3 inflammasome
RELA
TRAF6 mediated NF-kB activation
RELA
Transcriptional Regulation by VENTX
RELA
Transcriptional regulation of white adipocyte differentiation
RELA
Turbulent (oscillatory, disturbed) flow shear stress activates signaling by PIEZO1 and integrins in endothelial cells
RELA
4
2019
Tetrandraxanthones A-I, Prenylated and Geranylated Xanthones from the Stem Bark of Garcinia tetrandra.
Sukandar ER, Kaennakam S et al. J Nat Prod
2010
Xanthones with neuraminidase inhibitory activity from the seedcases of Garcinia mangostana.
Ryu HW, Curtis-Long MJ et al. Bioorg. Med. Chem.
2009
Cytotoxic xanthone constituents of the stem bark of Garcinia mangostana (mangosteen).
Han AR, Kim JA et al. J. Nat. Prod.
2008
Xanthones from the botanical dietary supplement mangosteen (Garcinia mangostana) with aromatase inhibitory activity.
Balunas MJ, Su B et al. J. Nat. Prod.
4
5
Cayman Chemical Bioactives
Mcule
MedChem Express Bioactive Compound Library
TargetMol Bioactive Compound Library
13
ChEMBL CHEMBL462879
PubChem 5495926
ZINC ZINC000014727633
BindingDB 50250510
ChemicalBook CB72504491
COCONUT CNP0272031.0
CompTox DTXSID00420547
HMDB HMDB0033332
Mcule MCULE-5885705998
Nikkaji J867.802B
NMRShiftDB 60025290
(calculated by RDKit )
Molecular Weight
428.18
Hydrogen Bond Acceptors
7
Hydrogen Bond Donors
4
Rotatable Bonds
6
Ring Count
3
Aromatic Ring Count
3
cLogP
4.28
TPSA
120.36
Fraction CSP3
0.38
Chiral centers
0.0
Largest ring
6.0
QED
0.34
QED
0.34
0
No structural alerts detected
(extracted from source data)
Pathway
Immunology/Inflammation
JAK/STAT Signaling
Stem Cells
NF-¦ÊB
Metabolic Enzyme/Protease
NF-κB
Stem Cell/Wnt
Target
Keap1-Nrf2
Reactive Oxygen Species
STAT3
STAT