2,3-dihydroxy-1-(4-hydroxy-3,5- dimethoxyphenyl)-1-propanone - Compound Card

2,3-dihydroxy-1-(4-hydroxy-3,5- dimethoxyphenyl)-1-propanone

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2,3-dihydroxy-1-(4-hydroxy-3,5- dimethoxyphenyl)-1-propanone

Structure
Zoomed Structure
  • Family: Plantae - Chrysobalanaceae
  • Kingdom: Plantae
  • Class: Phenolic
Canonical Smiles OCC(C(=O)c1cc(OC)c(c(c1)OC)O)O
InChI InChI=1S/C11H14O6/c1-16-8-3-6(10(14)7(13)5-12)4-9(17-2)11(8)15/h3-4,7,12-13,15H,5H2,1-2H3
InChIKey QJWLBLCJYZLCLM-UHFFFAOYSA-N
Formula C11H14O6
HBA 6
HBD 3
MW 242.23
Rotatable Bonds 5
TPSA 96.22
LogP -0.05
Number Rings 1
Number Aromatic Rings 1
Heavy Atom Count 17
Formal Charge 0
Fraction CSP3 0.36
Exact Mass 242.08
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Parinari hypochrysea Chrysobalanaceae Plantae 82156

Showing of synonyms

  • Adjapmoh M, Toze F, et al. (2016). A new ceramide and biflavonoid from the leaves of Parinari hypochrysea (Chrysobalanaceae).. Natural Product Communications, 2016, 11(5), 615-620. [View] [PubMed]
Pubchem: 11053814
Nmrshiftdb2: 7078

No compound-protein relationship available.

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 242.23 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.75
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.450
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.62

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.420
Plasma Protein Binding
10.23
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.140
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.070
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.170
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.800
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
2.660
Rat (Acute)
1.830
Rat (Chronic Oral)
2.990
Fathead Minnow
3.930
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
352.750
Hydration Free Energy
-12.180
Log(D) at pH=7.4
0.040
Log(P)
-0.64
Log S
-1.53
Log(Vapor Pressure)
-5.45
Melting Point
152.62
pKa Acid
6.72
pKa Basic
3.58
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.9527
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9337
Tannase B3Y018 B3Y018_LACPN Lactiplantibacillus plantarum 4 0.9241
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9187
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9100
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.9072
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.9030
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9024
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.9013
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.8744
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8696
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.8631
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8617
Single-strand selective monofunctional uracil DNA glycosylase Q9YGN6 SMUG1_XENLA Xenopus laevis 4 0.8591
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8590
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 3 0.8519
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8510
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8500
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8478
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8437
chitinase B0Y2Y2 B0Y2Y2_ASPFC Aspergillus fumigatus 4 0.8370
Caffeic acid O-methyltransferase Q9ZTU2 Q9ZTU2_LOLPR Lolium perenne 4 0.8312
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.8300
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8293
Coniferyl alcohol 9-O-methyltransferase A6XNE6 A6XNE6_9ROSI Linum nodiflorum 3 0.8287
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 4 0.8270
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.8254
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.8174
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.8174
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8159
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.8136
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.8087
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.8061
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 4 0.8036
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.8026
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8002
Laminarinase Q9WXN1 Q9WXN1_THEMA Thermotoga maritima 3 0.7999
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7971
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7960
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 4 0.7944
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7929
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.7893
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 4 0.7889
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7882
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 4 0.7851
16S rRNA (adenine(1408)-N(1))-methyltransferase A8C927 NPMA_ECOLX Escherichia coli 4 0.7850
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7781
Nucleoside permease Q9KPL5 Q9KPL5_VIBCH Vibrio cholerae serotype O1 4 0.7767
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7767
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7758
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7721
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7705
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7679
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.7678
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7668
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7663
cAMP-dependent protein kinase catalytic subunit alpha P05132 KAPCA_MOUSE Mus musculus 3 0.7643
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7633
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7622
cGMP-dependent protein kinase 1 P00516 KGP1_BOVIN Bos taurus 3 0.7618
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7611
Glucose-1-phosphate thymidylyltransferase Q9AGY4 Q9AGY4_ANETH Aneurinibacillus thermoaerophilus 4 0.7587
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7560
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7549
cAMP-activated global transcriptional regulator Vfr P55222 VFR_PSEAE Pseudomonas aeruginosa 3 0.7542
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7520
Inosine-5'-monophosphate dehydrogenase Q756Z6 Q756Z6_ASHGO Ashbya gossypii 3 0.7515
Uroporphyrinogen-III C-methyltransferase P21631 SUMT_SINSX Sinorhizobium sp 4 0.7502
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.7495
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7491
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 3 0.7490
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7470
Glucose-1-phosphate thymidylyltransferase 1 P37744 RMLA1_ECOLI Escherichia coli 5 0.7466
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.7452
Diphthine synthase O58456 DPHB_PYRHO Pyrococcus horikoshii 4 0.7445
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7435
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7422
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.7413
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7412
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.7399
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7393
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 3 0.7374
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7368
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7343
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 4 0.7340
uroporphyrinogen-III C-methyltransferase P95417 P95417_PSEAI Pseudomonas aeruginosa 3 0.7335
Prenyltransferase Q4R2T2 Q4R2T2_STRC1 Streptomyces sp 3 0.7335
Tannase B3Y018 B3Y018_LACPN Lactiplantibacillus plantarum 3 0.7328
Proton-gated ion channel Q7NDN8 GLIC_GLOVI Gloeobacter violaceus 3 0.7309
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase P0AF12 MTNN_ECOLI Escherichia coli 3 0.7297
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7286
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7273
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7267
Adenylosuccinate synthetase isozyme 1 P28650 PURA1_MOUSE Mus musculus 4 0.7254
histidine kinase Q9WZV7 Q9WZV7_THEMA Thermotoga maritima 3 0.7247
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7244
Formylmethanofuran--tetrahydromethanopterin formyltransferase Q49610 FTR_METKA Methanopyrus kandleri 3 0.7242
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7237
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7226
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7220
Beta-glucosidase 1A Q25BW5 BGL1A_PHACH Phanerodontia chrysosporium 3 0.7213
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7208
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7185
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7180
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7166
GTPase KRas P01116 RASK_HUMAN Homo sapiens 4 0.7163
Myosin heavy chain, striated muscle P24733 MYS_ARGIR Argopecten irradians 3 0.7161
GMP reductase Q81JJ9 GUAC_BACAN Bacillus anthracis 2 0.7158
Rho family GTPase C4M4W4 C4M4W4_ENTHI Entamoeba histolytica 4 0.7150
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 4 0.7142
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7132
dTDP-4-dehydrorhamnose 3,5-epimerase A0A6L7H6N0 A0A1S0QLH9_BACAN Bacillus anthracis 3 0.7126
Ras-related protein Ral-A P11233 RALA_HUMAN Homo sapiens 4 0.7115
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7112
GMP synthase [glutamine-hydrolyzing] Q8IJR9 Q8IJR9_PLAF7 Plasmodium falciparum 4 0.7110
tRNA (guanine-N(1)-)-methyltransferase Q2GIL5 TRMD_ANAPZ Anaplasma phagocytophilum 4 0.7094
N-acetylhexosamine 1-kinase E8MF12 NAHK_BIFL2 Bifidobacterium longum subsp. longum 3 0.7093
Ribonucleoside-diphosphate reductase 2 subunit alpha Q08698 RIR3_SALTY Salmonella typhimurium 2 0.7088
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7087
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.7079
ATP-dependent protease subunit HslV P0A7B8 HSLV_ECOLI Escherichia coli 3 0.7077
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7073
Putative S-adenosyl-L-methionine-dependent methyltransferase ML2640 Q9CCZ4 Y2640_MYCLE Mycobacterium leprae 3 0.7070
N-terminal acetyltransferase A complex subunit NAT1 P12945 NAT1_YEAST Saccharomyces cerevisiae 2 0.7069
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 3 0.7057
tRNA (adenine(9)-N1)-methyltransferase Q4J894 TRM10_SULAC Sulfolobus acidocaldarius 3 0.7055
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 4 0.7046
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.7046
Uncharacterized protein Q3F0V8 Q3F0V8_BACTI Bacillus thuringiensis serovar israelensis ATCC 35646 3 0.7042
Lipoyl synthase 2 Q8DLC2 LIPA2_THEEB Thermosynechococcus vestitus 4 0.7037
Nucleoside phosphorylase, putative Q57VZ2 Q57VZ2_TRYB2 Trypanosoma brucei brucei 4 0.7033
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7031
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 3 0.7014
dTDP-4-dehydro-6-deoxyglucose 3-epimerase Q5SFD1 CHMJ_STRBI Streptomyces bikiniensis 3 0.7012
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7001

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