3,4'-dihydroxypropiophenone - Compound Card

3,4'-dihydroxypropiophenone

Select a section from the left sidebar

3,4'-dihydroxypropiophenone

Structure
Zoomed Structure
  • Family: Plantae - Cucurbitaceae
  • Kingdom: Plantae
  • Class: Phenolic
    • Subclass: Propiophenone
Canonical Smiles CCC(=O)c1ccc(c(c1)O)O
InChI InChI=1S/C9H10O3/c1-2-7(10)6-3-4-8(11)9(12)5-6/h3-5,11-12H,2H2,1H3
InChIKey HNWIHBDMOYWCGX-UHFFFAOYSA-N
Formula C9H10O3
HBA 3
HBD 2
MW 166.18
Rotatable Bonds 2
TPSA 57.53
LogP 1.69
Number Rings 1
Number Aromatic Rings 1
Heavy Atom Count 12
Formal Charge 0
Fraction CSP3 0.22
Exact Mass 166.06
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Citrullus colocynthis Cucurbitaceae Plantae 252529

Showing of synonyms

  • Yoshikawa M, Morikawa T, et al. (2007). Bioactive Saponins and Glycosides. XXVII. 1) Structures of New Cucurbitane-Type Triterpene Glycosides and Antiallergic Constituents from Citrullus colocynthis. Chemical & pharmaceutical bulletin, 2007, 55(3), 428-34. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 166.18 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.5
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.34
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.42

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.52
Plasma Protein Binding
29.15
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
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
11.99
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.34
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.96
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
3.48
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Toxic
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
3.63
Rat (Acute)
1.81
Rat (Chronic Oral)
2.57
Fathead Minnow
3.93
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
305.17
Hydration Free Energy
-10.82
Log(D) at pH=7.4
1.18
Log(P)
1.43
Log S
-1.59
Log(Vapor Pressure)
-4.07
Melting Point
127.36
pKa Acid
7.79
pKa Basic
7.61
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9458
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.9431
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.9384
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.9297
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.9257
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.9229
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.9150
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.9139
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.9067
17-beta-hydroxysteroid dehydrogenase 14 Q9BPX1 DHB14_HUMAN Homo sapiens 3 0.9061
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.9050
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9032
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.9009
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9007
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8905
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8842
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8656
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8649
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 4 0.8643
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8634
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.8627
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8598
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8590
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8577
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8565
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.8548
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 3 0.8533
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8532
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 4 0.8507
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8507
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A Q13946 PDE7A_HUMAN Homo sapiens 4 0.8477
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.8422
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8376
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8368
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8348
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.8279
cGMP-inhibited 3',5'-cyclic phosphodiesterase 3B Q13370 PDE3B_HUMAN Homo sapiens 4 0.8242
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 3 0.8228
Acetylcholine-binding protein P58154 ACHP_LYMST Lymnaea stagnalis 3 0.8210
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8191
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8180
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.8129
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.8120
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8113
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8087
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.8057
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.8049
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.8013
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.7974
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 3 0.7972
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7931
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7906
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7862
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7839
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7830
Alcohol dehydrogenase 1C P00326 ADH1G_HUMAN Homo sapiens 3 0.7822
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7806
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7778
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7758
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7700
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7693
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7683
HLA class I histocompatibility antigen, B alpha chain P01889 HLAB_HUMAN Homo sapiens 3 0.7681
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7655
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7649
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7644
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7627
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7609
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7594
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7587
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7579
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7563
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7559
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7538
Raucaffricine-O-beta-D-glucosidase Q9SPP9 RG1_RAUSE Rauvolfia serpentina 3 0.7509
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 3 0.7505
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7491
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7478
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7455
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7445
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7440
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7438
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7422
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7420
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7419
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 4 0.7413
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7408
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7406
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 2 0.7380
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7352
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7346
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7341
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7332
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7328
Gibberellin receptor GID1A Q9MAA7 GID1A_ARATH Arabidopsis thaliana 3 0.7314
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7311
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7311
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7307
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7300
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7297
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7297
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7297
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7292
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7292
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7276
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7275
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.7274
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7269
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7267
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7266
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 3 0.7262
Ribosomal RNA small subunit methyltransferase Nep1 Q57977 NEP1_METJA Methanocaldococcus jannaschii 3 0.7261
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7259
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7247
Estrogen receptor beta Q62986 ESR2_RAT Rattus norvegicus 3 0.7245
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 2 0.7242
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 3 0.7234
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7232
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7228
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7223
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7215
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7213
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.7210
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.7209
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7202
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7202
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7195
Calmodulin-1 P0DP29 CALM1_RAT Rattus norvegicus 3 0.7195
Androgen receptor P19091 ANDR_MOUSE Mus musculus 3 0.7193
3',5'-cyclic-AMP phosphodiesterase 4B Q07343 PDE4B_HUMAN Homo sapiens 3 0.7188
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7183
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7161
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7136
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7132
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 3 0.7122
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 2 0.7119
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.7099
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7095
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7089
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7088
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 2 0.7085
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7080
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7060
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7059
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7057
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7051
Uncharacterized protein Q3F0V8 Q3F0V8_BACTI Bacillus thuringiensis serovar israelensis ATCC 35646 3 0.7051
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7042
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7037
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7035
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7025
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7010
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7009
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 2 0.7007
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7003
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7002

Download SDF