Rhamnocitrin-4'-O-methylether - Compound Card

Rhamnocitrin-4'-O-methylether

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Rhamnocitrin-4'-O-methylether

Structure
Zoomed Structure
  • Family: Capparaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavone
Canonical Smiles COc1ccc(cc1)C1Oc2cc(OC)cc(c2C(=O)C1O)O
InChI InChI=1S/C17H16O6/c1-21-10-5-3-9(4-6-10)17-16(20)15(19)14-12(18)7-11(22-2)8-13(14)23-17/h3-8,16-18,20H,1-2H3
InChIKey FEKOGNMSBYBYSO-UHFFFAOYSA-N
Formula C17H16O6
HBA 6
HBD 2
MW 316.31
Rotatable Bonds 3
TPSA 85.22
LogP 2.09
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 23
Formal Charge 0
Fraction CSP3 0.24
Exact Mass 316.09
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Boscia angustifolia Capparaceae Plantae 511493

Showing of synonyms

  • Salem M, Hussein S, et al. (2016). Phytochemical investigation of Boscia angustifolia A. Rich. (Capparaceae). Biochemical Systematics and Ecology, 2016, 65, 202-204. [View]
Pubchem: 11738585
Nmrshiftdb2: 60055981

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)OC(CC2=O)c3ccccc3

Level: 1

Mol. Weight: 224.26 g/mol

Structure

SMILES: c1cccc(c12)OCCC2=O

Level: 0

Mol. Weight: 148.16 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 78.11 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.49
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.750
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.2

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.290
Plasma Protein Binding
45.7
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
6.120
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.060
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.150
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.360
Micronucleos
Toxic
NR-AhR
Toxic
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
3.560
Rat (Acute)
2.010
Rat (Chronic Oral)
2.720
Fathead Minnow
4.380
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
394.770
Hydration Free Energy
-10.320
Log(D) at pH=7.4
2.720
Log(P)
2.59
Log S
-4.44
Log(Vapor Pressure)
-7.27
Melting Point
164.75
pKa Acid
6.73
pKa Basic
1.76
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.9594
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9476
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.9072
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase Q8DNV6 Q8DNV6_STRR6 Streptococcus pneumoniae 3 0.9068
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.9067
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.9018
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8879
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.8781
Proliferating cell nuclear antigen P12004 PCNA_HUMAN Homo sapiens 3 0.8755
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.8693
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8645
Proton-gated ion channel Q7NDN8 GLIC_GLOVI Gloeobacter violaceus 3 0.8636
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.8571
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.8519
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8502
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.8498
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.8437
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8402
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.8378
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.8377
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8296
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8237
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8224
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.8217
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8202
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8172
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.8098
Matrix metalloproteinase-20 O60882 MMP20_HUMAN Homo sapiens 3 0.8082
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8080
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.8077
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.8072
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 3 0.8058
Alpha-1-acid glycoprotein 2 P19652 A1AG2_HUMAN Homo sapiens 3 0.8058
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8032
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.8025
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8013
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.8003
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8002
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.7987
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.7985
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7979
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7966
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7962
Alpha/beta hydrolase fold protein D2J2T6 D2J2T6_9RHIZ Ochrobactrum sp. T63 3 0.7943
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7934
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.7934
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7927
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7924
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7919
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7914
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.7897
Rifampin ADP-ribosyl transferase A0QRS5 A0QRS5_MYCS2 Mycolicibacterium smegmatis155) 4 0.7894
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7893
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7884
Histidine kinase 4 Q9C5U0 AHK4_ARATH Arabidopsis thaliana 4 0.7879
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7866
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7860
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7814
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7798
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7790
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7770
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7759
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7758
Caspase-3 P42574 CASP3_HUMAN Homo sapiens 2 0.7758
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7748
Chalcone synthase 2 P30074 CHS2_MEDSA Medicago sativa 4 0.7745
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 3 0.7728
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7710
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7682
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7677
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.7675
O-methyltransferase family 2 D5STZ7 D5STZ7_PLAL2 Planctopirus limnophila 4 0.7662
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7660
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7657
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7624
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7609
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 6 0.7588
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7559
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.7556
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7548
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7545
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7543
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7529
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7498
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7498
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7474
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7471
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 3 0.7465
Glycylpeptide N-tetradecanoyltransferase Q4Q5S8 Q4Q5S8_LEIMA Leishmania major 3 0.7444
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.7443
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7414
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7391
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7357
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 3 0.7354
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7353
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7331
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7318
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7312
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7310
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 5 0.7309
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 3 0.7258
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7242
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7237
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7226
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 2 0.7216
Inorganic pyrophosphatase Q3JUV5 Q3JUV5_BURP1 Burkholderia pseudomallei 3 0.7213
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7211
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.7210
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7190
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.7188
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7182
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7174
Dihydrofolate reductase O30463 O30463_MYCAV Mycobacterium avium 3 0.7160
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7152
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7146
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7135
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7112
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7108
N-acetyltransferase domain-containing protein Q9HV14 Q9HV14_PSEAE Pseudomonas aeruginosa 2 0.7097
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7096
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7093
Botulinum neurotoxin type A P0DPI0 BXA1_CLOBO Clostridium botulinum 2 0.7090
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7088
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7087
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7056
Dihydrofolate reductase P16184 DYR_PNECA Pneumocystis carinii 3 0.7051
Putative cytochrome P450 Q70AS3 Q70AS3_STRPE Streptomyces peucetius 3 0.7028
Serine/threonine-protein kinase VRK1 Q99986 VRK1_HUMAN Homo sapiens 3 0.7028
GTPase IMAP family member 2 Q9UG22 GIMA2_HUMAN Homo sapiens 3 0.7025
DNA topoisomerase 4 subunit B H7C794 PARE_ENTFA Enterococcus faecalis 3 0.7010
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7007
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7006

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