Rhamnazin 3-O-glucoside - Compound Card

Rhamnazin 3-O-glucoside

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Rhamnazin 3-O-glucoside

Structure
Zoomed Structure
  • Family: Plantae - Apiaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonol Monoglycoside
Canonical Smiles OC[C@H]1O[C@H](Oc2c(oc3c(c2=O)c(O)cc(c3)OC)c2ccc(c(c2)OC)O)C(C([C@@H]1O)O)O
InChI InChI=1S/C23H24O12/c1-31-10-6-12(26)16-14(7-10)33-21(9-3-4-11(25)13(5-9)32-2)22(18(16)28)35-23-20(30)19(29)17(27)15(8-24)34-23/h3-7,15,17,19-20,23-27,29-30H,8H2,1-2H3/t15-,17-,19?,20?,23-/m1/s1
InChIKey NULDUMWEBSEHPR-VCODSRCESA-N
Formula C23H24O12
HBA 12
HBD 6
MW 492.43
Rotatable Bonds 6
TPSA 188.51
LogP 0.07
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 35
Formal Charge 0
Fraction CSP3 0.35
Exact Mass 492.13
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Ammi visnaga Apiaceae Plantae 1053409

Showing of synonyms

  • Bencheraiet R, Kherrab H, et al. (2011). Flavonols and antioxidant activity of Ammi visnaga L. (Apiaceae). Records of Natural Products,2011,5(1),52-55. [View]
Pubchem: 44259611
Nmrshiftdb2: 70069885

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)oc(-c3ccccc3)c(c2=O)OC4CCCCO4

Level: 2

Mol. Weight: 492.43 g/mol

Structure

SMILES: c1cccc(c12)occ(c2=O)OC3CCCCO3

Level: 1

Mol. Weight: 492.43 g/mol

Structure

SMILES: c1cccc(c12)oc(cc2=O)-c3ccccc3

Level: 1

Mol. Weight: 492.43 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 492.43 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 492.43 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 492.43 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.36
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.120
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
0.87

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.010
Plasma Protein Binding
69.63
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
9.910
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.760
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.060
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.850
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
-323.720
Rat (Acute)
2.380
Rat (Chronic Oral)
3.730
Fathead Minnow
4.720
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
570.440
Hydration Free Energy
-3.330
Log(D) at pH=7.4
1.100
Log(P)
0.68
Log S
-4.59
Log(Vapor Pressure)
-10.62
Melting Point
189.46
pKa Acid
5.93
pKa Basic
4.12
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9723
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9723
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9367
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9367
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.9022
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.9022
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 4 0.8979
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 4 0.8979
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8966
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8966
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8904
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8904
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8897
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8897
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8783
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8783
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8770
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8770
Orf1a polyprotein Q692E5 Q692E5_CVHSA SARS coronavirus TJF 3 0.8720
Orf1a polyprotein Q692E5 Q692E5_CVHSA SARS coronavirus TJF 3 0.8720
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8606
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8606
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8601
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8601
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8452
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8452
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8427
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8427
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8396
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8396
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8286
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8286
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 3 0.8225
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 3 0.8225
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.8214
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.8214
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.8175
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.8175
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8153
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8153
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.8075
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.8075
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.8010
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.8010
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.8004
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.8004
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.7954
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.7954
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7895
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7895
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.7868
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.7868
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7865
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7865
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7865
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7865
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7863
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7863
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7849
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7849
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7803
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7803
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7758
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7758
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7738
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7738
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7721
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7721
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.7700
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.7700
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7697
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7697
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7696
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7696
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 4 0.7637
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 4 0.7637
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 4 0.7585
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 4 0.7585
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7582
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7582
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7573
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7573
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7565
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7565
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7554
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7554
Phenolphthiocerol/phthiocerol polyketide synthase subunit C P96202 PPSC_MYCTU Mycobacterium tuberculosis 3 0.7495
Phenolphthiocerol/phthiocerol polyketide synthase subunit C P96202 PPSC_MYCTU Mycobacterium tuberculosis 3 0.7495
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7487
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7487
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7429
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7429
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7413
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7413
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.7397
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.7397
Protein polybromo-1 Q86U86 PB1_HUMAN Homo sapiens 5 0.7395
Protein polybromo-1 Q86U86 PB1_HUMAN Homo sapiens 5 0.7395
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7391
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7391
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7333
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7333
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 4 0.7329
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 4 0.7329
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7306
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7306
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.7266
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.7266
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7264
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7264
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.7253
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.7253
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7225
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7225
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 4 0.7216
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 4 0.7216
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7212
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7212
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7208
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7208
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7207
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7207
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7138
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7138
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 5 0.7122
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 5 0.7122
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7119
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7119
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7118
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7118
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7060
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7060
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7056
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7056
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7052
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7052
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7036
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7036
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7035
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7035
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 3 0.7035
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 3 0.7035
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7033
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7033
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7025
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7025
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7023
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7023
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7019
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7019
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.7009
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.7009

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